free walking tour puerto rico

OLD SAN JUAN FREE WALKING TOUR

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  WHAT TO EXPECT:

Enjoy a nice walking tour through Old San Juan, the second oldest city in America and the oldest in the U.S.A. For centuries, the city of Old San Juan was an important military base surrounded by fortifications and walls. This tour invites you to see San Juan through a local’s perspective, learn the history of the forts, walk through the colonial houses, and enjoy the eternal summer of the island and feel the essence and the truth of Puerto Rico. 

- The tour lasts approx. 2 hours -

Free Walking Tour: Old San Juan

*Maximum 5 per booking*

Offered Daily

Duration Varies

Free Walking Tour: Art District

*Santurce through Cerra St.*

1 hr 30 min

Private Tour

Through the Old San Juan

Start in $200

Pick-Your-Trip Tour

Through the Island (Max 3 ppl.)

start in $300

CONTACT US:

- For group tours & questions -

+1787-505-5581

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MEETING POINT:

*The tour starts everyday at 10AM*

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Free walking tour near san juan, others cities to visit after san juan, find other guruwalks in san juan, where are you traveling to.

Old San Juan Free Walking Tour

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Old San Juan Free Walking Tour - All You Need to Know BEFORE You Go (2024)

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Old San Juan Free Walking Tour

Review Highlights

“ We caught an Uber from our residence in Puerto Rico, and were dropped off at the beginning of the Fort . ” in 2 reviews

“ I enjoyed this free tour guide, Sara was my guide and she was so sweet and knowledgeable. ” in 2 reviews

“ From Churches to artisan Shops and Eateries the narrow streets offer plenty of shade to go with photo ops. ” in 2 reviews

Location & Hours

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Calle de O'Donnel S/N

Plaza Colon

San Juan, Puerto Rico 00901

About the Business

an all {free} tour through the Old San Juan City. The Old San Juan Free Walking Tour has the magic to bring us back to the 16th Century when Puerto Rico was a Spanish colony. Through the tour you will visit and learn about the different forts the Spanish built to protect the islet from their enemies. We will walk through the colorful streets and learn how the city was urbanize in the 19th Century. -The tour lasts 2 hours- …

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Overall rating

We caught an Uber from our residence in Puerto Rico, and were dropped off at the beginning of the Fort. The walk is about 1.8 miles from start to finish. My wife and I did not climb up to the top of the fort, which gave an awesome view of what it would have looked like over 500 years ago. The walk was leisurely with perfect places to stop, look, and reflect.

See all photos from Ivan R. for Old San Juan Free Walking Tour

I enjoyed this free tour guide, Sara was my guide and she was so sweet and knowledgeable. You can see the love she has for Puerto Rico. She allowed us to be in the shade as often as possible, she taught us some salsa. She even helped me get bird poop out of my hair lol. Her recommendations for places to eat were spot on. I would recommend this tour. Even though it was free I felt like I got so much information from the tour like I paid for it.

Very informative tour, and for the price of free? it's very hard to beat. We started at the Plaza de Colon, and made are way up north towards the border of La Perla, stopping at multiple different landmarks and streets along the way, then moved down towards the "Save a Gato" Landmark, which was so cool! so many beautiful cats just chillin there. we end up wrapping it up back near San Juan de Bautista. Again for free? you can't beat it.

See all photos from Keauni S. for Old San Juan Free Walking Tour

Old San Juan was such a beautiful spot to visit. On such a lovely day that was in the 80s. It was breezy and sunny because the water was legit right there. There were so much fascinating little shops you can walk in. A lot of spots to explore and take beautiful pictures. Just the history of the place was interesting. Everyone is super nice. A must visit place when you're in San Juan.

See all photos from Jimmy N. for Old San Juan Free Walking Tour

Amazing tour filled with information on the rich history and current state of PR. Highly recommended- but make reservations!

Beautiful city and part of town. For mainland US it is poorer than any state but clearly wealthier than any place I have been in the Caribbean to date. Awesome weather, friendly people and a great vibe.

Sara did a great job of providing historical and cultural context that gave us a better understanding of Viejo San Juan and Puerto Rico in general. It enriched our trip and she had good recommendations. Even though the tour group that morning was exceptionally large, she handled it like a pro.

Some cool protest graffiti near El Morro

Very educational and entertaining. Tour guide was amazing, funny, and friendly. Definitely recommend!

Consisting of colorful restored buildings from the 16th- and 17th-century Spanish colonial period, Old San Juan is a breath of fresh air from Beaches and drunk Spring Breakers. From Churches to artisan Shops and Eateries the narrow streets offer plenty of shade to go with photo ops. Plan at least a full day to fully enjoy.

See all photos from Michael U. for Old San Juan Free Walking Tour

The free walking tour is still the best way to see the city and get some exercise. The guide for the Old San Juan tour was a little green and somehow people who did not sign up joined the group. It was supposed to be an English speaking tour, but a Spanish speaking couple joined and dominated the time of the tour guide. :-/ However, the guide did a nice job being tactful and yet informative about the struggles of PR. It was not the easiest group to lead.

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OLD SAN JUAN FREE WALKING TOUR - All You Need to Know BEFORE You Go

11 free things to do in Puerto Rico

Nov 29, 2021 • 11 min read

The beach is always free in Puerto Rico © Getty Images / Image Source

Blessed with white, sandy beaches, colorful architecture, world-class surfing, a rich musical history, and enviable arts, culture and culinary scene, Puerto Rico is a perfect escape for the intrepid and adventurous.

It's a place to catch a wave on a beautiful beach , wander centuries-old cities, and dive into the layered, multicultural history that makes this one of the most exciting corners of the Caribbean .

The island has become an expensive destination in recent years thanks to gentrification and its growing popularity with travelers from the lower 48. However, there are still quite a few top experiences that won’t cost a dime. Here are our favorite free things to do in Puerto Rico.

1. Find history in Old San Juan

The walled islet of San Juan turned 500 years old this year, and there’s no better way to celebrate than by walking through its tree-lined, cobblestone streets, marveling at the centuries-old homes that were once the center of life in the colonial era. In fact, in celebration of the 500th anniversary, the government of San Juan is offering free guided walking tours throughout the city if you reserve a spot in advance.

If you prefer to tour the city independently, start by visiting the monumental Catedrál de San Juan , the second oldest church in the Americas, founded in 1521. The cathedral was central to life in the city in Spanish times, and it remains one of the most enthralling places in San Juan, with its centuries-old mausoleums and paintings.

Afterward, walk to the beautiful Convento Los Dominicos , founded by the Dominican order back in 1523. It’s currently a hotel, but you can walk in for free and take a look at the creole tiles and interior courtyard garden.

La Fortaleza is currently the governor’s official residence, befitting a palace built in 1532. While it’s not possible to meet the governor, free 30-minute guided tours run from Monday to Friday between 8:15am and 3:30pm. Since La Fortaleza is a functioning official building, tours can be canceled at short notice; call before heading out.

Other noteworthy sights to visit for free include Casa Blanca , San Juan’s first fort and the former residence of conquistador Juan Ponce de León, and Plazuela de la Rogativa , where you can enjoy beautiful views of San Juan bay.

2. Stroll along Paseo de la Princesa

During Spanish colonial rule, the Puerta de San Juan functioned as the walled city's main commercial and military entrance. Today, it serves as one of the gateways to Paseo de la Princesa , a tree-lined, oceanside promenade where you’ll find families and lovers strolling and appreciating the breeze.

To the west, you can follow a 3-mile (4.8km) path that borders the Castillo San Felipe del Morro . While this is a newer addition to the military castle, you’ll be able to touch the old walls that once protected the city from pirates and rival powers.

Walking to the east will lead you to the heart of Paseo La Princesa, where you can find local artisans on the weekends, visit the old La Princesa Prison (now the home of the Puerto Rico Tourism Company ), and sample some fine Puerto Rican rum-based drinks at Princesa Cocina Cultura .

3. Marvel at Santurce’s street art

The neighborhood of Santurce in San Juan holds a special place in the hearts of Puerto Ricans. The district has gone through many iterations since it was founded. It was a military bastion during Spanish colonial rule, an industrial shantytown in the 1930s and 1940s, a vibrant theatre and shopping district during the 1960s and 1970s, and then largely abandoned throughout the 1990s before its modern revival.

The neighborhood has come to represent the spirit of resilience, community and reinvention that distinguishes San Juan's largest barrio. It's most famous today as the home of the baseball team, Cangrejeros de Santurce, aka the Crabbers.

Walking through the steep streets of Santurce, you’ll find contrasting architectural styles, from Spanish colonial relics to classic Art Deco. Many buildings are covered with beautiful murals by renowned Puerto Rican and international street artists.

Start your walk at the intersection between Avenida Fernández Juncos and Calle Cerra, the epicenter of the annual street art festival Santurce es Ley . Here you’ll find works by local muralists such as Alexis Bousquet, Vero Rivera, Celso, La Pandilla, Pun18, Defy, Rey X and Javier Cintrón.

Keep an eye out for Bik Ismo’s hyper-realistic chrome rabbit, a local landmark. Don’t limit yourself to Calle Cerra and Calle Progreso;  the street art continues towards Calle Loíza, where you can feel the sea breeze.

4. Dive into Puerto Rican culture at Ocean Park

One of the great things about Puerto Rico is that all beaches are public, so you can visit for free and stay as long as you’d like. One of the biggest beaches in the metropolitan area is Ocean Park – a long stretch of beachfront that begins in Condado and stretches through to the Dos Hermanos bridge in San Juan.

With its white sand and crystal blue water, it’s one of the most popular beaches for the residents of San Juan and a great spot to observe Puerto Rican beach culture.

Check it out at the weekend, when you can sample traditional ice cream from passing vendors, sip an ice-cold Medalla beer in the afternoon sun, and groove to the bombastic beats of reggaeton and salsa ringing out from nearby beach parties.

If you like to get wet, Ocean Park is extremely popular with surfers, bodyboarders and kiteboarders. Be sure to wear lots of sunblock and take an umbrella if you can, as there's limited shade and the sun can be punishing in the middle of the day.

Top 12 beaches in Puerto Rico  

5. Find living history in Ponce

Known as the “Pearl of the Caribbean,” Ponce , located in the southern part of the island, was founded in the 16th century and named in honor of conquistador Juan Ponce de León. The old center is dominated by Spanish neoclassical buildings and houses painted in the brightest shades of yellow, blue, green and orange.

The town’s most striking feature is the Plaza de las Delicias , an open-air plaza that contains bright, red sculptures of Ponce’s basketball team mascot – The Lion. It's a great spot to sit down and eat some traditional ice cream in the shade.

Equally emblematic are the plaza's red and black firehouse and its handsome cathedral – both played an important role in Ponce’s history. The historic town center is completely walkable and full of enthralling murals bound to inspire some photographic creativity.

6. Find creole culture in Caguas

The town of Caguas, located off Highway 52, is an obligatory stop for those looking to immerse themselves in the folk traditions of Puerto Rico, surrounded by winding country roads and brightly painted Spanish-era buildings.

The town center buzzes with Puerto Rican creole culture. During the day, head over to the Museo del Tabaco Hermínio Torres Grillo to learn about the history of the Puerto Rican tobacco industry and get your hands on some handmade cigars.

Housed in a bright, baby-blue, neoclassical Spanish colonial building that used to be Caguas’s City Hall, the Museo de Historia de Caguas is a historical gem. Inside, exhibitions will take you on a journey through local history, from the Taíno civilization to revolutionary uprisings by the criollo people of Caguas.

To learn about one of Puerto Rico’s most important literary voices, visit Casita Verde Abelardo Díaz Alfaro , where the writer spent the first years of his illustrious life. All of Caguas’ museums are free of charge and don’t require advanced booking.

Caguas becomes a different town at night, with vibrant clubs, quaint chinchorros (snack kiosks) and a killer art scene at El Paseo de las Artes. This new arts promenade features two monthly events: Festival Paseo de los Artistas , which showcases work from local artisans at an open-air market, and Al Fresco , where restaurants serve up their most famous dishes. Food and drinks tend to be budget-friendly, with local beers starting at USD$2.50.

9 best places to visit in Puerto Rico  

7. Drive across the interior of Puerto Rico

To experience the full variety of Puerto Rico, you need to get out of San Juan. Though renting a car comes at a price, you’ll be rewarded with stunning views of the green rolling hills, high peaks and undeveloped tropical jungles that form the Cordillera Central.

Highway 52 offers great interior views as it crosses the mountain range from San Juan to the island's south coast. On a sunny day, you’ll see intense, changing shades of green and yellow, with a grand view of the turquoise majesty that is the Caribbean Sea once you reach higher altitudes around the hill town of Cayey.

The municipality of Cayey is known for one of Puerto Rico’s most sought-after culinary delights: lechón a la varita (roast pork). The search for perfect lechón is a local ritual, with the most famous plates being served up in the barrio of Guavate, where you'll also find budget-friendly traditional fare such as arroz con gandules (rice and pigeon peas), pasteles (a type of tamale) and guineos en escabeche (pickled green bananas).

8. Glide down the Las Pailas river

Deep inside El Yunque National Forest – Puerto Rico’s largest tropical rainforest – there are steep, snaking paths through lush, green vegetation that lead to an impressive system of rivers and creeks where you can bathe in pure water trickling down from the mountain tops.

Dotted with natural swimming holes, the river known as Las Pailas is a true hidden gem, known mostly to locals from the Luquillo municipality. Hidden behind local houses, the deepest swimming pool has a natural waterslide forged by centuries of running water. This slippery rock formation runs for approximately 30ft (9m), whooshing you down into a fish-filled natural pool. There are no official signs for this river, so ask a local for directions.

You’ll need shoes or hiking boots with good grips to hike down to the river. Note that the entrance to the swimming hole is on private property, so you’ll need to pay a small fee (approximately USD$5) to park your car on the owner’s property.

Puerto Rico's 7 best hiking trails  

9. Find rugged nature at Faro Los Morillos

Also located in Cabo Rojo, Faro Los Morillos is a national wildlife refuge surrounding a historic lighthouse on the Los Morillos peninsula at the southernmost tip of the municipality. Follow rocky, unpaved roads to explore dry subtropical forests, hypersaline lagoons, salt marshes, marine lagoons, coral reefs and mangroves.

The nature reserve is like a painting come to life, with brine shrimp changing the color of the salt flats to deep hues of purple and pink. Put on your hiking boots and climb the steep, rocky hill to reach the lighthouse – it was constructed in 1882 and offers majestic views over the Caribbean Sea from its clifftop location. Stay away from the cliff's ledge; strong winds and loose rock have claimed the lives of tourists in the past.

Once you descend the hill, you’ll be greeted by one of Puerto Rico's most untouched, crystalline beaches, known to locals as Playa Sucia. With white sands and clear turquoise waters, this patch of open water is a great spot to swim in warm Caribbean waters or snorkel to spot fish, crabs and other marine wildlife.

Shade is hard to come by, so bring an umbrella and plenty of sunblock. Because this is a natural reserve, there are no kiosks or food available, so you'll also need a cooler with all the refreshments you’ll need for the day.

10. Swing at La Curva del Árbol Renace

There’s no better way to appreciate the Puerto Rican countryside than from one of the public swings placed at the top of some of the most striking mountains on the island. The most famous of these gravity-defying swings is in Salinas at La Curva del Árbol Renace , where you'll have a front-row, bird's-eye view of the Caribbean coastline and the peaks and valleys of Cayey. It's a favorite spot for Instagram snaps.

There are many more swings on the island, including the precariously balanced swing at Columpio de los Suspiros near the town of Naguabo on the south side of the El Yunque forest. You'll need to join a guided tour to find it, as it stands more than 1,000ft (305m) above sea level.

11. Party at El Poblado de Boquerón

If you’re looking for a party on any given weekend, El Poblado de Boquerón in Cabo Rojo is where you want to be. During the day, Balneario Boquerón fills with locals splashing in clear Caribbean waters. Things can get a little crowded, but if you arrive early enough, you’ll be able to carve out a little space for yourself.

There’s a small fee for parking (approximately $5), but it’s worth it, as you’ll be able to park closer to the water and transport refreshments to your chosen patch of beach with minimal hassle. Plan to spend the whole day lounging on the white and yellow sand.

Puerto Rico   is on our 2022 Best of Travel list. For more stories from some of the world’s most exciting destinations  click here .

Safety recommendations and restrictions during a pandemic can change rapidly. Lonely Planet recommends that travelers always check with local authorities for up-to-date guidance before traveling during Covid-19 .

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Free Walking Tour Old San Juan Puerto Rico: Exploring Historic Beauty on Foot

Key takeaways – free walking tour old san juan puerto rico.

1. Discover Puerto Rican History and Culture on Foot When it comes to soaking up the rich history and vibrant culture of Old San Juan, nothing beats a free walking tour . Whether you’re exploring the grandeur of San Cristóbal Fort or gawking at the picturesque El Morro, these tours beautifully meld sightseeing with learning. It’s like stepping back in time and walking right into a living history lesson, complete with engaging storytelling by local guides. 2. Explore at Your Own Pace with Self-Guided Options Want a bit more freedom during your escapade? Self-guided tours are your answer! With downloadable maps at your disposal, meander around top landmarks like Capitol or La Fortaleza on your own schedule. And don’t forget to hit those popular Instagram spots while you’re at it! Who said learning couldn’t be stylish? 3. Savor Puerto Rican Cuisine along the Way Food lovers rejoice because some tours center around tasting some mouthwatering Puerto Rican cuisine . Picture this: You’re wandering around quaint streets in Old San Juan while savoring delectable local bites at hidden gem eateries. Not only does this give you an authentic taste of Puerto Rico, but it also spices up your city exploration by adding a dash of culinary adventure.

Table of Contents

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Understanding the Charm of Old San Juan on a Free Walking Tour

Through the lens of our posts, we highlight all forms of city exploration, and embarking on a free walking tour old San Juan Puerto Rico is no exception.

Sprinkled with vibrant colonial buildings and cobblestone streets, Old San Juan is an Instagram-worthy paradise. A sightseeing stroll through its historic sites opens doors to Puerto Rico’s rich past, seamlessly blending centuries-old landmarks with modern amenities.

A tourist attraction in its own right, this timeless cityscape beckons adventurers for an immersive cultural experience. Whether under the guidance of a local guide or wandering independently, the charisma of Old San Juan permeates every corner.

Preparing for Your Free Walking Tour in Old San Juan Puerto Rico

Your journey begins with researching various tour options. Consider your interests – are you attracted by historical monuments or wish to delve into traditional cuisine? Do you prefer popular guided tours or fancy exploring at your own pace?

If convenience is crucial, opt for self-guided walks equipped with detailed route maps that can be printed out or downloaded onto mobile devices. These tours often cover top landmarks in Old San Juan including Capitol and La Fortaleza – staples in tourism photography due to their exquisite architecture.

Remember that some free walking tour old San Juan Puerto Rico options may offer additional benefits like free samples from ‘Rums of Puerto Rico’ or usage of National Parks Interagency Annual Pass for admission to specific locations. Research well before committing to one!

Immersing Yourself in the Historic Beauty of Old San Juan through a Walking Tour

Journeying across this city brings a unique insight into colonial history. The beauty lies not just within popular landmarks like El Morro but also smaller spots teeming with stories waiting to be discovered by keen explorers.

The Las Palmas Bastion offers panoramic views over the Atlantic Ocean while Totem pays tribute to indigenous cultures—a melange illustrating contrasting elements within Puerto Rican history.

Making sure you have enough time during your visit allows for spontaneous detours off beaten paths where secret gems often hide awaiting discovery! The charm lies equally within these less travelled roads as it does within typical points of interest.

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Guide to the Most Popular Stops on a Free Walking Tour of Old San Juan Puerto Rico

A guided tour ensures no stone goes unturned. With expertise gained over time, local guides lead tourists through an enriching narrative connecting diverse historical periods encapsulated within architectural grandeur scattered across this cityscape—starting from towering forts down to humble abodes.

Riding high among favorites is Fortaleza Street—home not only to elegant houses painted in pastel shades but also renowned La Fortaleza (The Fortress), serving as Governor’s Mansion since 1540s portrayal embodying centuries-long colonial history.

Honorable mentions include Plaza de Armas boasting statues symbolizing four seasons; City Gate resembling original entrance into fortified city; Plaza de Beneficencia housing captivating Afro-Caribbean art collection.

Navigating the Cobblestone Streets: What to Expect on Your Free Walking Tour in Old San Juan

In this city with timeworn streets playing stage for centuries’ worth tales unfolding amid architectural relics standing testament time’s passage expect sensory overload!

 Walking along blue cobblestones originally used as ballasts aboard Spanish galleons adds another layer authenticity experience while at same remember tread carefully especially under wet conditions they can become extremely slippery.

Reach out residents any guidance needed navigating intricate layout place locals take immense pride showcasing their heritage visitors will more than happy point right direction!

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Tips Tricks Maximizing Experience Vieques Excursions Providing Unique Wildlife Eco-tourism Activities

Ensure wear comfortable shoes due uneven cobblestones carry water bottle stay hydrated tropical heat sunscreen protect against strong Caribbean sun base visit around sunrises sunsets most scenic shots And importantly always respect local customs sayings go “when Rome do Romans”—truer words never spoken!

My Personal Take about Free Walking Tour Old San Juan Puerto Rico

Hey there, I’m Steve, your go-to source for everything travel in Puerto Rico, specifically brimming with insights on the allure of “Free Walking Tour Old San Juan Puerto Rico “ I’ve ventured every inch of this historic city and unearthed its countless treasures that many miss out on. My riveting journey started with a captivating free walking tour in old San Juan, Puerto Rico , where architectural splendors from various times seamlessly blend with one another. You’ll get lost in the labyrinthine blue cobblestone streets while staring at pastel-colored Colonial homes. Additionally, you won’t just breeze past historical sites – you find yourself engulfed within them. Converse passionately about fortresses like El Morro or peek into artisans’ workshops dotted throughout – it’s living history; it’s passion personified. Here’s typically what a day would look like:

• A breathtaking sunrise over an ocean-spanning fortress
• Gobbling down some authentic mofongo for lunch
• A charming boutique shopping spree woven perfectly into sightseeing schedule.

Lastly, your senses will imbibe deeply from Old San Juan as sunset colors dance magically upon this island jewel. Be prepared to surrender to the magnetic charm of one of Caribbean’s most vibrant cultures.

So come join me, Become utterly immersed within the fabric of this exciting place. I promise it will leave a powerful imprint on your heart which stays there till soul decides otherwise – stirring up new flights of fancy every now and then!

Here’s to making beautiful memories together in colorful old San Juan!

          View this post on Instagram                       A post shared by Wanatourpr(Antonio Tour Guide) (@wanatourpr)

Frequently Asked Questions about Free Walking Tour Old San Juan Puerto Rico

1. what makes the free walking tour in old san juan, puerto rico unique.

The Free Walking Tour Old San Juan Puerto Rico isn’t your typical sightseeing excursion. It’s an immersive journey that exposes you to the historic charm and rich culture of the old city. The cobblestone streets, colorful buildings, and vibrant locales tell stories of their own as you tread through them.

2. Can anyone participate in this walking tour?

Absolutely! The door is open for anyone eager to explore and learn about this beautiful city. Whether you’re a solo traveler or with a group, the Free Walking Tour Old San Juan Puerto Rico is designed to accommodate everyone.

3. Will it be hectic if I am new to walking tours?

No worries at all! This tour is paced comfortably so that every participant can soak in the beauty and history of each spot we visit on foot. The emphasis is on enjoying your time while exploring historic beauty at your own pace.

4. Is there an itinerary for these tours?

In fact, there is! But rather than a rigid schedule, think of it more as a flexible guideline designed to enhance your experience while ensuring you don’t miss out on any major attractions.

5. How long does this free walking tour last?

The whole experience generally takes around 2-3 hours depending on the group’s pace and interest levels in various locations along the way.

6. Do I need to bring anything specific for this tour?

All you really need are comfortable walking shoes and water to stay hydrated during our adventure together through Old San Juan!

Now you know Free Walking Tour Old San Juan Puerto Rico , but that’s only the beginning of your journey here at we like PR. If you found this post useful there’s more to learn to get you to the next step of your Puerto Rico journey. If you read our next articles you’ll be a step further than most people.

Before you go…

After exploring the wonders of the San Juan , don’t miss out on a free walking tour of Old San Juan. Housed within this architectural jewel is a course through history, culture, and culinary delight. The cobbled streets adorned with Spanish colonial architecture provide you an insight into Puerto Rico’s rich past. Being in Old San Juan has its advantages, as you are only a short distance away from some of the best beaches in San Juan . When overtaken by the tropical heat, these nearby pristine coastal gems provide much-needed respite. While you’re tasting history on your walk through Old San Juan, why not sample some authentic Puerto Rican gastronomy? A trip here is incomplete without trying the legendary Mofongo , a local delicacy that showcases the flavors and creativity of Puerto Rican cuisine. It will have your taste buds rejoicing! Old San Juan also boasts lively nightlife with outstanding bars to choose from. So while taking a break from your free walking tour, unwind at one of these iconic bars in Puerto Rico. Immerse yourself in the vibrant atmosphere with a refreshing cocktail or try locally produced rum as you relish live salsa music – another integral part of Puerto Rican culture.

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A Self-Guided Walking Tour of Old San Juan with Map

October 13, 2019 By Somto Ugwueze 8 Comments

Last updated on April 1, 2023

The streets of Old San Juan were practically built to be strolled for hours. With colorful, Spanish colonial architecture, picture-perfect corners, and mesmerizing views of the Caribbean Sea, you’re bound to have at least a few awe-inspiring moments during your tour of this historic city. Founded in 1521 by Spanish conquistadors, this port city has long been the cultural and commercial hub of Puerto Rico. It is home to some of the country’s most important landmarks, from fortresses to art galleries. Old San Juan is a charming neighborhood at the heart of the city with cobblestone streets, brightly-colored buildings, a plethora of bars and restaurants, and a whole lot of soul. This post will show you how to put together your own walking tour of Old San Juan and experience the must-see sites in the city. It includes a map so that you can follow along on your phone.

Disclosure: This post contains affiliate links, as explained in my disclosure policy

Time required for a tour of Old San Juan

Old San Juan is a compact area so this tour would take you about 60 minutes if you simply walked to each location without stopping. I would budget about 3-4 hours to give you enough time to take in the sites, tour the historic buildings, and enjoy the food. 

Items to bring with you

• Comfortable shoes – some parts of the tour are hilly so it’s a great idea to wear running shoes or something that won’t kill your feet after three hours of walking and climbing fortresses. This is completely up to you. I wore sandals and was mostly fine, except when it came to climbing steep concrete. Next time, I’ll wear definitely wear tennis shoes. 
• Water – stay hydrated, my friends!
• Snacks – pack some fruit, a granola bar, or my go-to travel snack, the WanderBar , a protein bar made specifically for travelers and frequent flyers. I can’t get enough of the Cocoa Crunch flavor.
• Map or GPS – Google maps, Apple maps, or whatever works best for you. Puerto Rico is a US territory so your phone service from any major US carrier should work just fine.
• Camera – you can use your phone camera, but a DSLR will capture those picturesque streets so much better! I always recommend the Nikon D3400 for beginners.

Old San Juan Walking Tour with Map for First-Time Visitors

The best sites to see, food to eat, and things to do in Old San Juan

Castillo San Cristobal

We’ll start at Castillo San Cristobal, the largest fortress that the Spanish built in the New World. A UNESCO World Heritage Site, this fortress is part of the San Juan National Historic Site , an area that includes fortresses, bastions, and the old city wall. Castillo San Cristobal was built in 1783 to protect the city from attacks when other European powers were trying to take over. 

You need a ticket to tour the inside of the fortress, but there’s an outside area with bastions overlooking the Caribbean Sea that anyone can visit. The ticket is $7 and is valid for two days to allow you to see other parts of the San Juan National Historic Site. 

There are three levels to this fortress: the lowest level, the main firing battery, and the observation deck at the top. To get into the fortress, you have to go through some dingy tunnels at the lowest level. Along the way, there are dimly lit rooms, including a dungeon where prisoners were kept for execution. It was creepy, to say the least. 

Once you get past the tunnels, then everything brightens up – literally. You arrive at the main firing battery with rooms on the periphery that overlook the city. There are plaques explaining what the rooms were used for. Lastly, there’s the top level of the fortress, with breathtaking views overlooking the city. I spent a lot of time here just taking in the scenery.

You can purchase your ticket at the San Juan National Historic Site office or call +1 787 729-6777 . The fortress is open every day of the week from 9 am to 6 pm.

Address : 501 Norzagaray Street San Juan, PR 00901 Hours : 9 am to 6 pm every day Price : $7

Calle de La Fortaleza

Calle Fortaleza is a shopping street in Old San Juan, located by the governor’s mansion. There are tons of little shops and restaurants here. This street used to be an Instagram hotspot when there were umbrellas floating at the top. When I visited San Juan in Old San Juan in July 2019, the umbrellas were unfortunately no longer there. The street was barricaded during my visit to San Juan because of protests against the government due to an political scandal. Not going to complain. People’s livelihoods are more important than my Instagram photos. That said, the umbrellas could be back again, as they are a major tourist attraction. I’ll have to confirm when I visit again.

Address : Calle de la Fortaleza San Juan, 00901, Puerto Rico Hours : 24 hours, 7 days a week Price : Free

La Fortaleza

La Fortaleza, also known as Palacio de Santa Catalina, is the official residence of the governor of Puerto Rico. Located at the base of Calle de La Fortaleza, it is the oldest, continuously used governor’s mansion in the western hemisphere. This blue building sits on a fortification by the Caribbean Sea that was built by the Spanish in the 16th century to protect the city against foreign attacks. You can take a free 30-minute tour of the interior, courtyards, and gardens every weekday from 9 am to 4 pm. To book a tour of La Fortaleza before you arrive in San Juan, you can email [email protected] or call +1 (787) 721-7000. Just can also arrive in person at the tourist office next to the mansion and book your tour, although same-day availability is not guaranteed. I didn’t know you could tour this building when I visited so I’m bummed! Now you know. 

Address : 54 Calle Fortaleza Edificio de la Real Audiencia San Juan, PR, 00901 Requirements : Must be at least 21 years and have a valid photo ID Hours : 9 am to 4 pm Price : Free

El Batey Bar

I was looking for some cheap mojitos and found this place on Yelp. When I walked in, I felt like I had stepped into some kind of punk rock tattoo parlor. That’s the vibe of this place – dimly-lit and dingy. With the somewhat pretentious writings on the wall, like ‘Prohibido Joder,’ and “Donald Eres Un Pendejo,” (not that I disagree with this statement), I didn’t have a good feeling about the place at first. 

But it turns out the mojitos were good and cheap. Also, the bartender, Javier, engaged me in a conversation for like an hour. Then, I ended up chatting with some locals at the bar, too. So I ended up liking this bar after all. It’s a great place to unwind and maybe meet new people.  El Batey is known for its casual atmosphere, politically incorrect posters, and affordable drinks.

Address : 101 Calle del Cristo, San Juan, 00901, Puerto Rico Requirements : Must be at least 21 years and have a valid photo ID Hours : 3 pm to 12 am every day Price : $3-$10

San Se Marisquería Bar de Tapas

San Se Marisqueria is a tapas bar-restaurant located down the street from the co-living community, Outsite San Juan, on Calle San Sebastian, from which it gets its name. This is by far the best restaurant in Old San Juan where I had the privilege of dining. I would recommend their Mofongo , a signature Puerto Rican dish consisting of mashed plantains, and their impeccably-seasoned Pulpo , or octopus (shown above). They are both unbelievably delicious! I’m sure the other items on the menu are equally so.

There is also a bar area serving cheap piňa coladas, mojitos, and other cocktails, which are around the same prices as other San Juan establishments. The food, though, is more expensive than at your average Old San Juan restaurant, but I think this place is definitely worth a visit. You can order takeout, but there’s no delivery.

Address : 152 Calle de San Sebastián, San Juan, 00901, Puerto Rico Hours : 3 pm to 2 am every day except Tuesday, when it’s closed Price : $3-$10

Calle Imperial

Calle Imperial is one of the iconic streets in Old San Juan with a flag of Puerto Rico on the wall. This flag is no ordinary mural; it has cultural significance. Known as Callejon de la Puerta Bandera, it is a symbol of Puerto Rican identity and pride and one of two flag murals in Old San Juan. The other one, located on Calle San Jose, is black and white. Calle Imperial is one of the most iconic places to snap a photo in San Juan. I wanted to get a photo of myself here and waited for someone to walk by. No one did so I just took a photo of the wall. The struggles of solo travel. Next time, I’ll be sure to take a tripod!

Address : Calle Imperial San Juan, 00901, Puerto Rico Hours : 24 hours, 7 days a week Price : Free

Castillo Felipe del Morro

Further west of Castillo San Cristobal is another fort called Castillo Felipe del Morro, simply known as El Morro. This fortress is also part of the San Juan National Historic Center. It has six levels which were built over the course of 200 years, starting in the 1500s.  This place has so much history, it will take you at least 90 minutes to fully tour and appreciate all the parts, from the dungeons in the lower level to the narrow stairwell that leads to the top level to the canons on the roof.

El Morro was one of the original fortifications built by the Spanish to protect San Juan from foreign invaders. Today, it’s popular among locals and tourists alike. The different levels, particularly the higher ones, offer incredible views of the Caribbean Sea and the entire city of San Juan. All around the structure, you’ll find many garitas , or guard posts, which are a great place to snap a photo. 

The best way to experience El Morro is to do a guided tour, like this guided tour of El Morro with an entry ticket that includes stops at other must-see places in Old San Juan. This tour is organized by Get Your Guide, a tour operator I’ve been using since 2016. I love how deeply informative and engaging their tours are, from Spain to China. I always leave their tours with tons of notes on my phone. The local tour guides they employ are knowledgeable and friendly.

Address : 501 Calle Norzagaray, San Juan, 00901, Puerto Rico Hours : 9 am – 5 pm every day Price : $10

Paseo de la Princesa

Paseo de la Princesa, which translates to Princess Promenade, is a pedestrian walkway by the San Juan Bay. Located in the historic district of Old San Juan, this picturesque promenade was built in 1853. It has undergone various renovations since then. You’ll take in breathtaking views of the San Juan Bay on one side, with the waves from the Caribbean Sea crashing against the shores. On the other side, you’ll get a good look at the majestic fortifications that were built centuries ago to protect the city from invasion.

Beyond the views, you’ll find a long line of street vendors selling everything from empanadas to handmade crafts to beaded jewelry. There is also an famous work of art, the Raíces Fountain, that features paintings of the different ethnic groups that make up Puerto Rican society – the African-descended people, the indigenous Taino people, and the Spanish conquistadors. This promenade is the perfect place to go for a stroll in the afternoon, people watch, and go souvenir shopping.

Address : Paseo de la Princesa, San Juan, 00901, Puerto Rico Hours : 24 hours, 7 days a week Price : Free

Catedral de San Bautista

Catedral of San Juan Bautista, also known as the Cathedral of Saint John the Baptist, is the second-oldest cathedral in the Americas. Completed in 1540, this Roman Catholic cathedral finest examples of Spanish colonial architecture. It features a mixture of Gothic and Baroque architecture, with an ornately-decorated altar made of gold. This towering cathedral has played a pivotal role in the cultural and spiritual life of Puerto Ricans for centuries, with many weddings, baptisms, and even state occasions taking place here. The Spanish explorer Juan Ponce de León is also buried at this cathedral. There are many churches in San Juan but Catedral de San Bautista is perhaps the most important. That makes it a must-see on your visit to Old San Juan, even if you’re not Catholic. The church is open to the public for free.

Address : 151 Calle del Cristo, San Juan, 00902, Puerto Rico Hours : 9 am – 4 pm every day Price : Free

Plaza de Armas

Plaza de Armas is the main plaza, or public square, in Old San Juan. Originally built as a training facility for the Spanish military, the plaza is now a a place of leisure. Tourists and locals alike gather here to enjoy concerts, festivals, and other cultural events. There are also a few notable structures at this plaza, including a a statue of the Spanish explorer, Juan Ponce de León and a statue of King Juan Carlos I of Spain. At the center, you’ll find a fountain with statues of religious and historical figures. This plaza is a great place to end your tour of San Juan. In the vicinity, you’ll find the San Juan City Hall and the Department of State building of Puerto Rico. You can sit down, relax, and bird watch before returning to your accomodation.

Address : FV8M+48H, San Juan, 00969, Puerto Rico Hours : 24 hours, 7 days a week Price : Free

Want to tour Old San Juan with a local guide?

While I’m a huge fan of self-guided walking tours, I also know the value of having a local guide show you around their city and explain what you are looking at. That’s why I’d recommend doing at least one guided tour of San Juan with a local operator in addition to your own self-guided tour.

One of the perks of doing a guided tour with my favorite tour operator, Get Your Guide, is being able to skip the long lines. If you wait until you arrive in San Juan to buy your tickets, you may be waiting for a long time, especially during the peak summer travel season. With a guided tour, you also get to learn directly from a local about the culture and history of San Juan, allowing you to better appreciate the sites, food, and other attractions. Below are the Get Your Guide tours I’d recommend in Old San Juan.

First, we have a foodie walking tour of Old San Juan that will give you a taste of Puerto Rican cuisine. A local guide will take you to the must-try restaurants in Old San Juan, where you’ll sample 10 delicious bites. You’ll also participate in a culinary class, where you’ll learn how to make the classic mofongo . The 3-hour tour comes with a bonus rum cocktail so that you can try Puerto Rico’s specialty drink.

The second tour I’d recommend is a sunset walking tour of Old San Juan . The sunsets in San Juan are something special, and you’ll get epic photos of the city at this time of the day. During this tour, a local guide will take you to historic places that aren’t included in this self-guided walking tour, such as the iconic Plaza Colón, Plaza de la Barandilla, and the ancient Palacio de la Intendencia. You’ll also discover the urban legend and mystery behind a chapel known as Capilla del Santo Cristo de la Salud. This 2-hour tour will fully immerse you in Puerto Rican culture and history.

Last but not least, it’s a good idea to get off the island and take in the whole scenery from a sailboat! This 90-minute sailing tour of San Juan is one of the best ways to experience the city. You’ll board a topsail and cruise around Old San Juan, taking in the city from a different vantage point. The sailing adventure comes with complimentary drinks, including rum, of course, so that you can unwind while you spot El Morro, La Fortaleza, and other iconic structures in the city. This would be an epic way to conclude your visit to San Juan.

Travel Resources I Love

CabinZero 36L Backpack – this trusty backpack has has been my go-to luggage for both domestic and international trips since 2018. I’ve used dozens of backpacks over the years and keep coming back to this one. I almost never check in luggage so I need a carry-on bag that is spacious, sturdy, and comfortable, with a laptop compartment. The Cabin Zero 36 L fits the bill. The size makes it small enough for a weekend getaway and big enough for a month of backpacking in Europe. The bag also comes with a tracker in case it gets lost. How convenient! Check out my complete review of the backpack.

Travel WiFI Pocket WIFI Device  – With portable WiFi, you can say goodbye to ridiculous roaming charges and SIM cards for good. I’ve been using the Travel WiFi Portable Hostspot device for years and love the peace of mind it gives me. The device provides 3G-4G WiFi for at least 6 hours and works in 100+ countries. In my experience, it lasts 9 hours. It also works in a variety of landscapes and terrains. I even filmed a Facebook Live from a boat in the Atlantic Ocean using my device. I can also use Google Maps, request an Uber, call my mom, and do tons of other things I couldn’t do before. Quick tip: turn off the device when you’re not using it so that the battery can last longer.

Booking.com – Booking.com is my go-to website for booking discounted accommodations around the world.  What I love most about Booking.com is the variety of properties you can find, from luxury apartments to treehouses to university housing. It’s hard to beat the insanely low prices. The website also has a flexible cancellation policy, which is great if things come up or you change your mind. 

For more travel product recommendations, check out my travel essentials page .

One more thing: if you enjoyed this post, please share it!

Somto Ugwueze

Hi! I'm Somto. Two years ago, I stopped making excuses, ditched my indecisive friends, and started booking flights. Today, I'm a full-time solo traveler on a mission to inspire young women to seek new adventures.

@somtoseeks

Reader Interactions

January 10, 2020 at 12:43 pm

I just got back from Puerto Rico shortly before Christmas 2019. Visited beautiful Old San Juan, with it’s lovely blue cobblestone streets. You forgot to mention their love of gatos! The cats roam the area and are fed by those that live there. ❤️

July 19, 2020 at 9:51 pm

Hi Peggy, yes, I forgot to mention those gatos! I loved seeing all the cute cats roaming around.

February 3, 2020 at 4:15 pm

Isn’t there a walk outside the walls of the city?

March 9, 2021 at 1:18 am

This is AMAZING!!!! It’s absolutely perfect, exactly what I’ve been looking for! THANK YOU!!! I never ever ever write comments/reviews on websites, but I absolutely had to for this. I’m with a group of 11 friends who wanted to see Old San Juan but didn’t plan anything specific, and I didn’t want to waste the whole day going back and forth. Having this all set up in order is going to save our lives! Thank you!!!

April 23, 2021 at 5:04 pm

Hi Auria, I’m overwhelmed that you found this guide helpful. Keep visiting to find more useful content dedicated to travelers!

June 2, 2021 at 11:42 am

Thanks for creating this blog! It was just what I needed. I was asked to come to Puerto Rico at the last minute for work and decided to bring my 15,16, and 20-year old children. We knew we wanted to visit Old San Juan but didn’t know what to do. Your blog came in handy! We didn’t hit every spot but definitely enjoyed our time. As an update for anyone reading the comments, the tour tickets are now $10 for anyone over 15. 15 and younger are free! Also, there was a food truck near El Morro selling non-alcoholic piña coladas. My children said they were delicious! Keep inspiring us through your travels. You are appreciated!

May 1, 2022 at 8:33 am

Very informative article . Thank you for the order. Will be visiting these places ❤️

March 1, 2023 at 11:04 pm

Thank you for writing this blog!! Very helpful! I am planning a trip with my family. I can’t wait to visit Old San Juan and Puerto Rico! It’s our first time.

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Who Is Somto Seeks?

Hi there, I’m Somtochukwu. Can you try pronouncing that? I've always gone by Somto (Sohm-toe). I'm a child of Nigerian immigrants who decided to pursue her dream of living an extraordinary life. In 2015, I chose faith over fear, packing my bags and moving to Spain with $1,000 in my pocket. This was after being diagnosed with an autoimmune disease that caused me to develop a giant bald patch in the middle of my scalp. Living in Spain and traveling around Europe for a year changed my life forever, allowing me to discover the freedom of solo travel and the freedom of working from anywhere. Today, I’m a full-time travel writer whose mission is to help you navigate this big, beautiful world with confidence and have those omg-pinch-me-moments you’ll remember for a lifetime.

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Old San Juan Walking Tour | One Day Puerto Rico Itinerary

Whether you’re visiting San Juan on a cruise or spending a few days in Puerto Rico, an Old San Juan walking tour should be at the top of your list of things to do!

As a former cruise ship worker , San Juan was one of my favorite ports to explore week after week.

One of the best decisions I ever made was taking myself on a self-guided walking tour of Viejo San Juan.

In just 3-4 hours, I was able to hit all of the major historical landmarks and popular photo-ops/ Instagram hotspots– and so can you!

Disclosure: This post contains affiliate links. By making a purchase through one of the links, I may receive a small commission at no extra cost to you. Thank you for your support and for helping me keep this blog up!

How to use this map: Click on the faded star next to the title to save this map, and click the square in the top left of the map before the title to view location details.

Self-Guided Walking Tour Suggested Routes

A self-guided tour through Old San Juan can be broken down into two main sections:

• The coastal perimeter (marked in black on the map)- Where most of the historical landmarks are located
• The interior streets (marked in burgundy on the map)- Where most of the photo spots, restaurants, and shops are found

If you want to hit all the locations listed on this free Old San Juan walking tour, I recommend breaking down your route into the two sections like I did and doing one after the other (in any order).

For those arriving from the cruise ship port, it may make more sense to walk around the exterior first and then end the day perusing the downtown streets.

I began this tour in the interior section as I took an Uber to Plaza Colon. After walking all the way down to the Umbrella Street, I then made my way clockwise to the listed destinations.

The Coastal Perimeter

Paseo de la princesa.

Paseo de la Princesa is a beautiful promenade lined with fountains, lamp posts, and trees— all accompanied with stunning views of the San Juan Bay.

On this picturesque boardwalk, you’ll find street vendors, art exhibits and shops, restaurants, bars, and even live music.

Address: 54 C. de la Fortaleza, San Juan

Where to stay in Old San Juan: Old San Juan Guest House , El Colonial Adults Only , Casa Sol Bed and Breakfast , Fortel Hostel

La Fortaleza

National Historic Landmark La Fortaleza (The Fortress) was built in the mid-1500s for military defense.

Since its establishment, it has served a number of purposes in addition to a fortress, including a prison, arsenal, and its current function as the governor’s residence.

Because the building is still an active government building, those interested in looking inside can only do so through official guided tours. These 30-minute tours are offered throughout the weekdays.

La Fortaleza can be seen from a distance while on the Paseo de La Princesa as well as at the end of the Umbrella Street (Calle Fortaleza).

Address: 63 C. de la Fortaleza, San Juan

Puerta de San Juan

Puerta de San Juan is the city’s iconic colorful gate that’s found at the northern end of Paseo de la Princesa.

It’s a historical landmark that was previously used to protect the city during colonial times. 

Standing 16 feet tall, the gate is also inscribed with the phrase, “ Benedictus Oui Venit In Nomine Domini ,” which means, “Welcome those who come in the name of God.”

Address: Cll Caleta De San Juan, San Juan

Museo de las Americas (Museum of the Americas)

The Museo de las Americas promotes the history and culture of the Americas through permanent and seasonal exhibits.

Visitors can learn about the indigenous, African, and European influences that shaped the Americas into the multi-faceted countries that they are today due to colonization and modern development.

The museum is actually inside what used to be the military’s barracks (Cuartel de Ballajá) during the colonial period. The beautiful courtyard is definitely a sight to take in!

You can also find unique, local folk art during the museum’s Domingo de Artesanos , which is an art showcase on the first Sunday of every month.

Address: Calle Beneficencia, San Juan

Website: museolasamericas.org

Hours: Thursday- Sunday 11 a.m.- 4 p.m.

Price: General Admission- $6; Under 12 and over 65 years old- $4

Need to rent a car while in Puerto Rico? Get a quote from Discover Cars here

Castillo San Felipe del Morro (“El Morro”)

Castillo San Felipe del Morro (also known as “El Morro” for short) is the island’s trademark fortification built at the tip of the San Juan Bay. 

Completed in 1790, the six-level fortress was strapped with a cannon, and together with another yet smaller fort, Fortín San Juan de la Cruz (“El Cañuelo”), the two structures produced a crossfire that would protect the bay’s entrance from intruders.

There’s so much to explore inside the fortress, from barracks and batteries to panoramic views of the bay.

El Morro’s presence domineers over everything in nearby site.

The vast green lawn that leads up to the fort’s entrance is the perfect location for a picnic, sunbathing session, or just a short break during your walking tour.

Although there are always groups of people hanging out, the area is so spread out that you’ll have no problem finding space for yourself away from others.

Tip: Keep your receipt! El Morro and Castillo San Cristóbal only require one entrance fee for both locations, so you’ll be able to get a 2-for-1 deal as long as your receipt shows that you’ve already paid for one ticket.

Address: Calle del Morro & Calle Norzagaray

Hours: Daily 9 a.m.- 6 p.m.

Price: General Admission- $7; Free for children under 15

Cementerio Santa Maria Magdalena de Pazzi

Just outside El Morro you’ll find the Santa María Magdalena de Pazzis Cemetery.

While it may seem strange that a cemetery is a landmark, the beautiful graveyard overlooking the Atlantic Ocean is definitely with a visit.

The cemetery’s location by the water was chosen as a way to symbolize a person’s spirit crossing over to the afterlife.

To this day, many of Puerto Rico’s most prominent citizens are laid to rest here.

If you don’t feel like going down and walking through the cemetery, it can easily be admired from the path leading to/from El Morro. 

Address: Calle Cementerio, San Juan

Cruising to San Juan? Book or plan your cruise with Cruise Critic — the industry’s top site for deck plans, cruise tips, ship details, and more!

Next to Cementario Santa Maria Magdalena de Pazzi and alongside the coast is La Perla, a historical shantytown.

The colorful neighborhood is most widely known recently as the filming location for the 2017 worldwide chart-topper “Despacito” by Puerto Rican artists Luis Fonsi and Daddy Yankee.

La Perla was first established as the location of a slaughterhouse as both slaughterhouses, cemeteries, and homes of former slaves and non-white servants were required to be outside of the main city center in the late 19th century.

Address: Calle Tiburcio Reyes + Calle Lucila Silva + Calle San Miguel + Calle Bajada Matadero

Castillo de San Cristóbal

Castillo de San Cristóbal is El Morro’s sister fortress that was build to protect the city from land attacks.

It’s the largest Spanish-built fortification built in the New World, spanning roughly 27 acres.

The fortress features several sentry boxes ( garitas) which are strategic lookout points that guards would use to keep an eye out for any potential threats.

Visitors can explore the different levels of the fortification as well as get a breathtaking panoramic view of Old San Juan and the bay.

Address: Calle Norzagaray & Route 25R (Avenida Luis Muñoz Rivera)

The Interior Streets

Plaza colón.

Plaza Colón is the land entrance to Old San Juan and can be recognized by its monument dedicated to Christopher Columbus.

The plaza is a good meeting or drop-off point if you’re taking a taxi or Uber to/from Viejo San Juan.

Address: C. de la Fortaleza & C. de O’Donnell

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Plaza de Armas

Plaza de Armas is one of the city’s main plazas.

On the northern end lies San Juan City Hall, and on the west is the Department of State building.

At this plaza, you’ll find several statues, a fountain, benches, and street vendors selling local pastries and coffee.

Address: C. de San Francisco & Calle San José

Umbrella Street (Calle de la Fortaleza)

Perhaps one of the most Instagrammable locations in Old San Juan, Puerto Rico, Fortzaleza Street is home to the iconic and colorful hanging umbrellas.

The popular attraction is located at the end of Calle de la Fortaleza, just in front of La Fortaleza, where the governor resides.

It’s worth noting that the hanging decor changes periodically, so you might not always see vibrant umbrellas.

During one of my visits, the umbrellas were all camouflage patterned to represent the military.

In 2021, the umbrellas were replaced by a large banner with the Puerto Rican flag’s design.

Address: C. de Fortaleza, San Juan

Hotel El Convento

Hotel El Convento is a chic 4-star hotel with a rooftop pool that’s conveniently located in the middle of the city.

But more importantly, the few blocks around the area are absolutely gorgeous and worth checking out if you want some colorful pictures!

Address: 100 C. del Cristo, San Juan

Catedral Basilica Menor de San Juan Bautista

One block away from Hotel El Convento is the America’s second oldest cathedral, Catedral Basílica Metropolitana de San Juan Bautista, also known in English as the Metropolitan Cathedral Basilica of Saint John the Baptist.

Built in the mid 1500s, the cathedral is where the body of Ponce de Leon is entombed.

Address: 151 C. del Cristo, San Juan

La Puerta de la Bandera- Puerto Rican Flag Door

Any visitor will quickly see that Old San Juan is an oasis of art, from brightly painted buildings to beautiful murals on doors.

Another iconic photo spot in Puerto Rico is the Flag Door, or La Puerta de la Bandera from local artist Rosenda Álvarez.

Located at 51 Calle San José, a mural of the Puerto Rican flag is painted on the door of an abandoned historical building.

Address: 51 Calle San José, San Juan

Callejon de la Puerta Bandera- Flag Door Alley

Yet another popular Instagram photo location is also of the Puerto Rican flag on a door, but this time in an alley at the end of Calle Imperial.

I stumbled upon this mural without prior research as I was so immersed in the beautiful rainbow buildings in the neighboring streets.

If you have time (and enough energy), I definitely recommend spending a good half hour wandering through the area.

The streets are so colorful and perfect for photo ops.

You could even hire a Puerto Rico photographer for a fun and memorable photoshoot!

Address: Calle Imperial, San Juan

Where to Eat

A favorite restaurant among us cruise ship crew members is the Stuffed Avocado Shop .

While it’s not traditional or local eats by any means, it is the perfect option if you’re looking for a healthy meal with lots of fresh ingredients and greens– especially if you’re visiting San Juan on a cruise!

At this build-your-own-bowl eatery, patrons can choose from a wide and delicious selection of bases, protein, sauces, and toppings.

The menu also has a few “Signature Avocados,” with combinations already made for those unsure of what ingredients to put together.

From cauliflower rice and baby greens to pulled pork and mango tuna, the Stuffed Avocado is both tasty and healthy.

Address: 209 C. de San Francisco, San Juan

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Michelle is a freelance writer who has traveled to all seven continents and 60+ countries through various forms of employment. Over the last ten years, she’s worked as an ESL teacher in Japan, a youth counselor aboard cruise ships, and a hospitality manager in Antarctica.

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Old San Juan Self Guided Walking Tour Part 1

Old San Juan , Puerto Rico may be small (around 7 square blocks), but there are still lots of attractions to see. You can easily spend a full day exploring the walled city of San Juan, but if you only have a few hours to spare, you can still get a feel for the place.

This self-guided walking tour of Old San Juan will be split into two parts. The first part will take you from near the cruise ship piers at the La Casita (Tourist Information Center) along the Paseo La Princesa, through the San Juan gate and then on to El Morro. In Part 2 we will then head back into Old San Juan and take you to La Fortaleza, the shopping district, San Cristobel Fort and back to the Tourist Information Center. The first thing that you will notice about Old San Juan is that it is a walled city that looks today as it did 300 – 400 years ago, when the Spanish defended the city from the invading British. As you wander around the city, enjoy the Spanish colonial buildings that make up the heart of the city.

To orientate yourself, take a look at the Old San Juan map that highlights attractions and related articles.

The tour starts at the La Casita which is now the Tourist Information Center. The building is located close to the cruise ship piers at Plaza de la Darsena.This is a great place to start your tour of Old San Juan, as you can get information on attractions, maps, restaurants and more from the helpful staff (bilingual).

La Casita is open daily from 8am – 8pm, but the free drinks only start at 1pm and are not available on Thursday / Friday. 787-729-6777

Coqui bonus: Sample a free drink courtesy of ‘Rums of Puerto Rico’

Coqui note: On Saturday / Sunday (late afternoon / evening) the area around the La Casita is a popular spot as local artisans display their crafts and local musicians fill the air with traditional music.

Paseo La Princesa

Further along the promenade you will pass the Old San Juan Jail – La Princesa. No longer a jail, it is the home of the Puerto Rico Tourism Company. The building is open weekdays to the general public, where you can take a tour of the cells.

Continue past the jail towards the Raices fountain; a bronze sculpture fountain designed by Luis Sanguino. This is a great photo opportunity spot .

Past the fountain the Paseo La Princesa continues to follow the city wall and the San Juan Bay. The walkway curves to the right and leads you to The San Juan Gate (city gate).

At this point, you can continue to follow the walkway towards El Morro or head through the large city gate.

Coqui note: The walk towards El Morro is nice with some great photo opportunities of El Morro, but unfortunately it is a dead end and you will need to retrace your steps back to the San Juan Gate

San Juan Gate

Coqui note: The Hotel El Convento has a great tapas restaurant that has an open air courtyard; just in case you are feeling hungry. Also close by is the Children’s Museum, which is open daily except Mondays.

San Juan Cathedral

The small; San Juan Cathedral was built 400 years ago and contains the remains of Ponce De Leon. Mass is offered Daily in Spanish.

With the Cathedral on your right, head up the hill (you are currently on Cristo Street). This street contains craft shops as well as ‘outlet stores’ for Coach, Ralph Lauren and others. There are also art galleries and restaurants to check out if you have the time.

At the top of Cristo Street you will find the Pablo Casals Museum, the African Heritage Museum and the Puerto Rico National Gallery (open daily except Sunday and Monday form 9am – 4:30pm).

At the top of Cristo Street turn left. You should see a large Totem pole. This is the Plaza del Quinto Centenario. The plaza is a popular spot, especially on hot days, due to the fountain, that is a big hit with children.

From the plaza you will see in the distance, the impressive structure of El Morro. El Morro is situated on the cliff edge with a large expansive field in front. If you are fortunate to be here on a weekend with good weather, you should see the field filled with families enjoying the sea breeze, as both young and old fly their kites.

Coqui note: You can purchase small kites from the street vendors located along the roadside.

Coqui caution: If you plan to walk to El Morro when the kites are flying, just be careful. You never know, when one might decide to come back down to earth…

As you approach El Morro you will get a sense of just how impressive this fortress is. Built on 6 levels to defend San Juan from sea attack; the fort was initially completed in 1589, with improvements made to the walls in the 1700’s.

El Morro is a National Historic Site maintained by the US National Park Service. Entrance costs a few dollars and you can either tour the fort on your own or join one of the regular ranger tours that are given in English (on the hour) or Spanish (30mins past the hour). Inside you will find a chapel, kitchen, latrine, barracks, all with informational displays.

El Morrow is open daily from 9am – 5pm (June to November) and 9am – 6pm (December – May). Tel: 787-729-6777

Coqui note: The views from El Morro are striking at any time of the day and you will have plenty of photo opportunities from around the fort. It is also possible to arrange a wedding at the fort.

Coqui note: If you now want to see San Cristobel fort, jump on the free trolley that will take you to San Cristobel. If you are feeling energetic, you can walk along Nozagaray Street with the ocean to your left. (this walk is not recommended at night).

The Self Guided Walking Tour of Old San Juan will continue in Part 2 .

Other ways to see Old San Juan: Take a Segway Tour of Old San Juan See Old San Juan from a Jet Ski or a Carriage Ride Take a Night Time Tour of Old San Juan

Photo resource: Entrance to San Juan by djonemore Paseo La Princesa Promenade by oscalito Street in Old San Juan by caliellis El Morro by philfromottawa

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66 responses.

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Is there anyway that I can print all of this out?

Great reading this and am excited to get back to “mi Borinquen querida” after many, many years. Can you send a copy of the tour and map with walking route as others requested?

You should be able to just print the page using the print option in your internet browser.

If you have problems, I have also emailed you a copy

What a great page, pleease e-mail me a copy also. Could you also e-mail a copy of a map with the walking route. We are planning to go there in September. Thank you

Thanks, have sent you an email.

We are going in September. Will the weather be good? Worried about hurricanes. Can you send me a copy of the walking tours and the map? Thanks.

September is hurricane season but that does not mean we will get one, weather should be good unless a Tropical Storm is close to the island.

Best bet is to keep an eye on our weather page and or the National Hurricane Center for latest weather info

Your (part 1 and part 2) walking tours sound amazing. Could you email a copy to me and also the map? We are heading to PR for our first trip in Jan 2013 and look forward to exploring Old San Juan on foot. Thank you for providing such a great tour.

Thanks for the great feedback, hope you have a great trip

Hello coqui,

Found your article extremely interesting and plan to follow your walking tour directions when we visit PR and Old San Juan in Feb. 2013. Would you kindly also email me a copy as well as your walking map? Much appreciated!

Wow. I feel like I was there!! Beautifully written!!!!

Hi Melissa.

Thanks for the comments, much appreciated

What a great tour. I hope to visit Puerto Rico one day and I’ll know where to start. Love the photo, too.

Sharon, thanks for the positive feedback. Hope you make it over one day.

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Thanks for this tour of the highlights. Nice photos too.

Thanks for stopping by

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Thank you for this wonderful tour! We look forward to walking it when we are in San Juan. Could you possibly email a copy to me so we can print it out and take it? Thanks again! Louise

Hope you find the guide useful.

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Thanks for all the info. We are going to SJ April 10th for a week. I can’t wait to take all your advice. Mary

Glad you found the site useful. Hope you have a great time here

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Can you please email the walking tour information to me. Thanks.

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Please mail me a copy of the walking tour. We’d like to take it when we are there in June.

THANK YOU!!!

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Nice guide; we plan to give it a try in a few weeks!

To those of you who want to print this all out, just copy and paste into your favorite word processor and print from there. You can even add page breaks to make it easier to use during the walk.

Thanks again!

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pm hours of the shops in old San Juan? we were just there on a cruise and liked walking around so much, we booked another cruise next December [2011] just discovered the cruise ship gets in on a friday, but not until 2pm [and leaves at 10pm]. How late are the shops open on Friday night? [not just the fancy touristy ones, but all the little shops? Thank you

Don’t know the exact closing times, but imagine they will be open late enough, especially when a ship is in town. Enjoy your next visit here

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i would definitely do this with my husband and son during our trip this November. thanks for the information. makes me so excited just reading about all the attractions!

Mary, thanks for checking out the site, keep checking back for more ideas or subscribe for email updates :o)

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Approximately how long does Part 1 of the walking tour take? Part 2? Just the walking not including shopping time? Thanks

Hi it’s been a while since I have walked the exact route in those two guides but I would say about 1 to 1.5 hours each with no stops but I’d recommend you give yourself more time and just enjoy all the sites 😉

Hi there! This is such a great article. My family and I are travelling to San Juan next week. Is it possible you can also email me the walking route for this self guided tour? Thanks a million.

This is awesome !! We will be going on the 10th of next month. Could you email me a copy as well? Along with the map? Thank you sooo much. I love the site!

email sent :o)

Wow. If you still have the walking tour map, I would like a copy. MAny thanks.

You can download this map http://mappery.com/maps/Old-San-Juan-Tourist-Map.gif it does not have the route marked but you will be able to see where things are

Is there a map available that corresponds to the tour?

Could you email a copy of the walking tour. I can’t get it to print properly ( on y end i’m sure). Also do you know if the bacardi tour is open on christmas day. We will be in old san juan on christmas from 12pm-11pm. What can we do besides the walking tour? Thanks

Your walking tour has us very much looking forward to our visit in a few weeks! Would you be able to email me the entire tour with map?

Thanks so much! And thanks for taking the time to pull this together, what a great resource!!

Found your walking tour info to be quite helpful and interesting. We are arriving on Jan. 29 2013. Would appreciate a copy of the tour and a map. Many thanks.

We would love a copy emailed of the tour and the map with your notes as others have requested. I too can’t get it to print quite right. Curious how long the tour takes/distance. We have a 4 and 5 1/2 year old. sounds so fun! Thanks for sharing with all.

Hello! Could you please email the map? We’re leaving for PR tomorow and would LOVE to have this with us as a guide. Thanks!!

I would love an email with the map as well parts 1 and 2 if they are different. Thank you so much, can’t wait to get to walking.

Check your inbox :o)

This sounds great! I would love a copy of the map too! We leave for Puerto Rico Monday. Thank you.

Hello! Thanks for such a wonderful guide. Could you please email the map? We’re planning a trip to San Juan in second week of December and would be very helpful to have this with us as a guide. Thanks!!

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A Self Guided Walking Tour of Old San Juan

If you’re looking for an Old San Juan self-guided walking tour itinerary, you’ve come to the right place! Old San Juan is one of the most interesting cities in the USA.

Many cities in the United States have old towns. These can loosely be defined as colonial era towns that have kept their historical charm. There are quite a few scattered around the US. But perhaps the most spectacular of these old towns can be found in the US territory of Puerto Rico.

Old San Juan is the oldest – and in my opinion most beautiful – of all the historic old cities in the US. Founded by the Spanish in 1521, it’s a walking museum. Here we will cover a full day’s self guided walking tour of Old San Juan! 

Old San Juan – What You Need to Know

A brief history of old san juan, puerto rico , your self-guided walking tour of old san juan, avoiding the crowds in old san juan, eat like a local, outside old san juan , old san juan – faqs.

Note: this article contains affiliate links, which means that should you purchase something or get a quote through them I may make a small commission at no additional cost to you. This helps keep the site running with up to date information. I do not represent GetYourGuide, Booking.com, or Rentalcars.com. This is information only and not a recommendation to buy the product mentioned in this article.

Where is Old San Juan?

San Juan is the capital of Puerto Rico and located on the central north coast of the island. Old San Juan is the historic part of town, on a peninsula that juts out into the Caribbean Sea. Puerto Rico is an island between the Dominican Republic and The Virgin Islands and it’s about a 2 hour flight to the nearest spot of the mainland US.

How to get there

There are a lot of domestic flights into San Juan and a few international flights. Most major US cities on the east coast fly to San Juan. If your city doesn’t have a direct flight you’ll likely layover in Miami or elsewhere on the east coast. From the airport you can take a bus , taxi, Uber, or rental car to the Old Town, which is about 12km (7.5 miles) from the airport. 

If you’re combining a visit to Old San Juan with other destinations around Puerto Rico, it’s beneficial to have a car. You can use the search bar below to find a great deal on a rental in San Juan.

Parking in Old San Juan

If you’ve got your own wheels then I suggest parking in La Puntilla Parking lot . It’s right outside the old city walls and only $3 per day. It’s closed at night but there is free street parking at night nearby. It’s the perfect place to start your self guided walking tour of Old San Juan.

If you’re staying in the Old Town, though, your hotel might have parking included so be sure to check with your accommodation for parking options.

Puerto Rico speaks Spanish, but in Old San Juan just about everyone will be bilingual and speak English too. If you get outside of San Juan then you start running into places where the locals don’t speak English. 

Puerto Rican Food

Puerto Rico has its own unique cuisine. See the section below on Eat Like a Local.

Puerto Rico is part of the United States and uses the US dollar. Cards are accepted just about everywhere and it’s really not necessary to carry any cash, other than for parking lots and street vendors. San Juan is more expensive than you’d expect. It’s on par with smaller US cities in terms of the cost of everything.

You’d think with the GDP of Puerto Rico being lower than US states that things would be a bit cheaper but that’s not the case. It’s not as expensive as New York or Washington DC, but expect similar prices to midwestern cities.

Since you’re still in the US tipping is still a thing. You will be expected to tip at restaurants in San Juan.

Puerto Rico operates sort of like a state, but it’s not. It is a US territory instead, which means that US federal laws still apply, such as federal minimum wage and social security taxes, but citizens who live in Puerto Rico have no representation in the federal government.

They can join the army and go to war and die for the country, yet can’t vote for president. In 2020 Puerto Ricans voted by a slim majority to become a state, but it remains to be seen if that will ever happen.  

Weather in Old San Juan

Puerto Rico has a tropical climate and it’s hot and humid year-round. Summers are a bit hotter and rainier. San Juan is usually clear while the interior mountains are cloudy. You can reasonably expect San Juan to be hot, humid and sunny. 

You can also reasonably expect to get some rain if you’re there for more than a few days, so be sure to bring an umbrella with you on your trip.

Where to stay

There aren’t really any major hotel brands in Old San Juan. You’ll find a Sheraton on the south coast, but that’s really it. Old San Juan is full of small boutique hotels and holiday rentals instead, which adds to the charm.

They won’t be that much more expensive than staying outside the Old Town in one of the major brand hotels, but there are definitely more options and larger hotels outside. We stayed at Aloft San Juan but don’t recommend it due to loud music from the mall next door till well after midnight. 

Within the old town consider the 352 Guest House Hotel Boutique or the Casa Sol bed and Breakfast . Outside of the old town I like the Hyatt House or the Hyatt Place . They are right next to each other and It’s easy to get to the old town from there. Or check out all the listings on booking.com to find another great option!

Time of year to go

The peak tourist season runs from December to May. The weather is a bit cooler and drier. The summer months are the hottest and wettest but offer an experience with fewer tourists. The ideal time might be late spring to early summer. 

Just be mindful of when cruise ships stop in the port, because if you can avoid a cruise day that would be best. I explain how to avoid cruise days in a section below.

How long to stay in Old San Juan

It’s easy to see Old San Juan in one day. This self guided walking tour is structured around one day in the old town. A trip to San Juan should be combined with a beach vacation to Puerto Rico or a hike through the jungles of El Yunque National Forest, the only tropical rainforest in the US National Forest system.

Puerto Rico – “rich port” – was first settled in 1508 by the Spanish in a location outside San Juan’s city limits. A year later the settlement was moved to what is now San Juan and the name was officially added in 1521, which is the year the city is considered to be founded. Fortifications were built over the years and helped fend off numerous attacks, especially from the Dutch, French and English. 

For centuries it remained a small Spanish port city, never expanding beyond the original city walls. In 1898 the United States did what the Dutch never could and took Puerto Rico, thus ending the Spanish-American war. However, Puerto Rico did not become a territory until 19 years later. It has remained an American territory now for over 100 years. 

Over the years the colonial houses and buildings in Old San Juan degraded into a state of disarray. What you see today is the result of painstaking restoration of the old buildings that has taken place over the last 80 years. And they’ve done a hell of a job restoring the city to its original charm. These days Old San Juan is mainly a tourist destination. No more fending off invaders! 

If you’re curious what San Juan would have turned into had the Dutch taken over, then be sure to check out my complete guide to Amsterdam !

The Old Town is not large but there is a lot to see and do. Hitting all these spots will log 8-10 miles on your Fitbit. You can choose your own order of precedence, but hitting them in the order I have given below will make for happy feet. Check out the map below for the points of interest you’ll need to hit on this self guided walking tour of Old San Juan. 

The Colorful Streets 

Perhaps the main draw of Old San Juan is not one particular location, but the architecture of the city itself. The buildings are nearly all colonial-era Spanish architecture. The Caribbean has all sorts of old colonial-era cities, like the Zona Colonial in Santo Domingo or the Pietermaai district of Willemstad in Curaçao. But when it comes to colonial architecture, nothing beats San Juan.

This means cute balconies and colorful facades. All the streets are lined with charming houses of eclectic, bright colors. The old city itself is a UNESCO World Heritage Site. There is no single street to go for the best views. It depends on how many cars are parked and how crowded the city is. Rest assured there will be no shortage of photo ops on the streets of Old San Juan.

Castillo San Felipe del Moro 

Old San Juan’s most notable attraction is almost certainly Castillo San Felipe del Moro , the city’s original fort. This Spanish fortress was built over the centuries, starting in 1539. It’s an impressive structure and was used to fend off attacks, most notably from the Dutch in 1625.

These days the fort is part of San Juan National Historic Site, managed by the National Park Service. It was last used for military purposes during WW2 and since then has been solely a tourist site. It’s $10 per person to enter unless you have the NPS Interagency Pass or another yearly pass. 

The fort itself is an impressive structure. It rises seven stories from the water below and includes multiple fortifications and lookouts. It really reminded me of the beautiful ancient forts in Malta.

Allow at a bare minimum of an hour to visit the fort, but more if you want to walk along the coast along the promenade back to the Puerto de San Juan, the old city’s main entrance station. 

Castillo de San Cristóbal  

On the other side of Old San Juan lies another Spanish fort, Castillo de San Cristóbal . While not as well known, this fort is actually larger, the largest of its kind in the New World, i.e. the Western Hemisphere.

It was built about 100 years after San Felipe and meant to protect San Juan from land attacks. The two forts are connected by the old city wall that runs between them. 

Entrance to San Cristóbal is included with admission to San Felipe (and vice versa), so be sure to keep your receipt. It’s similar to San Felipe but has more viewpoints over land. This way the Puerto Ricans could see if the Dutch were gonna attack by landing somewhere else on the island and approaching on foot.

The two fortresses worked like a charm and Spain held on to Puerto Rico until it was surrendered to the United States in 1898. 

Catedral Basilica Menor de San Juan Bautista

The Catedral Basilica Menor de San Juan Bautista is the oldest church in the United States and the second oldest church in the Americas. While that might pale in comparison to some of the European gothic cathedrals, it’s still nearly 500 years old, dating back to 1540. I only admired it from the outside, but you’re free to walk in and have a look around. It’s not big and will only take a few minutes. 

Casa Blanca 

Casa Blanca is now a museum, but centuries ago this house belonged to famed Spanish explorer Ponce de Leon. It’s San Juan’s oldest house and contains many artifacts from the colonial days of the city. The house has some odd hours so consult the website linked above for the latest information. 

Puerta de San Juan 

Old San Juan’s original entry gate is found at Puerta de San Juan. It’s just an entryway in the city wall, but you can imagine old aristocrats arriving here hundreds of years ago. From here there is a lovely walk along the coast on the promenade. This takes you outside the city wall and eventually to the base of Castillo San Felipe de Moro. 

Situated outside the ancient city wall, La Perla is a former shantytown. Many years ago the slaves and lower class were forced to live outside the walls, thus La Perla was born. It’s full of colorful houses and right on the water, but you can tell the residents are not quite as rich as those inside the wall by one walk through the village.

It was also seriously damaged by hurricane Maria in 2017. Still cool to walk through though and your self guided walking tour of Old San Juan should definitely include a detour here. Just be careful at night, as there have been recent reports of violent crime aimed at tourists.

Musea de las Americas

If you’re into museums, or trying to beat the heat for a bit, pop into Musea de las Americas to learn a little bit about colonial life in Puerto Rico and see some artifacts from those days. 

Guided Tours

If you’d prefer to have a guide walk you around the city and add a bit of historic context onto your day in Old San Juan, then there are numerous short tours available with GetYourGuide , including walking tours as well as sunset cruises and sailing. You can even add on food tours, ziplining and all sorts of other adventurous activities. 

Make no mistake, Old San Juan can get pretty crowded. It’s not a huge area but it is an extremely popular place for American tourists. This is especially true on days when cruise ships dock at the port. The largest cruise ships can hold thousands of people. Now imagine all those people getting off at the same time and walking around Old San Juan.

If you’re not a part of one of these cruises then I highly recommend planning your trip to San Juan on a day where no cruise ships dock at the port. You can see which days have cruises using this link . About 500 cruise ships visit San Juan every year, and the vast majority visit between November and March.

In those months it’s very possible to have a day where three cruises stop at San Juan. And you absolutely do not want to be in town when three cruise ships are docked. So do yourself a favor and plan around the cruises. We were there on a summer day with no cruises and felt like we had the city to ourselves! 

For a small island, Puerto Rico has its own culinary culture. This isn’t intended to be a full rundown of Puerto Rican food but a quick synopsis on some of the main things to try. 

• Mofongo: the most Puerto Rican dish of them all. It’s essentially mashed fried  plantains served with some sort of meat. I’ve never seen it anywhere else in the world. It’s delicious. 
• Empanadas: Puerto Rican empanadas are fried and scrumptious. Don’t have too many though, as they are super unhealthy.
• Tostones and amarillos: deep fried green plantains and ripe plantains, respectively. 
• Arroz y habichuelas: red beans and white rice, served as a side with many meals. 
• Lechón asado: Puerto Rican succulent pig 
• Pastelon: Puerto Rican lasagna, made with plantains 
• Paella: this Spanish staple is found nearly everywhere in Puerto Rico 
• Flan: a vanilla custard cake. Simply amazing. 

Restaurants

There are tons of great restaurants in Old San Juan. Prices are in line with any large American city, and tipping is expected like anywhere else in the US. Most restaurants are indoors, as the narrow old streets don’t allow for much of a patio presence. You can find some rooftop bars and cafes though. 

To eat like a local, head to Cafe Manolin, a no frills ‘50s diner style restaurant with a huge menu. We had lunch there and dinner at Raices, which was recommended by the bartender at our hotel. It’s very popular and we waited over an hour for a table. But the stuffed avocado was excellent and worth the wait. The flan was also to die for. 

Some other restaurants that were recommended to us were Cayo Caribe, Cafe El Punto, and El Patio de Sam. Lastly, if you want to try the original pina colada, head over to Barrachina, where the drink was invented by bartender Ramon Portas Mingot in 1963. 

If you have longer in San Juan there are some more areas of the city that are worth checking out. Though I would say that I don’t recommend a beach vacation in San Juan city – even though there are plenty of beach resorts – due to the possibility of smoggy skies. It’s a big, dense city and you’re likely to get more beautiful skies further outside the city. 

Condado is the main beach area for San Juan. It’s lined with hotels and restaurants and worth a stop if you have a few days in San Juan. Pinky’s is a great spot for breakfast if you are in Condado.

In the Isla Grande region you will find a lot of new hotels (this is where we stayed) and a huge mall that has DJs every night in a common courtyard. Parque Isla Verde contains the airport and a long stretch of beach, as well as many 4 and 5-star hotels. 

The best beaches in Puerto Rico are well outside of San Juan. If you really want to see some amazing sand and water, take a day cruise to Icacos Beach on Cayo Icacos, a small island northwest of mainland Puerto Rico.

To get there you have to drive out of town quite a bit and take a boat to the island. There are tons of organized tours – like this one – so it’s not an issue getting there.

How long does it take to walk around Old San Juan?

Depending on your pace and how long you want to stop at the various sites, it could take anywhere from a few hours (no stops) to a few days if you stop to see everything. 

Do you need a tour guide for Old San Juan? 

No, you don’t need a tour guide for Old San Juan. This article explains how to do a self-guided walking tour of Old San Juan. If you want additional information on history and a knowledgeable local, having a tour guide can be beneficial though. 

Is one day in Old San Juan enough?

Yes, one day in Old San Juan is sufficient to see the highlights of the beautiful old city. 

Is it safe to walk around Old San Juan at night? 

Yes, it’s perfectly safe to walk around Old San Juan at night. It’s a happening place and there are people all over. Just see the next section about places to avoid. 

Where to avoid in Old San Juan?

After dark it’s best to avoid the La Perla neighborhood. Tourists have been known to get mugged and stabbed there in the wee hours of the morning. 

What is the difference between Old San Juan and San Juan? 

Old San Juan is a neighborhood of San Juan, a large city in Puerto Rico. “Old” comes from the fact that it was built in the Spanish colonial era. It’s the original San Juan. Since those days a sprawling metropolis has emerged from the old city, while the old city still retains all its colonial charm. 

Where do I park to access Old San Juan,

As discussed in the introduction, I suggest parking in the La Puntilla Parking lot when visiting Old San Juan. Cheap and right outside the city walls. 

Old San Juan is one of the most picturesque cities in the Americas. Walking the old cobblestone streets makes you think you’re in some historic European city. And if that wasn’t enough, the beautiful Spanish forts that protected the city for centuries really make you feel like you’ve landed in Europe. You’ll have a great time if you follow this Old San Juan self guided walking tour!

Chris Heckmann

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Latest reviews

• San Juan Old Town + El Morro Castle Tour 10.00 03/29/2024 Jennifer Keating Ireland I travelled with my partner

It was really amazing!!! I love whole tour!!!

17 excursions and activities in San Juan

Catamaran Culebra Island Cruise

Old San Juan Sunset Tour

Escambron Beach Snorkeling Tour

On this snorkeling tour at Escambron beach , you'll follow the guide as you explore the fascinating seabed of San Juan de Puerto Rico .

San Juan Old Town + El Morro Castle Tour

Transfers in San Juan

San Juan Mystery & Legends Tour

Civitatis eSIM Card United States

El Yunque Forest + Bioluminescent Bays Tour

Private Tour of San Juan

San Juan Speedboat Tour: You Drive!

Catamaran Yacht Cruise to Icacos Island

Salsa Dance Class in San Juan

Civitatis Travel Insurance

San Juan Buggy Tour

San Juan Diving Experience

Learn to move like a fish in water with this diving day out in San Juan . This is the best way to discover the Puerto Rican marine life . Are you in?

El Yunque National Rainforest Day Trip

Bosque Carite Rainforest Tour

1 activity near in san juan.

Caguas Food Tour

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