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Old Town Trolley Tours Key West

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Old Town Trolley Tours Key West - All You Need to Know BEFORE You Go (2024)

Key West Tours

Old town trolley.

201 Front St, Key West, FL 33040

(855) 623-8289

Website Tickets

The Old Town Trolley Tours in Key West offer a unique and comprehensive sightseeing experience, allowing visitors to explore the city's major attractions with ease. The tours are known for their convenience, providing hop-on and hop-off privileges at various stops. Key features include open-air sightseeing, a guarantee of satisfaction, and exclusive discounts at Key West attractions. They cover more than 100 points of interest and include free admission to the Sails to Rails Museum. Various ticket options are available, such as one-day and two-day passes, as well as special packages that combine trolley tours with visits to other attractions like the Key West Aquarium and the Shipwreck Treasure Museum. The tours run daily with the first tour starting at 9 am and the last at 4:30 pm, covering neighborhoods like Bahama Village, Old Town, and the Historic Seaport​​.

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Old Town Trolley

201 Front St, Key West, FL 33040

(855) 623-8289

Website Tickets

Old Town Trolley Tours, deemed the best in Key West, offers a culturally rich and historically informed experience with 13 stops at over 100 points of interest. The one-day tour allows unlimited re-boarding and provides an open-air sightseeing platform ideal for capturing stunning photographs. The tour covers all major areas and attractions from the Southernmost Point to the quaint streets of Old Town. Key West's first tourist attraction, the Key West Aquarium, and historical sites such as the Key West Shipwreck Treasure Museum and the Oldest House Museum are part of the journey. Other notable stops include the Ernest Hemingway House Museum, the Key West Butterfly and Nature Conservatory, the Southernmost House Mansion and Museum, and popular bars like Sloppy Joe’s and Jimmy Buffet’s Margaritaville. The tour culminates with the unforgettable experience of watching the sunset from Mallory Square. Operating for over 30 years, Old Town Trolley Tours takes pride in its live, real-time tours delivered by the most highly trained and knowledgeable guides. Offering the best view with every seat and frequent service across 13 convenient stops, this U.S. based company provides the best hop-on, hop-off service in Key West along with exclusive attraction discounts.

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The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civil War. You’ll get a full picture of Key West on this Old Town trolley tour. FREE ADMISSSION TO THE SAILS TO RAILS MUSUEM INCLUDED WITH TICKET!

Description

Old Town Trolley Tour of Key West

Route Duration: 1 hour 30 minutes

• Mallory Square, Mallory Square, Key West, FL 33040, USA - Stop #1: Mallory Square - Stop #1 is in front of the Sponge Market, next to the Key West Aquarium. Trolleys will pull up to the American flag, near the shark. Across the street is the Island Juice Bar.
• 801 Caroline St, 801 Caroline St, Key West, FL 33040, USA - Stop #2: Historic Waterfront/Mac’s Sea Garden - Stop #2 is on a service road between Margaret and William, running parallel with Caroline. Guests can wait inside Mac's Sea Garden Gift Shop and see the trolleys pull up.
• 150 Simonton St, 150 Simonton St, Key West, FL 33040, USA - Stop #3: Simonton & Green Streets - Stop #3 is on the corner of Simonton Row, in front of Diver's Direct, on the northwestern side of the street. There is a bench available for waiting guests. Across the street is Key West Aloe.
• Duval St Parking, 101 Duval St, Key West, FL 33040, USA - Stop #4: Duval Street/Crowne Plaza La Concha - Stop #4 is directly in front of the Crowne Plaza La Concha Hotel on the west side of Duval Street. The trolley will stop in front of the entrance doors to the hotel.
• 804 B, 804 B, 804 Whitehead St, Key West, FL 33040, USA - Stop #5: Bahama Village Market - Stop #5 is in front of the Bahama Village complex directly on the corner, on the western side of the street.
• Fairfield Inn & Suites by Marriott Key West, 2400 N Roosevelt Blvd, Key West, FL 33040, USA - Stop #6: Fairfield Inn - Stop #6 is located at the Fairfield Inn Hotel. The trolleys will stop in the central area of the parking lot.
• 3824 N Roosevelt Blvd, 3824 N Roosevelt Blvd, Key West, FL 33040, USA - Stop #7: Roosevelt Station at Gates Hotel - Stop #7 is temporarily in front of the Gates Hotel.
• 3835 S Roosevelt Blvd, 3835 S Roosevelt Blvd, Key West, FL 33040, USA - Stop #8: Best Western Key Ambassador - Stop #8 is located at the Best Western Key Ambassador Hotel. The trolley will stop in front of the office area. Guests can wait inside the lobby and see the trolleys arrive.
• 3501 S Roosevelt Blvd, 3501 S Roosevelt Blvd, Key West, FL 33040, USA - Stop #9: East Martello Civil War Fort - Stop #9 is at the East Martello Fort and Museum. The fort is located in front of the Key West International Airport. Trolleys will pull in front of the Museum in the parking lot. Across the street is the Atlantic Ocean.
• 1500 Reynolds St, 1500 Reynolds St, Key West, FL 33040, USA - Stop #10: Casa Marina Resort & Beach House - Stop #10 is at the front doors of the Waldorf Astoria Casa Marina Hotel, railroad magnate Henry Flagler's showpiece. The trolley will pull into the parking lot, stopping in front of the doors.
• 513 South St, 513 South St, Key West, FL 33040, USA - Stop #11: Southernmost Point Trolley Stop - Stop #11 is located at the Southernmost Point Gift Shop. Trolleys will stop directly in front of the store. Guests shop inside while waiting, or benches are available outside.
• 930 Duval St, 930 Duval St, Key West, FL 33040, USA - Stop #12: Truval Village - Stop #12 is located on the southeastern side of Duval Street. Trolleys will stop on Duval Street near the corner.
• 626 Duval St, 626 Duval St, Key West, FL 33040, USA - Stop #13: Angela Street Depot - Stop #13 is immediately on the northwestern corner where Angela meets Duval. Trolleys will stop on Angela Street, in front of the benches.

Key West Lighthouse and Keeper's Quarters Museum / Key West Aquarium / South Beach / Southernmost Point / Fort East Martello Museum

Operates: Tours depart from boarding locations approx. every 30 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10. Open Daily 10am - 4:30pm. Last full tour at 4:30pm.

• Reservations are REQUIRED for all bookings
• Book Your Package On-Line and Receive Your Confirmation
• Departure point: Detailed check-in instructions - including the address and parking information if applicable - will be included in your final confirmation email.
• Duration: 1 hour 30 minutes (Approx.)

What's Included

• FREE ADMISSION TO THE SAILS TO RAILS MUSEUM INCLUDED WITH TICKET
• Narrated tour
• Ages 0-3 free!
• Located taxes
• Food and drinks
• Tour closed October 23-24

What To Bring

• Confirmation Voucher (printed or mobile)
• Any required or suggested items listed on your confirmation email.

Additional Info

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Infants are required to sit on an adult’s lap
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels
• Tours depart from boarding locations approx. every 30 minutes. Patrons with vouchers can board at any Old Town Trolley boarding location. Wheelchair accessible locations are Stops # 1, 2, 3, 6, 7, 8, 9, and 10.

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

• For a full refund, you must cancel at least 24 hours before the experience’s start time.
• If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
• Any changes made less than 24 hours before the experience’s start time will not be accepted.
• Cut-off times are based on the experience’s local time.

Average 4.47 out of 5 stars based on 1,025 traveler reviews collected by Tours of Key West and partner sites such as Cool Destinations and TripAdvisor

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• May 11, 2024

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Q: What are the best options for Key West Trolley Tours?

A: According to verified reviews on Inside Key West and TripAdvisor, the best Key West Trolley Tours are:

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A: According to verified reviews on Inside Key West and TripAdvisor, the best kid-friendly Key West Trolley Tours are:

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• May 11, 2024

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Screen-reader and keyboard navigation.

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Old Town Trolley Tour

Old town trolley tour (hta-157).

There is no better way to see Key West than by taking our Old Town Trolley Tour. Enjoy the full tour (90 minutes) as we wind through the streets of our beautiful island, or hop on and off at any one of twelve locations throughout the day.

Relax as our tour guide narrates through the history of Key West. Find out about pirates, Indians, the civil war, shipwrecks, the railroad, architecture, and so much more. There are over 100 points of interest in this tour and just as many photo opportunities.

If you have an interest in the amazing history of Key West you cannot miss the Old Town Trolley Tour.

Pricing: $37.75 per Adult, Children ages 4-12 are $14.18, Children under age 4 ride for free.

Pricing:  $36.95 per adult, Children ages 4 – 12 are $14.18. Children under age 4 are free.

Dress:  Casual

Duration:  Tour is 90 minutes long – additional riding throughout the day

Activity Level:  Low

Items Included:  The Hemingway Rum Company Distillery Tour is included FREE with your Conch Tour Train Ticket

Restrictions:  None

Departure Times:  9:00 AM through 4:30 PM, departing every 30 minutes

The Hemingway Rum Company Distillery Tour: Open daily: Mon-Sat 10:00am-6:00pm; Sun 11:00am-6:00pm. GUIDED TOURS at the top of the hour: first tour begins at 11:00am and last tour at 5:00pm.

Additional Notes:  Ticket is good for one year from purchase. Seating is first come first serve. Boarding is every 30 minutes.

This tour makes a stop at Truval Village close to Southernmost Point, Hemingway Museum, The Butterfly Conservatory, The Lighthouse, and the Star of the Sea Grotto. You can get off and board a different train to return.

Your eTicket is good for all day use from 9am, with the last re-boarding at 4:30pm. If you chose to stay on the trolley, the tour is approximately 90 minutes. You may “hop on” and “hop off” as many times as you like during the hours of operation. 

Call 813-321-9702 to make your reservation today!

Old Town Trolley Key West: 5 Ways to Save Up to 29% Off

Warm, inviting, and bewitchingly blue, the waters of Key West lure many travelers to the Southernmost city in the United States.

This Floridian paradise is brimming with adventure, from swaying palm trees to shipwrecks. Dive into over 100 points of interest when you tackle a Hop On Hop Off Tour. Follow along to learn everything you need to know about a Key West Trolley Tour discount code .

Sail into island life and discover the best of the Conch Republic when you book a fully narrated Key West Trolley Tour .

Take a break from sunbathing and sucking down Mojitos when you swing by Mallory Square for an unforgettable sunset. Or, reconnect with nature’s most delicate winged creatures at the Key West Butterfly and Nature Conservatory.

From the Truman Little White House to the glimpsing Sandbar sharks at the Key West Aquarium , there are endless ways to spend your day. Ready to uncover the best of Key West Trolley Tours? Read on…

Old Town Trolley Discount Code Key West

Chances are you’ve invested a pretty penny to make it to this South Florida oasis of cocktails, sunsets, and sailing. Now that you’ve arrived in Key West let’s keep your budget and sightseeing on point with some Old Town Trolley Key West discount codes .

Buying your tickets online and ahead of time is the easiest way to lock in the lowest price. Simply choose from a 1 or 2-Day Trolley Pass and let the touring begin!

Old Town Trolley Tours Key West Coupons and Discounts

All set to meet stingrays and crabs at the world’s first open-air aquarium? Or, have you got your heart set on spotting Hemingway’s famous six-toed cat?

Whatever your Key West Trolley desires, ensure you never pay top dollar when you take advantage of the following deals and Key West Old Town Trolley discount codes:

Key West Old Town Trolley Military Discount

Three cheers for the red, white, and blue! Members of the U.S. military do so much to protect our freedoms both at home and abroad. Key West Old Town Trolley Tours is in awe of their service but, at this time, will not be providing any military discounts.

AAA Discount Old Town Trolley Tours

AAA members know that a membership can provide many perks when traveling. From roadside assistance to tire changes, it never hurts to have that AAA card handy.

However, at this time, there are no AAA discount Old Town Trolley on offer.

Key West Old Town Trolley Tours Senior Discount

The Conch Republic is a playground for feisty Seniors looking for some fun. From endless happy hours to window shopping at Mallory Square, Senior citizens from all over will quickly fall in love with the ‘no shoes, no shirt’ lifestyle of Key West.

Related Post: Key West Aquarium – Discount Tickets and Reviews

Unfortunately, at this time no Senior specific discounts are being offered.

Key West Old Town Trolley Tours Group Travel Deals

Spread the joy of a jaw-dropping Key West sunset far and wide when you invite along your nearest and dearest. An ideal outing for any reunion, retreat, or birthday party, groups of 15 or more can take advantage of a special rate.

Key West Old Town Trolley Tours Vacation Packages

Cheers! Let’s raise a glass and celebrate that vacation in full Key West style. Leave no stone unturned when you embrace the natural beauty, wonder, and legacy of this charming beach city. Conquer even more of Key West when you bundle your Old Town Trolley Tours with our other top-tier Key West attractions.

Amp up the adrenaline and feel that ocean breeze when you partake in a thrilling jet ski tour, or commune with sea turtles, fishes, and rays when you snorkel in aquamarine waters.

Whether you desire a romantic sunset sail with your special someone or want to revel in some spine-tingling ghost stories, we have activities for all types of travelers. Best of all, thrifty savers like yourself can save up to 8% when they purchase a vacation package:

• Key West Hop on Hop off + Conch Tour Train Key West Combo
• Key West Hop On Hop Off + Key West Ghost Tour Combo
• Key West Hop On Hop Off + Aquarium Key West Combo
• Key West Sunset Cruises + Hop-On Hop-Off Trolley Tour Combo
• Key West Sunset Cruises + Conch Tour Train Combo
• Key West Glass Bottom Boat Tour + Hop-On Hop-Off Trolley Tour Combo
• Parasailing + Hop-On Hop-Off Trolley Tour Combo
• Ultimate Jet Ski Tour of Key West + Hop-On Hop-Off Trolley Tour
• Key West Snorkeling Tour + Hop-On Hop-Off Trolley Tour Combo

Key West Old Town Trolley Tours Hotel Packages

Save your hard-earned cash for even more frosty Pina Coladas or kooky Hawaiin T-shirts when you opt for a   Key West Hop On Hop Off + Hotel Combo .

Related Post:  Key West Spring Break – Your In-Depth Guide

Enjoy iconic sights and stops such as the Audubon House and the Key West Lighthouse when you combine your trolley tickets with some A+ accommodations. Marrying your sightseeing with sumptuous lodgings can even earn you savings of up to 20+%.

Key West Hotels

Lush tropical landscaping, private balconies, and water sports oh my! There’s no such thing as a bland Key West vacation. Level up your Conch Republic getaway when you secure some superior lodgings.

Sneak away for a cat nap just minutes from Duval Street, or work on that tan while sitting poolside. Snag a seat at the on-site Tiki bar and get ready for a particularly festive happy hour, or enjoy free shuttle service to the Key West International Airport.

Whether you are looking for laidback luxury or budget-friendly, we offer Florida Keys Hotels  for every type of traveler.

Key West Attractions

Water, water, water everywhere! Aqua babes of all ages will be in heaven when they land in this Caribbean-like Eden of sun, sand, and sea. After getting the lay of the land thanks to your Hop on Hop off Key West Trolley Tour, it’s time to trade in the Historic Seaport and Maritime Museums for an H20 adventure.

Related Post:  Key West Conch Train – 6 Ways to Save Up to 9% Off

Soar sky-high above turquoise waters on a parasailing excursion, or venture underwater for a morning of snorkeling. Set your peepers on tropical fish, coral, and more. Or, bid adieu to another picture-perfect Key West day with a sunset cruise:

• Fury Parasailing Key West  – Sparkling emerald waters plus a bird’s eye view of the island add up to one epic time! Hold on tight as you go up, up, and away on this watery parasailing adventure. Soak in scenic vistas, go for an ocean dip, or perhaps even spot dolphins frolicking in the surf.
• Key West Snorkeling: Morning Reef Snorkel – All set to meet Nemo and Dory? Embrace your inner mermaid (or man) when you spend up to three hours on a state-of-the-art catamaran snorkeling excursion. Explore North America’s only living coral barrier reef with the help of flippers and masks. After this underwater endorphin release, refresh on deck with a complimentary ice-cold beer, mimosa, or wine.
• Key West Sunset Cruise & Champagne Toast – Nothing holds a candle to a Key West Sunset. Relish the breathtaking beauty of a fiery orange sunset from a spacious 45-foot power catamaran. Toast to another day in paradise with unlimited drinks, including champagne, various beers and wines, and a selection of sodas. Conclude your incredible evening at sea with a complimentary champagne toast.  

About Key West Old Town Trolley Tours

All aboard! Prime yourself for hours of pure Margaritaville magic when you choose a Key West Old Town Trolley Tour adventure. Your Old Town Trolley Tour will feature 13 convenient stops, colorful anecdotes, and well-researched historical facts.

Scope out Mac’s Sea Garden, stroll down Duval Street or watch in wonder as Morpho butterflies surround you at the Key West Butterfly and Nature Conservatory.

Travel back in time to the 1800s when you swing by the Key West Shipwreck Treasure Museum, or stop at the Southernmost point for an obligatory buoy selfie.

Don’t forget to unwind with a Pain Killer at the well-loved local Green Parrot Bar. Or, indulge your inner literary enthusiast with a visit to Ernest Hemingway’s house. For a complete Old Town Trolley Key West map, click here , or check out their social media for even more dazzling photos.

On a budget? Thank your lucky stars as your Old Town Trolley tour grants you both free admission to the Sails to Rails Museum and a plethora of Key West Hop on Hop off Trolley coupons valued at $50.

Insider Key West Old Town Trolley Tours Tips

Never been on a trolley tour before? Never fear, as our experts have rounded up the top need-to-know-info for a completely seamless Key West Trolley Town adventure. From where to pick up your tour to stroller policies, we’ll cover it all:

• The Key West Old Town Trolley Tour features 13 stops and 100 points of interest.
• The length of one trolley tour is approximately 1 hour and 30 minutes without getting on or off.
• Your Key West Old Town Trolley Tour can begin at any of the tour stops.

Related Post: Key West Glass Bottom Boat – Discount Tickets & Reviews

• Trolleys will pass by the designated spots approximately every 30 minutes.
• Feel free to ride the Old Town Trolley Tour loop as many times as you like.
• Strollers are allowed on board the trolley. However, they must be collapsible and will be stored up front with the conductor.
• Please note that the trolleys are open-air vehicles that operate rain or shine, hot or cold, year-round.  

What to Bring

Lazy days in this tropical Conch city don’t require much. However, for a superior Key West Old Town Trolley Tour day, we recommend bringing along the following:

• Phone and/or camera
• Cash and/or credit card
• Hat and/or sunglasses
• Bottle water and/or snacks
• Stroller if necessary

Can I Bring Food to Key West Old Town Trolley Tours?

Something about the hot sun and salty ocean air just spikes our appetite! After hours of Key West wandering and snapping selfies with a bronze statue of Truman, you are sure to want a little snack.

Related Post:  Jet Ski Tours Key West – 6 Ways to Save Up to 10% Off

Thankfully, guests are welcome to bring food and non-alcoholic drinks along on the tour. If you are feeling particularly peckish, hop off at any of the following stops for a full nosh:

• Cuban Coffee Queen (Mallory Square)
• Pepe’s Cafe (Historic Waterfront/ Macs Sea Garden
• Sloppy Joe’s (Simonton & Green Streets)

Key West Old Town Trolley Tours Parking

We’re not going to lie! Parking on a pint-sized island can be tough! We recommend all trolley guests leave their transport at their hotels. The tour route and stops are located at convenient, easy-to-access locations all around the island. Almost all are within walking distance of most major hotels and attractions.

Key West Old Town Trolley Tours Reviews

Still not sold on a Key West Old Town Trolley Tour? Don’t just take our word for it! Read Old Town Trolley Tours Key West reviews from real Parrot heads just like you here .

Forget that watch at home because the second you set foot in the U.S.’s Southernmost City, you’re on island time. Watch your troubles melt away as you slip on that swimsuit and prepare for a day of sightseeing and sunshine with Key West Old Town Trolley Tours .

Admire the crystal clear waters of Smathers Beach, or work on your spike when you enjoy an impromptu beach volleyball game. Jump into Civil War History when you swing by the towering West Martello Fort, one of the three remaining Civil War-era structures on the island.

Or, make a date with Sloppy Joes to munch away on their signature Conch fritters or Island Smoked Fish Dip. Can’t wait to embark on your own open-air Key West escape? Don’t hesitate to reserve your Trolley trip today!

Key West Trolley FAQs

How often does key west trolley run.

This convenient mode of transportation makes its rounds approximately every 30 minutes, providing unmatched ease of mobility around some of the city's most popular locales. Hence, whether planning a day visit to historical landmarks or an exciting night out, you can rely on the trolley system to get you around Key West seamlessly.

How Long Is The Conch Train Tour in Key West?

The Conch Train Tour in Key West is a captivating journey that history enthusiasts and sightseers alike should not miss. Spanning a duration of approximately 75 minutes, the tour offers a comprehensive exploration of the city's historical sites, picturesque scenery, and unique culture.

Can You Hop On and Off The Conch Train in Key West?

The conch train in Key West is a flexible and convenient way to explore this vibrant destination. You can hop on hop off at the stops designed to show you the most of Key West. This not only provides an immersive sightseeing experience but also the leisure to explore at your own pace.

Can Key West Be a Day Trip?

Of course! With a well-planned itinerary, there will be plenty of time for you to explore Key West on your own, where you can soak up the unique blend of natural beauty, rich history and vibrant culture.

Tell us What Key West Attraction You Would Visit First!

Do you have any additional tips or insights to share? Leave us a comment below.

Written by Isis Maya Nissman

A New York native, Isis-Maya spent most of her professional life working in TV production until a vacation whisked her away to Central...

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Key West Travel Guide - Visitor Information for Key West, FL in the Florida Keys

Complete guide for things to do & see in Key West. Plan to enjoy island life.

• Where is Key West?
• Getting to Key West
• Key West Hotel Map
• Parking in Key West
• Taxis & Ride Sharing
• LGBTQ Travel
• Marinas, Boat Yards, & Mooring Field
• What to Pack
• Attractions and Tours
• Dolphin Encounters
• Dry Tortugas
• Deep Sea Fishing
• Flats Fishing Charters
• Light Tackle Fishing
• Glass-Bottom Boat Tour
• Kayak Tours
• Parasailing
• Snorkel Trips
• Sunset Sails
• Sunset at Mallory Square
• Watersports Package
• Waverunner Jet Ski Tours
• Historic Sites
• History of Key West
• Parks – State & Local
• Photos of Key West
• Points of Interest
• Restaurants in Key West
• Key West Restaurant Map
• Casual Dining
• Coffee Shops
• Cuban Restaurants
• Fine Dining
• Our Favorites
• Waterfront Dining
• Art Galleries
• Key West Calendar of Events
• Fantasy Fest
• July 4th Fireworks
• New Year’s Eve
• Churches, Temples, & Religious Houses
• Group Planning
• Real Estate
• FAQ’s – Frequently Asked Questions
• Key West Tourism Statistics

Old Town Trolley

Things to Do Menu

• Parasailing in Key West
• Sunset Celebration at Mallory Square

City tour which permits passengers to disembark at ten locations throughout the historic quarter.

The Old Town Trolley differs from the Conch Tour Train only in it giving you the opportunity to disembark at 11 different locations, visit the attractions in that neighborhood – and then to re-board and continue the tour.

This is the way to go if you have the time to explore the parts of Key West you are interested in. Plus, your paid fare is good for the full day – allowing you to ride as many times as you like during the normal business hours for that day.

Along the way, expect a very good narration of local history, tropical life, and the quirks of Key West.

Cost: 

• $47.20 + tax for adults and children over 12.
• $15.75 + tax for children

Trolley Boarding Locations/Stops: (1) Mallory Square, (1A) Presidential Gates, (2) Historic Key West Seaport, (3) Simonton Row – Simonton and Greene St, (4) La Concha Crown Plaza, (5) Bahama Village Market, (6) Fairfield Inn, (7) Key West Welcome Center, (8) Hampton Inn Key West, (9) East Martello Fort and Museum, (10) Casa Marina Resort, (11) Southernmost Trolley Stop, (12) Truman Ave & Duval St, (13) Angela and Duval Street

Hours: Open every day, 10 am – 4:30 pm.

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Media tickets request, explore our cities.

Tour Boston sights covers all the major areas including Downtown, Beacon Hill, Back Bay, the Theater District, and the Waterfront District. Stand on the very ground where Samuel Adams and other revolutionary leaders urged their fellow colonials to fight for liberty in Faneuil Hall.

Tour Key West sights – The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions.

Tour Nashville sights – From the hunter-gatherers making their home along the Cumberland to the first musician to step off a bus onto Broadway with nothing but a guitar and dream. Nashville has been the hook on which the brave and entrepreneurial have hung their hopes and aspirations.

San Antonio

Tour San Antonio sights – Embark on a captivating journey through the heart of San Antonio aboard the Old Town Trolley. Our expert guides breathe life into the city’s history, offering a unique blend of entertainment and education.

Tour San Diego sights – Explore the Old Town San Diego State Historic Park and experience Mexican and early American life in the 19th century, tour the Midway Aircraft Carrier Museum, enjoy the shopping, dining, and entertainment at Seaport Village and the historic Gaslamp Quarter.

Tour Savannah sights – Known for its impressive 18th and 19th century architecture, travel back to the Civil War era as you visit the Green-Meldrim House , the Andrew Low House, home to the founder of Girl Scouts USA, Juliette Gordon Low, and the Flannery O’Connor House.

St. Augustine

Tour St. Augustine sights – Relive the story of the first settlement in North America as you visit Castillo de San Marcos , visit the world famous Fountain of Youth, experience early St. Augustine as you tour old St. Augustine Village, featuring houses from the 18th and 19th centuries.

Washington DC

Tour Washington DC sights – Visit our Union Station, the most visited destination in DC. See the Capitol building, the Supreme Court and Library of Congress . Visit the Smithsonian, the National Gallery, and the Museum of Natural History.

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Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

While strolling down Duval Street, a traveler in Key West might just stumble upon the perfect way to explore the island – the Old Town Trolley 12-Stop Hop-On Hop-Off Tour. With stops at iconic locations like the Hemingway House and Mallory Square, visitors can uncover the hidden gems that make Key West a unique destination.

But what makes this tour truly special? Stay tuned to discover insider tips and highlights that will make your Key West adventure one for the books.

• Flexible and stress-free booking with free cancellation up to 24 hours in advance.
• Enjoy a comfortable and scenic ride while exploring major Key West attractions.
• Learn about Key West’s history and culture with expert tour guides.
• Convenient hop-on hop-off option to explore at your own pace and preference.

Here's some more nearby activities we've reviewed

• Key West Sunset Sail With Full Bar, Live Music and Hors Doeuvres
• Guided Bicycle Tour of Old Town Key West
• Shark and Wildlife Viewing Adventure in Key West
• Key West Mangrove Kayak Eco Tour

Booking Information

When booking a Key West Trolley Tour, travelers can enjoy the flexibility of free cancellation up to 24 hours in advance for a full refund. This option provides peace of mind, allowing visitors to adjust their plans if needed without any financial repercussions.

Plus, the tour offers gift-giving possibilities, making it a thoughtful present for friends or loved ones who enjoy exploring new destinations. Whether it’s a spontaneous trip or a planned adventure, the flexibility options cater to various preferences, ensuring a stress-free booking experience.

Customer Reviews

Amidst a sea of feedback, the Key West Trolley Tour garners an impressive overall rating of 4.5/5 based on 185 reviews. Customers have rated the tour guide behavior highly at 5/5 for being welcoming, informative , and providing valuable tips for travelers. However, some reviews mentioned instances of mechanical and abrasive behavior by certain tour guides. The transportation received a rating of 4.8/5, service at 4.2/5 , and organization at 4.2/5. Below is a summary of the ratings:

More Great Things To Do Nearby

Product Details

The Key West Trolley Tour offers a convenient and informative way to explore Key West’s Old Town with a 12-stop hop-on hop-off tour starting from Mallory Square, Key West, Florida. Pricing options for this tour start from €51.75 per person. Visitors can check availability for bookings based on their preferred dates.

The tour highlights include stops at major attractions like the Ernest Hemingway Home and Museum, the Key West Aquarium, and the Southernmost Point Buoy. Travelers can enjoy the flexibility of hopping on and off at any of the 12 stops throughout the day to explore at their own pace.

Plus, the trolley provides a comfortable and scenic ride, allowing guests to take in the sights without the hassle of driving.

Additional Information

To enhance your Key West Trolley Tour experience , be sure to utilize the available parking options at Mallory Square, The Westin parking garage, or Key West Welcome Center. Accessibility options are catered for, with seating on a first-come, first-serve basis , and multiple boarding locations for convenience.

Weather considerations are important when planning your tour; Key West’s tropical climate means occasional rain showers, so it’s wise to pack an umbrella or light raincoat. Maps and schedules are provided at the ticket depot when redeeming your voucher, ensuring you have all the necessary information for a smooth journey.

Open in Google Maps for directions to the boarding locations. Enjoy exploring Key West hassle-free with these helpful tips in mind.

Tour Details

Every 30 minutes, the Key West Trolley Tour sets off on its captivating journey through the historic streets of Key West, providing a convenient and enjoyable way to explore the vibrant city without the need to drive.

Here are some tour details to help you make the most of your experience:

Tour Highlights:

• Explore iconic sights like Mallory Square, Hemingway House , and Southernmost Point.
• Learn about Key West’s rich history and vibrant culture from knowledgeable guides.
• Enjoy the flexibility of hopping on and off at any of the 12 stops along the route.

Sightseeing Spots:

• Visit Duval Street for shopping and dining.
• Discover the beauty of Key West’s beaches and crystal-clear waters.
• Don’t miss the opportunity to take photos at picturesque locations throughout the city.

For easy navigation around Key West during the Trolley Tour, visitors can access detailed directions provided at each boarding location. These map directions ensure travelers can easily find their way to the next stop on the tour.

Plus, transportation options including bus routes and taxi services are conveniently located near each boarding point, offering flexibility for those who may want to explore more of Key West beyond the trolley tour.

By following the map directions and considering the various transportation options available, visitors can make the most of their time in Key West and ensure a smooth and enjoyable sightseeing experience.

Whether opting to hop on and off at various stops or simply enjoy the full tour, these directions and transportation choices make navigating Key West a breeze.

Tips and Recommendations

Discover insider tips and recommendations for getting the most out of your Key West Trolley Tour experience .

Exploration strategies : Make the most of your tour by planning your route ahead of time. Research the stops and attractions you’re most interested in visiting to optimize your time on the trolley.

Sightseeing suggestions : Sit on the outer edge of the trolley for the best views and photo opportunities. This way, you can capture Key West’s beauty without obstruction and enjoy a more immersive sightseeing experience.

Stay hydrated : Key West’s tropical climate can be quite warm, so remember to bring water with you. Staying hydrated will ensure you have a comfortable and enjoyable tour exploring the city.

Here's a few more nearby tours and experiences we have reviewed.

• Key West Small-Group Sunset Sail With Wine
• Key West Jet Ski Tour With a Free 2nd Rider
• Key West Dolphin Watch and Snorkel Cruise
• Half-Day Cruise From Key West With Kayaking and Snorkeling
• Southernmost Food & Cultural Walking Tour by Key West Food Tours
• Adults Only Sunset Cruise From Key West With Champagne

Common questions

Are There Any Discounts Available for Seniors, Students, or Military Personnel for the Key West Old Town Trolley Tour?

Discounts aren’t currently available for seniors, students, or military personnel for the Key West Old Town Trolley Tour. The tour offers insightful guide commentary and accessibility options , making it an enriching and convenient experience for all visitors.

Is There a Specific Time Limit for How Long I Can Stay at Each Stop on the Tour?

When exploring on the tour, visitors have flexibility in their sightseeing. There are no specific time limits at each stop, allowing for a detailed exploration . Guests can stay as long as they desire at each location to truly soak in the experience.

Can I Bring My Own Food and Drinks on the Trolley?

Yes, guests can bring their own food and drinks onboard the trolley. Enjoy snacks and beverages while exploring Key West. Remember trolley etiquette and consider picnic options. Stay hydrated and energized during the tour.

Are There Any Restrooms Available on the Trolley or at the Stops?

Restroom availability on the tour is essential for comfort. While tour duration restrictions may apply, restrooms are available at select stops along the way. Travelers can plan accordingly to make the most of their experience.

Is There a Specific Age Limit for Children to Ride the Trolley for Free?

Children under a certain age typically ride free on the trolley, but it’s essential to check the ticket policy for specific age limits. This family-friendly tour offers travel tips and a convenient way to explore Key West without worrying about driving.

Here's more of our most recent tour reviews happening neaby

• Trolley Train Tour in Marathon
• Private Highlights and Stories of Key West Walking Tour
• Key West Shore Excursion: Conch Tour Train
• Hemingway Tour
• Snorkel the Coral Reef and Explore the Waters of Key West
• Marathon Florida Keys Fishing Experience
• Key West: Schooner Full Moon Night Sail With Snacks & Drinks
• Sandbar Excursion in Key West
• Marathon Key: 3-Hour Snorkeling Adventure on a Pontoon at Sombrero Reef
• Full-Day Tour of Florida Keys Including Aquarium Encounters From Key West
• Key West: Schooner Day Sail With Onboard Bar

Experience the best of Key West with the Old Town Trolley 12-Stop Hop-On Hop-Off Tour.

From historic landmarks to stunning sights, this tour offers a convenient and immersive way to explore the island.

With knowledgeable guides and flexible transportation, visitors can truly soak in the culture and beauty of Key West.

Don’t miss out on this unforgettable journey through the heart of this vibrant paradise.

Jump on board and let the adventure begin!

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1-Day Old Town Trolley Tour

• TROLLEY STOPS

The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions.

Hop aboard one of our trolleys and you’ll experience Transportainment ® , a delightful combination of transportation and entertainment.

For over 30 years, Old Town Trolley Tours has provided sightseeing tours highlighting the best Key West attractions.

• 1 day of free unlimited re-boarding
• Open-air sightseeing perfect for taking pictures
• More than 100 points of interest
• FREE admission to the Sails to Rails Museum included with ticket
• FREE coupons worth up to $50 in discounts
• 100% Satisfaction Guarantee
• Colorful anecdotes and well-researched historical facts
• Exclusive stops and Key West attraction discounts

There’s no better way to see all of Key West than with Old Town Trolley Tours.

The island of Key West is full of fun and exciting things to do and see. From the Southernmost Point to the quaint streets of Old Town, our tour takes you to all the major areas and attractions. See Key West’s first tourist attraction, the Key West Aquarium, which was also the world’s first open-air aquarium. Cross the street and you’ll find yourself back in the 1800s at the Key West Shipwreck Treasure Museum, learning about how Key West became one of the richest cities in the U.S. The Oldest House Museum is also nearby; it is one of the many beautifully restored homes that are open to the public in Key West.

Stop by the Ernest Hemingway House Museum where he is rumored to have written “A Farewell to Arms” — and don’t forget to look for the 6 or 7 toed cats! Marvel at the beautiful species of butterflies in the Key West Butterfly and Nature Conservatory, and wander next door to the Southernmost House Mansion and Museum, known for its 19th-century architecture and tropical gardens. Cool off with a drink at the famous Sloppy Joe’s Bar or Jimmy Buffet’s Margaritaville in the Old Town area. But don’t leave Key West until you’ve watched the sunset from Mallory Square, a truly memorable experience!

1. Mallory Square 1a. Truman Little White House 2. Historic Waterfront / Mac’s Sea Garden 3. Simonton & Green Streets 4. Duval Street / Crowne Plaza La Concha 5. Bahama Village 6. Fairfield Inn 7. Roosevelt Station at Gates Hotel 8. Hampton Inn 9. East Martello Fort / Robert the Doll 10. Casa Marina Resort & Beach House 11. Southernmost Point Trolley Stop 12. Truval Village 13. Angela Street Depot

Booth Locations

Stop 1 – Mallory Square Inside Mallory Square (between Shell Warehouse and Sponge Market)

Stop 3 – Simonton Row Corner of Simonton and Greene Streets

Stop 12 – Truval Village Corner of Truman Avenue and Duval Street

Stop 13 – Angela Street Corner of Angela and Duval Streets

First tour starts at 9am.

Last tour departs from Mallory Square at 4:30pm.

Daily 364 days a year. (We are closed the last Saturday in October for Fantasy Fest) Tours depart at least every 30 minutes.

Length of tour: 1 hour and 30 minutes if you ride the tour all the way around without getting off and on.

All schedules are subject to change. Please call (855) 623-8289 for the most current information.

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