key west cruise reviews

🌅 The 7 Best Key West Sunset Dinner Cruises [2024 Reviews]

Key West is one of the most beautiful places not only in the United States, but in the entire world. It makes sense, then, that tons of tourists flock here every year.

The natural beauty and incredible climate that stays consistent pretty much year-round makes it a great place to hang out outdoors. The natural landscape, ocean, and electric sun come together for gorgeous sunsets every night, and there are many great places to watch them.

However, nothing compares to one of the top Key West sunset cruises, which we’re here to bring you today!

Best Sunset Cruises in Key West

Quick answer: the 7 best rated key west sunset sails for 2024.

• Key West Sunset Sail Aboard Schooner
• Small-Group Key West Sunset Sail with Wine
• Key West: Sunset Cruise with Buffet Dinner and Open Bar
• Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres
• Key West Sunset Cruise with Live Island Music
• Sunset Sail Cruise in Key West
• Key West Sushi Sunset Cruise

Key West Sunset Cruise Reviews

1. key west sunset sail aboard schooner.

• Duration: 2 hours
• Departure: 202 William St, Key West
• Departure Time: Varies by time of year
• Includes: 2-hour sailing experience aboard America 2.0, complimentary beer, wine, champagne, soda, individually-plated hors d’oeuvres

If you want to feel like you’ve gone back in time almost 200 years, then you have to check out first tour out! The Key West Sunset Sail Aboard Schooner tour will take you over the beautiful ocean on a replica of the 1851 Schooner America.

This smooth ride is luxurious, a load of fun, and one of the best ways to watch the sun go down on the island. Meet up around 4 pm along with the rest of your group to board the ship. You’re immediately greeted by the crew, who are super friendly and make the experience that much better.

Once you take a seat (or stand if you prefer), you’ll be served with complimentary hors d’oeuvres along with a nice selection of alcoholic and non-alcoholic drinks.

This is a great way to meet other tourists or locals, bring the entire family on board, or simply experience it with your significant other.

Set sail, enjoying the sounds of the water underneath the ship as you head towards Mallory Square. There are a ton of people who come to the square to watch the sunset – wave to them from the ship!

Next, you’ll sail by the famous Fort Zachary Historic State Park, which has its own unique history and looks impressive from the water! At this point, the sun will start going down. However, not before you reach the incredible views that Sunset Pier has to offer!

The neon orange reflects wonderfully off the water, and the music and other people nearby just makes it that much more magical.

Tour Information & Booking

100% refund for cancellations within 24 hours of tour experience, 2. small-group key west sunset sail with wine.

• Departure: 255 Front St, Key West
• Departure Time:  Varies by time of year
• Includes:  Unlimited beer, wine and soft drinks, wine tasting, light refreshments

Are you a lover of wine and/or beautiful sunsets on the water? If you are, then you’re the perfect guest for the Small-Group Key West Sunset Sail with Wine Tour ! This is a bit more of an intimate cruise, where the one prior to this was made for the larger crowds of people.

Make sure to check in approximately 30 minutes before the departure time the crew advises you of, ensuring everyone gets on board and comfortable. We found the crew to have incredible attention to detail, and were very friendly, putting safety at the forefront of the operation.

Once you board the 65-foot schooner, you’ll realize that there’s plenty of seating room, and you won’t be squashed in with other passengers.

Once you set sail, you’ll be served a choice of wine, 4 different kinds of beers, along with delicious charcuterie selections such as a wonderful cheese, cracker, meat, and olives plate.

Rest assured the crew will keep the wine flowing with 8 different selections available! We personally enjoyed the summer sausages, brie, and green apples with honey, however, there really is something to suit any taste.

If you’re looking to plan a fantastic date night with your other half, this is really the way to go due to the smaller group sizes and alcoholic beverage selections against a stunning background.

Watch the sun go down over the horizon of endless shimmering water, with the sun reflecting off of it. This creates an orange glow that looks almost unreal at times. Make sure to take out the camera for some excellent photo ops!

3. Key West: Sunset Cruise with Buffet Dinner and Open Bar

• Departure: 201 William St, Key West
• Includes:  Buffet dinner, o pen bar, l ive music, s unset cruise

Who doesn’t love endless food and drinks? If you’re enjoying a wonderful vacation in Key West, you shouldn’t have to limit yourself and try everything that catches your eye. On the Key West: Sunset Cruise with Buffet Dinner and Open Bar tour, you don’t have to!

This is yet another 2-hour, intimate cruise with smaller group sizes. With that being said, if you’re going with a significant other, it’s a great date night option. However, just as well, it’s a fun time for the entire family though it tends to lean more towards adults.

Are you looking for a calm, relaxing cruise tour instead of a party cruise? There are plenty of both in Key West, and this one falls into the category of the former, despite the ship being called “The Party Cat”.

The smooth ride on the ship along with the chill music makes for a serene way to enjoy the afternoon.

Once you board, enjoy a buffet comprised of fresh tropical fruit and dishes. You can expect options such as: roast pulled-pork in mojo sauce, deep-fried sweet plantains, black beans and rice, grilled chicken, friend fish, mixed veggies, pasta with mini shrimp, along with Cuban bread and butter.

Drinks are also delicious, with endless margaritas, rum runners, champagne, beer, wine, and spirits. After dinner, head upstairs to the upper deck to groove the night away to some live music!

The local musicians are very talented and entertaining, setting the tone for a fun evening as you watch the sun set with the electric colors spreading across the sky.

4. Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres

• Departure: 205 Elizabeth St , 205 Elizabeth St, Key West
• Includes: Beer, wine, champagne, sangria and soft drinks, chef’s selection of hors d’oeuvres, full liquor bar included, live music from local Key West musicians

If you’re on the hunt for an amazing sunset cruise but are on a budget, put this one at the top of your list! The Key West Sunset Sail with Full Bar, Live Music & Hors D’oeuvres is all that and more.

Oh, but it’s not just a cruise! It’s a 2-hour excursion where you get to try a little bit of southern flavor with peel-and-eat shrimp and an upscale twist with fresh hors d’oeuvres. If you want to escape the crowds that gather on shore to watch the sunsets, we can’t think of a better way to do it!

Meet up at the tour office located between Conch Republic and Schooner Wharf 30 minutes before the departure time (around 4 pm). Board the sleek, 60-foot catamaran that sports a whopping 1,500 feet of deck space!

With smaller group sizes, everyone has more than enough room to walk around and mingle, or kick back and relax.

The crew is incredibly friendly, and always attentive and there to make sure everyone has a great time. Once you board, you’ll be able to revel in amazing live entertainment, and all-you-can-eat drinks and snacks.

Yep, you read that correctly! The music does vary, but typically you’ll have some jazz and smooth music to accompany you. Drinks consist of beer, soft drinks, sangria, full liquor bar, wine, champagne, and more.

As the sky starts changing colors, you’ll cruise by important landmarks along the coast, such as Mallory Square, Navy Mole Fort Zachary Taylor Historic State Park, and more. Make sure to take your camera out to take some photos of the blue waters meeting the orange sky!

5. Key West Sunset Cruise with Live Island Music

• Departure:  631 Greene St , 631 Greene St, Key West
• Departure Time: 4 pm
• Includes: Appetizers, dishes, alcoholic beverages, soft drinks

Does dancing to some island grooves from local musicians while you eat, drink, and enjoy a beautiful sunset on the water sound like a good time to you? Then give the Key West Sunset Cruise with Live Island Music a good look! This is yet another cruise that’s easy on the wallet and a couple of hours of good vibes.

From the very get-go, it’s an awesome experience thanks to the attentive and friendly staff, and positivity all-around. We should let you know that this is kind of a more upbeat experience than the others, which have a more relaxing setting.

The band plays everything from reggae to rock, and the crowd can get a bit lively! However, it’s a ton of fun! The crew will escort you onto the spacious catamaran, which is clean, and looks to be quite new.

There’s ample seating everywhere, aside from the large dance floor so you can bust a move without worrying about anyone getting in your way!

Enjoy unlimited appetizers, beer, margaritas, wine, sangria, champagne – whatever you feel like having! There are plenty of soft drinks and water available as well, if you don’t want any of the other options.

Enjoy cruising along the calm waters as the sky turns pink, orange, and yellow, reflecting off of the ocean. You’ll get to see Mallory Square, Sunset Key, and Key West Harbor as you sail along.

This is a very welcoming experience, with a lively atmosphere that’s perfect for guests of all ages! However, it may not be ideal for children who do not like loud music as this is a live band. It’s a great way to dance a little, enjoy cruising along, and have some appetizers while being back just in time for dinner!

6. Sunset Sail Cruise in Key West

• Departure Time: 4:00 pm
• Includes:  Sunset sail, snacks, coolers of ice with cups and bottled water

Next up, we bring you the Sunset Sail Cruise in Key West , which is a crowd favorite. Have you ever thought that being a pirate may be fun? Well, then this tour should immediately hit the top of your list because you’re about to get as close as possible to that!

We’re sure there’s no other Key West sunset cruise like this one, as you’ll be riding on the island’s most photographed ship? Why does it hold this title?

Because the Schooner Jolly II Rover is the only squared-rigged, topsail schooner in the Historic Seaport! You may have heard of it referred to as the island’s famous “Red Sails in the Sunset” tall ship!

If sailing catches your interest, you’ll love how interactive this cruise is. You’ll be able to help raise the sails, steer the ship, and “shoot the cannons”. However, it’s never obligatory. You can be as involved as you want, no pressure.

The crew is one of the friendliest we’ve encounters, which is really saying something! It’s not uncommon for the ship’s owner to come out and visit with everyone, either. The crew will give an interesting historical account of the ship, the area, and much more.

As you sail, make sure to take advantage of the unlimited snacks and ice-cold water onboard. On here, you won’t be hearing any music or rowdy environments. This tour is designed to be peaceful and allow you to take in the experience of sailing while enjoying the natural beauty around you.

You’ll cruise into Man O’ War Harbor, see Christmas Tree Island, mansions on Sunset Key, Mallory Square, Navy Mole, and Fort Zachary Taylor!

7. Key West Sushi Sunset Cruise

• Departure:  Barefoot Billy’s Boat Cruises – Garrison Bight Marina , 719 Palm Ave, Key West
• Includes:  Alcoholic beverages, bottled water, soda, snacks, restroom on board

You’re probably already aware of the fact that Key West has some of the best seafood in the United States. This means that there’s a ton of good sushi offered on the island as well. If you want to enjoy some delicious sushi rolls while watching the pink sunset electrify the water and sky, check out the Key West Sushi Sunset Cruise !

This boat is one of the smallest ones of any sunset cruise we’ve seen in Key West, however, this offers a more intimate experience that’s great for sharing with your loved one(s). The captain and crew do a great job of keeping you entertained while making sure everyone is tended to properly.

Once on board, you’ll be served platters of sushi so make sure you save some room! This is a great way to get to try different types of rolls that you haven’t had before. There are plenty of other snacks and many beverages available as well, just in case someone in your group isn’t a sushi fan.

Even if you are bringing the entire family, there’s enough fresh food for everyone with everything cooked to perfection!

While the captain tours you around, they’ll share many stories, personal anecdotes, and historical accounts that will have you at the seat of your chair!

Cruise by Mallory Square, Fort Zachary Taylor Historic State Park, Key West Lighthouse and Keeper’s Quarters Museum (seemed to be most peoples’ favorite), and the incredible Southernmost Point.

This is the lowest latitude land in the contiguous North American States so make sure to get a photo or two!

Why You Should Take a Dinner Cruise in Key West

Taking a Key West dinner cruise, especially at sunset is a great way to experience the beauty and charm of this unique island in Florida.

• Scenic Views : Key West dinner cruises have awesome views of the sunset, the coastline and of course the ocean. You can enjoy the stunning natural beauty of the area while enjoying a meal.
• Unique Experience : A dinner cruise in Key West is a unique and memorable experience, especially if you are celebrating a special occasion like an anniversary or birthday. It is a romantic way to spend an evening with a loved one or a fun way to enjoy time with friends and family.
• Delicious Food : Most Key West dinner cruises offer a variety of delicious food options. It will range from fresh seafood to traditional American cuisine. Most cruises include live music or entertainment during and after dinner.
• Convenience : A Key West dinner cruise is a very convenient way to enjoy an evening out on the water without the hassle of navigating the island or finding parking. Some cruise operators even include transportation to and from the boat.
• Historical and Cultural Value : Key West has a rich history and culture. Some dinner cruises offer educational and informative commentary from the boat captain about the area’s history and landmarks. This is a great way to learn more about the island while enjoying dinner.

Entertainment

The Key West Sunset Sail Aboard a Schooner is our Editors Choice for the best Key West sunset cruise

Robert Baker

Related articles, the 7 best key west snorkeling tours [2024 reviews], the 8 best maui & molokini snorkel tours [2024 reviews], 🚁 the 7 best oahu helicopter tours [2024 reviews], top 15 things to do in maui.

• Login or Register to access your account
• Digital Wallet
• Get Started
• 115 Ports of Call
• 14 Destinations
• 76,834 Shopper Approved
• 16,338 Live Help
• 7,998 Excursion Reviews
• Key West Excursions
• Cruise Excursions Ports
• Free Back to Ship Guarantee & Free Last Minute Cancellations!
• Simply the Best Deal Guarantee, Or we refund 115% of Difference!
• 101,000+ Customer Reviews, 4.8 / 5 Booking Satisfaction Record!
• 24/7 Personal Traveler Assistance, 365 Days & Around the World!

Top 10 Key West Excursions

• Parasailing Adventure ($89.99)
• Catamaran Sail & Snorkel Adventure ($52.99)
• Catamaran Sail, Snorkel, & Watersports ($199.99)
• Catamaran Sailing, Kayaking & Dolphin Watching ($134.99)
• Champagne Sunset Sail ($67.99)
• Sunset Catamaran Sip & Sail ($79.99)
• Self-Driving Boat Safari ($199.99)
• Sanctuary Sandbar Catamaran & Kayak ($124.99)
• Dolphins & Snorkel Combo ($64.99)
• Scenic Jet Ski Adventure ($159.99)

• No Port No Pay
• No Hidden Fees
• Deposit Payment Only
• Money Back Guarantee
• Back to Ship Guarantee
• Packages and Coupons
• Lowest Price Guarantees
• Free Last Minute Changes
• Small Personalized Groups
• Secure Payment Guarantee
• Extended Customer Service Hours
• Most Flexible Cancellation Policies

• Convenient meeting location close to your Key West cruise ship terminal!
• Round-trip parasail boat ride!
• Single and tandem parasail rides are available!
• Gentle, dry takeoffs and landings - dips into the water only upon request!
• Digital photos of your parasailing adventure are available for purchase!

• Comfortable catamaran ride (shaded lounge area, sundeck, stairway, restrooms, and freshwater showers)!
• English-speaking catamaran crew and captain!
• Snorkel set including varied-sized fins, sanitized snorkel, silicone mask, and vest!
• Guided coral reef snorkel!
• Professional snorkel guides!
• Soft drinks, purified water, wine, and beers are included (alcoholic drinks are served after water activities)!

• Comfortable 60 ft Catamaran ride (shaded lounge area, sundeck, stairway, restrooms, and freshwater showers)!
• English-speaking experienced catamaran crew and captain!
• The snorkel set includes varied-sized fins, sanitized snorkel, a silicone mask, and a vest!
• Guided snorkel excursion at the coral reef!
• Jet ski, parasail, paddle board, banana boat, kayak, and water park all at a bargain price!
• Professional water sports and snorkel guides!
• Complimentary breakfast, lunch, and snacks!
• Beverages included (wine and beer after water activities)!

• Top-rated Key West excursion!
• Dolphin Watching at the Dolphin Playground protected area!
• Kayak tour through the mangrove channels!
• Professional kayak guides!
• Complimentary breakfast, full buffet lunch, and snacks!
• Soft drinks and beverages are included (alcoholic drinks and beer are served after water activities)!

• Round-trip catamaran ride from the cruise ship area!
• Professional, friendly English-speaking crew!
• Fully insured, 2-hour sunset cruise shore excursion!
• Complimentary champagne, margaritas, wine, beer, soft drinks, and filtered water!

• Professional catamaran shore excursion guides!
• Complimentary drinks and snacks!
• Full toilets on board!
• Brand new state-of-the-art 65-foot catamaran!

• Professional boat shore excursion guides!
• Guided backcountry mini speedboat eco-tour!
• Secluded islands exploration!
• The snorkel set includes varied-sized fins, a sanitized snorkel, a silicone mask, and a vest!

• Catamaran ride to sandbar!
• All necessary kayaking gear!
• English-speaking shore excursion guides!
• Guided kayak excursion, paddle boards, and all snorkeling equipment!
• Complimentary cold drinks and snacks!
• Relax on a private secluded sandbar!

• The best dolphin-seeking crew in Key West!​
• Unlimited draft beer and soft drinks after snorkeling!
• Round trip power catamaran ride from the meeting point!
• Professional, friendly captain and crew!
• The Snorkel set includes varied-sized fins, a sanitized snorkel, a silicone mask, and a vest!
• Clean, modern bathrooms!
• State-of-the-art sound system!

• Jet Ski Passenger is free!
• 28-mile guided jet ski excursion!
• The newest Jet Skis/Waverunners in the Florida Keys!
• Stop at the local sandbar to jump off for a swim!
• Multiple stops at the Southernmost Point, Historic Key West Harbor, and Florida Marine Sanctuary!
• All safety instructions and life jackets are included!

• 2 beach day pass packages are available: 1. Parasailing (available as single or double riding), 2. Beach chairs and umbrellas. Both packages include unlimited use of kayaks, paddleboards, Hobie Catamarans, and various floats (depending on availability).

• English-speaking excursion guide for the walk!
• Learn about the history of Key West!
• Walk off-the-beaten-path of Duval Street!
• Visit 5 amazing tasting locations!
• Generous tastings of delicious local Caribbean and seafood samples!
• Food Booklet - filled with coupons, maps, and recommended restaurants!

• English-speaking guide during the walk!
• Walk off the beaten path of Duval Street!
• Generous tastings of local dishes!
• Experience Key West in a very unique way!

• Round-trip Trolley with hop-on/off privileges!
• Comfortable and safe seats that allow panoramic views!
• 13 exciting highlights of Key West!
• Departures every 30 minutes from 09:00 AM to 04:30 PM!
• Photo and shopping opportunities along the excursion!

• Sea-Doo wave runner!
• English-speaking experienced jet ski excursion guides!
• 90 minute guided water sports excursion on the Atlantic Ocean waters!

• Round trip Trolley with full day on / off privileges!
• 13 excited highlights of Key West!
• Entrance access to the Butterfly Conservatory!
• 50 plus butterflies species in exhibition!

• Round trip catamaran ride from the meeting point!
• English speaking experienced crew!
• Fully insured, 4.5-hour shore excursion!
• Two snorkel locations!
• Professional instruction by Fury's friendly crew!
• The snorkel set includes varied sized fins, a sanitized snorkel, a silicone mask, and a vest!
• Freshwater showers!
• Complimentary breakfast, lunch, water, sodas, wine, and beer!
• Kayaks and paddleboards on a remote sandbar!

• English speaking friendly Fury crew!
• Complimentary open bar of beer, wine, champagne, margaritas, and sodas!
• Appetizers!
• Live music!
• Fully insured, 2-hour shore excursion!

• Ports of Call

2,971 topics in this forum

• Recently Updated
• Most Viewed
• Most Replies

Cruise critic host star

• Saturday at 01:22 PM

Best Key Lime Pie? 1 2 3 4 10

• 230 replies
• 142.1k views
• August 24, 2023

You can't recommend a tour you haven't been on!

• 28.5k views

• September 8, 2008

Participation of Locals in Ports of Call

• 26.5k views

• April 17, 2006

**DO NOT POST HERE** until you've read the Rules for Posting in the Key West Forum

• 25.2k views

Daytime Sightseeing Boat Rides?

• Cruisin Kay D
• Yesterday at 05:31 PM

Royal’s catamaran snorkel excursion

Key west docking area.

Best scuba dive shop when cruising?

Key West Actual

Ship in Key West Today

• leaveitallbehind
• February 10

Extra time in Key West

Companies for bicycle rental, ship excursion on old west trolley.

Golf near the port?

• MizDemeanor

Key west vacation pass book

St. Patrick's Day in KW

• December 13, 2023

Best Bar/Restaurant to Watch NFC Championship in Key West on 1/28/24

Beach for snorkeling.

• November 24, 2023

Which cruise pier?

• November 8, 2023
• October 31, 2023

Parking in Key West

• October 21, 2023

Pride of America ,Maui

Topic was moved to forum Hawaii

We went Parasailing in Key West - video

• August 22, 2023

Butterfly Conservatory

• August 3, 2023
• Welcome to Cruise Critic
• Hurricane Zone 2024
• Cruise Insurance Q&A w/ Steve Dasseos of Tripinsurancestore.com June 2024
• New Cruisers
• Cruise Lines “A – O”
• Cruise Lines “P – Z”
• River Cruising
• Cruise Critic News & Features
• Digital Photography & Cruise Technology
• Special Interest Cruising
• Cruise Discussion Topics
• UK Cruising
• Australia & New Zealand Cruisers
• Canadian Cruisers
• North American Homeports
• Cruise Conversations

Announcements

• New to Cruise Critic? Join our Community!

Click this gorgeous photo by khiori466 to Write a Review!

New Member Photos

• Existing user? Sign in OR Create an Account
• Find Your Roll Call
• Meet & Mingle
• Community Help Center
• All Activity
• Member Photo Albums
• Meet & Mingle Photos
• Favorite Cruise Memories
• Cruise Food Photos
• Cruise Ship Photos
• Ports of Call Photos
• Towel Animal Photos
• Amazing, Funny & Totally Awesome Cruise Photos
• Write a Review
• Live Cruise Reports
• Member Cruise Reviews
• Create New...

Key West Cruises

• See all photos

Similar Experiences

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

KEY WEST CRUISES - All You Need to Know BEFORE You Go

Key West Cruises

• See all photos

Similar Experiences

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as waiting time, length of visit, general tips, and location information.

Key West Cruises - All You Need to Know BEFORE You Go (2024) - Tripadvisor

• How It Works

• Sunset Cruises
• Water Tours

Are you interested in?

Popular Attractions

12 Attractions

Things To Do in Key West

62 Tours & Activities

13 Tours & Activities

Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location

• Text Message

Key West Tours

• All Activities
• Beach Rentals
• Bus Tours from Miami
• Dinner Cruises
• Do It All Tours
• Dolphin Tours
• Extreme Sports
• Deep Sea Fishing
• Flats Fishing
• Large Group (7+) Fishing Charters
• Light Tackle Fishing
• Ghost Tours
• Glass Bottom Boat
• Inshore fishing
• Jet Ski Tours
• Kayaking Tours
• Parasailing
• Private Boat Charters
• Sailing Tours
• Scuba Diving
• Scuba Instruction
• Shore Excursions
• Sightseeing Tours
• Snorkeling Tours
• Special Offers
• Trolley Tours
• Electric Car Rentals
• Golf Cart Rentals
• Scooter Rentals
• Walking Tours
• Water Sports

Attractions

• Bahama Village
• C.B. Harvey Memorial Rest Beach
• Dolphin Playground
• Fort Zachary Taylor State Park
• Higgs Beach
• Key West Cemetery
• Marine Park
• Smathers Beach
• South Beach
• The Southernmost Point
• 4th of July in Key West
• Labor Day Weekend in Key West
• Thanksgiving in Key West
• Key West Powerboat Races
• New Year’s Eve in Key West
• Christmas in Key West
• Key West Lighted Boat Parade
• Valentine’s Day Key West
• Spring Break in Key West
• Easter in Key West
• Memorial Day in Key West

Recommendations

• Top 10 Key West Best
• #1 Staff Picks
• Best For Adventure
• Best For Culture & History
• Best For Relaxation
• Best For Romance
• Getting Around
• Shopping & Gifts
• Things To Do with Kids

Looking for the perfect way to end your day? Join us aboard a 45ft Corinthian powercat, and ride in comfort with this relaxing, catered cruise around the world-famous Key West harbor.

• Savor a complimentary selection of hors-d'oeuvres.
• Indulge in our complimentary selection of fine wine, premium beer, prosecco, and soft drinks.
• Relax and revel in a carefree cruise where the Atlantic Ocean meets the Gulf of Mexico.

Description

Cruise into a Key West sunset aboard a beautiful 45-foot power catamaran. Our magnificent sunsets are best appreciated from the turquoise waters and will be a highlight of your Key West vacation. We provide a spacious setting, never filled to capacity, leaving ample room for you to stretch out and unwind.

Savor a complimentary selection of hors-d'oeuvres while cruising Key West’s balmy seas. Indulge in our complimentary selection of fine wine, premium beer, prosecco, and soft drinks.

Departing from the beautiful Key West harbor, your sunset cruise takes you on a unique path apart from the rush of boats leaving from downtown Key West. Relax and revel in a carefree cruise where the Atlantic Ocean meets the Gulf of Mexico. Take in the magnificent water views. Look for Key West's favorite attraction - the Southernmost Point buoy marking the most southern location in the United States. Cruise past the Civil War era Fort Zachary Taylor and the historic navigation point that marks the way to Cuba.

Raise a toast to the sky as the sun begins its radiant descent towards the horizon. As darkness replaces the light, celebrate this special moment with your friends and family.

Book early. This tour is limited to 30 guests to provide a spacious setting for everyone.

• Reservations are REQUIRED for all bookings
• Book Your Package On-Line and Receive Your Confirmation
• Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.
• Duration: 2 Hours (approx.)
• Check-in time: Please check in 30 minutes before the activity start time.

What's Included

• Unlimited Water and Sodas
• Unlimited Beer and Wine

What To Bring

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

Hotel Pickup

Hotel pick-up is offered for this tour. Note: if you are booking within 24 hours of the tour/activity departure time, we cannot guarantee hotel pick-up. Once your purchase is complete, we will send you complete contact information (phone number, email address, etc.) for our local operator to organize pick-up arrangements.

Additional Info

Likely to sell out.

Spaces are extremely limited this time of year so book early to ensure the date you want.

Voucher Confirmation Info

This tour accepts both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.

Local Operator Information

Complete operator information, including local telephone number, will be included on your Confirmation Voucher.

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.
• This activity requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Frequently Asked Questions FAQ

The answers provided below are based on answers previously given to travelers by the Cool Key West customer support team.

Do you provide a pickup service from the airport, cruise ship port, ferry, or our hotel?

Yes, Cool Key West is happy to offer complimentary customer pick-up from anywhere in Key West, including the airport, cruise ship port, ferry, or your hotel. Your Key West Sunset Harbor Cruise with Premium Drinks, Hors-d'oeuvres and FREE shuttle to location email confirmation will contain a local phone number to coordinate your pickup. Avoid expensive taxis and high price parking, and let Cool Key West make your vacation easy.

Do you offer pick up at one location and drop off at another?

Yes, you may request a shuttle drop-off at a different location within Key West.

Will I get seasick on Key West Sunset Harbor Cruise with Premium Drinks, Hors-d’oeuvres and FREE shuttle to location?

If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.

Where is the meeting point for this activity?

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Key West Sunset Harbor Cruise with Premium Drinks, Hors-d'oeuvres and FREE shuttle to location will be included in your confirmation email from Cool Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

Where can I park my car?

If required, parking instructions for the Key West Sunset Harbor Cruise with Premium Drinks, Hors-d'oeuvres and FREE shuttle to location will be included in your confirmation email.

What is the weather cancellation policy?

If the Key West Sunset Harbor Cruise with Premium Drinks, Hors-d'oeuvres and FREE shuttle to location must be canceled due to bad weather, and you cannot go on another day or time, you will be issued a refund by Cool Key West.

Average 4.93 out of 5 stars based on 115 traveler reviews collected by Cool Key West and partner sites such as Cool Destinations and TripAdvisor

Still have questions?

We’re here to help. Call Us , " data-help-center="text-us"> Text Us , or Live Chat to speak with an island specialist! Product code: C-277977

Similar Tours & Activities

Key West Sunset Dinner Cruise

Key West Dolphin Watch & Snorkel Tour with FREE shuttle to location

Key West Catamaran Dolphin Watch & Sunset Sail

Travelers who bought this activity also bought.

Key West Original Island Jet Ski Tour

Miami to Key West Day Trip

Key West Split Fishing Charter

Popular key west searches.

• Top Rated Key West Activities
• Kid-Friendly Key West Activities
• Key West Tours & Activities with Instant Confirmation
• Key West Activities with Hotel Pickup
• Key West Activities with Free Cancellation
• Key West Activities with Perfect 5-Star ratings
• Key West Activities up to 1 Hour
• Key West Activities 1-4 Hours
• Key West Activities 4 Hours to 1 Day
• Key West Activities with Over 100 Reviews
• Key West Activities with Over 250 Reviews
• Key West Activities with Over 500 Reviews
• Key West Activities with Over 1,000 Reviews
• Key West Activities with Over 2,500 Reviews
• Key West Activities Under $50
• Key West Activities $50 - $100
• Key West Activities $100 - $250
• Key West Activities Over $250
• Key West Activities Likely to Sell Out
• Key West Beach Rentals
• Key West Bus Tours from Miami
• Key West City Tours
• Key West Day Trips
• Key West Dinner Cruises
• Key West Do It All Tours
• Key West Dolphin Tours
• Key West Private Boat Charters
• Key West Eco Tours
• Key West Extreme Sports
• Key West Fishing
• Key West Large Group (7+) Fishing Charters
• Key West Deep Sea Fishing
• Key West Flats Fishing
• Key West Light Tackle Fishing
• Key West Ghost Tours
• Key West Glass Bottom Boat
• Key West Inshore fishing
• Key West Jet Ski Tours
• Key West Kayaking Tours
• Key West Museums
• Key West Parasailing
• Key West Sailing Tours
• Key West Scuba Diving
• Key West Scuba Instruction
• Key West Shore Excursions
• Key West Sightseeing Tours
• Key West Snorkeling Tours
• Key West Sunset Cruises
• Key West Trolley Tours
• Key West Vehicle Rentals
• Key West Electric Car Rentals
• Key West Golf Cart Rentals
• Key West Scooter Rentals
• Key West Walking Tours
• Key West Water Sports
• Key West Water Tours
• View all Things To Do in Key West

Key West Attractions

• Bahama Village Tours & Tickets
• C.B. Harvey Memorial Rest Beach Tours & Tickets
• Coral Reef Tours & Tickets
• Dog Beach Tours & Tickets
• Dolphin Playground Tours & Tickets
• Fort Zachary Taylor State Park Tours & Tickets
• Higgs Beach Tours & Tickets
• Key West Cemetery Tours & Tickets
• Key West Marine Park Tours & Tickets
• Smathers Beach Tours & Tickets
• South Beach Tours & Tickets
• The Southernmost Point Tours & Tickets
• View all Key West Attractions

Key West Calendar

• New Year's Eve in Key West
• Celebrate Valentine's Day in beautiful Key West!
• View all Key West Calendar

Key West Recommendations

• Best For Culture & History
• Cool Key West #1 Staff Picks — What would a local do for fun in Key West?
• Getting Around Key West
• Key West Shopping & Gifts
• The Best Key West Tours & Activities For Relaxation
• Things To Do in Key West with Kids
• Top 10 Key West
• View all Key West Recommendations

Free cancellation

Log in or sign up, welcome to cool key west.

Log in to add things to your wishlist and access your bookings from any device.

By selecting Agree and continue , I agree to Cool Key West’s Terms of Service , Payments Terms of Service , and Nondiscrimination Policy and acknowledge the Privacy Policy .

Sorting, ranking, and search results

Cool Key West wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Key West over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

Accessibility

Accessibility modes, online dictionary, readable experience, visually pleasing experience, easy orientation, accessibility statement.

• www.coolkeywest.com
• June 4, 2024

Compliance status

Screen-reader and keyboard navigation.

• Screen-reader optimization: we run a background process that learns the website’s components from top to bottom, to ensure ongoing compliance even when updating the website. In this process, we provide screen-readers with meaningful data using the ARIA set of attributes. For example, we provide accurate form labels; descriptions for actionable icons (social media icons, search icons, cart icons, etc.); validation guidance for form inputs; element roles such as buttons, menus, modal dialogues (popups), and others. Additionally, the background process scans all of the website’s images and provides an accurate and meaningful image-object-recognition-based description as an ALT (alternate text) tag for images that are not described. It will also extract texts that are embedded within the image, using an OCR (optical character recognition) technology. To turn on screen-reader adjustments at any time, users need only to press the Alt+1 keyboard combination. Screen-reader users also get automatic announcements to turn the Screen-reader mode on as soon as they enter the website.These adjustments are compatible with all popular screen readers, including JAWS and NVDA.
• Keyboard navigation optimization: The background process also adjusts the website’s HTML, and adds various behaviors using JavaScript code to make the website operable by the keyboard. This includes the ability to navigate the website using the Tab and Shift+Tab keys, operate dropdowns with the arrow keys, close them with Esc, trigger buttons and links using the Enter key, navigate between radio and checkbox elements using the arrow keys, and fill them in with the Spacebar or Enter key.Additionally, keyboard users will find quick-navigation and content-skip menus, available at any time by clicking Alt+1, or as the first elements of the site while navigating with the keyboard. The background process also handles triggered popups by moving the keyboard focus towards them as soon as they appear, and not allow the focus drift outside of it.Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Disability profiles supported in our website

• Epilepsy Safe Mode: this profile enables people with epilepsy to use the website safely by eliminating the risk of seizures that result from flashing or blinking animations and risky color combinations.
• Visually Impaired Mode: this mode adjusts the website for the convenience of users with visual impairments such as Degrading Eyesight, Tunnel Vision, Cataract, Glaucoma, and others.
• Cognitive Disability Mode: this mode provides different assistive options to help users with cognitive impairments such as Dyslexia, Autism, CVA, and others, to focus on the essential elements of the website more easily.
• ADHD Friendly Mode: this mode helps users with ADHD and Neurodevelopmental disorders to read, browse, and focus on the main website elements more easily while significantly reducing distractions.
• Blindness Mode: this mode configures the website to be compatible with screen-readers such as JAWS, NVDA, VoiceOver, and TalkBack. A screen-reader is software for blind users that is installed on a computer and smartphone, and websites must be compatible with it.
• Keyboard Navigation Profile (Motor-Impaired): this profile enables motor-impaired persons to operate the website using the keyboard Tab, Shift+Tab, and the Enter keys. Users can also use shortcuts such as “M” (menus), “H” (headings), “F” (forms), “B” (buttons), and “G” (graphics) to jump to specific elements.

Additional UI, design, and readability adjustments

• Font adjustments – users, can increase and decrease its size, change its family (type), adjust the spacing, alignment, line height, and more.
• Color adjustments – users can select various color contrast profiles such as light, dark, inverted, and monochrome. Additionally, users can swap color schemes of titles, texts, and backgrounds, with over 7 different coloring options.
• Animations – epileptic users can stop all running animations with the click of a button. Animations controlled by the interface include videos, GIFs, and CSS flashing transitions.
• Content highlighting – users can choose to emphasize important elements such as links and titles. They can also choose to highlight focused or hovered elements only.
• Audio muting – users with hearing devices may experience headaches or other issues due to automatic audio playing. This option lets users mute the entire website instantly.
• Cognitive disorders – we utilize a search engine that is linked to Wikipedia and Wiktionary, allowing people with cognitive disorders to decipher meanings of phrases, initials, slang, and others.
• Additional functions – we provide users the option to change cursor color and size, use a printing mode, enable a virtual keyboard, and many other functions.

Browser and assistive technology compatibility

Notes, comments, and feedback.

Virgin Voyages' guide to Cruise Key West

A haven for artists and sunset-seekers alike, the only poetic rival to the writers who called Key West home is the geography itself.

It’s all a breeze in the keys

With it’s fiercely independent personality and leave-your-last-name-at-the-dock attitude, Key West is a celebration of cultural collision — with Bahamian Conch, Cuban and African-American heritage permeating the spirit and inclusive philosophy of the island known as “One Human Family”.

More than its pirate past and raucous Duval Street parties (although, to be fair, those are worth the hype), Key West is home to an ever-evolving community of boundary-pushing artists and dedicated preservationists—lined with pastel-colored houses and nights spent toasting sunsets so incredible they inspire some of the world’s most sacred art.

What to see and do on the island

The Shore Things, the tour things and Hemingway’s fur things

Dolphin Watch and Wildlife Snorkel

A dolphin-watching and wildlife snorkeling trip

Key West Rum & Cigar Tasting Tour

A tour of the cigar and rum industry in Key West

The Duval Crawl: Key West's Pub Crawl

Pub crawl down Duval Street at the liveliest bars

Head out on the turquoise waters of the gulf to watch bottlenose dolphins as they swim, play, feed and do whatever else they please. Afterwards, head back to the wildlife refuge, where you can snorkel along the shallow backcountry.

Key West Rum and Cigar Tasting Tour

Technically located closer to Cuba than it is to Miami, the cigar and rum industry in Key West is as historically fascinating as it is… straight-up fun. Try some rum at the Papa Pilar Rum Distillery at the Hemingway Rum Company, which functions as both a distillery and a museum.

The Duval Crawl: Key West's Pub Crawl

The best way to see a famous Key West tradition while also letting loose because, yes, you are on vacation via the “Duval Crawl”—the downtown pub crawl. The vibe of the crawl is a cross between the famous chill Florida Keys atmosphere, a splattering of upbeat live music and Caribbean drinks that taste exactly like a vacation should.

More Shore Things for your wishlist...

We have even more in our curated catalog.

From Cayo Hueso to Key West:

Named by spanish settlers — english speakers heard, “key west” instead..

Shore Things

Parasail the Painted Island Skies

Float through the air as one of the 12-passenger parasailing boats glides you past sights that can only be seen from the air. As you parasail, take a look below to spot dolphins playing in the surf, or colorful tropical birds flying past.

When the sun sets in Key West… you’ll know. And not just because a myriad of artists from Jimmy Buffet to Judy Blume will make art inspired by the island’s evening end. You’ll know because the sky lights up like fire—tangerine and gold stretching far and wide across the Caribbean sea as you pull away from the dock. Setting on a day spent in a place that goes far beyond a bachelor and bachelorette party destination—where the best of New Orleans and Nantucket meet in the Caribbean to create a little island with a very big personality.

Set Sail the Virgin Way

Set sail the Virgin way and find a new approach to cruise vacations. Select this special itinerary and let's sail.

Fire & Sunset Soirées

Painted skies in the Florida Keys

Be the first to get our exclusive deals + onboard happenings

Oops, something went wrong. Please try again or visit our Contact Us page. You can also:

• Check you've typed your email address correctly.
• Make sure you've checked the signup box.

• Key West Tourism
• Key West Hotels
• Key West Bed and Breakfast
• Key West Vacation Rentals
• Flights to Key West
• Key West Restaurants
• Things to Do in Key West
• Key West Travel Forum
• Key West Photos
• Key West Map
• All Key West Hotels
• Key West Hotel Deals
• Last Minute Hotels in Key West
• Things to Do
• Restaurants
• Vacation Rentals
• Travel Stories
• Rental Cars
• Add a Place
• Travel Forum
• Travelers' Choice
• Help Center

Cruise keywest - Key West Forum

• United States    
• Florida (FL)    
• Florida Keys    
• Key West    

Cruise keywest

• United States Forums
• Europe Forums
• Canada Forums
• Asia Forums
• Central America Forums
• Africa Forums
• Caribbean Forums
• Mexico Forums
• South Pacific Forums
• South America Forums
• Middle East Forums
• Honeymoons and Romance
• Business Travel
• Train Travel
• Traveling With Disabilities
• Tripadvisor Support
• Solo Travel
• Bargain Travel
• Timeshares / Vacation Rentals
• Florida Keys forums
• Key West forum

Cheers Pam G

3 replies to this topic

Between the Keys and Miami? Not much. Key Biscayne is just over a bridge across from Miami (and is it part of the city of Miami?) but might work for you.

Or why not somewhere else in the Keys? Such as Marathon, Islamorada, or Key Largo ? Because once you are out of the Keys you are almost in Miami. Take a look at the Florida Keys forum vs just Key West and you will see more info on the Keys. So much more to explore in the Keys than just Key West.

Just FYI, It’s St. Pete. No “S” on the end.

I would spend the extra night in The Keys or Miami. There’s not much in between of interest to visitors.

Great tips many thanks for the really speedy answers

• Sebago parasailing? 2:37 pm
• Airport Taxi vs Uber 1:18 pm
• Construction on the beach at SouthernMost Resort? 12:36 pm
• Smokin’ Tuna 12:09 pm
• Booked Pier house 6:55 am
• Airport yesterday
• Best pool scene at a moderate price please! yesterday
• Parking at Southermost Resort Jun 03, 2024
• Casual Dining in the Bight Jun 02, 2024
• I snorkel , husband doesn’t Jun 02, 2024
• Parking Question Jun 01, 2024
• August 2024 Roll Call (LobsterFest!) Jun 01, 2024
• Cruise keywest Jun 01, 2024
• Ft. Zach Beach Chair Rentals Jun 01, 2024
• Best time to visit 12 replies
• All-inclusive Resorts 12 replies
• Topless Sunbathing 37 replies
• all inclusive 15 replies
• Navy MWR Condos at Trumbo Point 84 replies
• November Weather? 6 replies
• weather in february in kw 10 replies
• Nude beaches ????????????? 38 replies
• Cheapest place to stay in Keys? 20 replies
• What airlines fly into key west? 4 replies

Key West Hotels and Places to Stay

• What are some good books to read during a trip to Key West
• Where should we stop to eat and what should we see on the drive to Key West?
• Where are the best Happy Hours?

Reader's Digest

Your Guide to a Florida Keys Road Trip: Key Largo to Key West

Posted: March 12, 2024 | Last updated: March 13, 2024

Your road trip guide to the Florida Keys

One of the best state road trips in America has to be the sun-kissed drive from Key Largo to Key West in the Florida Keys. This road, known as the Florida Keys Overseas Highway, takes you through a 125-mile island chain that begins just south of Miami. It hopscotches over 42 bridges and five islands, and has turquoise waters stretching in every direction into the Atlantic Ocean, Florida Bay and Gulf of Mexico.

So if you're looking for the perfect Atlantic Coast road trip or cheap beach vacation , look no further than this road trip guide from Key Largo to Key West. And if you'd rather travel from Key West to Key Largo, rest easy—the route works either way. There are shuttles that run from Key Largo to Key West, but keep in mind, you'd be missing out on all the fun in between.

By the way, once you embark on the Florida Keys Overseas Highway, you'll notice that many sites along the way use mile markers (MM) in their address. We use those mile marker points in this story to help you navigate the drive.

Get Reader's Digest ’s   Read Up newsletter for more travel, humor, cleaning, tech and fun facts all week long.

Mile marker: 108–90

The first of the Florida Keys you'll hit after driving about an hour south from Miami en route from Key Largo to Key West is, well, Key Largo. Often referred to as the Dive Capital of the World, Key Largo includes one must-see stop: John Pennekamp Coral Reef State Park (MM 102.5), the first underwater preserve in the United States.

Experienced and novice snorkelers and SCUBA divers will be enthralled by the teeming marine life that lives just below the water's surface, like parrot fish, barracudas and sea turtles. More experienced divers enjoy exploring the USS Spiegel Grove, one of the largest ships ever intentionally sunk to create an artificial reef where pretty fish can thrive.

Back on dry land, travelers can wander nearly six miles of trails at Dagny Johnson Key Largo Hammock Botanical State Park, home to more than 80 species of plants and animals. You can also peruse the work of local artists at myriad galleries.

Best beach: Cannon Beach, found within John Pennekamp Coral Reef State Park, has shallow waters that are perfect for wading. You may even spot cannons and anchors on the beach that remain from a 1715 Spanish shipwreck.

Where to eat: Dig into the catch of the day at The Fish House, Key Largo Conch House or Snook's Bayside Restaurant & Grand Tiki Bar, some of the best traditional restaurants in the area. If you'd rather turf than surf, check out Jimmy Johnson's Big Chill.

Where to stay: If you can't get enough of the underwater world, stay at Jules' Undersea Lodge , the world's first underwater hotel. If you'd rather keep dry, try the adults-only Bungalows Key Largo .

Mile marker: 90–63

Next up en route from Key Largo to Key West is the fisherman's paradise known as Islamorada. Considered the Sport Fishing Capital of the World, it's where backcountry sport fishing and saltwater fly-fishing got their start. Countless seasoned boat captains are ready for hire to take you out to catch the wahoo, marlin, mahi-mahi and tuna that swim in these waters.

There's an even quirkier way to interact with fish here: hand-feeding the tarpon off the docks of Robbie's Marina (MM 77.5). Since 1976, countless Keys visitors have stopped to feed them, and more than 100 kinds of fish gather at the docks for their daily snacks. Feeding the fishies there is so popular, it's been named the No. 1 activity in all the Florida Keys.

Islamorada is also a terrific spot to kitesurf, stand-up paddleboard, go for a hike or take a bicycle ride. Stop by the Laura Quinn Wild Bird Sanctuary, where injured or displaced birdies now make their homes. Or visit the History of Diving Museum, which boasts one of the world's largest collections of diving helmets.

Best beach: Anne's Beach is popular with families (and dogs) because of its shallow waters and lack of waves. Take a walk along the boardwalk or enjoy a picnic at one of the covered tables.

Where to eat: For a quintessential casual Florida Keys meal, go to the Hungry Tarpon. If you want more elegant fare, make reservations at Chef Michael's for creatively inspired local dishes.

Where to stay: When it's time to lay your head for the night, check in to one of the new oceanfront suites at Cheeca Lodge & Spa , or your own cottage at The Moorings Village & Spa .

Mile marker: 63–40

Marathon is the island chain's top boating destination—and for good reason. The area boasts nearly 2,400 boat slips and plenty of facilities to accommodate sailors passing through. But you don't need your own boat to enjoy Marathon and its waters.

For a truly different experience, hop on over to Cruisin' Tikis and have a floating tiki bar adventure. Sunset, mangrove and harbor cruises are all available, as is a swim-stop cruise for a chance to jump into the water.

While you're here, you should also visit Pigeon Key, an island that is accessible by boat, trolley or walking the 2.2-mile Old Seven Mile Bridge. It has a museum to explore, either on a guided tour or on your own. The Bridge is open for walking, running, bicycling, rollerblading and, of course, watching the killer sunrises and sunsets.

Best beach: Sombrero Beach is one of the prettiest beaches in the Florida Keys—not to mention one of the best beaches in Florida . And it's not just popular with humans; sea turtles nest here between April and October.

Where to eat: For any meal, stop by Castaway, which has been serving guests for more than 70 years. Or make a night of it at Hide Away Café, which has an extensive wine list.

Where to stay: The Faro Blanco Resort & Yacht Club is set on the waterfront and gives you a taste of marina life. Lime Tree Bay Resort on Long Key has spacious townhomes for rent.

The Lower Keys

Mile marker: 40–4

After crossing the Old Seven Mile Bridge out of Marathon, you'll find yourself in the Lower Keys, where natural habitats and wildlife refuges thrive. It's no wonder this part of the Florida Keys is known as the Natural Keys. You might even want to consider taking an electric vehicle on this road trip so you don't disturb the animals.

Your best chance to spot a native Key deer, a subspecies of the Virginia white-tailed deer that somehow made its way south, may be in the National Key Deer Refuge, comprised of 9,200 acres stretching from Bahia Honda Key to Sugarloaf Key on the edge of the Gulf of Mexico. More than 20 endangered and threatened plant and animal species can be found within the refuge. Take a quiet walk at dusk or dawn for your best chance to glimpse a Key deer, or join a ranger-led tour to learn more about the area.

Aside from all the eco-friendly fun, Stock Island is well worth a stop. Their maritime history goes back generations, and the marina is filled with shrimping and fishing boats. Artists have been flocking to Stock Island, too, and share their works in galleries dotted across the small island.

Best beach: The shallow, clear water and white sand at Calusa Beach make it a locals' favorite. The beach is a perfect spot for snorkeling too.

Where to eat: In addition to the freshest of seafood, Big Pine Rooster serves up ribs and a special-recipe meatloaf. Or sip like the locals at No Name Pub, located on Big Pine Key.

Where to stay: Consider the waterfront Sugarloaf Lodge , stay in an Airstream at Big Pine Key Resort  or pop a tent on one of the reserved campsites at Bahia Honda State Park.

Mile marker: 4–0

You've made it to the end! Closer to Cuba than Miami, Key West is known for its nightly sunset celebrations, party atmosphere and laissez-faire vibe, but it's really so much more.

If you're a writer or bookworm, you'll certainly want to make plans to visit the Ernest Hemingway Home & Museum, where you should keep an eye out for the famous six-toed cats. Then wander through Key West's Bahama Village, a 12-block area of historic homes and restaurants.

Consider a day trip to Dry Tortugas National Park, about 70 miles west of Key West in the Gulf of Mexico, where you'll find some hidden gems . The island, accessible by boat or seaplane, is popular for snorkeling and feeling like you're on your own private island, not to mention touring the Civil War–era fort.

Best beach: Fort Zachary Taylor Beach—or Fort Zach, as locals call it—predates the Civil War and boasts the island's very best sandy stretch.

Where to eat: No visit to Key West is complete without a meal at Blue Heaven, where you can dine with wandering roosters for breakfast, lunch and dinner. Or snag a spot on the tiny balcony at Santiago's Bodega for tapas and flowing wine.

Where to stay: The boutique Gardens Hotel , the adults-only Kimpton Hotels Ridley House  or the new Capitana Key West , to name a few. Wherever you stay, you're sure to find your place in Key West, and it's likely you'll follow so many others' lead and start planning your return visit before you even leave.

Art and history in the Florida Keys

Road-tripping from Key Largo to Key West, it's easy to appreciate all the natural beauty. That said, the Keys aren't just a terrific destination for eco-travelers, but artists and history buffs too.

It's easy for artists to find inspiration throughout the Florida Keys. Fortunately for road-trippers, there are many spots to stop and admire their work. One of the largest artists' communities in the Florida Keys is Stock Island in the Lower Keys, just about three miles from the commercial area of Key West. What was once a shrimping boat marina is now a blend of fishermen and painters, sculptors and other artisans who have created an energetic and supportive community.

For history buffs, in addition to Pigeon Key in Marathon and the Civil War–era Fort Jefferson in Dry Tortugas National Park, other must-stops in Key West include the Audubon House & Tropical Gardens, Harry S. Truman Little White House and the Southernmost Point in the continental United States.

Planning your Florida Keys road trip

Now that you're inspired to hit the road, it's time to start planning. After budgeting for a road trip , your next step is to decide whether you will travel south from Key Largo to Key West, or north from Key West to Key Largo. Or maybe you'll opt for a roundtrip.

If you're starting off in Key Largo, it's important to note that the Florida Keys Overseas Highway begins at the Miami-Dade/Monroe County line. So if you're flying to Florida, Miami International Airport (MIA) is the way to go. If you begin in Key West, the airport (EYW) is on the island.

If you're already driving one of the best road trip cars to get to Florida, you're all set. But if you need a loaner, choose one of the best cars to rent for a road trip . Consider packing these road trip essentials and download some of the best podcasts for road trips to make the miles fly by.

More for You

Cracker Barrel announces changes to restaurant chain

Timeless Beauty: 50 Iconic Women From Old Hollywood

Adele hits back at heckler who shouted ‘Pride sucks’ at her concert: ‘Shut up’

How to keep bananas from turning brown: Store it properly to maintain freshness

Jerry Jones and Dallas Cowboys are in big trouble with CeeDee Lamb

Reacher Season 3: Release, Plot, Cast & News

WATCH: Lawmakers invoke Hunter Biden, Second Amendment in defending gun laws

13 Car Brands Mechanics Warn Are the Worst ‘Money Pits’

Once a Cheater, Always a Cheater? Here’s What Couples Therapists Think

Common Foods That Are Illegal to Grow in Your Backyard

Tom Brady is clear on who he is rooting for in the NBA Finals: "No fear, you ready?"

39 Easy Pescatarian Recipes

This Is What a TSA Agent First Notices About You

Matt Gaetz Splits With Donald Trump

The Court Ruling to Halt The Fearless Fund Fails Black Women

Fact Check: Rumor Claims John Kerry's Daughter Vanessa Said Billions of Humans Must Die for 'New World Order.' Here's the Truth

15 Bonkers Facts To Drop Into Your Coffee

16 Delicious Snack Ideas for People with Diabetes

Kevin O'Leary explained how you can live off $500K and ‘do nothing else to make money' — but is it realistic for your retirement?

I'm Nobody's Guest, Thank You Very Much