16 Best Tours In Key West, Florida: Fun In The Sun - Updated 2024

best tours in key west
Contributing Writer
| 7 min read

Discovered by Spanish explorers in 1521, Key West is an island paradise south of Miami. The island itself is small, encompassing only 18 square miles (46.6 sq km) of land. Most of the appeal of Key West, however, goes beyond touristy Duval Street and the Hemingway House. People are drawn to Key West each year to experience the gorgeous natural surroundings and outdoor activities! On Key West, visitors can explore the remains of a shipwreck, a historical fort, unique cuisine, and lively wildlife! Unsure where to begin? Here are the best tours in Key West, Florida, for all types of travelers and adventurers!

Popular picks in Key West

  • Key West is a haven for diving and snorkeling as one of its largest reefs is just miles away from the shore. You can even visit Key West Marine Park and explore its reefs. Other places include Joe’s Tug, The Cayman Salvor, Sand Key, and more.

  • Movie buffs can visit Tropic Cinema and view Cinematheque, contemporary, classics, and other genres in 35mm digital format.

1. Two-hour Jet Ski Tour of Key West (from USD 171.0)

Jet Ski
Source: Unsplash.com

If you crave adventure and speed, the best way to see the Florida Keys is by Jet Ski! Rent a Jet Ski for up to two hours and tour the island from the ocean! Catch sights of dolphins, stingrays, sea turtles, and manatees on your way! The beautiful views of Key West from the gulf will allow you to experience what it was like for the European explorers who first came to discover the island in the 16th century. There is no better way to spend a fun day on the island than with a jet ski tour!

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Key West Jet Ski Tour Ultimate Island Adventure

Duration: 1 hour 30 minutes

563 reviews

2. Key West Dolphin Watch (from USD 85.0)

Dolphin Watch
Source: Unsplash.com

Key West is surrounded by a lively community of dolphins! While sometimes they can be seen from shore, they’re best seen from the water! This three-hour dolphin tour travels along the coast of Key West as dolphins jump alongside the boat! There are also snorkeling opportunities along the journey to see the dolphins up close from the water.

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Key West Dolphin Watch and Snorkel Cruise

Duration: 3 hours

974 reviews

3. Key West small-group Food Tasting and Walking Tour (from USD 93.0)

Food Tasting and Walking Tour
Source: Viator

Explore the culture and food of Key West with this small group walking tour. On this three-hour tour, visit 6 locally-run restaurants and cafes in historic old town. Enjoy traditional Cuban dishes, local seafood, and the island specialty: Key Lime pie. Learn about the unique history of the island while tasting some of the best food in town! You’ll leave full and with a new appreciation for Key West cuisine.

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Southernmost Food & Cultural Walking Tour by Key West Food Tours

Duration: 3 hours

1247 reviews

4. Dry Tortugas National Park Day Trip

Dry Tortugas National Park Trip
Source: Viator

The Dry Tortugas National Park, located off the coast of Key West, is only accessible by plane or boat. This tour will allow visitors a chance to see the 19th century Fort Jefferson, as well as the chance to snorkel in the pristine waters over the Windjammer Wreck, a famous shipwreck. Both history lovers and nature lovers will enjoy the chance to explore this beautiful, historically significant national treasure near Key West!

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Dry Tortugas National Park Day Trip by Catamaran from Key West

Duration: 10 hours

416 reviews

5. Snorkeling tour of Key West (from USD 97.0)

Snorkeling Tour
Source: Viator

Snorkeling is a great way to see some of the wildlife below the sea in Key West! While Key West isn’t known much for its beaches, it is known for its abundance of snorkeling spots! This Snorkel adventure tour takes four hours and allows you to access to parts of Florida only accessible by water! Explore a large coral reef with 600 species of marine life, and even see a real life shipwreck!

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Shallow Water Snorkeling and Dolphin Watching in Key West

Duration: 4 hours

396 reviews

6. Parasail over Key West (from USD 79.0)

Source: Viator

If you’re not afraid of heights, parasailing is a great way to see the island from a new perspective! This hour long tour allows you to parasail for over 10 minutes at heights up to 300 ft (91.4 m) above the water! From above, you can see sea life and the bustling shoreline. This is sure to be an unforgettable experience!

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Parasailing in Key West with Professional Guide

Duration: 1 hour

191 reviews

7. Key West Sunset Sail (from USD 111.8)

Sunset Sailboat
Source: GetYourGuide

While the island offers visitors panoramic views of the sunset, by far the best way to see a Key West sunset is from the ocean. This sailboat tour includes free food and drinks (even champagne!) and an unobstructed view of the island and water. Keep an eye out for wildlife like jumping dolphins and bright fish below the water. You might even see the infamous “green flash” as the sun sinks below the sea!

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Key West: Schooner Sunset Sail with Food & Drinks

Duration: 2.0 hour

271 reviews

8. Key West sunset sail aboard schooner America replica (from USD 111.0)

This is just the right cruise for couples and groups. There is more than enough space for everyone, which means it does not get crowded or noisy. This relaxing sail is an amazing way to get away from work and stress while admiring the top sights of the city. The crew is very knowledgeable and fun too. The sunset location is splendid and extremely romantic.

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Key West Sunset Sail Aboard Replica Schooner America 2.0

Duration: 2 hours

558 reviews

9. Key West sunset dinner cruise (from USD 92.0)

This tropical-themed buffet dinner alongside delicious beverages is a lovely experience. You will be seated in an air-conditioned cabin and served with mouthwatering food such as Caribbean roast pork in mojo, deep-fried sweet plantains, and grilled marinated chicken. If you would prefer to be outdoors on the cruise, it might get windy and a little cold, so consider bringing a cardigan or jacket. There will also be amazing live performers that will set you in the best mood for this trip. You will be brought to the perfect sunset location where you can sit back, relax, and enjoy the views and the atmosphere. This cruise is also not crowded as they only allow a certain number of people on board.

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Key West Sunset Cruise: Dinner and Drinks Included

Duration: 2 hours

1225 reviews

10. Key West coral reef tour with sunset option (from USD 75.0)

This tour will allow you to admire the fish, sharks, turtles, lobsters, and corals through the glass-bottom boat without getting wet. If you are lucky, you might even see some dolphins. Also, there is a seated sun deck on which you can enjoy the views and sunset. The coral views are a wonderful sight to see. The captain and crew are very knowledgeable and will provide you with interesting facts. This is a fun trip where you can also get new interesting facts about Key West.

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Key West Glass-Bottom Boat, Coral Reef Tour with Sunset Option

Duration: 105 to 120 minutes

447 reviews

11. Key West mangrove kayak tour (from USD 60.0)

In this guided kayak tour, your knowledge about the environment can definitely expand. You will be surrounded by marine life and nature, including mangrove trees. This trip will surely be enjoyable, and the guides are very informative so make sure to pay attention during the tour. This amazing trip is a great way to bond with your partner or travel companions.

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Key West Mangrove Kayak Eco Tour

Duration: 2 hours

1718 reviews

12. Key West sunset sail with a full bar (from USD 75.0)

This tour makes for a lovely and peaceful retreat away from the bustling crowds. It includes delicious seafood, a full liquor bar, sparkling wine, and beer. If you are seeking romantic ideas, you and your partner can watch the sunset off this catamaran together. This tour lasts two hours, and it will surely be an unforgettable experience. If you like socializing, there is a good chance you will meet fun and incredible people on this tour. Together with great music and breathtaking views, this is a one-of-a-kind evening experience.

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Key West Sunset Sail Experience with Full Bar and Live Music

Duration: 2 hours

2742 reviews

13. Full-day island eco-tour with snorkeling (from USD 129.0)

Whether you want this tour to be active or relaxed, the choice is yours. On this tour, you can enjoy breathtaking and calming views of Key West alongside water activities such as snorkeling and kayaking. You could probably get a good tan too! The appetizers served are of good quality and delicious. Moreover, alcoholic drinks are included for everyone above 21. Feel the relaxing breeze while enjoying the incredible views.

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Key West Full-Day Island T'ing Eco-Tour: Sail, Kayak and Snorkel

Duration: 6 hours

572 reviews

14. Family-friendly wildlife catamaran tour (from USD 89.0)

This tour is definitely a unique and memorable experience as you can get to see wild sharks, dolphins, stingrays, and other marine animals. You will be safely watching from the boat so no need to worry about getting all wet throughout the excursion. The sharks will be fed so you can just observe them. If you or your kids love marine life, this will be an awesome tour. Pull out your phones and cameras and capture these moments.

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Key West Shark and Wildlife Catamaran Family-Friendly Tour

Duration: 2 hours

1993 reviews

15. Sunset cruise with live music (from USD 87.0)

Dreaming of the tranquility of the sea? Allow yourself to enjoy a lovely boat tour while you listen to some calming music. Watch the talented local performers and marvel at the sunset as you enjoy a glass of champagne with your friends. You will surely appreciate the breathtaking beauty of Key West through this fun-filled cruise. If you get hungry, the tour also includes some appetizers such as southwestern rolls, cheese platter, and fresh vegetable platter with hummus.

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Key West Sunset Party Cruise with Live Music, Food and Drinks

Duration: 2 hours

785 reviews

16. Glass-Bottom Kayak Eco Tour

Glass-Bottom Kayaks
Source: GetYourGuide

Glass-bottom boats are a great way to explore the reefs of Key West without getting wet! These glass-bottom kayaks allow visitors a hands-on experience to tour the mangroves and gulf around Key West! Follow a knowledgeable guide on your three and a half hour tour and learn about the ecosystems in the Florida Keys! While you don’t need to have any extensive kayak experience for this tour, it is recommended you be in good physical condition, as it can be a demanding sport.

Eco-Tours: Key West Glass-Bottom Kayaks

Address: 231 Margaret Street, Key West, FL


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Explore Key West with these top tours!

Key West
Source: Pixabay.com

Juan Ponce de Leon was the first European explorer to discover Key West in 1521, and since then it has retained a rich culture and history within the United States. This southernmost island is home to beautiful reefs, wildlife, and a bustling historic downtown. There are a number of tours to choose from that emphasize the beauty of the island and allow visitors to explore the landscape and seascape for themselves! From a jet ski cruise around the island to a day trip to Fort Jefferson in Dry Tortuga, there is something for everyone in Key West!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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Sam is a writer and blogger who loves to travel! She's been to over 27 countries across five continents and loves to push herself outside of her comfort zone. When not writing, she loves to re-read...Read more

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