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Tours, Sightseeing & Cruises (7)

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Key West Nighttime Full Moon Sail

Sail around Key West on a romantic, nighttime sailing experience aboard Schooner America 2.0! This 1.5-hour sail by moonlight is perfect for date night or an evening out with family and friends. Depar...

1 reviews

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Bike Key West Beaches and Back Roads Audio Tour

Turn your phone or tablet into a local bike tour guide! Download this location-aware audio/media tour, and as you ride, you'll be alerted to historical and cultural landmarks, ecological facts, scenic...

5 reviews

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Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour

Mel Fisher Maritime Museum is the only fully accredited museum in the Florida Keys. That means this is more than just an exciting adventure story - it is also a nationally recognized research institut...

19 reviews

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Road Trip through the Lower Keys Audio Tour

Turn your phone or tablet into a local tour guide with this location-aware audio/multimedia tour! Recently updated,BETTER GPS and MORE STOPS! CAR RENTAL/DRIVER ARE NOT INCLUDED. In just 1 and 1/2 ...

14 reviews

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Cruise Through Key West's Black History Audio Tour

Turn your phone or tablet into a local tour guide! Download this location-aware audio/media tour, then cruise. PLEASE NOTE ELECTRIC CAR, SCOOTER OR BIKE RENTAL IS NOT INCLUDED. Rent from one of the...

5 reviews

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Key West’s Old Town Treasures: A Self-Guided Audio Tour

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing it...

2 reviews

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Easy Stroll (or Bike) Through Downtown Key West Audio Tour

Turn your phone or tablet into a local tour guide! Download this location-aware audio & multimedia tour to your device. Local knowledge, historic photos, and links to websites and restaurant menus re...

4 reviews

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Tours, Sightseeing & Cruises (7)

Seasonal & Holiday Tours (5)

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Key West Marriage Proposal Package

The romantic adventure service, “Romantic Events LLC” is designed to organize the most important events in your life, leaving you the opportunity to improvise and play the main role in them, and ...

15 reviews

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Key West: Smathers Beach & activities with a Sunset Catamaran & Open Bar

Fun in the sun when you make it over to Smathers Beachand have the best day with unlimited use of water activities. Go kayaking, paddle boarding, sailing or just seat in your beach chair and umbrella ...

1 reviews

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Private Luxury Sailing Catamaran Sunset Sails

Rent your own private yacht and savor the beautiful Key West sunset away from the crowds. Do it all on a luxury catamaran reserved just for you! Dolphin watch, jump off of the bows of the boat, sail a...

1 reviews

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Key West Wedding and Honeymoon Sailing Charter Package

This is a do it all special charter. During the two nights and 3 days you will tell us what you want to do. Snorkel the reefs, sail out into the deep blue water, play on a beach, even go fishing. Lear...

1 reviews

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2-Hour Sunset Sailing With Wine In Stock Island

Sail with a smaller group of guests on our 65 foot schooner. Enjoy wines from around the world. Indulge in a variety of IPA, Import or domestic beers. Taste an assortment of appetizers. Enjoy a beauti...

8 reviews

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Seasonal & Holiday Tours (5)

Walking Tours (144)

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Rum Runner (16) Sunset Downtown Tour

The Rum Runner is a custom built Bar Boat for the Florida Keys. Slow and steady wins the race. this also gives you time to load your Instagram with photos of your trip. See all the Key West downtown h...

1 reviews

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Key West Sunset Sail with Full Bar, Live Music & Hors D'oeuvres

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on one of Sebago's modern sailing catamarans while sipping sparkling wine or ...

1000 reviews

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Key West Florida Reef Half-Day Snorkeling Excursion

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a 3.5-hour Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling among coral reefs and i...

952 reviews

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Key West Sunset Cruise with Tropical Buffet Dinner

Join us for Key West's Best Sunset Dinner Cruise. This 2 Hour trip Includes an amazing tropical food buffet, live music and open well bar. Climb aboard our custom luxury catamaran for a sunset trip ou...

729 reviews

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Shark and Wildlife Viewing Adventure in Key West

This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to view the sharks. Delight in close-up views of sharks and a variety of other marine lif...

1000 reviews

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Key West Mangrove Kayak Eco Tour

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key West. You will glide through the winding mangrove creek...

1000 reviews

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Key West Dolphin Watch and Snorkel Cruise

Get in touch with one of nature's friendliest mammals on this relaxing 3-hour dolphin cruise from Key West. Sail alongside playful dolphins and take in the spectacular scenery before enjoying a snorke...

682 reviews

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Key West Jet Ski Tour: Free 2nd Rider

VOTED KEY WESTS BEST - Over 5,000 5 Star Reviews Jet ski Tour around Key west, No Hidden Fees, Everything is included, FREE 2nd Rider, FREE Shuttle Pickup Please check-in one hour before with your ph...

666 reviews

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Half-Day Cruise from Key West with Kayaking and Snorkeling

Don't miss one of the top things to do in Key West—a half-day sailing tour where you can explore the waters of the Florida Keys. You'll cruise out to a mangrove eco-system to kayak through shallow w...

914 reviews

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Key West Hop-On Hop-Off Trolley Tour

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, ...

735 reviews

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Walking Tours (144)

Outdoor Activities (12)

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KeyWest Half-Day Inshore Fishing Private Charter

These trips are very customizable trips from all skill levels of charter fishing to just kicking it at the sandbar we are here to make this the best part of your vacation. ...

20 reviews

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Marathon Key: 3-hour Snorkeling adventure on a Pontoon at Sombrero Reef

Enjoy a 3-hour snorkeling adventure in Marathon Key at one of the world's most incredible reefs. Sombrero Reef is alive. It is a place where parrotfish feed on the living coral while trumpetfish try t...

1 reviews

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2 Hour Morning Private Cruise on a Boat in Key West

Whether you bring your morning coffee or you bring bloody Mary's and mimosas, our early morning private cruise in the national wildlife refuge will start your day off in a relaxing manner....

1 reviews

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Deluxe Pontoon Boat Rental In Key West

We offer the largest selection of boat rentals in Key West. This new rental boat is your perfect cruise to a sandbar or snorkeling adventure....

1 reviews

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Marathon Key Sunset Cruise Tour and Sombrero Reef Lighthouse

Marathon Key is known for the wealth and exclusivity of the location. We will visit some of the most famous sights in Marathon as a backdrop to the beautiful sunset. The Sombrero Reef Lighthouse and t...

1 reviews

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4 Hour Private Boat Charter

The natural beauty of the Keys has enchanted locals and visitors alike for decades, and we’ll help you discover some of the hidden gems that make these islands a beloved paradise. We’re one of the...

1 reviews

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Explore the waters Florida Keys in a Full-Day Private Activity

Navigating the shallow waters and tides of the Keys can be a little daunting to those unfamiliar with our water. Captain Patrick O’Neil has more than 15 years of experience exploring the waters off ...

1 reviews

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Dolphin Watching & Snorkeling

We offer new Four Winns boats for the tour with maximum of 6 people, ensuring an intimate and fun-filled adventure for all. Our trips depart daily from The Perry Hotel. Tour times may vary throughou...

33 reviews

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Key West: Nautic Star 21 Ft Speed Boat 21ft 115 Horse Power Speedboat-6 Pass

Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in...

1 reviews

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Marathon: Kayak Adventure

Spend a day on the water with this kayak rental. Explore the gorgeous blue ocean while paddling and woking out. This entertaining activity is perfect for families or those with small children. All equ...

1 reviews

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Outdoor Activities (12)

Solo Travelers' Tours (5)

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Key West SNUBA Experience

Go Beyond Snorkeling is the closest you can get to scuba diving without being Dive Certified! Go Beyond Snorkeling into new depths for greater durations where you can easily and safely breathe unde...

400 reviews

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Key West Treasure Hunt: Beauty At The End of America

Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, a...

1 reviews

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Southernmost Key West Historical Tour in Small Group

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of ...

2 reviews

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Marathon Offshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery...

2 reviews

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Private Southernmost Key West History and Culture Walking Tour

Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through th...

1 reviews

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Solo Travelers' Tours (5)

Travelers recommend (17)

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Half-Day Fishing Tour in Key West

Fish like never before! Our custom build 64' catamaran is perfect for a more stable, relaxing ride. You'll fish for a wide variety of the tropical fish found here in the Florida Keys! You can fish for...

50 reviews

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Florida Keys Afternoon Reef Snorkel & Sail Adventure

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both the north and south sides of Key West, each offering a unique exp...

218 reviews

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Key West Premium Sunset Sail aboard Schooner with Full Bar

Picture the perfect Key West sunset, as you sail and sit on the deck of a romantic two-masted schooner. With the wind blowing in your hair, the tall ship sails into the sunset over the Southernmost Po...

352 reviews

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Key West Sunset Sail Aboard Schooner

Enjoy an exquisite 2-hour sunset sailing adventure aboard a stunning modern-built schooner! Take in the sights aboard Schooner America 2.0, the most elegant schooner in Key West, as you sail by Mallo...

368 reviews

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Corsair 2 Sportfishing Key West

If you’re looking for some of the best fishing that money can buy out of Key West, Florida, you can’t go wrong with Corsair 2 Sportfishing. With over 3 decades of local fishing experience under hi...

80 reviews

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2-Hour Private Sunset Cruise around Key West

This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island. Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy...

38 reviews

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Dolphin Watch & Snorkel- Small Group- 4 Hours

Introducing Squid! The first USCG approved Lithium-Ion battery Electric Passenger boat in the USA. The quietest experience you will have on a boat while watching dolphins. We worked with David Walwor...

101 reviews

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Private Key West Morning Charter Boat Tour

Enjoy a morning in the crystal clear water of The Florida Keys National Marine Sanctuary. This private custom charter will take you on an adventure snorkeling at the reef. See marine life in their nat...

33 reviews

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Key West Day Sail Aboard Schooner

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beaut...

102 reviews

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Key West Ghost and Mysteries Guided Tour

Discover why Key West is one of the most haunted locations in the country on this 90 minute walking tour that starts at the corner of Duval and Caroline Streets, and led by your experienced guide and ...

898 reviews

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Travelers recommend (17)

The best experiencesin Key West

Tours, Sightseeing & Cruises (7)

Seasonal & Holiday Tours (5)

Walking Tours (144)

Outdoor Activities (12)

Solo Travelers' Tours (5)

Travelers recommend (17)

The best experiences
in Key West