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Activities & Tours: Florida

Key West Craft Cocktail Crawl

Key West Craft Cocktail Crawl

Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new secret. Travel off Duval Street and into neighborhood bars that locals frequent! Sample delectable bites and nibbles between drinks to get a taste of what the island life is all about. Curated with fun-lovers in mind, this upscale bar crawl is ideal for those who are more inclined to mingling and exploring Key West’s vibrant bar scene. Tastings include asian cauliflower bites, taco of your choice, 4 delicious hand crafted cocktails, locally-made beer, and much more. Our group size is limited to 12 people to ensure personal service from the guide.
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based on 410 reviews
See Details → Duration :3 hours
From $93.68
3 Hour Private Snorkeling in Marathon Florida

3 Hour Private Snorkeling in Marathon Florida

We offer a private on the water boating, snorkeling and/or sandbar experience. We stand out from the typical large party snorkeling boats, by offering concierge pick-up and being flexible to the experiences you would like to have on the water. We can pickup at most hotel marinas in the Marathon area or if not convenient, coordinate to pickup at a mutually agreed meeting point on the water. We will work tirelessly to make this a VIP adventurous private experience. The tour is led by a professional licensed captain & guide focused on creating a lifetime experience for you and your family. We’ll explore live coral reefs like - Sombrero Lighthouse or Coffins Patch and other off the beaten path places in a comfortable state-of-the-art 31ft center console boat. Snorkel equipment, water/ice and pick-up is all included for groups up to 5 people.
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based on 20 reviews
See Details → Duration :3 hours
From $660.00
4-Hour Private Key West Boat Adventure | Snorkel and More!

4-Hour Private Key West Boat Adventure | Snorkel and More!

Smaller Groups = Better Experience | Get out of the bars and get on the water! Our customizable 4-Hour Key West Boat Adventure allows you to experience the best of Key West! Mix and match to make your day. Options Include- Dolphin Tour, Snorkeling, and Sandbar Experience All charters include a choice of licensed captain. Use may also bring beverages and food to complete your day! **Please note captain fee of $250 are not included in the above price and must be paid to captain direct via cash / cash app on site** **A choice of captain list will be provided on checkout**
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based on 3 reviews
See Details → Duration :4 hours
From $450.00
Custom Charters with a Local Captain

Custom Charters with a Local Captain

These Tours are unique because they are offered by a seventh generation local who knows the waters and can take you to places other people can’t. This completely custom and private tour so start Band end times are charla e upon guests request. You will have a great day on the water looking at dolphins snorkeling going to sandbars swimming and taking in the beautiful scenery.
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based on 35 reviews
See Details → Duration :3 hours 30 minutes
From $250.00
Sandbar Snorkel in the backcountry of Key West

Sandbar Snorkel in the backcountry of Key West

Join us for an unforgettable day of island hopping and sandbar snorkeling. Explore the beautiful waters of Key West, Florida as we visit some of the best sandbars and beaches in the area. You'll have the opportunity to snorkel and swim with a variety of marine life, including colorful fish, sea turtles, and more. With our experienced guides and top-notch equipment, you'll feel safe and comfortable as you explore the crystal-clear waters of the Atlantic Ocean. Don't miss out on this exciting adventure - book your island hop sandbar snorkel. Please Note: Our 8 Hour experience is a combination of our Reef Snorkel & Sandbar Snorkel! 8hr Day Charters will Experience the Reef, Island hopping and a visit to the Sandbar!
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based on 29 reviews
See Details → Duration :4 hours
From $600.00
Drop Off Sportfishing - Key West

Drop Off Sportfishing - Key West

This private fishing charter aims to provide you with the best experience and utmost customer service. Depending on the duration of the trip that you choose and the bite for the day, we will travel around 6-16 miles from shore, and based on the season, the target fish will include Mahi Mahi, Snapper, Grouper, King Mackerel, Wahoo, Sailfish, and many other species. With over 15 years of commercial fishing experience, the Captain will do everything possible to put you on the fish. He is happy to tailor the trip to your preferences. We will gladly clean and filet the fish you wish to keep and help you with everything you need during your time with us. We ensure quality safety and fishing equipment onboard and will provide all necessary gear, lures, bait, and fishing license. Please feel free to bring any snacks and drinks to be stored in the cooler, as well as sunscreen and hats. We look forward to making your fishing trip a memorable experience!
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based on 5 reviews
See Details → Duration :4 hours
From $900.00
Marathon Florida Keys Fishing Experience

Marathon Florida Keys Fishing Experience

Florida Keys Fishing Experience for the entire family. Serious fishing serious fun! Located in Marathon Key Florida, Wet Tails Charter will give you the charter fishing experience of a lifetime. It doesn’t matter if you are looking for a sunset cruise or to land the fish of a lifetime, Wet Tails Charters is here to make it happen. We offer 4,6,8 and 10hr fishing trips. Please remember if you had a great time to take care of your deck hand who works solely for tips.
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based on 16 reviews
See Details → Duration :1 days
From $795.00
Key West SNUBA Experience

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 underwater without heavy, cumbersome dive gear. Discover amazing coral formations, schools of tropical fish, and swim alongside colorful creatures as you glide effortlessly beneath the waves.
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based on 446 reviews
See Details → Duration :3 hours
From $145.00
Half-Day Morning Trip from Key West with Kayaking and Snorkeling

Half-Day Morning Trip from Key West with Kayaking and Snorkeling

Start your day with the ultimate Sail, Snorkel, and Kayak Excursion, a 4.5-hour journey on our shallow draft schooners! Glide through mangrove-shaded channels on user-friendly kayaks, snorkel in crystal-clear waters, and unwind on deck with the refreshing Florida breeze. Our tours include top-notch gear, ensuring a seamless experience for beginners and experts alike. Plus, our trip is limited to 20 guests for ample space to lounge and adventure! Worried about trying kayaking or snorkeling for the first time? Fear not! Our friendly, experienced crew members will guide you. A quick briefing will set you up for success. As you explore prime ecotourism destinations, enjoy healthy snacks, soft drinks, and water on board. After watersports, treat yourself to wine and beer, capping off a perfect morning filled with unforgettable experiences. Join us for a journey where fun meets expert guidance, creating lasting memories! Snacks, beer, wine, and use of equipment are included!
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based on 7 reviews
See Details → Duration :4 hours 30 minutes
From $122.07
Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

Key West Cocktail Cruise Adults Only Sunset Cruise with Open Bar

“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure cruise.   Our 2 hour Key West Cocktail Cruise is what happens when true Hospitality Professionals take you out for an evening on the water!  You’ll never find Sierra Mist in our Margaritas — just natural ingredients, hand-crafted to perfection and served with precision. "All Inclusive" Craft Beer, Fine Wine and of course Craft Cocktails are featured each night onboard our spacious 47’ catamaran.  We offer a full range of House Specialty Cocktails, California Wines, and South Florida Craft Beer. Our intention is to amaze our guests with 5-star service, and to offer a fresh and unique Sunset Experience every single evening!
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based on 135 reviews
See Details → Duration :2 hours
From $65.00
Key West Walking Food Tour With Secret Food Tours

Key West Walking Food Tour With Secret Food Tours

On our Secret Food Tour: Key West Old Town, we'll walk far from the tourist traps of Duval to show you the real city and its best food. You'll gain insight into how the diverse cultural influences of Key West have shaped the island into a unique destination that's globally renowned for its exceptional gastronomic experiences. Our local guides will take you on a journey to explore the history and culture of "The Key to the Caribbean," sharing their passion and passing down stories that have been told from generation to generation. You'll discover the oral history of Key West's prosperity and how treasures transformed this small island into a worldwide attraction. Enjoy traditional Key West bites, taste the freshness of ingredients that only a coastal city can offer, and uncover flavors you won't find anywhere else in the world. Plus there’s our amazing secret dish that you can only find about it on the day!
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based on 176 reviews
See Details → Duration :2 hours 30 minutes
From $109.00
The Hemingway Experience by Key West Food Tours

The Hemingway Experience by Key West Food Tours

The Hemingway Experience celebrates Key West’s most infamous author, Ernest “Papa” Hemingway, with a historical walking adventure retracing his steps on a "Bucket List" tour of Old Town. Our 4-hour guided experience stops at (6) locations, helping tell Hemingway’s story in Key West & Cuba. Each ticket includes guided entrance into his famed Key West home. Then eat, drink, and explore the island on foot through “Papa’s eyes”, feasting on Cuban cuisine (& 3 boozy beverages) while your knowledgeable local guide impresses with interesting stories & amazing fun facts. The adventure takes you behind the scenes of a 3rd generation family run cigar rolling factory, and into the newly remodeled Social Club at Hemingway Rum Co. for his favorite drink made with his family company’s premium rum. Then finish with a slice of our famous key lime pie! After the tour, you’ll receive a collection of exclusive recipes, recommendations on restaurants, attractions, entertainment, and cultural offerings.
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based on 4 reviews
See Details → Duration :4 hours
From $185.00
likely to sell out
Key West Deep Sea Fishing: Big Fish

Key West Deep Sea Fishing: Big Fish

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 his belt, Captain Russ McKinley is your man if you want to get the best out of these deep blue waters. His boat is a 50’ Hatteras saltwater fishing boat that can take up to 6 anglers fishing at the same time. Powered by twin 550 HP Detroit Diesel‎ engines, this fishing machine is unstoppable on the water. The vessel comes rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice-boxes. It’s also very comfortable and features 2 private restrooms, a kitchen, a flybridge, beds, and AC. This beauty can take you for some amazing deep sea and reef fishing up to 18 miles offshore on full day trips. This trip will also provide higher chances of catching Marlin!
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based on 101 reviews
See Details → Duration :4 hours
From $950.00
likely to sell out
Private Sunset Cruise around Key West

Private Sunset Cruise around Key West

Embark on a tour around the island of Key West. Your guide will be talking you through many points of interest around the island. Make sure to keep an eye out for wildlife throughout the tour. About 20 minutes before the sunset, your captain will find a quiet and private spot to watch the sun drop into the water uninterrupted by other boats, people, or land!
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based on 17 reviews
See Details → Duration :2 hours
From $260.00
Parasailing at Smathers Beach in Key West

Parasailing at Smathers Beach in Key West

Parasailing at in Key West Fl at Smathers Beach Fly high over the Smathers Beach Key West as you parasail from State of the art parasail boats  All crews Licensed and insured
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based on 101 reviews
See Details → Duration :1 hours
From $74.95