Looking for the perfect experience gift in Key West, Florida? Whether it's a birthday, anniversary, or just-because moment, nothing beats giving someone a real experience. We've curated the best local activities and adventures in Key West — from adrenaline-pumping track days to relaxing food tours and everything in between. Every experience listed here can be booked directly through the original operator, so you're always getting the real deal.
Things to Do in Key West
- Full Day Backcountry Fishing Charter in Key West - Our full-day backcountry charter gives you the time and range to dive deeper into the fishing opportunities surrounding Key West. With 8 hours on the water, we can go beyond the usual grounds—working (from $0.00)
- Six Fins Key West Clothing Optional– Private Sandbar & Snorkeling - This is the only clothing-optional boat charter in Key West, offering a full day of sandbar relaxation, snorkeling, and wildlife encounters in complete privacy. Unlike group tours, this charter is exc (from $0.00)
- Sharkeys Glass Bottom Fish Feeding LED Night Tour Key West - The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as differ (from $0.00)
- Private Morning Tiki Boat Eco Cruise in Key West - You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazi (from $0.00)
- 2 Hour Key West Kayak Rental – Discover Mangroves & Wildlife! - Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. Our launch site gives you direct access (from $0.00)
- Jet Ski 90 Min Ride in Key West - Climb on Key West’s newest jetskis for the best tour around the island. This trip includes a free second rider. Join us for the best deal in Key West (from $0.00)
- Key West Boat Rental with Seat Sound and Fishing Upgrades - Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and c (from $0.00)
- Six Fins Key West Tiki Bar Crawl by Boat – Private Cocktail Tour - This is the only tiki bar crawl in Key West done entirely by private boat, giving you a stylish, scenic, and hassle-free way to experience the island’s nightlife. Instead of walking from bar to bar, y (from $0.00)
- A Spectacular Bar Crawl in Key West - Dive into adventure, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brai (from $0.00)
- Florida Keys Sunset Cruise with Champagne Toast and Seafood - Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Banana Bay Resort & Marina, this serene cruise includes a complimentary champagne toast and seasonal local sea (from $0.00)
- Sandbar Adventure Cruise in the Florida Keys - Discover the enchanting beauty of the Florida Keys with Island Girls Excursions. This adventure combines relaxing sandbar experiences with stunning sunset cruises. Unwind on your spacious 52’ catamara (from $0.00)
- Hire Photographer, Professional Photo Shoot - Key West - Professional photo shoot in unique Key West locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered locations and get the best photo st (from $0.00)
- Snorkeling in the Florida Keys - Unlike standard snorkeling trips, this activity offers expert guidance and access to prime reef spots known for their rich marine biodiversity. With a focus on safety and comfort, you’ll enjoy a hassl (from $0.00)
- A Self-Guided Tour of Key West's Legends and Sights - Slip into Jimmy Buffett and Hemingway’s sandals and see iconic island sights on this self-guided audio tour. Key West’s quirky island lifestyle has attracted larger-than-life characters, including a (from $0.00)
- Six Fins Private Bachelorette Charter–Key West Yacht Party Cruise - Private luxury bachelorette boat in Key West – sandbar, sunset & unforgettable memories with your bride tribe We promise unforgettable wedding experiences and a luxurious, personalized wedding experi (from $0.00)
- Six Fins Private Key West Eco Tour – Wildlife Refuge Adventure - This is the only private eco boat trip that focuses exclusively on the Key West National Wildlife Refuge in such depth. Rather than hitting common tourist spots, you’ll venture into parts of the Refug (from $0.00)
- Pontoon Boat Rental with Slides from Key West - Double Decker Pontoon Boat with slides for up to 14 passenger Rental in sunny Key West, Florida. Want a stress-free day? Hire a captain and let them handle the navigation while you focus on fun. Book (from $0.00)
- A Snorkel Tour with a Twist of History, Marathon, Florida Keys - Experience premier snorkeling in the Florida Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set off on a sce (from $0.00)
- 4 Hours Pontoon Rental in Key West - Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our be (from $0.00)
- Private Fun Fishing Charter - This experience combines the thrill of fishing with a relaxed, fun atmosphere. You’ll be guided by a seasoned captain who knows the best local fishing spots—hidden honey holes full of fish and stories (from $0.00)
- Six Fins Key West Private Sunset Cruise – Luxury Charter Boat - Unlike crowded party boats, this is a private Key West sunset cruise reserved exclusively for your group. You’ll enjoy personalized service, spacious seating, and the flexibility to customize your eve (from $0.00)
- Key West Pirate Exploration Game and Tour - Uncover the secrets of Key West through a thrilling pirate-themed adventure! Step into the shoes of a clever detective on a sun-soaked island full of hidden clues, local legends, and centuries-old mys (from $0.00)
- Six Fins Marquesas Keys Eco Adventure – Private Full-Day Charter - This is the only private charter that focuses exclusively on the Marquesas Keys, offering a rare combination of history, remoteness, and adventure. ✅ Remote islands 30 miles offshore with pristine be (from $0.00)
- Advanced Wreck Diving at USNS General Hoyt S. Vandenberg - The USNS General Hoyt S. Vandenberg, a retired Air Force missile tracking ship, lies 160 feet beneath the waves, offering advanced certified divers an unparalleled underwater adventure. Explore its ex (from $0.00)
- Private Transfer from Key West hotels to Key West Cruise Port - Book your Private Transfer from Key West city hotels or any address to Key West Cruise Port. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, d (from $0.00)
- Private Transfer from Key West Port to Key West Airport (EYW) - Book your Private Transfer from Key West Cruise Port to Key West Int Airport (EYW). Don't go through all the hassle of waiting in a long taxi or shared shuttle queues and use our private, door-to-doo (from $0.00)
- 8 Hours Pontoon Rental in Key West - Create your own adventure: fish, snorkel, paddleboard, or just cruise in style! The newest fleet in town! Our spacious pontoons provide plenty of space and shade while you make your way through our be (from $0.00)
- Key West: Morning Snorkeling Breakfast & Drinks, Conch Train - Early Bird Snorkel gets you to the Worlds 3rd largest living coral reef as we sail towards our destination enjoy breakfast, draft beer & unlimited mimosas. As you return you can jump on the Hop off Ho (from $0.00)
- Private Customizable Charter in Marathon Florida - This snorkeling adventure goes beyond the ordinary by offering crystal-clear waters, vibrant coral reefs, and an incredible variety of marine life—all in a serene, picturesque setting. Unlike standard (from $0.00)
- 6hr Offshore Big Game Fishing Adventure - Set sail for a thrilling morning on the Atlantic with this shorter offshore fishing trip. Departing at 8 AM, you'll head into the deep blue, fishing in depths exceeding 1500 feet. This adventure targe (from $0.00)
- 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 (from $0.00)
- Key West Culinary and Catamaran Reef Tour Experience - Explore the vibrant waters of Key West on this 4-hour dolphin watch and snorkeling tour aboard a luxurious catamaran. Encounter playful dolphins in their natural habitat and dive into the colorful cor (from $0.00)
- Key West Combo: Hop On Hop Off Afternoon Snorkeling - Hop On Hop Off in Key West for one full day of an adventure. Enjoy a early morning or afternoon 3 hour Snorkel trip on a catamaran. Explore the world’s 3rd largest living coral reef. This trip is perf (from $0.00)
- 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 (from $0.00)
- Private Proposal and Engagement Shoot in Key West - We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagram and all aspects to make this a (from $0.00)
- Pirates and Treasure: Self Guided Tour of Key West's Old Town - Embark on a self-guided audio adventure through Key West's storied Old Town, where the sun-soaked streets echo with the daring tales of pirates, treasure hunters, and fearless 'wreckers'. Led by the (from $0.00)
- Key West Airport (EYW) to Key West - Round-Trip Private Transfer - Book your Private Round-Trip Transfer from Key West Int Airport (EYW) to Key West hotels and return. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our pr (from $0.00)
- Key West Int Airport (EYW) to Key West - Arrival Private Transfer - Book your Private Arrival Transfer from Key West Int Airport (EYW) to Key West hotels. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door to (from $0.00)
- Key West hotels to Key West Int Airport (EYW) Departure Transfer - Book your private departure transfer from Key West hotels to Key West Int Airport (EYW). Avoid the hassle of waiting in long taxi or shared shuttle queues and use our private, door-to-door airport tr (from $0.00)
- 25' Cobia Center Console Boat Rental - Experience the ultimate adventure aboard our 25' Cobia Center Console with twin engines, designed for power, stability, and comfort. Perfect for fishing trips, sandbar cruising, or exploring offshore (from $0.00)
- Marathon: Sunset Beach Party at the Sandbar - * US Coast Guard licensed Master Captain and Mate provided for your safety & comfort * Open bow and comfortable cushioned perimeter seating * Lots of shade available* Premium Bluetooth marine sound sy (from $0.00)
- Key West Photographer Private Historic Photoshoots - If you want a professional photoshoot, with top photographers, in the most romantic city and beach at sunset? this is the right place!. Golden Hour, ocean views, old town views, palm trees and more; (from $0.00)
- Six Fins Key West Combo Charter– Private Snorkel, Sandbar, Sunset - Unlike fixed tours, this is your custom charter—open itinerary, flexible schedule, and unlimited possibilities. Your captain is a local expert who will recommend the best spots based on the weather, t (from $0.00)
- Florida Keys Jet Ski Rental - Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at your own pace, whether you’re (from $0.00)
- Marathon Trifecta: Snorkel, Sandbar & Sunset Cruise - Experience Marathon’s ultimate adventure with our exclusive Trifecta: reef snorkeling, sandbar relaxation, and a breathtaking sunset cruise—all in one! Our premium location means you get to the reef a (from $0.00)
- Key West Conch and Hemingway Self-Guided Walk - Explore the vibrant spirit of the Florida Keys with the Key West Conch and Hemingway Walk. This self-guided adventure immerses you in the rich tapestry of island life where writers like Ernest Hemin (from $0.00)
- 6 Hour Key West Boat Experience — Swim, Sip & Soak Up the Sun! - Welcome to Key West Boat & Jet Ski Adventures! Enjoy a fully customizable 6-hour private boat charter exploring Key West’s stunning backcountry. Begin with a scenic cruise past iconic landmarks like (from $0.00)
- Sandbar Boat Tour in Marathon Florida - Unlike standard boat rides, this tour takes you to a unique sandbar location where you can enjoy shallow waters and natural beauty. With expert guidance and a well-planned itinerary, you’ll experience (from $0.00)
- PADI Refresher Course - We make your first dive unforgettable with small groups, expert PADI instructors, and the best gear on the market - SCUBAPRO. We start you off in the pool to help build confidence and to shake the rus (from $0.00)
- Luxury Sandbar and Snorkeling trip in Key West - Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the only way to get there is by boat (from $0.00)