Tours in Key West

The Wind & Wine Sunset Sail offers a boutique experience unlike any other in Key West! This isn’t your typical party boat—it’s a calm, uncrowded sail aboard a historic schooner with an intimate, relaxed vibe. You’ll enjoy a guided tasting of fine wines from around the world, along with a selection of craft and domestic beers and light hors d'oeuvres including crudites, meats, cheeses, crackers, fruit, and chocolate. With small group sizes, there’s plenty of space to move around and enjoy the view without the crowds. It’s perfect for a romantic date or a fun evening with friends—upscale, but never uptight. What really sets this trip apart is the crew. They’re fun, welcoming, and passionate about what they do—ready to pour your next glass, share a story, or make sure you’re having a great time. Add in a Key West sunset, and you’ve got one of the most unique and enjoyable evenings on the water!

Your sailing and Key West snorkeling adventure begins as you board a state-of-the-art catamaran, part of the largest and most luxurious catamaran fleet in the Florida Keys. Feel the excitement as you sail to North America’s only living coral reef, where the wonders of Mother Nature await you. During your trip, unlimited sodas and water will be served. Before entering the water, a friendly and professional crew will be on hand to assist and instruct you. Once you descend “the stairway to the sea,” you will discover the wonders of the undersea with pristine coral reefs and an abundance of marine life including tropical species found no place else on earth. Upon completion of the snorkeling portion of the trip, complimentary ice cold beer and wine will be served. The morning snorkel will offer mimosas while the afternoon trip will offer frosty margaritas as you sail back into shore.

Fury’s Snorkel Adventure is unique for its combination of thrilling snorkeling and a vibrant sailing experience. Guests board a spacious Fury Catamaran, part of the largest luxury fleet in the Florida Keys, and sail to North America’s only living coral reef, all while enjoying the upbeat sounds of Reggae music. What sets this trip apart is the seamless blend of adventure and relaxation. Before snorkeling, the friendly crew provides expert assistance and instruction, ensuring everyone feels comfortable and confident. Once in the water, participants explore the stunning underwater world filled with pristine coral and diverse marine life. After the snorkeling adventure, guests can unwind with complimentary Rum Punch, Fury’s signature tropical beverage, along with beer, wine, and champagne. This perfect mix of excitement, stunning scenery, and leisurely relaxation creates an unforgettable day on the water!

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will take you deep into the mangrove mazes where you will discover and learn about local critters and sea life prone to nocturnal movement beneath and around you. Our all clear LED lighted bottom kayaks will give you a up and close personal experience leaving you in awe!

Get ready for an unforgettable journey that takes you through the natural beauty of Key West’s surrounding waters. Our Craigcat boat tour will take you on an exhilarating, up-close adventure across crystal-clear waters, winding through lush mangroves, stopping at pristine sandbars, and exploring hidden islands that are off the beaten path. This is your chance to experience Key West like never before — in a fun, fast, and eco-friendly CraigCat boat! Perfect for All Levels: Whether you're an experienced boater or a first-time adventurer, the Craigcat is easy to handle and designed for fun and comfort. With a small, nimble design, you’ll have the freedom to explore areas that larger boats or jet skis can’t reach. Up to 4 boats per tour. 2 guests max per boat. If you have 4 people in your group please make two separate bookings to accommodate your party and so forth up to 8 guests.

The Sunset Watersports Dolphin watch triple combo is the best way to watch Dolphins, Snorkel the Key West tropical waters, and see the world famous Key West Sunset all in one trip.

Dip and Sip Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start a sail to the Key West living reef where you will see coral and tropical fish. All snorkeling equipment is provided and if you need help our professional crew will give you instruction on how to snorkel. After your snorkel we have fresh water showers so you can rise off. You will enjoy a sail back to the dock and enjoy Free Beer, soft Drinks and water as you enjoy your ride on our big open decks.

Step aboard the Pride of Key West, the island’s only Glass Bottom Boat. This family-friendly tour invites you to explore North America’s only living coral reef* from our state-of-the-art 65ft catamaran. Glide over crystal-clear waters and enjoy unobstructed views of stunning coral formations, which support over 300 species of tropical fish, rays, and sea turtles. Our specially designed glass "windows to the reef" ensure continuous viewing for all passengers, allowing everyone to marvel at the rich marine life below. Relax in the air-conditioned viewing cabin or step out onto the large sundeck for panoramic views. Our knowledgeable guides provide insights into the coral reef ecosystem and highlight fascinating marine creatures. For a truly memorable experience, join our final trip of the day to watch the sunset as you return to port—an amazing way to cap off your Key West adventure! *In the event of unfavorable conditions, the captain may opt for an alternate location

Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 5 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the touristy streets, as your guide shares insights about city history, food and architecture. This is a small-group tour, with a maximum of 12 people, ensuring a personalized experience.

Introducing Squid! The quietest experience you will have on a boat while watching dolphins. We worked with David Walworth, an MIT educated Naval Architect and Principal Engineer known for his high-efficiency catamaran designs, to build the perfect boat for our trips from scratch. Our amazing crew are closely trained by our Honest Eco Biologists. Crew training starts on land with research and mission alignment before moving onto the water where we hone our seamanship skills and work to become as effective as possible at delivering on our Purpose. We Work to Spread the Value of Wildlife Conservation “People Protect What They Love.” Jacques Costeau said it, and it inspires us at Honest Eco as we work to help people discover and fall in love with the environment we are all part of. We are continuously learning and pushing ourselves to be as environmentally responsible as possible.

I’m a seventh generation local captain. I will take you out on my personal boat to the most beautiful islands I know of down here where we will have options to go look for Dolphin, snorkel, paddleboard, watch beautiful sunsets, light tackle fishing and whatever else you can think of here on the beautiful Florida Keys waters

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining visitors to the ‘Island City’ for decades. Learn about the history of the train, a tribute to Henry Flagler's engineering miracle when he brought the railroad to Key West in 1912, and explore this charming tropical paradise on a leisurely train ride around the island! FREE Admission to the Sails to Rails Museum included with ticket!

Billy started his Island Jet Ski Tour in 1992. There are many imitators, but only one Original Island Jet Ski tour! Our guides are licensed and local, so they know the waters surrounding our island like their backyard - because it is! Our tour route changes dependant on the weather & waves of the day - we modify our tour to be comfortable and give you the longest Freeplay time possible, so you can drive it like you stole it!

Get out on Key West’s beautiful shallow waters on the Adults Only sunset cruise, to sip Moët & Chandon champagne while enjoying the sunset. Included in the tour price are the house champagne Chandon Brut, 7 premium red and white still wines, 3 kinds of ice-cold beers and a champagne-inspired Gourmet Cheese Buffet (naturally gluten free) that includes 4 international cheeses, amazing big berry tray, local smoked fish dip, a selection of crisps and fresh-baked crusty bread. Two other Moët & Chandon champagnes are available for additional purchase - both at wholesale price for guests. Key West is famous for its sunset, and there’s no better way to watch it than on the Champagne Celebration Sunset Cruise. This public trip always limited to about 14 adult passengers on a 28 person sailing catamaran, for guests comfort and quality control.

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

Looking for the perfect way to end your day? Join us on the Seabreeze and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with our panoramic views of the sun melting into tropical waters – and the best way to enjoy it is with good food and great drinks! Departing from the Garrison Bight Marina, your sunset cruise will take you on a unique path away from the rush of boats leaving downtown. This exclusive cruise is a great way to start your night out, celebrate a special occasion, or bring your stay to a close with an easy-going route through the Key West Harbor and the Gulf of Mexico. We operate year-round at reduced capacity for a more intimate experience for our guests. You’ll get to know our crew and maybe meet some friends along the way. We also have a full marine head (bathroom) for your convenience.

Embark on an adventure off the shores of Key West, where the turquiose waters of the Gulf of Mexico and the Atlantic Ocean meet in a symphony of beauty and tranquility. Your day begins as you board a luxurious catamaran, your vessel for a day of exploration and relaxation. Sailing away from the bustling Key West harbor, feel the gentle breeze on your skin and the warmth of the tropical sun overhead. As the catamaran glides smoothly over the crystal-clear waters, you'll have the opportunity to soak in panoramic views of Key West's picturesque coastline, dotted with palm-fringed beaches and vibrant coral reefs. Keep your eyes peeled for playful dolphins frolicking in the waves or graceful seabirds soaring overhead. After a leisurely sail, stop at a secluded snorkeling spot, where the underwater world awaits exploration. After working up an appetite, indulge in a delicious gourmet breakfast and unlimited mimosas, all while enjoying stunning views and the company of fellow travelers.

Don't let the trolley take you for a ride. We're the only ghost tour in Key West where you'll walk the dark halls of historic Fort East Martello with authentic ghost-hunting equipment and meet Key West's infamous haunted doll, Robert. USA Today named us one of America's 10 Most Haunted Destinations, and Thrillist calls us "The Creepiest Place in Florida." See for yourself, but be warned: we actively engage spirits, so our hunts are not for everyone. We're family-owned by real Key West locals, and our Google satisfaction rating is 4.9. One of our owners opened the first ghost tours on the island and wrote Ghosts of Key West, Haunted Key West, and the biography of Robert the Doll. Book General Admission tickets on our site for the one-hour guided tour. Book VIP here for the two-hour ghost-hunting adventure, which includes an additional hour hunting ghosts on your own after the guided tour. There are dozens of ghost tours in Key West. See why people are dying to get into ours.

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 experience. It’s about an hour trip out to the reef, we will have you there for an hour and then a one hour journey back to our dock. We will provide instruction on how to use the equipment but recommend that you are comfortable in water over your head and that you have the ability to swim. *We provide quality sanitized mask, snorkel, fins and flotation vest *Professional guidance and instruction on how to use provided gear *Fresh water hose available to rinse off after snorkeling *Complimentary beverages to include water, soda, white wine, a selection of craft beers, margaritas, and champagne *Floridays takes a limited number of guests so that we may provide you with the ultimate in enjoyment and service

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Key West, promising an unforgettable experience for all. As you sail further into the sunset, the full open bar comes to life, offering an enticing array of cocktails, wines, and spirits to complement the evening's splendor. Sip on our signature Schooner Bloody Mary or Dark & Stormy as you watch the sky ignite with color. The skilled bartenders are on hand to craft your favorite drinks, ensuring that your glass is never empty as you drink in the sights and sounds of the sea. As the schooner begins its journey back to Key West, you find yourself lost in the timeless rhythm of the sea, grateful for the opportunity to witness the beauty of a Key West sunset from the deck of a historic schooner.

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.

Unleash your inner ghost hunter! Embark on a spine-tingling 2-hour haunted walking tour through Bone Island's Old Town Key West. You'll first receive your commemorative T-shirt, then delve into the shadows to explore a mansion steeped in tragedy and the island's historic morgue. At each haunted pub stop, you can purchase your preferred "spirits" to calm your nerves as our Ghost Host recounts chilling local legends. Capture the eerie atmosphere – an unforgettable night of spooky stories awaits!

Key West is famous for it's sunsets and it doesn't get any better then on an intimate sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at Margaritaville. Musician Jimmy Buffett arrived in Key West 50 years ago in 1971. This walking tour will take you to the locations around Old Key West that inspired his songs, where he played his first gig, some of his favorite watering holes, places he ate, bars he played in, and his recording studio. You will get to eat a slice of the best Key Lime Pie, before visiting the location of the first Margaritaville, Mallory Square, and end at Capt. Tony's Saloon. Included is a souvenir alcoholic beverage.