Top Key West How to Get Around in 2026

Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri-toon with a deluxe swim deck, perfect for soaking up the Key West sun in comfort and style. Guided by one of our licensed, experienced captains, your private charter explores the untouched beauty of Key West’s backcountry—customized to your pace and preferences. Cruise to local sandbars, glide through scenic mangroves, or venture farther to spots like Mud Key, Snipes Point, and the Dolphin Playground, where wild dolphins often play in their natural habitat. Swim, snorkel, relax on remote beaches, or simply enjoy the ride with a drink in hand—it’s your trip, your way. Perfect for families, couples, or small groups seeking a flexible and private escape into the real Key West.

Discover the ultimate way to explore the Florida Keys on a fully customizable luxury boat charter. Cruise crystal-clear waters with a local captain and design your own itinerary—snorkel vibrant coral reefs, sip drinks on a sandbar, or head out to the legendary Dry Tortugas. Whether it’s a 2-hour cruise or a full-day escape, this private experience is tailored for relaxation, adventure, or both.

Come see for yourself why Marathon Mermaid is voted the #1 thing to do in Marathon! Watching the sunset by water is a must-do when visiting the Keys!

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Sparky’s Landing in Marathon, this relaxing cruise includes a complimentary champagne toast and seasonal local seafood appetizers such as fresh Florida stone crab or shrimp when in season, offering an authentic taste of the Keys. Our spacious 52’ catamaran provides a smooth, comfortable ride — perfect for couples, families, and small groups looking to unwind while taking in panoramic views of the surrounding waters. Enjoy island music, warm breezes, and vibrant sunset colors as the day fades into tropical paradise. Departure times adjust seasonally to align with the actual sunset, helping ensure the best possible experience on the water. Your confirmed departure time will be reflected in your booking confirmation.

Escape the ordinary and embark on an unforgettable journey aboard our 50 foot sailboat, “Chao Lay”. Choose our popular 3-hour Day Sail through the Florida Keys Marine Sanctuary in Marathon, Florida. Our sailboat rides feature the perfect blend of natural beauty, maritime history, and the thrill of the open sea. Don't forget your camera – this is a photo opportunity you won't want to miss! Book your spot now and get ready to create memories that will last a lifetime.

Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to? Stop in his favorite bars for a drink? You are in luck. Our tour will begin at the Florida Keys Historical Military Memorial in Mallory Square and wind our way along storied streets and the favorite haunts of Hemingway himself, until we reach the iconic Hemingway Home and Museum and the towering Key West Lighthouse. You’ll see his bust, his favorite bar, the spot he first lived, where he ate and lived. And you’ll also hear the story of Key West along the way. Go at your own pace, stop anytime for a drink, and continue when you want. The tour never expires.

Search the skies over Key West for UFOs using powerful third-generation night-vision technology. Join Captain Heather for a 75-minute oceanfront UFO skywatch unlike anything else in Key West. On clear nights, guests often spot multiple unusual objects moving through the sky, including lights and objects difficult or impossible to see with the naked eye. You’ll use a professional night-vision scope valued at approximately $5,000 while Captain Heather helps distinguish satellites, aircraft and familiar objects from sightings that are harder to explain. Groups are limited to just six guests, giving everyone plenty of time with the equipment and a clear view of the sky. Come see what’s really moving above Key West after dark. Viewing depends on weather and sky conditions. If conditions are unsuitable, you may reschedule or receive a refund.

Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on a 75–90-minute tropical fruit hunting tour. This engaging experience takes you through the grove where you'll learn about its 70+ year journey of restoration and resilience. Depending on the season, guests may even have the chance to pick ripe fruits directly from the trees. The tour includes a scenic walking exploration, followed by a delightful tasting session in an outdoor tasting room featuring prepared exotic fruits. - 75–90-minute tour revealing the history of Grimal Grove - Guided walking tour with opportunities to pick fruit (seasonal) - Outdoor tasting experience with a variety of exotic fruits - Learn about the 70+ years of restoration and resilience at the grove

Have all the fun of a private tour from the comfort of your own vehicle and at your own pace to boot. Enjoy this informative self-driven tour for 100 miles, from Key Largo all the way to Key West, making as many stops along the way as you want to eat, rest, and take pictures.

Discover Key West’s best live music with a local guide. Visit 4 music venues in two hours. The Ticket includes, drink discounts, digital guide for upcoming events, digital download of local artists music, and historical overviews of the venues and artists who have left their mark on the island. Learn from a local about the diverse music scene and creative island life that continues to inspire so many.

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands in the Key West National Wildlife Refuge. Keep an eye out for dolphins, sea turtles, manta rays and many other wildlife that call the Refuge home. Your captain knows where dolphins are frequently seen and will let you know if he spots any. Upon reaching the mangrove islands, the schooner anchors and your exploration begins. Your day is divided between guided kayaking tours and guided snorkeling tours. The warm, shallow water is calm, sheltered by the uninhabited mangroves, making kayaking a breeze. After your tours, come back aboard and wash off with our fresh water rinse, and relax on deck. Choose from plenty of complimentary cold drinks – frosty cold beer, wine, homemade sangria, chilled sodas and filtered water. This is the best of laid-back island living.

Leave the tourist crowds of Key West behind for the evening and head out on the water on the historic and elegant schooner built for General Patton in the late 1930s. Cruise around the coast with the boat’s crew looking after you the whole time, and even letting you take the wheel if you want to try your hand at boating. Watch the sunset from the ocean before heading back.

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 seeking excitement or relaxation. With both half-day and full-day rental options available, you can conveniently tailor your experience to fit your schedule. Enjoy the freedom of the open water while we ensure a smooth rental process, including safety gear. - Explore the beautiful waters of the Florida Keys at your leisure - Encounter native wildlife and stunning coastal views - Safety gear included for a worry-free adventure

Key West’s Most Secluded Kayak & Sandbar Adventure Escape the crowds and explore Key West’s most secluded kayak tour in the Florida Marine Sanctuary. Unlike roadside rentals, this tour transports you by boat to the untouched Mud Keys, a hidden paradise of mangrove tunnels, crystal-clear waters, and diverse marine life. What to Expect: Boat Ride to a Remote Kayaking Spot – No roads, no noise, just backcountry beauty Guided Kayak Tour – Paddle through winding mangroves and spot stingrays, tropical fish, and sea turtles Wildlife Sightings – Keep an eye out for dolphins, sharks, and exotic birds ️ Sandbar Stop – Relax in pristine waters after kayaking Drinks & Lunch Included – Enjoy unlimited drinks and a delicious meal Why This Tour is Unique: Exclusive Location – No other company goes here No Crowds, No Roads – A peaceful, off-the-grid experience Perfect for All Skill Levels – Easy and enjoyable for everyone

Discover the Great Florida Reef while visiting the Florida Keys on this private snorkel excursion. Board a private boat and depart from Big Pine Key towards Looe Key, where you can jump in the water and explore the extensive coral reef system. Snorkel alongside your captain and learn about the various species you encounter such as barracuda, parrotfish, and rays.

What makes our e-bike rental truly unique is the combination of easy-to-ride electric bikes and a built-in GPS guided tour experience. While most rentals simply give you an e- bike, our e-bikes can guide you through Key West with an interactive talking GPS tour that leads you to more than 30 historic landmarks and must-see locations around the island. As you ride, the e-bike shares entertaining stories and history through its Bluetooth speaker, turning your ride into a fun and informative adventure. On top of that, our local team provides insider recommendations on the best scenic routes, photo spots, beaches, and hidden gems around the island. Instead of just renting an e-bike, you’ll get a complete Key West exploration experience designed to help you see more, learn more, and have more fun during your visit.

Key West is known for its postcard-perfect coastal scenery, from mangrove channels to turquoise waters—but shallow coastlines mean larger boats can’t get close to the action. On this hour-long jet-ski experience, enjoy close-up views of the region’s most stunning features as you skim right along the water. Forget following a guide in a single-file line—this immersive freestyle experience lets you explore freely.

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comfortable. Feel the sense of adventure as the crew hoists the sails. Participate in this age-old tradition by helping raise the sails. Take a turn at the wheel and feel the exhilaration of captaining a traditional tall ship.

True crime in Key West? Bold, bizarre, and unforgettable, this new innovative tour walks you into the island’s real-life scandals — smuggling, gambling, murder, and shocking history exposed where it happened. More thrilling than a ghost tour and more revealing than a history tour, Key West’s underworld comes alive, Key West-style. Be the next eyewitness. We're bringing crime to the streets!

If you’re curious about finding out more about Ernest Hemingway’s links to Key West, then this tour saves you hours of research time. Set off with a guide on an expertly planned route that showcases some of Hemingway’s old haunts, including places he both worked and played. Along the way, the guide entertains you with stories about Hemingway that you’d miss out on otherwise.

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 to some of Key West’s most stunning and secluded mangrove tunnels, so you're in the heart of the adventure within minutes. No guided schedule, no rushing—just you, the water, and the wildlife. With high-quality gear, easy-to-follow route maps, and a laid-back local vibe, we make it simple to experience the best of Key West’s natural beauty, on your own terms.

Set sail for a full-day escape to the hidden gems off Key West’s coast—where pristine beaches and secluded islands await. Whether you're soaking up the sun, taking in the coastal views, or just unwinding with your group, this experience blends the excitement of the open water with the comfort of premium onboard amenities. Perfect for history lovers and adventure seekers alike, this guided journey offers something for everyone.

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern coast of Key West. When all the sailors in Key West heard there was booty to be had, they'd get in their boats and race each other out to the reef. The first one there could claim the ship's cargo. Today, we celebrate it with the firing of the canon to start the race, and all of the schooners of Key West are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, "wins"!

Getting into the holiday spirit usually involves a lot of planning. Ideal for anyone who likes to let someone else handle all the logistics, this family-friendly Christmas cruise in Key West includes epic ocean views, a live band, drinks, and plenty of festive celebrations—all you have to do is show up and take in the scenery.