Top Key West How to Get Around in 2026

Soak up sunset views from the water's edge, and admire a perspective many visitors miss, on this Key West sailing tour. Sample up to eight different wines and/or five different beers as you sail, and indulge in a selection of gourmet hors d'oeuvres to accompany them. As you go, learn more from your crew, and enjoy a festive and celebratory way to toast to your trip.

The whole family can learn more about sharks and other marine wildlife on this boat tour from Key West. Travel on board an eco-friendly, 34-foot catamaran just a few miles off the coast to try your luck spotting dolphins, stingrays, turtles, and birds while you learn more about Key West’s waters than you ever would sailing along. Then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat.

Explore the best that Key West has to offer on this narrated tour aboard a miniature train. See Key West’s top attractions and learn about the Conch Republic’s history and residents, including Ernest Hemingway and Harry Truman. Get to know Old Town Key West, from the Front Street Depot to Mallory Square, and learn the stories behind the sights from the live on-board commentary.

Explore the vibrant island of Key West with ease through our golf cart rentals. Perfect for couples, families & small groups, our 4 person golf carts are the ideal way to navigate the island's scenic roads without any hassles. Enjoy the convenience of gas included with your rental and flexible hourly or daily options, ensuring you can set your own pace for adventure. With a convenient downtown location and a fleet of new carts, your island exploration is just a ride away. - Key West's official golf cart rental company - Gas included to keep you cruising without extra costs - Convenient hourly and daily rental options available - Explore Key West's attractions like Duval Street, Southernmost Point and Smathers Beach easily

Jam to crowd favorite beats by live musicians, eat, drink, and watch the sunset on this classic party cruise from Key West. Dance the evening away or relax on the sundeck or in shaded areas as you sip on a margarita, beer, or other beverages. Unlimited drinks and light appetizers are included so you don’t need to pay extra. A great standalone evening activity or the start of a night out.

Eat your way around Key West on a food tour of “mom and pop” eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and delicious key lime pie. The walking tour route takes you off typical touristy streets so you can see Key West like a local, listening to insights about the city's food, architecture, and history along the way. Tastings are enough for a hearty lunch.

Discover 28 miles (45 kms) of the Floridian coast on a 1.5-hour Jet Ski tour. With several daily tours, you can easily find a time that fits with your schedule. The tour is priced per Jet Ski, so you can ride tandem with a friend at no additional cost. Your guide is on hand at all times to lead the way on your aquatic adventure.

One of the only Adult Only experiences offered in Key West, our excursions are top-notch, with the vessel, all equipment, food and beverage service being set to premium standards! We offer a more intimate experience with less crowded excursions for the comfort of all of our guests.

Explore the backcountry waters of Key West aboard a mini CraigCat boat on a guided eco-tour through mangroves, sandbars, and hidden islands. Designed for just two guests per vessel, this small-group experience offers a fun and easy way to discover shallow waterways and secluded spots that larger boats can't access. Combining adventure with coastal scenery, it's a unique way to see Key West from the water.

Witness orange, gold, and pink-hued skies as you set sail from the island city of Key West on this evening sailing experience. Experience views of the city as you sail by, including the historic seaport, the Navy Mole, and Mallory Square—keeping an eye out for the square’s sunset celebration—while relaxing on deck with a beer or cocktail.

Watch the sun set and the moon rise off the coast of Key West on this relaxing sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer, and soft drinks are included.

Paddle a kayak through mangrove creeks and shallow water on a Key West kayaking tour that offers an up-close look that this unique coastal environment. This guided tour is the perfect way to spot Florida wildlife in a natural habitat.

Pedal through the charming streets of Old Town Key West on a guided bike tour, perfect for first-timers exploring the island. Along the way, you’ll uncover its rich history and stop at iconic spots like Mallory Square, Mile Marker Zero, and the Southernmost Point Buoy. With morning and afternoon tour options, it’s easy to soak in panoramic ocean views and experience Key West at your own pace.

Spend a stunning afternoon soaking up the sights of the Gulf of Mexico, chilling out at a sandbar, and watching dolphins at the Florida Marine Sanctuary. With the help of a fun and informative crew, you’ll explore the Floridian sea while your guides tell you all about the area’s history and wildlife. Enjoy lunch as well as unlimited beer, wine, and mimosas on your trip—just remember to drink responsibly.

Go where other tours can't. Enter historic Fort East Martello after dark for an eerie encounter with Robert the Doll, one of Key West's most legendary paranormal figures. Your experience begins with a 30-minute guided ghost tour through the Civil War-era fort, exploring its dark history, unexplained activity and stories gathered over decades. Then you'll spend 30 minutes seated directly with Robert the Doll. Hear the documented history behind the legend, separate fact from folklore, and discover the latest unexplained activity surrounding Robert. USA TODAY has named Fort East Martello one of America's Top 10 Haunted Destinations. This isn't a ghost tour that simply tells you about Robert. You'll enter his fort and meet him after dark.

This private tour is ideal if you want to see it all in Key West, but are not a fan of crowded group tours. In the company of just your group and a guide, hit the streets and stroll to all the top attractions, including the Southernmost Point and Mallory Square. Best of all, the tour can be customized to your own interests.

Discover some of Key West’s deepest, darkest secrets on a ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of what is said to be one of the most haunted cities in the US. Travel down the narrow, dark streets of the Old Town at night. The wooden houses still bear the secrets of their former inhabitants. This tour is narrated by an actor playing a gravedigger.

Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, numbers are restricted to 24 so you have a spot at the rail when it’s time to capture photos of the setting sun.

Discover Key West through its most iconic dessert on a small-group walking tour of the Historic Seaport. Sample different styles of key lime pie and a cocktail while a guide shares local history and context. Combining tastings with storytelling, this experience offers a structured, engaging, and delicious way to explore Key West—perfect for first-time visitors and avid foodies alike.

Explore Key West through the eyes of a local on a craft cocktail tour that stops at six off–the–beaten–path establishments for drinks and food tastings, from a historic mansion to a boutique hotel that was once a hospital. In addition to navigating for you, your guide uses the city’s bar scene to give you an overview of its history and culture. The tour includes five craft cocktails and two gourmet food tastings.

Enjoy the flexibility of independent travel with the convenience and narration of a guided experience with a hop-on hop-off trolley tour in Key West. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.

Get ready for fun in the sun—and leave all the planning to someone else—on this half-day sailing, kayaking, and snorkeling adventure off the coast of Key West. Kayak through a maze of mangrove-canopied canals and streams, home to a tropical array of birds, rays, sharks, sport fish and more. Then jump into the water for a snorkeling session above a coral reef teeming with marine life. Snacks, beer, wine, and soft drinks are included.

Navigate through the stunning Mangrove Tunnels on this engaging 2-hour kayak tour in Key West. Ideal for all ages and skill levels, this adventure allows you to explore diverse ecosystems while searching for fascinating wildlife like manatees, nurse sharks, and playful dolphins. Led by knowledgeable guides, every excursion provides a unique experience filled with insights about the local flora and fauna. With single and double kayaks available, gather your family or friends for an unforgettable journey through the mangroves. - Tour duration: 2 hours, suitable for ages 6 and up - Max group size of 35, ensuring a personalized experience - Spot wildlife including manatees, sea stars, and birds - Essential gear: sunscreen, water, and waterproof items recommended