Top Key West Self-guided Tours

Our rental experience stands out for its unique blend of tranquility and enchantment. What sets us apart is the opportunity to witness Key West's breathtaking sunsets from crystal-clear kayaks, adding a touch of magic to your evening. You'll glide through calm waters, surrounded by the warm hues of the setting sun, creating an atmosphere of pure romance. This experience is accessible to all, regardless of your kayaking expertise, making it an ideal choice for couples, families, and friends looking to unwind and create lasting memories together. Our sunset glow paddle offers an unparalleled perspective of Key West's natural beauty, guaranteeing a serene and unforgettable adventure.

Head out into the calm waters between Stock Island and Key West for a 2-hour stand up paddle adventure. Paddle through the mangroves and see native wildlife such as fish, birds, small sharks, rays, and maybe even a manatee swimming around in the crystal clear waters. This rental also comes with an optional 1-hour lesson for beginners.

The lower Florida Keys and Key West are popular destinations for fun in the sun. Experience this unique chain of islands with a luxury private charter. You’ll hop aboard with a local captain who is ready to sail you into the sunset. Customize your itinerary with stops like snorkeling the coral reef, viewing Mallory Square from the water, having a drink on the sand bar, or checking Dry Tortugas National Park off of your list.

Explore Key West in a unique way through this interactive and creative scavenger hunt. Walk or drive around to different checkpoints and creatively interpret clues on art, culture, and history, and complete wacky challenges for points, while competing against other teams for a spot on the leaderboard. Along the way, uncover hidden gems and local secrets. Includes help from a virtual guide if needed.

Discover the art of Tiki cocktails during a private, 2-hour class in Key West. Begin with a rum tasting, then learn how to prepare four different drinks, including a Mai Tai. Each cocktail is yours to enjoy, of course. You even learn how to safely light drinks on fire. Class includes: one rum tasting and four cocktails!

Experience Key West’s tropical blue waterways on this Jet Ski tour along the Atlantic Ocean and/or the Gulf of Mexico. Enjoy panoramic island views and watch for dolphins, stingrays, sea turtles, manatees and more while gliding over warm ocean water. Bring a waterproof camera to capture this southernmost point in the continental United States.

Explore Key West through the eyes of a local on a craft cocktail tour that stops at five off–the–beaten–path establishments, 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.

Get up close with 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 of Key West. See dolphins, stingrays, turtles and birds and learn about Key West’s waters, and then watch as the pilot drops bait to draw a variety of sharks right to the edge of the boat. Bring a camera to capture the excitement as these super predators swarm. Cold drinks, snacks and polarized sunglasses are included on this Key West shark cruise.

Take in rare birds–eye views of Key West on a parasailing adventure over Smathers Beach. With a range of departure times offered throughout the day, this tour is a popular, flexible choice for families. Your guide, who ensures that the small group has a personalized experience, takes photos and videos available for purchase after the trip.

Naval history buffs and aspiring pirates alike are guaranteed to have a whale of a time at the Mel Fisher Maritime Museum. Your admission also includes an audio guide, which offers in depth commentary on the museum’s many artifacts. Highlights include the Spanish Treasure Galleons galleries, Slave Ship and Key West African Cemetery exhibits, and relics from the Henrietta Marie. You can even tour the museum's laboratory and see conservation firsthand.

Eat your way around Key West on this food tour with a guide who introduces you to 'mom and pop' eateries in the Old Town historic district. Taste seafood, Cuban cuisine, and, of course, 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.

Get ready for fun in the sun on this half-day sailing, kayaking and snorkeling adventure off the coast of Key West. Choose from a morning or afternoon excursion and set sail. 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 with 600 different species of marine life. Relax, feel the warm sea breeze and enjoy the day. Snacks, beer, wine, sodas and water included.

Enjoy an amazing day out on the water in Florida’s Key West with this ultimate adventure tour. Spend the day partaking in water sports such as parasailing, jet skiing, and and a ride on a the Banana Boat. Sunbathe on the boat’s spacious deck, or just take in the sights of the Key West area. Drinks are included with your tour.

While you’re in Key West, head out on the deep blue waters on this sportfishing charter. The saltwater fishing boat holds up to six anglers, and is rigged with state-of-the-art navigational electronics and safety equipment, outriggers, a fighting chair, a live bait tank, and ice boxes. Plus, it features two private restrooms, a kitchen, flybridge, beds, and air conditioning.

Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.

Discover Key West in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure from the Historic Seaport at Key West Bight to Duval Street, Mallory Square and other real-life locations around town. Discover both well-known and overlooked locations, solving clues and completing challenges via smartphone while learning the local history of this popular island city. Teams of 2- to 5-people are welcome.

Fun Rentals has been servicing Key West for over 20 years, we are known for our polite service and new carts. Our 6 Passenger Carts are the latest Quiet Tech Fuel Injected models from major manufacturers such as Yamaha And EZGO. You can be sure you'll be riding in style in a nice new cart. You're going to love the Key West vibe in our open-air carts. They're permitted on all the roads on the island and offer an awesome way to experience all our great parks, beaches, shopping, and eateries. Please book in advance to make sure yours is waiting for you when you arrive in Key West. Top Reasons To Choose A Golf Cart Rental In Key West; Convenience: Renting a golf cart allows you to easily explore Key West without having to worry about navigating through narrow streets Accessibility: Golf carts are a great option for people with mobility issues or disabilities as they are easy to get in and out of and provide a comfortable and convenient way to get around the city.

Explore the waters of Key West in style with a customizable boat charter. You'll sail out in a luxury vessel that has a mix of shaded and open outdoor seating and an air-conditioned cab in case the temperatures get too hot. You'll also have access to snorkeling equipment if you want to get in the water or a spear gun if you want to do a little fishing.

Become the captain of your vacation when you rent this pontoon boat for a half-day adventure. As long as you can pass a Florida Boaters Safety Test, you can rent this premier 22ft pontoon boat and sail up to 9 of your friends and family into the waters surrounding Key West. Find a sandbar to explore or take to the open water with the radio blasting.

Renting a clear kayak in Key West offers a serene and enchanting experience. Travelers can expect calm waters, wildlife, and the opportunity to explore along the mangrove trees. The clear kayaks gently illuminate the ocean, adding a touch of magic to the evening. With no experience required, it's a perfect activity for couples, families, and friends to relax and bond while capturing Instagram-worthy moments. It's a unique perspective of Key West's natural beauty that promises a peaceful and unforgettable getaway.

Step into a world where holiday magic meets the waters of Key West! In celebration of the festive season, we invite you to join our Holiday Paddle, a nocturnal adventure that blends the enchantment of the holidays with the ethereal beauty of the underwater realm. Our clear kayaks, adorned with vibrant LED lights, provide a surreal window into the marine world below. As you paddle, the waters come alive, revealing a captivating display of marine life dancing beneath your feet, bathed in a spectrum of festive colors. Just as holiday celebrations bring out the most joyful and imaginative spirits, our Holiday Paddle unveils the ocean's hidden treasures in this unique and magical spectacle.

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait and so much more. We are your one stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait and so much more. We are your one stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.