Top Key West Extreme

On this Tour you will paddle through three different bodies of water; The Gulf of Mexico, Cow Key Channel and into the Mangrove Mazes to get into the Salt ponds of Key West. Our Tour guides will share the History of Key West and South Florida, educate you on the flora and fauna that you may encounter and see throughout the tour and discuss how to become more sustainable in today's world.

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.

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.

Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.

Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.

If you take a Key West eco tour by boat, you can’t always catch sight of the marine life from the angles you have for viewing on the boat. Opt instead for a similar tour by helicopter, and gain a birds-eye-view perspective of Key West, the Snipe Keys, and the Mud Keys. See dolphins, sharks, sea turtles, and even sunken boats. Plus, you can choose a time of day that works best for your schedule.

Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.

Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.

Take in the views of Key West from above on this scenic, small-group helicopter tour. Circle 20 miles (32km) around the island, passing over popular landmarks including Smather’s Beach, Fort Zachary Taylor State Park, Sunset Key, and Duval Street. Find a time that works best for you with convenient departure times offered throughout the day.

Take in rare birds–eye views of Key West on a parasailing adventure over Smathers Beach. With your pick of a one, two, or three–seater flight and 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 video available for purchase after the trip.

Trips are customizable - to a point. Your friendly, knowledgeable guide has experience with all sorts of ocean activities and knows the waters around the Lower Keys really well. So there are a few different areas to choose from on where to go and we can decide based on weather, wind, etc. There is the option to bring up to 2 kayaks ($10 rental fee per kayak). There is always snorkel equipment for all sizes on the boat. The guide would be glad to hop in and point things out just let him know ahead of time. Possibility of seeing dolphins. We love the ocean and have a passion for being on or under the water!

With so many different options for exploring Key West, it can be hard to find one that is best for your whole group. This Key West discovery flight is perfect for couples, families, friends, and solo travelers, and it gives you awesome views of the island from one of the best vantage points—the sky. Soar above the island as a guide tells you stories and the history of Key West.

Join us for a 1.5-hour adventure! Our tour is led by knowledgeable local guides. As we walk through the streets of Key West’s old town, you will discover the history and culture of our island. Shipwrecking, sponging, cigar manufacturing, treasure hunting - it’s all about Key West! What to bring: Hat, sunglasses, and sunblock is a must. Bring at least one bottle of water for yourself. Wear comfortable clothing and shoes. Sneakers are the best option. Camera or your phone to take pictures. Your adventurous spirit :)

Cool off in Key West on a 6-hour water sports tour that features 12 different water activities for you to try, from snorkeling to windsurfing to Wave Runners. Lunch is included, as is a draft beer on the way back to the marina for those over the age of 21.

See Key West from above on this small-group helicopter tour. Soar over the island, the backcountry, and the water. Your experienced pilot can help point out dolphins, sharks, stingrays, and sea turtles that are often spotted in the water. If you’re visiting on a cruise, ask your pilot for a special flyover of your ship.

Kick back, drop your line in the water and a enjoy a relaxing day in the Florida Keys, trying your hand at a catch that may include sailfish, wahoo, mahi mahi, tuna, snapper, grouper, king mackerel, and shark. This private charter includes exclusive use of a 31-foot (9.5 meter) open fishing boat with shade, instruction for beginners or advanced tips for the pros, and all the equipment you need.

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant Tarpon! Marathon the hub for fishing in the Florida Keys, great beaches, shopping, fantastic food and home to the largest Tarpon run. View the beautiful waters, all while experiencing the thrill of a chance to catch the silver king, the myth, the legend of the sea the Florida Keys Tarpon. Your trip is guided by our licensed Captain in a modern fish catching Tarpon catching style boat. All the fishing rods and reels, right and left handed and all the tackle you need, as well as all other necessities including safety equipment. Take a deep breathe and lets do this, the Silver King is waiting! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.

Cruise through mangrove forests and along brackish waters on this Florida backcountry fishing trip. In addition to beautiful scenery, a backcountry fishing trip offers calm waters—perfect for those who are prone to seasickness or nervous about heading out on open ocean. This tour includes all of the instruction and equipment you need for a successful trip looking for bonefish, tarpon, and more.

Sail across the beautiful waters of the Florida Keys for a day of reef fishing. Charter a private boat for up to six people and cast your line as you try to catch Wahoo, Mahi Mahi, Snapper, Grouper, King Mackeral, and more. Tours are suitable for beginner and experienced anglers so everyone can have a good time catching fish and enjoying a beautiful day out on the water.

Florida Keys Shuttle is your private transportation service,See the Keys with us Family owned and operated, we know the islands, we’re from the islands, and our goal is to make your travel throughout the Keys as stress free as possible

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark. Your tour is guided by a licensed Captain in a modern open fishing style boat with a t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.

Resorts and rental houses are a dime a dozen, crowded, & in the Keys, can often feel run-down... you feel "stuck" on land since all of the fun of the Keys is out on the water. Our sailing trips provide the ideal way to check out the Keys, from the water! Interested in a longer trip? Check out our 4-7 night SAILING TRIPS on Viator, such as Key Largo TO Key West, IDEALLY DONE IN 5-6 nights. Our 4+ night trips are actually more popular than the shorter trips! More time exploring, more islands, reefs, and shore excursions! Check them out in Viator as well! This 3days/2nights catamaran trip aboard 'Sailing SummerCamp' allows you to live the yacht and sailing lifestyle in a new, clean, modern, catamaran. The width and stability of a catamaran makes it perfect for ocean novices. We also have some great water toys and sports equipment onboard, all of which is included. Trips come with a captain who is knowledgeable on the area, entertaining, and above all... SAFE!