Key West
Parasailing

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Top activities in Key West

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Our most recommended Key West Parasailing

From Miami: Key West Day Trip with Pickup at Selected Hotels

From Miami: Key West Day Trip with Pickup at Selected Hotels

Discover Key West on this day trip from Miami. Get picked up at most hotels in Miami Beach or Downtown Miami, and do what you want to do in Key West with 6 hours of free time. After pickup, board your air-conditioned transportation for the scenic drive to Key West. Admire the breathtaking views of the Florida Keys through the window as you take the Overseas Highway, Upon arrival in Key West, enjoy 6 hours of time to explore by yourself. Ask your guide for any activity recommendations, and take optional tours, if you like. Afterward, return to Miami for drop-off at your pickup point.

Key West: Dolphin Watching and Snorkeling Sunset Cruise

Key West: Dolphin Watching and Snorkeling Sunset Cruise

Climb aboard the Sunset One dolphin boat, sit back and listen to your tour guide explain where you are and where you are heading. Get ready to watch dolphins frolic in their natural playground.  Marvel as the dolphin swim closer to the boat so you can get a better view. Head out to the small islands within the boundaries of the Key West National Wildlife Refuge. Soak in this beautiful little chain of islands and jump into the gorgeous reef, perfect for snorkeling.  See fish up close and maybe some turtles. Climb back aboard and settle yourself in for the ride back to the dock with an ice cold draft beer. Watch the beautiful panoramic sunset over the crystal clear turquoise waters.

Key West: Sunset Sailing Trip with Open Bar, Food and Music

Key West: Sunset Sailing Trip with Open Bar, Food and Music

Join a sailing experience to get you closer to the sunset than ever before. Set sail from the historic sea port of Key West and head straight out to sea for a cruise with unobstructed views of the sunset on the horizon. During the cruise, enjoy an unlimited open bar, with a wide variety of drinks on offer including rum runners, Champagne, margaritas, and draft beer. Taste a selection of finger foods, ranging from Swedish meatballs, veggie treats, cheese and crackers, pita and hummus, and meat and veggie platters. You will be sailing on one of Key West's newest sailing catamarans, the Sandie Cat. This vessel has capacity for up to 149 passengers across 3 decks, so there will always be plenty of room onboard. Grab a drink, head to the upper deck, and dance to live music as you watch the sun go down. The captain and crew will even let you help raise the sails and you can ask to have a picture taken driving the boat.

Key West: 3-Hour Afternoon Reef Snorkel with Drinks

Key West: 3-Hour Afternoon Reef Snorkel with Drinks

Climb aboard “the Sandy Cat”, Key West’s newest catamaran and settle in for a lovely sailing trip out to the reef. Once the Cat is moored, you can jump out or slide into the water and swim over to the reef.   The coral reefs of Key West lie about 7 meters offshore, and are the third largest barrier reef system of the world. There’s nowhere else in North America where you can view such an abundance of wildlife in just one location.   After about 1 hour of snorkeling and swimming, climb back on board for a lazy, relaxing sail back to the port with a nice cold draft beer in your hand. For those who want something a bit stronger, a complete cash bar will be available on board.

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Embark on a breathtaking adventure in the great outdoors, showcasing Key West’s marine wildlife like never before. Step aboard a state-of-the-art 45-foot power catamaran and set sail on an eco-tour designed for nature lovers and adventure seekers alike. Begin with a scenic cruise through the sparkling turquoise waters of the Gulf of Mexico and get the rare opportunity to witness bottlenose dolphins in their natural habitat. Watch in awe as these magnificent creatures swim, play, and feed, all while your guides provide insight into their behavior and the ecosystem that sustains them. Continue to the Key West Wildlife Refuge for a snorkeling adventure in the serene backcountry. Explore the underwater world as you snorkel over colorful hard and soft corals teeming with marine life, including stingrays, juvenile fish, sea fans, and more. Whether you’re an experienced snorkeler or a first-timer, the top-of-the-line snorkel gear and professional instruction will ensure you have a safe and memorable experience. As you return to the dock, relax and unwind with complimentary beer, wine, and sodas—the perfect way to cap off an incredible day on the water. For a truly magical experience, take part in a Sunset Combo tour (available seasonally), which includes champagne and an unforgettable view of Key West’s famous sunset.

From Miami: Day Trip to Key West by Shuttle Bus

From Miami: Day Trip to Key West by Shuttle Bus

Take a break from city life and revel in the breathtaking scenery and serene allure of the Florida Keys on a roundtrip day shuttle from Miami. Travel in air-conditioned comfort in a luxurious double-decker bus, then enjoy 6 hours of free time to discover the Florida Keys as you please. Head to the meeting point in Downtown Miami, then hop on board the bus and set off toward Florida Keys. Listen to your driver’s insider tips for your Key West exploration during the trip, and receive a complimentary map. Upon reaching downtown Key West, get 6 hours of free time to immerse yourself in the town's delights or find a tranquil beach to unwind on. Stroll along picturesque streets, sample local cuisine, and browse charming boutiques. Discover Hemingway's former home, wander the historic seaport, or hop aboard the iconic trolley bus. Take in the serenity of the Botanic Gardens or the vibrant Butterfly and Nature Conservatory. Afterward, return to the tour’s original starting point in Downtown Miami.

Key West: Afternoon Reef Snorkel Tour with Open Bar

Key West: Afternoon Reef Snorkel Tour with Open Bar

Spend your afternoon snorkeling in warm tropical seas surrounded by colorful fish. Enjoy expert instruction and learn about the reef’s marine wildlife from the professional crew. Your captain will select the exact location based on water and wind conditions, to give you best snorkeling in Key West. Dive into the calm waters, and see how many species of fish and coral you can find. Afterwards, grab a complimentary drink and lay on the sun deck, or cool off in the shade as you sail back to Key West. Feel the breeze in your hair and watch for dolphins playing in the ship’s wake.

From Miami: Key West Day Tour by Motor Coach Bus

From Miami: Key West Day Tour by Motor Coach Bus

Embark on a full-day tour of Key West from Miami. Feel the Caribbean atmosphere of the Florida Keys and explore at your own pace. See important sites, including Hemingway’s House, or opt to swim in the sea. Start with a 4-hour drive across 43 bridges and 31 islands to America's “Caribbean Islands,” the Florida Keys. The string of islands and islets, bordered by the Atlantic Ocean and the Gulf of Mexico, leads to Key West, the only frost-free city in the continental United States! Once in Key West, experience a Caribbean atmosphere complete with friendly street artists, lively outdoor cafés, and alfresco restaurants. Spend some time exploring Key West on your own. Book lovers might like to visit Ernest Hemingway’s House to see the former home of the famous author. Or, if you prefer, you can go to the southernmost point of the continental United States at the famous "90 miles to Cuba" Monument. Explore museums, such as the Mel Fisher Museum, the Light House Museum, or Ripley's Believe It Or Not Museum (tickets not included). Feel the pulse of Key West at Mallory Square next to the cruise ship port. You may also choose to add one of our most popular adventure activities, such as a snorkeling trip to see tropical fish, a ride in a glass-bottom boat, or the hop-on and hop-off sightseeing trolley bus (tickets not included in the price). Depart Key West at 5:30 PM for the drive back over the bridges and islands.

From Miami: Key West Tour with Choice of Water Activities

From Miami: Key West Tour with Choice of Water Activities

Join this exciting excursion to the southernmost point of Florida. Travel to amazing landmarks like the Overseas Highway 1 and unwind on the warm shores of Key West. After pickup at your hotel in Miami, head across Key Largo and the magnificent Overseas Highway 1 Key West. Cross famous bridges, including the Seven Mile Bridge Arrive at Key West before noon and enjoy ca. 5 hours on the island. Choose from various activities such as a dolphin spotting snorkel tour by boat, a snorkel tour with drinks, a glass bottom boat tour or simply enjoy the six hours of free time at your own pace.

Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Enjoy the sun, charming setting, and clear waters of Key West on this Old Town Trolley Hop-On Hop-Off Tour, and recieve complimentary admission to the "Sails to Rails" Museum This tour covers the entire city. You can avoid the trouble of driving and parking in a new place. The trolley tour is also designed so that you can hop-on and off and explore on your own, on any of the 13 stops. Your ticket is valid for all day, so you can tour at your own speed. There are frequent pick-ups at all of the 13 stops so you’ll never have far to walk. And the Old Town Trolley conductors will be there to guide you through this tropical paradise on one of the distinctive orange and green trolleys. Be sure to take advantage of the complimentary ticket to the Sails to Rails Museum for a comprehensive overview of the Florida Keys and Key West history. It is one of Key West's top attractions and located near Stop 2. There are 13 Stops conveniently located close to many places of interest in Key West: 1) 400 Wall St: Mallory Square1a) Whitehead/Caroline St: Presidential Gates2) 280 Margaret St: Mac’s Sea Garden3) Corner of Greene/Simonton St: Simonton Row4) 430 Duval St: La Concha Hotel5) Whitehead/Petronia: Bahama Village6) 2400 N. Roosevelt Blvd: Fairfield Inn7) 3840 N. Roosevelt Blvd: Roosevelt Station8) 3755 S. Roosevelt Blvd: Hampton Inn9) 3501 S. Roosevelt Blvd: East Martello10) 1500 Reynolds St: Casa Marina11) South/Simonton St: Southernmost Trolley Stop12) Corner of Truman/Duval St: Truval Village13) Corner of Angela/Duval St: Angela Street Depot

Key West

Key West

Our most recommended Key West Parasailing

From Miami: Key West Day Trip with Pickup at Selected Hotels

From Miami: Key West Day Trip with Pickup at Selected Hotels

Discover Key West on this day trip from Miami. Get picked up at most hotels in Miami Beach or Downtown Miami, and do what you want to do in Key West with 6 hours of free time. After pickup, board your air-conditioned transportation for the scenic drive to Key West. Admire the breathtaking views of the Florida Keys through the window as you take the Overseas Highway, Upon arrival in Key West, enjoy 6 hours of time to explore by yourself. Ask your guide for any activity recommendations, and take optional tours, if you like. Afterward, return to Miami for drop-off at your pickup point.

Key West: Dolphin Watching and Snorkeling Sunset Cruise

Key West: Dolphin Watching and Snorkeling Sunset Cruise

Climb aboard the Sunset One dolphin boat, sit back and listen to your tour guide explain where you are and where you are heading. Get ready to watch dolphins frolic in their natural playground.  Marvel as the dolphin swim closer to the boat so you can get a better view. Head out to the small islands within the boundaries of the Key West National Wildlife Refuge. Soak in this beautiful little chain of islands and jump into the gorgeous reef, perfect for snorkeling.  See fish up close and maybe some turtles. Climb back aboard and settle yourself in for the ride back to the dock with an ice cold draft beer. Watch the beautiful panoramic sunset over the crystal clear turquoise waters.

Key West: Sunset Sailing Trip with Open Bar, Food and Music

Key West: Sunset Sailing Trip with Open Bar, Food and Music

Join a sailing experience to get you closer to the sunset than ever before. Set sail from the historic sea port of Key West and head straight out to sea for a cruise with unobstructed views of the sunset on the horizon. During the cruise, enjoy an unlimited open bar, with a wide variety of drinks on offer including rum runners, Champagne, margaritas, and draft beer. Taste a selection of finger foods, ranging from Swedish meatballs, veggie treats, cheese and crackers, pita and hummus, and meat and veggie platters. You will be sailing on one of Key West's newest sailing catamarans, the Sandie Cat. This vessel has capacity for up to 149 passengers across 3 decks, so there will always be plenty of room onboard. Grab a drink, head to the upper deck, and dance to live music as you watch the sun go down. The captain and crew will even let you help raise the sails and you can ask to have a picture taken driving the boat.

Key West: 3-Hour Afternoon Reef Snorkel with Drinks

Key West: 3-Hour Afternoon Reef Snorkel with Drinks

Climb aboard “the Sandy Cat”, Key West’s newest catamaran and settle in for a lovely sailing trip out to the reef. Once the Cat is moored, you can jump out or slide into the water and swim over to the reef.   The coral reefs of Key West lie about 7 meters offshore, and are the third largest barrier reef system of the world. There’s nowhere else in North America where you can view such an abundance of wildlife in just one location.   After about 1 hour of snorkeling and swimming, climb back on board for a lazy, relaxing sail back to the port with a nice cold draft beer in your hand. For those who want something a bit stronger, a complete cash bar will be available on board.

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Key West: Dolphin Watching and Snorkeling Eco Cruise Tour

Embark on a breathtaking adventure in the great outdoors, showcasing Key West’s marine wildlife like never before. Step aboard a state-of-the-art 45-foot power catamaran and set sail on an eco-tour designed for nature lovers and adventure seekers alike. Begin with a scenic cruise through the sparkling turquoise waters of the Gulf of Mexico and get the rare opportunity to witness bottlenose dolphins in their natural habitat. Watch in awe as these magnificent creatures swim, play, and feed, all while your guides provide insight into their behavior and the ecosystem that sustains them. Continue to the Key West Wildlife Refuge for a snorkeling adventure in the serene backcountry. Explore the underwater world as you snorkel over colorful hard and soft corals teeming with marine life, including stingrays, juvenile fish, sea fans, and more. Whether you’re an experienced snorkeler or a first-timer, the top-of-the-line snorkel gear and professional instruction will ensure you have a safe and memorable experience. As you return to the dock, relax and unwind with complimentary beer, wine, and sodas—the perfect way to cap off an incredible day on the water. For a truly magical experience, take part in a Sunset Combo tour (available seasonally), which includes champagne and an unforgettable view of Key West’s famous sunset.

From Miami: Day Trip to Key West by Shuttle Bus

From Miami: Day Trip to Key West by Shuttle Bus

Take a break from city life and revel in the breathtaking scenery and serene allure of the Florida Keys on a roundtrip day shuttle from Miami. Travel in air-conditioned comfort in a luxurious double-decker bus, then enjoy 6 hours of free time to discover the Florida Keys as you please. Head to the meeting point in Downtown Miami, then hop on board the bus and set off toward Florida Keys. Listen to your driver’s insider tips for your Key West exploration during the trip, and receive a complimentary map. Upon reaching downtown Key West, get 6 hours of free time to immerse yourself in the town's delights or find a tranquil beach to unwind on. Stroll along picturesque streets, sample local cuisine, and browse charming boutiques. Discover Hemingway's former home, wander the historic seaport, or hop aboard the iconic trolley bus. Take in the serenity of the Botanic Gardens or the vibrant Butterfly and Nature Conservatory. Afterward, return to the tour’s original starting point in Downtown Miami.

Key West: Afternoon Reef Snorkel Tour with Open Bar

Key West: Afternoon Reef Snorkel Tour with Open Bar

Spend your afternoon snorkeling in warm tropical seas surrounded by colorful fish. Enjoy expert instruction and learn about the reef’s marine wildlife from the professional crew. Your captain will select the exact location based on water and wind conditions, to give you best snorkeling in Key West. Dive into the calm waters, and see how many species of fish and coral you can find. Afterwards, grab a complimentary drink and lay on the sun deck, or cool off in the shade as you sail back to Key West. Feel the breeze in your hair and watch for dolphins playing in the ship’s wake.

From Miami: Key West Day Tour by Motor Coach Bus

From Miami: Key West Day Tour by Motor Coach Bus

Embark on a full-day tour of Key West from Miami. Feel the Caribbean atmosphere of the Florida Keys and explore at your own pace. See important sites, including Hemingway’s House, or opt to swim in the sea. Start with a 4-hour drive across 43 bridges and 31 islands to America's “Caribbean Islands,” the Florida Keys. The string of islands and islets, bordered by the Atlantic Ocean and the Gulf of Mexico, leads to Key West, the only frost-free city in the continental United States! Once in Key West, experience a Caribbean atmosphere complete with friendly street artists, lively outdoor cafés, and alfresco restaurants. Spend some time exploring Key West on your own. Book lovers might like to visit Ernest Hemingway’s House to see the former home of the famous author. Or, if you prefer, you can go to the southernmost point of the continental United States at the famous "90 miles to Cuba" Monument. Explore museums, such as the Mel Fisher Museum, the Light House Museum, or Ripley's Believe It Or Not Museum (tickets not included). Feel the pulse of Key West at Mallory Square next to the cruise ship port. You may also choose to add one of our most popular adventure activities, such as a snorkeling trip to see tropical fish, a ride in a glass-bottom boat, or the hop-on and hop-off sightseeing trolley bus (tickets not included in the price). Depart Key West at 5:30 PM for the drive back over the bridges and islands.

From Miami: Key West Tour with Choice of Water Activities

From Miami: Key West Tour with Choice of Water Activities

Join this exciting excursion to the southernmost point of Florida. Travel to amazing landmarks like the Overseas Highway 1 and unwind on the warm shores of Key West. After pickup at your hotel in Miami, head across Key Largo and the magnificent Overseas Highway 1 Key West. Cross famous bridges, including the Seven Mile Bridge Arrive at Key West before noon and enjoy ca. 5 hours on the island. Choose from various activities such as a dolphin spotting snorkel tour by boat, a snorkel tour with drinks, a glass bottom boat tour or simply enjoy the six hours of free time at your own pace.

Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Key West: Old Town Trolley 12-Stop Hop-On Hop-Off Tour

Enjoy the sun, charming setting, and clear waters of Key West on this Old Town Trolley Hop-On Hop-Off Tour, and recieve complimentary admission to the "Sails to Rails" Museum This tour covers the entire city. You can avoid the trouble of driving and parking in a new place. The trolley tour is also designed so that you can hop-on and off and explore on your own, on any of the 13 stops. Your ticket is valid for all day, so you can tour at your own speed. There are frequent pick-ups at all of the 13 stops so you’ll never have far to walk. And the Old Town Trolley conductors will be there to guide you through this tropical paradise on one of the distinctive orange and green trolleys. Be sure to take advantage of the complimentary ticket to the Sails to Rails Museum for a comprehensive overview of the Florida Keys and Key West history. It is one of Key West's top attractions and located near Stop 2. There are 13 Stops conveniently located close to many places of interest in Key West: 1) 400 Wall St: Mallory Square1a) Whitehead/Caroline St: Presidential Gates2) 280 Margaret St: Mac’s Sea Garden3) Corner of Greene/Simonton St: Simonton Row4) 430 Duval St: La Concha Hotel5) Whitehead/Petronia: Bahama Village6) 2400 N. Roosevelt Blvd: Fairfield Inn7) 3840 N. Roosevelt Blvd: Roosevelt Station8) 3755 S. Roosevelt Blvd: Hampton Inn9) 3501 S. Roosevelt Blvd: East Martello10) 1500 Reynolds St: Casa Marina11) South/Simonton St: Southernmost Trolley Stop12) Corner of Truman/Duval St: Truval Village13) Corner of Angela/Duval St: Angela Street Depot

Frequently asked questions about Key West Parasailing

What are other things to do than Parasailing that are worth visiting in Key West?

The other unmissable things to do in Key West are:

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What people are saying about Key West

Overall rating

3.9
(30 reviews)

This was an exciting and thrilling experience! The captain(forgot his name-sorry) and Keegan were very professional and very conscientious about making sure we were safe. We even went on a windy day but we felt in good hands!

THE BEST EXCURSION!!!! Will definitely return! They have several different excursions for you to choose from and the tour guides were extremely helpful and kind

Exceptionally good time. The crew were friendly and personable with a great sense humor. Highly recommend this excursion and company.

The boat crew was awesome! Super nice and funny! Good music too, and the parasailing was so much fun, I highly recommend

Quality activity. The two very nice guides. Very nice life from the sky and beautiful experience