Name: Key West Parasailing
Brand: TripShock
SKU: 2443
Price: 85 USD
Availability: InStock
Rating: 5 (9 reviews)

Parasailing

Prepare to be amazed as you fly 300 feet in the air above Key West. Experience the still tranquility while you float through the sky, high above the sea. On a clear day, you can see 12 miles in every direction! Look down if you dare and scan the glass-like waters for abundant marine life like dolphins, rays, turtles, and fishes on this Key West parasailing adventure. Book your experience today!

Key West Parasailing

How to Redeem: Print this ticket or present or order confirmation details upon arrival. Please bring a valid government issued ID to confirm your order if necessary.
Departure Details: Check-in is 30 minutes prior to departure. All participants must be present at check-in at 205 Elizabeth Street, Unit 1, Key West, FL 33040. For any issues, please reach out to your provider, Sebago Key West, at 305-294-5687.
Parking: Key West Bight municipal parking lot, located at the corner of Margaret and Caroline Streets. The cost is $3/hour or $20/day.
Gratuities: A gratuity of 15-20% is recommended for your tour guide.

Sebago Watersports

9 Reviews of Key West Parasailing - TripShock!

Key West Parasailing

Customer must cancel 24 hours prior to the arrival date in order to receive a full refund. Cancellations received less than 24 hours prior to the arrival date will not be eligible for a refund. No shows will not be refunded.

Cancel or Reschedule 24 hours prior to arrival for FREE

Prepare to be amazed as you fly 300 feet in the air above Key West. Experience the still tranquility while you float...

My husband and I took two teens parasailing for the first time. They were very nervous. The workers were very nice and explained the experience before we got hooked up. The sail lifts you off the boat deck and lands back on the deck. You don’t even have to get wet. Very smooth ride with gorgeous views.

Great Experience!!

Had a blast, guide and captain were great!

So much fun

Good time

It was my wife’s and my first time parasailing. The crew made it so fun end enjoyable. The ride was awesome and they took lots of goofy pics of us before, during and after flight.  Would totally do it again next time

Tons of Fun

From scheduling online to actually participating, everything went really well. We had a great time. The majority of our group were newbies, 1st timers, so it was really fun. The crew was excellent. The pictures were great. Can't wait to go again!

Sebago Parasailing

Best parasailing experience!! We loved the 2 guys that took us out!! They knew what they were doing and made the whole experience exciting!! Will definitely be using that company again!! That's for starting my husband Birthday out with an awesome experience that he"ll will never forget!!

Guest Service

Sebago Key West

Key West

Parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from 300 feet up in the sky! Fly high,  have the time of your life, and float like an eagle on the wind. Take in the scenery, look out for marine wildlife, or simply enjoy the ocean air as you soar. So what are you waiting for?! Spread your wings and get ready for liftoff. Book your experience today!

Smathers Beach Parasailing Adventure

Parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from 300...

This was by far the most awesome experience ever!!  The staff was friendly.  Captain Ty and his mesmerizing eyes was beyond friendly awesome amazing wonderful.  And the first mate was so helpful funny. Even though there is construction in front of their place please don’t pass this one by.  We did a lot on our trip including swimming with dolphins, snorkeling the Christ of the Abyss.  But the parasailing by far blew everything else out of the water.  I honestly can’t say enough great things about this place.  Please take the time, get through the construction.  It will be worth it!   I wish I could give this place 10 stars.

AWESOME!   MUST DO!!

Parasail

Sunset Watersports

This all-inclusive trip includes sailing, jet skis, parasailing, banana boat rides, snorkeling, kayaking, and more! You'll get to enjoy all that Key West fun over the course of 6 hours. Play all day and enjoy a full breakfast, lunch, snacks, and adult and non-alcoholic beverages. Bring your group down to the water and have a blast on this full day adventure! Book today!

Full Day Watersports Adventure with Breakfast & Lunch

This all-inclusive trip includes sailing, jet skis, parasailing, banana boat rides, snorkeling, kayaking, and more!...

Fun City

We bought our ticket about 20 minutes prior to boarding. The entire check in process was extremely smooth. We were on Boat Q 4/11/2021and let me just say, the staff was so wonderful. They all communicated so well with each other and those who partnered with them on the water (Jet Ski/ Parasailing crews). They made sure we had everything we needed (with love) and safety was definitely their number one priority. The duration was just enough time for us to play, eat, talk and even nap. Breakfast was great, lunch was even better.. I’d definitely come back with more of my family and friends and would highly recommend doing this if you’re out on the Keys!

Worth every dollar $$$

This was an absolute amazing experience for both my family and I.  It provided the best opportunity to experience everything and then some.  The crew were excellent!!!!

Amazing

Soar above an island paradise on a tropical breeze with a Key West Parasailing Adventure. Enjoy miles of breathtaking scenery and panoramic views as you rise above the clear water and spot dolphins, tropical fish, and more! Share this grand experience with 1, or even 2, of your favorite people as you experience the breathtaking views and thrilling ocean dips together! Venture out on a Key West Parasailing Adventure today for an extraordinary bird's-eye view of paradise! Book now!

Key West Parasailing Adventure

Soar above an island paradise on a tropical breeze with a Key West Parasailing Adventure. Enjoy miles of breathtaking...

We really enjoyed our parasailing experience! It went so smoothly, the driver and the young lady who prepped the harnesses were absolute pros. Very friendly, funny, engaging. Even though they must do this a thousand times, they made it fun and memorable for us. The line to the parasail is motorized so it pushes you out and pulls you in smoothly and without human effort. All harnesses, clips and life jackets were in excellent condition. Totally recommend!

First Timers!

Beautiful ride with a professional and hilarious crew! Take this trip if in Key West! Fury makes it more than just a parasail ride.

Parasailing Key West

Captain Alex and first mate Dan were very pleasant and hilarious! They made our experience so much fun especially for my 10 year old niece, Saylor. She loved it so much that she wanted to do it again once the boat returned. This is an memory  she will forever carry and we’re thankful for that.

Parasailing Key West on front

Fury Water Adventures

Embark on an all day water excursion that includes breakfast, lunch, and unlimited water sports for you and your whole crew with this Ultimate Key West Adventure. Enjoy breakfast from the deck of a spacious 65-foot catamaran as you cruise the Atlantic for a truly incredible reef snorkeling experience. Next, journey into the Gulf of Mexico where you will enjoy a picnic lunch along with your afternoon of banana boat rides, jet skiing, parasailing, and playing on an epic, brand new 3,500 square foot water park. Prepare yourself for good times, food, and fun on this ultimate water sports adventure cruise! Book yours now!

Ultimate Water Sport Combo Package with Breakfast & Lunch Buffet

Embark on an all day water excursion that includes breakfast, lunch, and unlimited water sports for you and your whole...

My wife and I went on the ultimate adventure and we had a blast! The crew was knowledgeable and accommodating and did an impressive job at organizing all of the different groups into the various activities throughout the day. Would highly recommend this to anyone who enjoys water sports

Excellent time

If you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the blue skies over Key West's eclectic and colorful downtown and see everything from 300 feet in the air! One of the most extreme and stunning activities around, so take in the scenery, look below for mesmerizing marine wildlife, or simply enjoy the salty ocean air as you soar. So what are you waiting for? Book today!

Downtown Parasailing Adventure

If you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the...

Had a great time with the crew. They were very nice and talked with us like we were old friends. I just wish the time in the air was longer but I understand the constraints of money and all that.

We had a fantastic time. The staff was great and took good care of us.

Awesome

Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Parasailing. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. Jump on a paddleboard, kayak or hobie cat and explore the coast. Cruise through the crystal clear waters as you explore the largest beach in Key West. This pass includes your choice of a parasailing ride or chair & umbrella. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!

Beach Pass Watersports Package with Parasailing

Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Parasailing. Capture the...

Love the activities available wish the weather would have been better but no fault there people were nice

Don't miss your chance to “Do it All” with a daylong Watersport Adventure Package with Parasailing in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day, your way with this Do It All Water Sports Adventure Package with Parasailing. Book today!

Do It All Water Sports Adventure Package with Parasailing

Don't miss your chance to “Do it All” with a daylong Watersport Adventure Package with Parasailing in Key West. This...

Great day in the water parasailing, swimming, snorkeling and water slides.  Took my 13 and 15 year old nephews.  Very affordable for all the activities.  Staff was very attentive and knowledgeable.  Felt very safe!  Highly recommend.

All Day Excursion in Key West

Excellent all around.Staff very knowledgeable. Only complaint is that you should let people know to bring cash or have Apple Pay or Venmo on their phones. We had no cash with us. We understand that the crew relies on tips. We felt awful. We even said that we would send a very generous tip when we got home. The bartender ( I’m sure has gotten stiffed on tips before) was a little nasty when we told her of our predicament. She even chased after us when we were leaving. I was able to get Venmo on my phone so everyone got a tip

Excellent but one complaint

Absolutely fantastic experience from start to finish. We loved all of the activities and had a blast doing each and every one. The staff was extremely knowledgeable and courteous. They were the perfect mix of professional AND fun!  Probably the highlight of our entire trip!  A big thanks to everyone involved!!

AMAZING

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!

Champagne Sunset Catamaran Cruise

Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...

We loved this relaxing experience. Bring sunglasses for before the sun sets. Fantastic staff.

Beautiful!

No issues, super easy and crew easy going and professional, very safe

Excellent cruise

The sunset cruise was amazing! The boat was clean and crew was awesome. There were other boats and the captain did great job of keeping us where we could see the sunset and get pictures. The crew were friendly and helpful. It was a relaxing trip with an amazing view!

Sunset cruise

Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!

Glass Bottom Boat Reef & Eco Tour

Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom...

Reef Tour

Amazing experience . The guide was very knowledgeable about the marine life and reefs . Had a good view of the under water marine life including fish and turtles

Excellent

My husband & I went on the Glass Bottom Tour in Key West & it was so wonderful to learn about the Coral Reef which is quite large & important to the Ecosystem m! Our guide, Keith explained that the coral reef was a living organism & not a plant. He told us about the different types of coral which was very interesting @ informative. Great tour & I recommend it!

Very informative tour

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones, then this is the perfect cruise for you. This Key West Sunset Dinner Cruise allows you to have it all. Experience a delectable dinner and drinks out at sea with a friendly crew and dine on tropical-inspired featured dishes like Roast Pork with heavenly Cuban Bread followed by fried plantains. Your meal is prepared fresh on board and your catamaran features a fully stocked bar and comfortable seating in a climate-controlled cabin. So, get out on the water and dine, drink, and dance away the day on this classic Key West Sunset Dinner Cruise. Reserve your spot today!

Key West Sunset Dinner Cruise

If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...

Great property, great staff, overall awesome experience. Appreciate the great hospitality on my first trip to Key West.

Super Dope!!!

It was a wonderful time and the staff was great and very welcoming

Great

Great experience, I would definitely recommend, over the top hospitality

Sunset dinner cruise

Destin

Give the gift of lasting memories with a TripShock gift card! Able to be used on any activity anywhere in any TripShock destination! Whether you want to snag this great deal for yourself or get it on the savings for your friends or family, hop on this amazing gateway to experience today for a chance at catching "the big one" on a deep-sea fishing adventure or at exploring haunting and rowdy New Orleans on a carriage tour. There is always something for everyone to enjoy on the TripShock marketplace. Do NOT miss out on this once-a-year Black Friday Sale! Grab your deal today!

TripShock Gift Card

Give the gift of lasting memories with a TripShock gift card! Able to be used on any activity anywhere in any TripShock...

TripShock Gift Cards

If you're looking for the best angling adventure in Key West, then this 6 hour Party Boat Fishing Trip is the one for you! Cruise brilliant blue waters as your expert captain and crew put you on the fish! Enjoy the thrill of the catch as you reel in a shot at record-breaking snapper, grouper, cobia, amberjack, and more. Learn expert tips and tricks, as well as local secrets that will ensure you have the trip of a lifetime! Book today!

Key West Party Boat Fishing Trip (6 Hour)

If you're looking for the best angling adventure in Key West, then this 6 hour Party Boat Fishing Trip is the one for...

The boat takes off from Key West at an easy to find and free parking location which cannot be said for many other activities in Key West. 
The  boat was clean, the equipment was a little worn but serviceable. The crew was friendly, helpful and available to help with removing landed fish.  
They filleted our catch nicely to take  home and cook that evening.

Simple Fun

My husband and son had a great time fishing.  They loved the boat and the vibe.  Would definitely do it again!!

Great trip caught plenty just wish they were bigger! Great captain and crew, will go again next time I am in Keywest

Fishing

Gulfstream Fishing, Inc.

Adventure out and join this Guided Backcountry Paddle Tour of Key West's lush island mangroves. Choose from a paddleboard or kayak and enjoy the sheltered, calm water of the mangrove ecosystem. See the wonders of this unique habitat as your experienced nature guide highlights the plants, animals, and marine-life it contains. If you seek a relaxing and authentic retreat, book this unique paddle adventure today.

Guided Backcountry Paddle Tour

Adventure out and join this Guided Backcountry Paddle Tour of Key West's lush island mangroves. Choose from a...

My husband and I went kayaking in the mangroves in Key West for our honeymoon. This was such a relaxing activity and it was nice to learn about Key West from a “Conch.” I highly recommend!

Kayak the Mangroves

Wonderful experience with a very knowledgeable guide. Thank you for the opportunity to be taught about the echoes system. Would recommend this tour to anyone! Well worth the two hours and the cost was very reasonable.

Wonderful experience

Guide was fantastic - very knowledgeable and friendly. Would definitely recommend!

Great experience

Key West Eco Tours

Enjoy this Rum Runner Downtown & Island Tour and get out on the water for some fun in the sun. Cruise the gorgeous water on the best value bar boat in Key West and give a cheer for every gorgeous sight you see. Perfect for you and up to 15 of your crew to kick back and chill or snorkel and swim at the stop at Wisteria Beach. See Sunset Key, Wisteria Island, a 100-year-old shipwreck, and more. You can BYOB and/or sample rum on board. So, don't miss the boat! Book this experience today!

Rum Runner Downtown & Island Tour

Enjoy this Rum Runner Downtown & Island Tour and get out on the water for some fun in the sun. Cruise the gorgeous water...

Lagerheads Watersports

Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green Flash." Experience the magic and romance of sailing at dusk as you sip champagne and watch for dolphins and other marine wildlife in the surf. Your friendly captain and crew will teach you the basics of sailing and even let you take the wheel. So, take a turn at the helm of one of the fastest schooners in the United States, book today!

Key West Sunset Sail on America 2.0

Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green...

The crew was extremely knowledgeable, very professional, personable great fun!!

Amazing Experience

Everything was perfect!  The crew, the weather, the water and sunset all made for a great experience.  Highly recommend!

Everything was perfect!

Had a wonderful time! Great crew took good care of us and gave my husband a turn at the wheel

Sunset Sail

Classic Harbor Line Key West

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local...

Well organized, on time, fun cruise! The crew, the boat, and the music were terrific. We thoroughly enjoyed it!

Great sunset cruise

Sunset sail

Nice sail out of harbor, staff very nice and helpful.  More variety on premium beers would be nice.  Toilet wouldn't flush and smelled aweful!

Nice evening

Old Town Trolley Tours allows you to get off at any of its convenient stops. When you're ready, just re-board and it's on with the tour!
Find out where to dine, shop, and just relax and have a good time. The Old Town Trolley Tours are Key West's most comprehensive tours, covering over 100 points of interest. The guides have been extensively trained and are proud to share the history, lore, and legends of Key West. Don't miss out, book your spot today!

Old Town Trolley Tours Key West

Old Town Trolley Tours allows you to get off at any of its convenient stops. When you're ready, just re-board and it's...

I started to buy these tickets from Carnival Cruises but decided to look for them at a cheaper price and that when a came across Tripshock. After some research to make sure this company was legit, I called customer service with a few questions and then purchased the tickets online for about $15 less per ticket. The only problem I encountered was on Key West itself. The day we arrived the entire city was having internet and cellular issues so I could not pull the voucher up on my phone. After about 30 minutes trolley company somehow figured out how to see my confirmation and voucher numbers and I went on my merry way.

Found cheaper tickets

Good; fast, professional and true, thanks

All drivers were very knowledgeable.  Trolley was very dependable when needed. Great way to experience Key West

Very dependable

Historic Tours of America Inc. Key West

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset...

We loved the dolphin sunset cruise! We were in the right spot and saw about 20 dolphins. It’s August so it was very hot when the cruise started. An hour in it was much more comfortable!

So many dolphins!

It was super fun. The sangria was fabulous, the staff was very nice. We saw a family of dolphins. The sunset was out of this world. I totally recommend it. It was definitely worth the money.

The experience was wonderful! Saw so many dolfins! Food and drinks were good. And the sunset was amazing!!! Crew was great.  Friendly and ready with drinks. And the music was really good too. Would highly recommend!!!

Couldn't have gone better!

Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around the world. Rated one of the top two sunset tours in all of North America by Coastal Living Magazine, this luxurious Wind and Wine Sunset Sail on a historic Schooner will not disappoint. Make some new friends, enjoy tropical music, and delight your palate as you watch the sun melt into the water. Book your spot today!

Wind and Wine Sunset Sail

Sail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around...

A wind and sail

A perfect 2 hour smooth sunset sail on a beautiful boat with experienced captain and crew! Plenty of a variety of wines to go around paired with tasty hors d’oeuvres. Would highly recommend!

Key West Parasailing

Key West Parasailing

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