Name: Downtown Parasailing Adventure
Brand: TripShock
SKU: 3586
Price: 71 USD
Availability: InStock
Rating: 5 (2 reviews)

Parasailing

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

PLEASE ARRIVE AT LEAST 45 MINUTES PRIOR TO YOUR SCHEDULED DEPARTURE TIME TO CHECK IN
How to Redeem: Print ticket or show the confirmation details on your mobile device to join the activity. Please have a valid ID to confirm the order if needed. 
Parking: Paid metered parking is available nearby. 
Departure Details: Check in at the Sunset Watersports Beach Hut located at 201 William St, Key West, FL 33040. Please arrive at least 45 minutes before departure. Departs on time. Any issues, please contact provider, Sunset Watersports at 305-296-2554.
Gratuities: Although not required, it is customary to tip your tour guide 18-20%.

201 William St

2 Reviews of Downtown Parasailing Adventure - TripShock!

Downtown Parasailing Adventure

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

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

Sunset Watersports

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 lift off. 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

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

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 unlimited water sports for you and your whole crew with this Ultimate Key West Adventure. Enjoy complimentary snacks and drinks from the deck of a spacious 65-foot catamaran as you cruise the Atlantic for a truly incredible experience. Next, journey into the Gulf of Mexico where you will enjoy an 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 Adventure H2.0

Embark on an all-day water excursion that includes unlimited water sports for you and your whole crew with this Ultimate...

This was a great excursion,  and we were impressed.  The crew was awesome & in sync.

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

Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The Sandie Cat is Key West's newest and fastest snorkeling catamaran, which means less time wasted and more time for exploring the deep blue sea! Join the crew as they hoist the sail and get you and your family and friends out for a true Key West experience. Enjoy a complimentary breakfast, as well as unlimited mimosas (mango, strawberry & orange) & unlimited draft beer, in this all-inclusive snorkel experience. Reserve your spot today!

Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The...

The crew was fantastic! Knowledgeable, personable and made sure everyone had a great time. This activity is great for everyone whether you enjoy snorkeling or not. So much fun and I would definitely do it again.

Great Experience

If you only do one thing in Key West, this is it.  It’s fun, relaxing, and always a great time.  The trip was beautiful and the staff was amazing!

Key West must!

The absolute best time to take a snorkeling trip in the Keys is Sunday morning.
 Our boat, which will often carry over a 100 people, had about 20 making this a phenomenal experience.
Great crew
 Very knowledgeable and engaging.

Best time to snorkel

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

Sebago Key West

Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this nightlife experience. You can dance the night away to live music while you sail the calm waters. Enjoy the best seat in the house with all of the good time essentials like draft beer, live music, open well bar, and appetizers. Book your spot now!

Sunset Sip and Sail with Open Bar and Live Music

Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...

Everything was awesome! We were able to book the Sunset Sip n Sail the day of the event and the weather was sublime! Yummy rum bunch and plenty of it greeted us along with a variety of hors d’ouvres. I would have preferred more mellow, romantic  music -Caribbean or Sinatra-at that hour but one gal enjoyed the humpety hump quite a bit! Overall-5 stars!!

Sunset Sip n Sail

Tiffany was amazing.  Scheduling was a breeze with her.  Definitely recommend using her

Key West Sunset

Tiffany was a huge help in booking our dinner cruise for us in Key West!! We had a great time with wonderful food and entertainment! Highly recommend.

Dinner cruise in 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.

Excellent

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!

Get out early and experience nature at its finest with a half-day island adventure complete with sailing, kayaking, and snorkeling all in one. You will see an incredible array of birds, fish, and other regional wildlife while you explore Key West's backcountry and take in all the natural beauty around you. Live the island dream as you set sail in a 65-foot schooner, then kayak through the mangrove forests and snorkel the blue waters. Book today and let your adventure begin!

Morning Half Day Sail, Snorkel, and Kayak Excursion

Get out early and experience nature at its finest with a half-day island adventure complete with sailing, kayaking, and...

What a great way to spend the morning in paradise! The crew was fantastic, blending history, ecology, and fun in a 55 foot sailboat adventure. Loved going through the mangrove hideout in a kayak!

Danger Charters Sail, Snorkel, Kayak Tour

The crew was super friendly, the boat accommodated the tourists nicely and the gear was clean and well cared for.  We both like to learn about the area in which we are traveling and Dan, Maryann and Bronit(sp?) we’re exemplary!  Great service all day- from info, cold drinks flowing, appetizers and getting everyone in their equipment.  Absolutely recommend this his!

Great day on the water!

My family and I had an absolute wonderful time! The only regret was it was only a 1/2 day trip instead of a full day. The crew (Braza, Brad and Gannon) were so professional and knowledgeable and made an extra effort to make sure everyone was comfortable, safe and having an awesome time with each activity. The boat was in ship shape order, as were the kayaks and other equipment. One of the highlights of our trip to Key West! Hope to get back down to the Conch Republic and Danger Charters again sooner than later!

Danger Charters was great!

Danger Charters

Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package 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. Book today!

Do It All Water Sports Adventure Package

Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive...

Great crew! Great time! Really outstanding!

Best time ever

Was a truly great experience. We had roughly 70-90 people on our party boat. The crew was amazing at making sure not only everyone was having a great time but safe as well. We were in two rainstorms they did a great job of getting us out and back in the water and continuing our tour with exceeding expectations. Highly recommend anyone, couple, or family to attend this great experience. Also parasailing was amazing and the photos they capture are 100% worth purchasing. Even a six year old little man wanted to go again the moment his feet touched the boat. Thank you all for the amazing time.

Also loved knowing this company is family owned !

Highly recommended!

My son and I had an great time. There is plenty to do throughout the day. Don't forget your sunsun. I would definitely do this again.

Awesome Deal

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book your experience today!

Live Music Sunset Cruise with Cocktails Included

Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West,...

My daughters and I had a really good time! Mathew and his crew were excellent! Thank you!

Sunset cruise 8/4/23

Both my wife and I had an amazing experience with your crew and cruise, food , and drinks were amazing!!!     Music was great , will definitely be seeing you again!!!

Cruise with cocktails

We had a fantastic time. The crew was great , thoroughly enjoyed the band. Would definitely recommend this cruise  to friends.

Downtown Parasailing Adventure

Downtown Parasailing Adventure

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