Take our bus tour from Miami to Key West, where you will enjoy spectacular aerial views of this tropical paradise while on a deluxe parasailing adventure!
Free WiFi is available on the coach!
Pickup and Drop off from most Miami hotels
6 hours on the tropical island of Key West
Amazing Parasailing Adventure!
Take a tour to Key West, across the stunning Overseas Highway. On this trip, you'll get to do some sightseeing, take some photos, and parasail over Key West!
Take this 4 hour ride across 43 bridges and 31 islands to the "America's Caribbean Islands." The Florida Keys, a string of islands and islets bordered by the Atlantic Ocean and the Gulf of Mexico. Once in Key West experience a Caribbean atmosphere complete with street artists, outdoor cafes and restaurants. Spend some time & explore Key West on your own. You may visit Ernest Hemingway’s House, The Southernmost point of the continental U.S.(the famous "90 miles to Cuba" Monument), The Mel Fisher Museum, the Light House Museum, Ripley's Believe It Or Not Museum or Mallory Square to mention a few. You may also choose to includes one of our most popular choices of things to do while in Key West as the snorkeling trip, the glass bottom boat ride or the Hop on Hop off trolley.
Our air-conditioned motorcoach offers complete comfort for your journey. Sleep, or take pictures of the beautiful Atlantic Ocean and Gulf of Mexico. The trip crosses the 7-Mile Bridge featured in movies like "Bad Boys," "2 Fast 2 Furious" and "True Lies."
Don’t miss out on this amazing experience.
Reservations are REQUIRED for all bookings
Book Your Package On-Line and Receive Your Confirmation
Departure point: Detailed check-in instructions - including address, Google map, and parking information - will be included in your final confirmation email.
Duration: 6 Hours in Key West
Check-in time: Please check in 30 minutes before the activity start time.
Round trip transportation from Miami
6 hours in Key West
A narrated tour of the Florida Keys
Awesome parasailing flight - see Key West safely from the air!
What To Bring
Confirmation Voucher (printed or mobile)
Any required or suggested items listed on your confirmation email.
Likely To Sell Out
Spaces are extremely limited this time of year so book early to ensure the date you want.
Voucher Confirmation Info
This tour accepts both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.
Local Operator Information
Complete operator information, including local telephone number, will be included on your Confirmation Voucher.
Frequently Asked QuestionsFAQ
Are gratuities (tip) included in the price?
No. On most Cool Key West tours and activities with guides, mates, captains, and assistance, tips are not included. Our general recommendation is 18-20% when you enjoy a quality service experience.
Are my credit card details safe?
Your information is safe with Cool Key West. We take data protection very seriously and have a 100% secure checkout for all transactions.
1) We use SSL to encrypt all data on the website and use a tokenized processing system from Stripe.
2) Stripe has been audited by a PCI-certified auditor and is certified to PCI Service Provider Level 1.
3) Our servers are monitored 24/7 for malicious activity and unauthorized access attempts.
Are there any weight restrictions for parasailing?
Minimum weight to fly alone is 90 lbs; not exceeding 450 lbs in tandem or triple (the captain may change these safety restrictions due to weather conditions).
Are there beaches in Key West?
There are several beaches in Key West, with the most popular being located at Fort Zachary Taylor State Park. Key West is a great watersports destination, so bring a bathing suit and sunscreen, if you plan to get wet.
Can I book an activity and leave it open dated?
The majority of travel services provided by Cool Key West must have a pre-booked date designated in order for the activity to cater for passengers. Exceptions to this are attraction passes, hop on/hop off buses and trolley tours.
Can I book this activity when I get there?
Cool Key West activities can only be booked online. It is recommended you pre-book your travel service to avoid disappointment as many of our tours and products are popular and can be sold out early. Therefore, visitors are encouraged to pre-book to ensure a satisfying, worry-free vacation.
Can I bring luggage on the bus?
Yes, you may bring one piece of luggage and one carry on bag, per person.
Can I go to Key West for more than one day?
Yes, for a multi-day vacation, book the Key West Overnight Trip. We’ll take you down for as long as you like and bring you back to Miami when you’re ready.
Do I need to print my ticket?
No, a printed receipt is not necessary to board the bus. The driver will have your last name on the manifest and be expecting you.
Do we stop on the way to Key West?
It depends. If passengers wish to take a break, we will stop at the McDonalds in Tavernier at approximately 9:00 AM. There is also a convince store and a grocery store in the same vicinity.
Do you have to know how to swim in order to parasail?
Although it is best for you to be comfortable in the water, you do not have to know how to swim. Each guest is provided with a buoyancy compensator (BC) that will assist with flotation.
Do you offer Wi-Fi on the drive to Key West?
Yes, we are pleased to offer free onboard WiFi. Due to the nature of the technology, we are not responsible for interruptions of service that are beyond our control.
How do people dress in Key West?
Key West is super casual. A sundress for ladies and khaki shorts for the gets is as dressed up as anyone usually gets.
How high is the parasailing in Key West?
That is the legal amount allotted due to proximity to the airport is 300 – 350 ft.
How long does it take to drive to Key West?
The road trip takes about 4 hours. Driving the Overseas Highway is a one-of-a-kind experience. You will see some of the most spectacular scenery in the State. You will literally be driving right over the ocean and across a thin chain of islands and bridges, including the famous 7-Mile Bridge. These bridges connect 34 islands that make up the Florida Keys.
How much free time do we have in Key West?
You’ll have approximately 6 hours to explore Key West at your leisure.
I am unable to locate the check-in. What should I do?
If you arrive for your activity start point and you are unable to locate the check-in location, we first recommend calling the local contact phone number found on your confirmation email. If you are unable to reach the local contact, we will be more than happy to help you out.
Is there a driver and guide on board for the to and from journeys?
Yes, there is a driver/guide on board for the journeys to and from Key West.
Is there an age requirement for parasailing?
Yes, the minimum age to parasail is 6 years old. Participants under the age of 18 must have a parent or guardian sign their liability waiver prior to boarding the vessel. Minimum weight required to parasail is roughly 90 pounds. If the flyer is less than 90 pounds, they will simply fly tandem with someone not to exceed roughly 450 pounds combined weight. Weight requirements may change on any given day due to the wind conditions. At Cool Key West safety is our number one priority
What are some good items to bring on the drive to Key West?
Here are some good things to bring to keep you comfortable on the trip: a smartphone, tablet computer, MP3 player, books, magazines, camera, snacks, sleeping shades, and a travel pillow.
What do I need to show at check-in?
Cool Key West activities accept both printed and electronic vouchers (e-vouchers). You can either print the voucher and present a paper copy on the day of travel. Or, if you travel with a mobile device, simply show your Photo ID and present your voucher on your Smartphone or tablet on the day of travel.
What is the weather cancellation policy?
If the Miami to Key West Day Trip with Parasailing must be canceled due to bad weather, and you cannot go on another day, you will be issued a full refund by Cool Key West.
What is there to see in Key West?
You’ll have approximately 6 hours to explore Key West. Famous for its history, this tropical island is home to famous landmarks such as the Southernmost Point in the United States, Mel Fisher’s Treasure Hunting Museum, Ernest Hemingway’s House with the 6-toed cats, Fort Zachary Taylor, and a spooky above ground cemetery just to name a few. There’s also fun water activities, like snorkeling, a glass bottom boat ride, jet ski tours, and parasailing.
When do I need to arrive for check-in?
Unless otherwise noted, please arrive for check-in 30 minutes before your Miami to Key West Day Trip with Parasailing begins. The exact start time may be based on your chosen options and will be noted on the confirmation you receive after booking.
Where can I park my car?
Detailed parking instructions for Miami to Key West Day Trip with Parasailing will be included in your confirmation email.
Where is the meeting point for this activity?
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Miami to Key West Day Trip with Parasailing will be included in your final confirmation email from Cool Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes it way to you!
Will I get seasick on Miami to Key West Day Trip with Parasailing?
If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.
Will you pick me up from my hotel?
Yes. Free pick-up is available from all hotels in South Beach, Miami Beach, and Downtown Miami.
Will you take me back to my hotel after the tour?
Yes, after the tour, we will return you back to the hotel that we picked you up from. Cool Key West offers complimentary drop-off service to all hotels in Miami Beach and Downtown Miami.
Miami Beach, Florida Detailed check-in instructions – including meeting point address, Google map, and parking information – for will be included in your final confirmation email from Cool Key West. Please be sure to double and triple check your email address is correct at checkout so this important email makes it way to you!
Average 4.79 out of 5 stars based on 14 verified reviews from Cool Key West.
July Magalong, Mar 2020
Loved this parasailing experience!!! Mike & Captain Chris are fun folks.
Our Response, Mar 2020
July, thanks for sharing your experience on the Miami to Key West Day Trip with Parasailing. We're glad Capt Mike and Chris had helped in making your trip memorable. We have other water sports activities like snorkeling, Kayaking, Jet skiing and more! Feel free to reach out to customer support for any future plans. Thank you for booking your tour on Cool Key West. We hope to see you again soon!
Well worth the money!
Rufus Black, Dec 2019
Whether you’re a beginner or have experience riding a wave runner they make sure you will have fun. Staff was fun and nice
Our Response, Dec 2019
Rufus, thank you so much for your positive feedback and for taking the time to post this review on the Miami to Key West Day Trip with Parasailing. We're glad that you enjoyed your activity. Thanks a lot for booking your tour on Cool Key West, we look forward to seeing you again.
Best experience ever
Kris Holmes, Dec 2019
Fun fun fun. Went by too fast. Everyone has to try it.
Our Response, Dec 2019
Kris, we are grateful that you took the time out to leave us a review for the Miami to Key West Day Trip with Parasailing. We are glad that you had fun doing parasailing here in Key West! Thanks a lot for booking your tour on Cool Key West, we look forward to seeing you again.
Nathan Powell, Nov 2019
We had a awesome driver that gave us details on the tour! He was friendly,polite and most of all he cared for his passengers! The bus was nice and clean.
Our Response, Nov 2019
Nathan, thank you so much for your kind words. We really appreciate you taking the time out to share your experience with us. We are so glad that our driver made your experience so memorable. We’ll be sure to share your great review with him, also we're delighted to hear that you had a great experience for the Miami to Key West Day Trip with Parasailing. Thanks a lot for booking your tour on Cool Key West, we look forward to seeing you again.
Judith Beckstead, Oct 2019
My first time parasailing and I had a great experience. The crew was excellent and very friendly. We had a great experience and would definitely recommend it to any of our friends travelling to Florida.
Our Response, Oct 2019
Judith, thanks for leaving feedback on the Miami to Key West Day Trip with Parasailing. Good to hear that you had a great experience during your first parasailing activity here in Key West! We're also glad that the crew was able to assist you well, we'll definitely share your review with them. Thanks for booking your tour on Cool Key West, we hope you'll stop by again soon when you're in.
Its was a well organized and punctual trip. Parasailing was awesome. Key west.is nice
Tjitrawatie Algoe, Sep 2019
Parasailing is awesome with captain Chris and Matt. The glass boot tour is also a must do.
Our Response, Sep 2019
Tjitrawatie, thanks for leaving feedback on the Miami to Key West Day Trip with Parasailing. It's nice to know that you had a great experience during your parasailing activity here in Key West! Also, thanks for your kind words for Chris and Matt, we'll definitely share your review with them! Thanks a lot for booking your tour on Cool Key West, we look forward to seeing you again.
Scarlet Figueroa, Sep 2019
Bus pick us up and left on time. Comfortable bus for such a long trip. Excellent customer service overall a great experience.
Our Response, Sep 2019
Scarlet, thank you so much for your positive rating for your recent visit to Key West. We are glad that you had an awesome experience on the Miami to Key West Day Trip with Parasailing tour. Thanks a lot for booking your tour on Cool Key West, we look forward to serving you again in the future.
Amber Knotts, Aug 2019
Para sailing off a boat...absolutely the greatest feeling, fun and beautiful ocean with so many colors, a great experience and a great crew.
Our Response, Aug 2019
Amber, we are grateful that you took the time out to leave us a review on the Miami to Key West Day Trip with Parasailing. We are very pleased to know that you had a great experience during your parasailing activity here in Kew West! Thanks a lot for booking your tour on Cool Key West, we look forward to seeing you again.
I’m just content to have conquered my fear!
Shawn, Aug 2019
I’ve been seeing people go parasailing for years but it was only during my recent trip that I mustered enough guts to actually do it myself. Boy, was that worth it! Parasailing was a beautiful experience – yes, that’s right – I described it as beautiful! I thought it would be scary at first but you actually feel that you’re just gliding through the air.I enjoyed the ride and most of all, I was the one who was up in the air for awhile. Would I do it again? Probably! If I have the chance again. But for now, I’m just content to have conquered my fear. – Shawn
Our Response, Aug 2019
Shawn, thanks so much for sharing your experience with us on the Miami to Key West Day Trip with Parasailing. We are delitghed to know tou had a great experience during your parasailing activity here in Key West, and sharing your awsome accomplishment on conquering your fear, congratualtions! We are so glad you enjoyed your activity on Cool Key West and we had the opportunity to help make your vacation so much fun. See you again!
There was actually three options available in parasailing.
D. Smith, Aug 2019
There was actually three options available in parasailing. You can go solo, tandem, or triple. I chose to go on my own because my buddy wouldn’t go with me. Parasailing is actually something that looks terrifying but actually isn’t. It was a pleasant ride and I had a great view of the ground from where I was. But the truth is, I expected a bit more excitement – maybe it’s just me.I can’t complain about any aspect of the ride though. The guide was very thorough in making sure I knew what to do. Overall, it’s been a pretty good and I would do it again.
Our Response, Aug 2019
D., thanks for taking the time and effort to leave a review for the Miami to Key West Day Trip with Parasailing. We're glad that you had a great time during your parasailing activity. We are looking forward to seeing you again here in Key West! Thanks a lot for booking your tour on Cool Key West.
Still have questions?
We’re here to help. Call (855) 274-1023 to speak with a Destination Specialist.