Key West Ultimate Beach Pass with Parasailing

Key West, USA

Great choice

10+ bookings last month.

8 hours (approx.)
Mobile ticket
Offered in: English

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Overview

Smathers Beach is the largest public beach in Key West and one of the best playgrounds of watersports in the Florida Keys. This Key West Beach Pass is the ultimate ticket to fun in the sun. Do more than swim and suntan with access to multiple watersport activities. Kayaks, rafts, tubes, paddle boards, and Hobie Cat sailboats are available. This pass also includes a thrilling parasail ride.

A great activity for cruise ship shore excursions
Take photos at the popular Mile Marker 0
Enjoy access to watersport activities without wait
This family-friendly activity will keep all-ages in smiles

What's Included

Kayak – Paddle at your own pace and explore scenic surroundings.
Paddleboards – Test your balance while gliding over crystal-clear waters.
Inflatable Rafts and Tubes – Perfect for lounging and relaxing in the sun.
Hobie Cat Rentals – Sail the turquoise waters for a unique Key West adventure.
Parasail Flight – Soar above Key West’s coastline for unforgettable views (included in your pass).
Exclusive All-Day Pass – Access Key West’s best activities with unlimited use

Gratuity

Meeting and Pickup

Meeting point

S Roosevelt - La Brisa
Key West, FL 33040, USA
Check in on Smathers Beach in Key West. We have 2 beach huts available for our guests with all of the activities.

End point

This activity ends back at the meeting point.

Operating hours

01/04/2022 - 04/09/2027
Monday - Sunday : 9:00 AM - 5:00 PM

What To Expect

Smathers Beach

Additional Info

Confirmation will be received at time of booking
Wheelchair accessible
Stroller accessible

Near public transportation
Most travelers can participate
This tour/activity will have a maximum of 105 travelers

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Featured review

Janiyah_W

Great experience with my significant other, can’t wait to come back and do it again. The staff were amazing. Very Fri and professional.

Reviews

4.0

based on 25 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Sunny Days

Kristen_F, Aug 2025

My family enjoyed the hobby cat, parasailing, raft, paddleboards and donut float. I was not able to enjoy the parasailing because there was a large, dead tarpon on the shore, while we waited for half an hour for the boat. I got too nauseous. However, the hobby cat was so fun that my family took it out twice. I loved lounging in a donut and snorkeling. My daughter enjoyed paddleboarding for the first time! Overall, it was a nice day!

Response from Host, Aug 2025

Thank you for taking the time to share your experience with us! We're so glad to hear that your family enjoyed the variety of activities — from the Hobie Cat to paddleboarding, snorkeling, and relaxing on the donut float. It’s always great to hear when someone tries something new, and we’re thrilled your daughter got to enjoy paddleboarding for the first time! We do want to sincerely apologize for the unexpected encounter while you were waiting to parasail. While we can’t always control what nature brings to the shoreline, we understand how that could affect your experience and appreciate your understanding. Thank you again for spending the day with us — we hope to welcome you and your family back for another fun adventure soon!

Awesome parasail, ok beach day

Kayla_R, Jan 2025

The parasail itself was excellent - the staff did a great job and took some really fun pictures of the group and the view of Key West during the parasail was awesome. However, I wish I had just booked it alone without the full beach pass. Hobie Kat was not an option if you didn't have prior sailing experience. The rest was largely unavailable most of the day as it was in use. We did get chairs which was nice but could have gotten for way less than the full beach pass. The beach was full of Portuguese man o' war so it was difficult to get to do much in the water.

Disappointed

Barry_M, Dec 2024

Not anyone's fault, but entire experience was canceled without notice after driving 4 hours to get to the experience. Not happy about it

Sunset Watersports was a bit of paradise in Key West

Eric_S, Aug 2024

The ultimate beach pass with parasailing was a great treat for our entire family. We had a wonderful time on the beautiful Smathers Beach with access to the kayaks, paddle boards, tubes, chairs & umbrellas and hobie cat small sailboats. However, it’s important you know two things. First, you must either already have experience to take out the hobie cat or pay more for a lesson otherwise you won’t be able to use them even though you pay for it originally as part of your package. If you flip the sail boat and the employees need to come help you it will costs you another $50 each time. Second, in order to use any of the other equipment I listed above, you’ll need to leave a credit card with the attendants as a security measure to make sure you don’t run off or damage their equipment. Our absolute favorite part of the day was the parasailing because the experience was so incredible. The captain of the boat and his assistant were simply awesome at all levels and explained everything so well that it took all possible fear of doing it out of the equation. Don’t miss the opportunity of doing this activity or you’ll regret it. Lastly, I met one of the owner’s of the company and learned that he is an awesome guy who REALLY cares about customer service and the overall experience his company sets out to provide his clients and been doing so for over 40 years now. Thank you Richard for making sure everything worked out as planned during our short two day family visit. We’ll see you again in October for more fun in the sun and paradise called Key West, FL.

Fantastic experience!

ADEDOYIN_A, Aug 2024

My family and I had a wonderful experience. The guys that took us for the parasailing were so nice. We highly recommend them.

Love love love

Amanda_R, Jul 2024

The parasailing was so calming and gorgeous! The guys made it so fun and such a happy experience! They made you feel welcomed and encouraged so much fun!

Response from Host, Jul 2024

Thank you for your wonderful review! We're thrilled to hear that you found parasailing calming and gorgeous, and that our team made it such a fun and happy experience for you. Making our guests feel welcomed and encouraging fun is what we strive for. We hope to see you again for more memorable adventures!

Great experience with my...

Janiyah_W, Mar 2024

Great experience with my significant other, can’t wait to come back and do it again. The staff were amazing. Very Fri and professional.

Beach day with some sailing

Paul_C, Mar 2024

The guys working there especially Shy were really friendly. They helped us with the cataterman and paddle boards

Was not able to enjoy due...

Marlene_S, Nov 2023

Was not able to enjoy due to cancellation because of the weather. The weather was rainy and windy. Unable to parasail or use water toys.

Response from Host, Nov 2023

Greetings, We do apologize that the weather caused the cancellation. If we cancel the trip/tour our guests get a 100% refund. If you did not get a refund please give our office a call at 305-296-2554, unfortunately I do not have any of your information from this review.

An amaizing experience

Karen_P, Jul 2023

The experience was wonderful! The only thing when we were doing that parasailing the guy who was putting on the equipment was rude with my family bc we were a big group and we changed decisions about who was doing the rides, the rest of the staff was amazing.

Response from Host, Jul 2023

Karen, we are Glad that your experience was Wonderful!! We apologize if you feel that the guy putting on the equipment was less than nice in your opinion, but please note that there is Only 1 hour to leave the shore, get to the area to parasail, and allow for Everyone to get a chance to enjoy the experience and get back to shore in a timely manner. So, if there was Indecisiveness with your group, than that would cause pressure on him, so please be understanding of the situation that our staff had to deal with. Thank you.