Sunset Watersports was a bit of paradise in Key West - 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! - 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 - 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!

Parasailing - Our two teenage sons went parasailing and had a blast. We would definitely recommend using Sunset Watersports. We used them to go snorkeling and jet skiing as well. All trips were first class

Great Experience, highly recommend at Smathers Beach - My wife and I really enjoyed our experience with Sunset Watersports, they really went above and beyond to meet our expectations. We got the beach pass which is great because you can do all water sport activities on the beach which includes a sail boat, Kayaks, paddle board, and tubes, and also included when not on the water you can relax on the beach with shade because the pass comes with 2 chairs and umbrella for the day. We also took advantage of doing parasailing with Sunset Watersports that was a great experience and the crew was very efficient and knowledgeable when getting everyone ready and relying information. The pictures were also great during the parasailing. Lastly I really want to point out an employee that really stood out to us and really contributed to our amazing experience, that is John. John got us squared away with booking everything and getting all the paperwork filled out and then went on to getting us set up with chairs and umbrella, but what really stood out and meant the most is that he would have conversations with us that made us feel welcomed and would periodically check up on us to see if we need anything or any help with the Watersports equipment, and not just with us he was constantly moving and organizing equipment for customers we really admired his hard work ethic.

Unforgettable Parasailing Experience at Smathers Beach with Sunset Watersports! - If you're in Key West, don't miss the chance to go parasailing with Sunset Watersports at Smathers Beach. I went with Ty and Brody, who were not only professional and focused on safety, but also incredibly welcoming and enthusiastic, making the entire experience even more enjoyable. They shared great tips and stories about the area, adding a personal touch that was much appreciated. The equipment was top-notch, and the safety protocols were clearly explained, giving us confidence as we soared above the stunning Key West waters. The views were phenomenal—definitely a must-do for thrill-seekers and anyone looking to see the island from a new perspective. Thank you, Ty and Brody, for an adventure I'll always remember!

First time parasailing- now we’re hooked!!! - Best day ever!!! This was our first time Parasailing and Captain Marty and Davey made the experience so much fun. It was a thrilling ride with a dip in the ocean! The photos they took were high quality and reasonably priced! While we were up in the air, we decided that we need to do this every time we visit and hope that Marty and Davey are here to take us up! Thanks!!

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

Key West has been destroyed by it’s popularity - The downtown area was terribly crowded with cruise passengers in port, as well as hundreds of others. Parking was a nightmare, and as there are few other ways to get to Key West, it is ridiculous not to have some planning for the number of visitors who come by car. Parking rates at the several city lots, and all along most streets varies by day and time, and is an absurd system. The most hours you can purchase is 10, yet the system is in force for 12! Some lots charge $5 an hour one day, $13 an hour the next, with a two hour minimum and a 10 1/2 % fee on top. Lines at the most popular tourist sights are long. No benches in most places. A real problem for people who can’t walk or stand for many hours at a time. Have been to Key West in the past, and disappointed to discover that over-tourism has ruined the “vibe”, and the distinctly different pleasures that once were there. Food even at the so-called best restaurants is mediocre. At the standard fare places, really pretty bad.