Soar up to 300 feet above Key West on a 10–12 minute parasail flight guided by a USCG-certified crew
Up to 1 hour
Up to 12 people
Parasail flight, Safety gear
Fly above Key West’s crystal-clear waters on a thrilling parasail ride from Smathers Beach. Spend up to an hour on the boat and enjoy 10–12 minutes soaring high for panoramic island views.
Q: Can I fly solo or with someone else?
A: Solo, tandem, and triple flights are available, with final groupings decided on site based on weight distribution.
Q: What is the maximum group size on the boat?
A: The parasail boats can take up to 12 passengers.
Q: Do I take off from the beach or the boat?
A: All takeoffs and landings are done directly from the boat.
Q: Is any safety gear provided?
A: Yes. All needed safety equipment including harnesses and life jackets is provided.
Q: Is there parking for parasailing?
A: Yes. There is a city operated parking lot on Caroline Street for $4 an hour, along with metered street parking and a nearby garage on James and Grinnel Street.
Full refund with 24-hour notice. Full refund if the operator cancels due to weather or unforeseen circumstances. No-shows are charged the full price.
1901 S. Roosevelt, Key West FL 33040
Sunset Watersports offers a solid range of activities from parasailing and jet skiing to snorkeling trips and dinner cruises, with most visitors leaving genuinely impressed. The parasailing consistently gets rave reviews, with guests like Wyatt and various captains earning specific shoutouts for making the experience memorable and capturing great photos. The dinner cruises seem to be another winner, with Captain Kristen, Captain Logan, and others praised for their knowledge and service. People love the combination of sunset views, live music, cocktails, and the overall atmosphere. The snorkeling excursions also get strong marks, particularly when captains like Kristen find calm spots on the reef and crews like Kevin, Maggie, Helen, and McKenzie take time to explain everything thoroughly. That said, there are some hiccups worth noting. One detailed review painted a concerning picture of the water adventure park experience, citing inattentive staff more focused on their phones than guest safety, mediocre food (boiled hot dogs and chicken nuggets), and a snorkeling setup that felt underwhelming. Another guest had a truly disappointing sunset sail where the crew couldn't even get the sail up, leading to an hour spent circling near the dock with static-filled music and subpar food and drinks. While these negative experiences seem to be outliers given the overwhelmingly positive feedback, they suggest consistency can vary depending on which activity you book and which crew you get. The jet skiing and parasailing appear to be the safest bets if you're trying to decide what to book.
Fabulous evening on the Sandie Cat with friends! Captain and crew were attentive and very friendly. It looked like there was rain all around us, but our wonderful captain steered us between the storms. The boat was not overcrowded at all, and there were plenty of places to stand or sit to enjoy the view. Live music was provided and a wonderful, complete dinner buffet was included too. A nice touch as we boarded the boat – rum punch was premade and ready to grab while we listened to the captains instructions on safety.Would 100% recommend and hope to go again next time we are in Key West.
Sally Bartlett
October 10, 2025
Fabulous evening on the Sandie Cat with friends! Captain and crew were attentive and very friendly. It looked like there was rain all around us, but our wonderful captain steered us between the storms. The boat was not overcrowded at all, and there were plenty of places to stand or sit to enjoy the view. Live music was provided and a wonderful, complete dinner buffet was included too. A nice touch as we boarded the boat – rum punch was premade and ready to grab while we listened to the captains instructions on safety.Would 100% recommend and hope to go again next time we are in Key West.
Sally Bartlett
October 10, 2025