Cruise Fire Island with swim stops, your music, and space for food and drinks
1 hour
Up to 10 people
Cooler, ice, Bluetooth music
Explore Fire Island’s communities by boat, from the lighthouse to Robert Moses Beach and the Atlantic Ocean. Swim, choose your soundtrack, and tailor stops to the places you want to see.
Cancellations with less than 72 hours' notice and no-shows are charged full price. Same-day changes are charged.
Take a ferry to Ocean Bay Park and allow ample time for the ferry commute before your activity starts.
Bring any food and drinks you would like. A cooler and ice are provided.
The remaining reservation balance is not included in the listed price and is settled in cash on the day of your activity.
Flynn's Restaurant, 1 Cayuga St, Ocean Bay Park, NY 11770
Such an awesome experience, highly recommend! Chris and Trevor were very professional and friendly and made the parasailing so fun and smooth for my group! My group booked for the Fire Island location, and pickup was at the dock at Flynn’s. We had wanted to do Saturday originally, and Chris was prompt about updating my group on the weather conditions, and we rescheduled easily to Sunday at the same time instead because it would be less windy. The sky was so clear on Sunday and the views were amazing! The parasail is huge and goes up really high in the air (a lot higher than our group had ever done before)! We had some first-timers with us, and Chris and Trevor were great at making them feel prepared to go up on the parasail. We asked to dip a bit of our feet into the water for the end of the ride which was so fun. You can also request to not touch the water at all if your group wants that. We had 5 people and got to do 2 people together, then 2 more, then the last person with one previous person who got to ride twice. We had wanted to do 2 and then 3 (max is 3 at a time), but Chris said it wasn’t windy enough to safely do 3 together on that day, so this was the grouping instead, which ultimately was perfect and even better for our group. Total roundtrip time was about 1.25 hours and everyone’s total airtime on the parasail was substantial. The boat ride itself was also very enjoyable and scenic. Payment was easy via cash or Zelle after the ride. To make the booking, they took my credit card number as a hold first but did not make any charges to it. I recommend contacting Chris directly via phone number to discuss pricing and scheduling for groups. Chris said we were the first ride of the season, and because the conditions ended up being ideal for us, I would also recommend others to inquire for Juneteenth weekend in the future if they are interested in that time. Overall, this was a highlight of our trip and a must-do when visiting Fire Island!
Rebecca Xiong
June 22, 2026
Such an awesome experience, highly recommend! Chris and Trevor were very professional and friendly and made the parasailing so fun and smooth for my group! My group booked for the Fire Island location, and pickup was at the dock at Flynn’s. We had wanted to do Saturday originally, and Chris was prompt about updating my group on the weather conditions, and we rescheduled easily to Sunday at the same time instead because it would be less windy. The sky was so clear on Sunday and the views were amazing! The parasail is huge and goes up really high in the air (a lot higher than our group had ever done before)! We had some first-timers with us, and Chris and Trevor were great at making them feel prepared to go up on the parasail. We asked to dip a bit of our feet into the water for the end of the ride which was so fun. You can also request to not touch the water at all if your group wants that. We had 5 people and got to do 2 people together, then 2 more, then the last person with one previous person who got to ride twice. We had wanted to do 2 and then 3 (max is 3 at a time), but Chris said it wasn’t windy enough to safely do 3 together on that day, so this was the grouping instead, which ultimately was perfect and even better for our group. Total roundtrip time was about 1.25 hours and everyone’s total airtime on the parasail was substantial. The boat ride itself was also very enjoyable and scenic. Payment was easy via cash or Zelle after the ride. To make the booking, they took my credit card number as a hold first but did not make any charges to it. I recommend contacting Chris directly via phone number to discuss pricing and scheduling for groups. Chris said we were the first ride of the season, and because the conditions ended up being ideal for us, I would also recommend others to inquire for Juneteenth weekend in the future if they are interested in that time. Overall, this was a highlight of our trip and a must-do when visiting Fire Island!
Rebecca Xiong
June 22, 2026
Parasail from Oakdale with free parking and no ferry required
See Fire Island from above on a parasailing ride
Set your pace on a spacious tube ride close to shore in Great South Bay
See Fire Island from above on a parasail ride
Cruise Fire Island’s coastline with flexible private-dock stops
Soar above Fire Island for sweeping aerial views