US Virgin Islands, US Virgin Islands · 2026 Season
Parasail Virgin Islands
The USVI's original parasail operator — flights from Sapphire Marina, Havensight, Cruz Bay National Park Dock, and Christiansted, St. Croix.
Vetted local captains · Secure operator booking
Compare every Parasail Virgin Islands trip
4.9 on Google, 1,818 reviews
| Trip | Duration | Max guests | From | Departs |
|---|---|---|---|---|
| St. Thomas & St. John Parasailing: 1-Hour Adventure | 1 Hour | 6 | $70 per person | St. Thomas & St. John |
| St. Thomas Parasailing Adventure from Sapphire Beach Marina | 1 Hour | 6 | $100 per person | Sapphire Beach Marina, St. Thomas |
| St. John Parasailing: Soar Over USVI Waters (1 Hour) | 1 Hour | 3 | $110 per person | Cruz Bay Ferry Dock, St. John |
| St. Thomas & St. John Parasailing Adventure | 1 Hour | 3 | $130 per person | St. Thomas |
Choose your day on the water
Parasail Virgin Islands – All Flights
4 charters available
St. Thomas Parasailing Adventure from Sapphire Beach Marina
Parasail Virgin Islands
Fly high above the Caribbean Sea on this parasailing excursion departing from Sapphire Beach Marina in St. Thomas. Following a detailed safety briefing, you'll take flight and enjo
- Boat
- Parasailing
- Duration
- 1 Hour
- Up to
- 6 guests
- Stops
- Custom itinerary
St. Thomas & St. John Parasailing: 1-Hour Adventure
Parasail Virgin Islands
Get a bird's-eye view of St. John and St. Thomas as you soar through the air on a parasailing adventure. Enjoy a unique perspective of the US Virgin Islands from high above the cry
- Boat
- Parasailing
- Duration
- 1 Hour
- Up to
- 6 guests
- Stops
- Custom itinerary
St. Thomas & St. John Parasailing Adventure
Parasail Virgin Islands
Go parasailing and get a bird's-eye view of St. John & St. Thomas! Parasailing gives you a unique perspective of the US Virgin Islands as you parachute through the air behind a boa
- Boat
- Parasailing
- Duration
- 1 Hour
- Up to
- 3 guests
- Stops
- Custom itinerary
St. John Parasailing: Soar Over USVI Waters (1 Hour)
Parasail Virgin Islands
Go parasailing and get a bird's-eye view of St. John & St. Thomas! Fly high above the Caribbean Sea on this parasailing excursion. Following a detailed safety briefing, you'll depa
- Boat
- Parasailing
- Duration
- 1 Hour
- Up to
- 3 guests
- Stops
- Custom itinerary
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Parasail Virgin Islands is the territory's longest-running parasail outfit, run by Captain Mike and his crew out of four convenient pickup points: Sapphire Marina on the East End of St. Thomas, Havensight near the Charlotte Amalie cruise dock, Cruz Bay National Park Dock on St. John, and Caribbean Sea Adventures in Christiansted, St. Croix. They fly USCG-inspected parasail rigs from purpose-built winch boats — no experience needed, and the harness/liftoff happens right off the flight deck.
From 400+ feet above Pilsbury Sound you'll see St. John, the BVI, Buck Island and the reefs stretching out toward Culebra — the kind of view most visitors only get from a plane. Trips are quick (roughly an hour on the water with a 10–12 minute flight), family friendly, and easily paired with a beach day or a cruise-ship port stop.
What Makes US Virgin Islands Parasail Virgin Islands Special?
4 Pickup Locations
Sapphire Marina, Havensight (cruise dock), Cruz Bay NPS Dock on St. John, and Christiansted on St. Croix.
Captain Mike & Crew
USCG-licensed winch-boat captains led by Captain Mike, with dedicated flight crew on every trip.
400+ ft Over Pilsbury Sound
Fly high above the channel between St. Thomas and St. John — panoramic views of both islands and the BVI.
First-Timer Friendly
Deck-based takeoffs and landings, USCG-inspected equipment, ages 6+ with a guardian, tandem or triple options.
Meet the Captains
Captain Mike & Shipmate Matt
USCG-Licensed Parasail Captains
Captain Mike has been flying guests over the Virgin Islands for more than a decade and is repeatedly praised in guest reviews for his warmth, safety-first briefings, and willingness to bend the schedule for cruise passengers on tight windows. He runs the operation with shipmate Matt and a small crew of USCG-licensed winch-boat captains across all four locations.
Trip Pricing at a Glance
| Trip | From |
|---|---|
| Single Flyer | From $95/person |
| Tandem Flight | From $180 total |
| Triple Flight | From $270 total |
| Boat Observer | From $45/person |
Related USVI Adventures
What You Need to Know
- Sapphire Marina flights depart just minutes from Red Hook — the closest launch to Pilsbury Sound.
- Havensight location sits within walking distance of the Charlotte Amalie cruise piers.
- St. John pickups happen at the Cruz Bay National Park Dock — call ahead to schedule.
- St. Croix operates out of Caribbean Sea Adventures on the Christiansted boardwalk.
- Photo/video SD-card packages shot from the winch boat are available at each location.
- Takeoff and landing happen dry, right off the boat's flight deck — no swim required.
Pro Tips from the Locals
💡Mid-morning flights typically get the smoothest wind and calmest seas.
💡Cruise passengers: text Captain Mike before your port day — he actively works around ship schedules.
💡Weight limits and minimum age (6) apply — call for triple-flight combinations.
💡Book the boat-observer spot so a non-flyer can ride along and take photos.
💡Bring a strap for sunglasses and leave loose jewelry at the beach.
Frequently Asked Questions
Parasail Virgin Islands FAQ
How much do Parasail Virgin Islands trips cost?
Parasail Virgin Islands trips listed on QuestVI range from $70 to $130, depending on the trip. See the table above for each trip's price and whether it is per person or per charter.
Where do Parasail Virgin Islands trips depart from?
Parasail Virgin Islands trips depart from St. Thomas & St. John; Sapphire Beach Marina, St. Thomas; Cruz Bay Ferry Dock, St. John; St. Thomas.
What's included on Parasail Virgin Islands trips?
Commonly included: Professional crew and USCG-approved equipment; Safety briefing; 8-10 minute parasail ride; 8–10 minute parasail ride; Aerial views of the U.S. Virgin Islands; Aerial views of USVI. Check each trip page for its full list.
How does booking Parasail Virgin Islands through QuestVI work?
You book on Parasail Virgin Islands's own FareHarbor checkout at the same price as booking direct. QuestVI adds no fee or markup, and our local team is happy to help you choose the right trip.
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