Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Why travelers choose Greetwell

Curated by our team

Every experience is hand selected and approved by Greetwell.

Personal concierge

Real humans available to help before, during, and after your booking.

Intimate & authentic

Including unique in-home experiences you won't find anywhere else.

Easy booking & cancellation

Reserve in minutes with free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Best results for

Parasailing in Osprey, FL

Showing 1-9 of 9 results
Parasailing in Siesta Key on a 1,200-Ft Line

Parasailing in Siesta Key on a 1,200-Ft Line

Soar over Siesta Key’s coastline with an optional Gulf dip

5.0 • 10.3K reviews
$123/ person
Family Parasailing Flights Over Siesta Key

Family Parasailing Flights Over Siesta Key

Soar above Siesta Key and spot dolphins on a safe, family-friendly 2.5-hour parasailing cruise

4.9 • 9.2K reviews
$123/ person
Bradenton Beach Parasailing Adventure

Bradenton Beach Parasailing Adventure

Soar over Anna Maria Island with single, tandem, or triple flight options

5.0 • 1.3K reviews
$119/ person
Parasailing Flight in Englewood

Parasailing Flight in Englewood

Fly solo, double, or triple on a parasail flight

5.0 • 956 reviews
$112/ person
Parasailing Flight in Sarasota

Parasailing Flight in Sarasota

Parasail with an 800 ft line and 14 minutes of flight time

5.0 • 392 reviews
$96/ person
Venice Beach Parasailing: 1,200 Feet High

Venice Beach Parasailing: 1,200 Feet High

Soar up to 1,200 feet and enjoy panoramic views on an exhilarating parasail ride.

4.9 • 460 reviews
$112/ person
Private Parasailing Experience in Sarasota

Private Parasailing Experience in Sarasota

Fly parasailing on a private trip for up to 12, with observer spots if space allows

5.0 • 392 reviews
$683
Parasail Over Anna Maria Island From Holmes Beach

Parasail Over Anna Maria Island From Holmes Beach

See Anna Maria Island from above on a 12-minute parasail flight

$107/ person
Parasailing Flight in St. Pete Beach

Parasailing Flight in St. Pete Beach

Parasail up to 300 feet above St. Pete Beach with a USCG-inspected boat

$128/ person
Osprey Things To Do
ParasailingBoat Tours82Boat Rentals70Yacht Charters62Kayaking Tours58
More
  • Fishing Charters37
  • Jet Skiing29
  • Dolphin Watching27
  • Bike Rentals21
  • Sunrise and Sunset Tours17
  • Snorkeling14
  • Car Rentals12
  • Train Tours12
  • Horseback Riding9
Equipment Rental
8
  • Food Tours8
  • Helicopter Tours7
  • Outdoor Picnics7
  • Paddleboarding7
  • Stand Up Paddle Boarding6
  • Trolley Tours6
  • Sailing5
  • Scooter Rentals5
  • Private Boat Charters4
  • Scuba Diving4