We're here to help
    Book online or call (650) 414-7338
    1. Local experiences/
    2. Things to do in Siesta Key…/
    3. Water Activities/
    4. Parasailing/
    5. Siesta Key Parasailing with Dolphin Watching
    Why travelers choose Greetwell
    Curated by our team

    Every experience is selected and approved for quality and safety

    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

    Reserve in minutes with flexible 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

    Concierge Support

    • Help Center
    • (650) 414-7338
    • Contact our team

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Siesta Key Parasailing with Dolphin Watching

    Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

    From$123/ personincl. taxes and fees

    Search all experiences

    Discover what we've curated for you

    Duration

    2-2.5 Hours

    Ideal For

    2 to 3 people

    Includes

    Parasail flight, Boat tour

    Highlights

    Experience Siesta Key from a pelican's perspective during a 12–15 minute parasail flight, then relax on a scenic boat ride around the island. Take in sweeping views of America's top-rated beach and watch for dolphins, manatees, and other wildlife.


    1. Glide up to 400–500 feet above the Gulf
    2. Enjoy a 2–2.5 hour outing including scenic boat ride
    3. Refresh with complimentary ice cold bottled water
    4. Capture optional photo and video of your flight
    5. Fly with 1–2 friends at the captain's discretion


    What's Included

    1. Boat tour around Siesta Key
    2. 12–15 minute parasail flight
    3. Complimentary bottled water


    Minimum flying age is 5. Children under 2 cannot ride. Pregnant guests cannot participate. Flight groups must weigh 180–420 lbs combined. Arrive 30 minutes before departure and bring a photo ID.

    Cancellation Policy

    Free changes or cancellations up to 24 hours before your scheduled check-in. Within 24 hours of departure, tickets are non-refundable and cannot be rescheduled.

    Meeting details

    1250 Stickney Pt rd. Siesta Key FL, 34242

    Meet Parasail Siesta

    Verified•Speaks English (US)
    Parasail Siesta

    Parasail Siesta is a family-run crew of lifelong islanders who turn a thrill ride into a memory that lasts. Led by the Tush family and award-winning captain Omar Alvarez, the team pairs 60+ years of combined experience with a spotless safety record of more than 200,000 flights. Coast-Guard-certified boats, kid-safe gear and eco-minded practices mean you can relax and soak in the turquoise views while they handle every detail. From sky-high proposals to laid-back tiki cruises, Parasail Siesta welcomes guests of all ages to let their Siesta Key story take flight.

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text (650) 414-7338

    Reference #AZP4PZ

    Parasailer

    $123.17

    Ages 5+

    0

    Observer

    $73.45

    Ages 2+

    0

    Early Bird Parasailer

    $100.57

    9AM trip • Great for spotting dolphins

    0

    Why book through Greetwell?

    • Greetwell Approved

      This experience meets our quality and safety standards

    • Includes Concierge Support

      Our team is here to help with questions, timing, or special requests

    • Flexible Cancellation

      Plans change? Most experiences offer flexible cancellation

    5.0 stars• 9.4K reviews

    Review summary

    5.0
    Excellent
    9.4K reviews•Google Maps

    With a perfect track record across thousands of reviews, this parasailing operation clearly knows how to deliver. The crew gets mentioned by name constantly, with Yanni, Max, and Omar earning enthusiastic shoutouts for making every trip genuinely fun. Guests consistently praise how the captains balance safety with excitement, creating an atmosphere where even nervous first-timers and young kids feel completely comfortable while still getting that thrill factor. Families seem especially drawn here, and for good reason. The crew goes out of their way to engage with children, and parents appreciate how the team makes everyone feel welcome without rushing through the experience. One savvy reviewer suggests booking the earliest slot of the day since it's cooler, cheaper, and you won't spend as much time waiting on the boat while other groups take their turns. The overall vibe is relaxed and personal, which sets this operation apart from more assembly-line operations. If you want parasailing with genuinely cool people who care about your experience, this is your spot.

    What people are saying

    Review 1 of 5
    5/5

    Great tour and parasailing trip!!! Max and Yani were awesome!!!!

    Photo of gretchen primeau

    gretchen primeau

    April 3, 2026

    Review 1 of 1
    5/5

    Great tour and parasailing trip!!! Max and Yani were awesome!!!!

    Photo of gretchen primeau

    gretchen primeau

    April 3, 2026

    Nearby activities

    Thumbnail
    Parasailing1-3

    Soar Siesta: Parasailing Adventure

    $111.87/ person
    Thumbnail
    Car RentalsUp to 6

    Siesta Key 6-Passenger Golf Cart Rental

    From$151/ cart
    Thumbnail
    Boat ToursUp to 26

    Siesta Key Tiki Boat Tour with Music & Drinks

    From$52/ person
    Thumbnail
    Boat ToursUp to 26

    Siesta Key Sunset Tiki Boat Cruise with Dolphins

    From$72/ person
    Thumbnail
    Boat ToursUp to 14

    Siesta Key Boat Tour to Sandbars & Shell Beaches

    From$113/ person
    Thumbnail
    Dolphin WatchingUp to 6

    Dolphin Watching Sunset Cruise in Siesta Key

    From$84/ person