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    1. Local experiences/
    2. Oak Bluffs, MA/
    3. Water Activities/
    4. Parasailing/
    5. Ocean Parasailing Flight

    The very best experiences curated by local experts

    Best local prices
    Flexible cancellations
    Private & secure
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    Ocean Parasailing Flight

    Soar 600 feet above the water with a dry deck takeoff and landing

    From$180/ person

    Duration

    1 hour

    Ideal For

    Up to 6 people

    Includes

    Parasail flight, Optional water dip

    Highlights

    Lift off from a custom parasail boat and rise 600 feet over the sparkling sea. Enjoy a smooth dry launch and landing with an optional refreshing dip.


    Highlights

    1. Soar up to 600 feet above the water
    2. Experience 10–12 minutes of airtime
    3. Launch and land dry from the boat’s deck
    4. Opt for a quick splash during the flight
    5. Share the adventure with up to six guests

    Things to know

    Participants must be between 2 and 90 years old. Each trip accommodates a maximum of six people. This is a shared adventure.

    Cancellation policy

    Full refund available when you cancel at least 24 hours before departure. Full refund also issued if the operator cancels due to weather or unforeseen circumstances. No-shows are charged in full. For boat rentals, refunds within 24 hours are given only if the operator cancels because of rough seas or inclement weather.

    Meeting location

    12 Circuit Avenue Extension Oak Bluffs, MA 02557

    Experience provided by Martha's Vineyard Oceansports
    Experience provided by Martha's Vineyard Oceansports

    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 #35DFZU

    Single Flight

    $180

    0

    Tandem Flight

    $330

    0

    Triple Flight

    $475

    0

    Observer

    $35

    0

    Handpicked for you, so you can book with confidence

    • Best local prices

    • Flexible cancellation

    • Private and secure

    Each booking directly supports small businesses in our community.

    4.3 stars• 34 reviews

    Review summary

    4.3
    Very Good
    34 reviews•Google Maps

    This family-owned operation gets consistent praise for its personable staff and variety of water activities, from parasailing and jet skiing to tubing and boat rentals. Guides like Jade, Jack, Moss, and especially captain Jesse earn specific shoutouts for their friendliness, knowledge of the area, and ability to tailor experiences to different comfort levels. Families particularly appreciate how staff balance thrills for adventurous kids while keeping younger or nervous passengers at ease. A few hiccups surface around safety communication and consistency. Some renters wished they'd been warned about rough water conditions before heading out, and there are occasional mentions of uneven enforcement of rules between different riders. The banana boat experience drew criticism for lackluster energy from crew, though tubing gets much better marks overall. Most visitors have smooth, memorable trips though, with many planning return visits to try additional activities. The early bird pricing for parasailing and accommodating rescheduling policies add to the positive experience for most guests.

    What people are saying

    Review 1 of 5
    5/5

    Jack was a great guide. We saw a lot of great sites and we got the chance to “Rip It” as well. Great memories made with my son for his 28th birthday!

    Photo of Reginald Pace

    Reginald Pace

    July 25, 2025

    Review 1 of 1
    5/5

    Jack was a great guide. We saw a lot of great sites and we got the chance to “Rip It” as well. Great memories made with my son for his 28th birthday!

    Photo of Reginald Pace

    Reginald Pace

    July 25, 2025

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