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    1. Local experiences
    2. /Things to do in Oak Bluffs…
    3. /Water Activities
    4. /Parasailing
    5. /Parasailing Flight in Martha's Vineyard
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    Parasailing Flight in Martha's Vineyard

    Soar up to 600 feet over the sea on a parasailing flight

    4.5 stars• 52 reviews

    Duration

    1 hour

    Ideal For

    Up to 6 people

    Includes

    Parasail flight, Optional water dip

    Highlights

    Take off and land dry on a purpose-built parasailing boat, then enjoy a 10–12 minute flight high above the water. Choose a single, tandem, or triple flight, with an optional water dip.

    • Check in for a 1-hour parasailing trip on Martha's Vineyard
    • Board a 32-foot Paracraft Warrior or 25-foot Paracraft Patriot
    • Soar up to 600 feet over the sea during your 10–12 minute flight
    • Choose an optional water dip during your flight
    • Fly with up to 6 people per trip
    • Depart on daily flights available every hour

    Things to know

    Ages 2–90 are welcome. Pricing may vary depending on the time of day.

    Cancellation Policy

    Full refund with 24 hours notice of cancellation. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    Product ID: 35DFZU

    FAQs

    Arrive at least 15 minutes before your scheduled parasailing time to check in and sign waivers.

    If your party is not present to sign waivers at least 15 minutes before your scheduled time, you will be rescheduled to the next available time. Late guests do not receive refunds.

    No, there are no nearby public restrooms.

    Meeting details

    12 Circuit Avenue Extension Oak Bluffs, MA 02557

    Experience provided by Martha's Vineyard Oceansports

    Related locations

    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 1-877-GREET-WELL

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    Single Flight

    from $202.83

    For one person

    0

    Tandem Flight

    from $372.50

    For two people

    0

    Triple Flight

    from $531.21

    For three people

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.5
    Excellent
    52 reviews•Google Maps
    26
    1
    3
    0
    4

    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 4
    5/5

    My son and I shared a 2-person Jetski. I have driven one before but my son has not. We were safety briefed and given the operational basics and then we were led out of the harbor to the large jetski area where there would be little to no boat traffic. We were able to switch drivers between my son and I while he learned how to drive the jetski. The instructor was waiting on his own jetski in case we needed any help. He also took a ton of photos and video of us and airdropped them to us at the end of our hour. I thoroughly recommend this experience if you are on Martha’s Vineyard. Don’t forget to tip your instructor for good service!

    Photo of Derek Sinclair

    Derek Sinclair

    July 16, 2026

    Review 1 of 1
    5/5

    My son and I shared a 2-person Jetski. I have driven one before but my son has not. We were safety briefed and given the operational basics and then we were led out of the harbor to the large jetski area where there would be little to no boat traffic. We were able to switch drivers between my son and I while he learned how to drive the jetski. The instructor was waiting on his own jetski in case we needed any help. He also took a ton of photos and video of us and airdropped them to us at the end of our hour. I thoroughly recommend this experience if you are on Martha’s Vineyard. Don’t forget to tip your instructor for good service!

    Photo of Derek Sinclair

    Derek Sinclair

    July 16, 2026

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