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    1. Local experiences/
    2. Things to do in Hilton Head Island…/
    3. Water Activities/
    4. Parasailing/
    5. Parasailing Over Calibogue Sound, Hilton Head
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    Parasailing Over Calibogue Sound, Hilton Head

    Soar above Calibogue Sound for panoramic island views and an exhilarating flight experience.

    4.8 stars• 817 reviews
    From$117/ person

    Duration

    1.5 hrs

    Ideal For

    Up to 12 people

    Includes

    Parasail flight, Boat ride

    Highlights

    Take off from a custom parasail boat and glide high above Hilton Head Island. Enjoy sweeping views of Daufuskie Island, Harbour Town Lighthouse, and playful dolphins below.

    1. Launch and land safely on a flight deck
    2. Choose tandem or triple flights based on conditions
    3. Decide to stay dry or dip into the water
    4. Spot bottlenose dolphins and coastal landmarks
    5. Spend 8–10 minutes in the air during each flight
    6. Relax onboard for about 90 minutes total

    Things to know

    Participants must be at least 6 years old; flight configuration depends on weather and combined passenger weight.

    Cancellation Policy

    Full refund with at least 72 hours' notice. Full refund if the operator cancels due to weather or unforeseen circumstances. No-shows are charged full price and cannot transfer. If a trip is terminated early for a safe return to the marina due to severe weather, no refund is provided.

    FAQs

    The full trip lasts about 1 hour and 30 minutes with 12 passengers, and each flight in the air is 8 to 10 minutes.

    Tandem and triple flights are available depending on weather conditions and total weight.

    All takeoffs and landings happen directly from the boat’s flight deck.

    Meeting details

    Hilton Head Harbor

    Perfect for

    • Families with kids 6+ looking for thrills on a Lowcountry vacation
    • Groups of friends seeking an action-packed girls trip to the coast
    • Couples wanting a romantic adventure with stunning island views
    Experience provided by Island Head- Hilton Head Harbor
    Experience provided by Island Head- Hilton Head Harbor

    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 #BJVZKH

    Flyer

    $117.84

    Ages 6+

    0

    Observer

    $60.79

    All Ages. Guaranteed Seat

    0

    Private Boat

    $1,239.22

    Up to 12 Passengers

    0

    Why book through Greetwell?

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      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

    4.8
    Excellent
    817 reviews•Google Maps

    Looking for a memorable water adventure in Hilton Head? This parasailing operation seems to nail the fundamentals that matter most. The crew consistently earns praise for being professional, friendly, and genuinely skilled at what they do. Multiple reviewers mention feeling nervous beforehand, especially those with height anxieties, but the captains and first mates apparently have a gift for putting people at ease with clear instructions and calming reassurance. The actual experience delivers too, with stunning views and the option for a refreshing "toe dip" in the water that gets special mentions from summer visitors. They also offer sunset cruises with dolphin sightings and private charters for larger groups wanting to add tubing or kneeboarding to the mix. The glowing feedback comes from everyone from first-timers to families with teens, and booking appears straightforward across the board. That said, there's one consistent hiccup worth noting: the photo and video situation feels confusing. One disappointed reviewer never received promised footage despite being told it would be sent, and there seems to be unclear communication about whether you need to purchase a package upfront or if it comes standard. It's a shame because people clearly want those keepsake shots from their adventure. Beyond that minor frustration, the overwhelming consensus is that this outfit runs a safe, fun operation with experienced crew members who genuinely care about creating a great experience, whether you're conquering a fear or just seeking an adrenaline rush.

    What people are saying

    Review 1 of 5
    5/5

    ⭐️⭐️⭐️⭐️⭐️ An Unforgettable Sunset Cruise Experience! As part of our health retreat, I treated my clients to a private sunset cruise—and it was nothing short of magical. Captain John was incredible: welcoming, knowledgeable, and made us feel completely at ease from the moment we stepped aboard. The sea was calm, the sky was painted with vibrant sunset hues, and to top it all off, we were lucky enough to see dolphins playing in the surf! It was the perfect way to unwind, connect, and soak in the beauty of nature together. Every single guest walked away feeling relaxed, inspired, and grateful for the experience. I highly recommend this cruise for anyone looking to add something truly special to their wellness retreat or coastal getaway. A huge thank you to Captain John for making it so memorable—we’ll definitely be back!

    Photo of Charlene Myers-Sponholtz

    Charlene Myers-Sponholtz

    June 7, 2025

    Review 1 of 1
    5/5

    ⭐️⭐️⭐️⭐️⭐️ An Unforgettable Sunset Cruise Experience! As part of our health retreat, I treated my clients to a private sunset cruise—and it was nothing short of magical. Captain John was incredible: welcoming, knowledgeable, and made us feel completely at ease from the moment we stepped aboard. The sea was calm, the sky was painted with vibrant sunset hues, and to top it all off, we were lucky enough to see dolphins playing in the surf! It was the perfect way to unwind, connect, and soak in the beauty of nature together. Every single guest walked away feeling relaxed, inspired, and grateful for the experience. I highly recommend this cruise for anyone looking to add something truly special to their wellness retreat or coastal getaway. A huge thank you to Captain John for making it so memorable—we’ll definitely be back!

    Photo of Charlene Myers-Sponholtz

    Charlene Myers-Sponholtz

    June 7, 2025

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