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    Anchors Away Sailing Charters

    Anchors Away Sailing Charters

    5.0 • 379 reviews
    Bluffton, SC

    Anchors Away Sailing Charters offers a relaxed, elevated way to experience Hilton Head from the water with private sailing adventures designed around your group. Known for attentive service, experienced crew, and beautifully maint...

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    Book Anchors Away Sailing Charters

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    Sunset Sail in Hilton Head Island

    An evening sail with sunset views, sails, and the chance to spot wildlife

    $137.80person
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    Private 4-Hour Sailing Charter in Hilton Head Island

    Set your own course, with an option to anchor and swim

    $1,113.21
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    Hilton Head Island Sunset Sail

    End the day sailing beneath the changing coastal sky

    $116.60person
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    Afternoon Sailing Charter in Hilton Head Island

    Customize your private sail with ocean cruising or time in the water

    $1,113.21
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    4-Hour Sailing Charter in Hilton Head Island

    Set your own pace with offshore sailing and swim stops

    From$1,213
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    Hilton Head Island Afternoon Sailing Cruise

    Take the helm or relax on a motor-free public afternoon sail

    $127.20person
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    Private Sunset Sail in Hilton Head Island

    Sail into sunset views and watch for dolphins

    From$556
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    Hilton Head Island Afternoon Sailing Cruise

    Share a small-group sail and take the helm if you like

    $100.70person
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    Sunset Sail in Hilton Head Island

    Golden-hour sailing with coastal views and wildlife watching

    $492.90
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    Morning Dolphin Watch Sail in Hilton Head

    Sail Hilton Head’s waterways for a quiet morning wildlife watch

    $418.70
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    Private Morning Sail in Hilton Head

    Sail into a quieter morning on Hilton Head waters

    From$503
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    4-Hour Sailing Charter in Hilton Head Island

    Tailor an afternoon under sail with ocean cruising or time at anchor

    From$1,275
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    Dolphin Watch Sail in Hilton Head Island

    Private wind-powered sailing with hands-on fun

    From$524
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    Dolphin Watching Sailing Charter in Hilton Head Island

    Take the helm or relax on a wind-powered afternoon sail

    $450.50

    What people are saying

    Review 1 of 4
    5/5

    Pierce baby! LOVE. My experience was amazing! Book them

    Photo of Michelle Miner

    Michelle Miner

    July 15, 2026

    Review 1 of 1
    5/5

    Pierce baby! LOVE. My experience was amazing! Book them

    Photo of Michelle Miner

    Michelle Miner

    July 15, 2026