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    Anchors Away Sailing Charters

    Anchors Away Sailing Charters

    5.0 • 379 reviews
    Bluffton, SC

    Anchors Away Sailing Charters creates private, captain-led sailing experiences on the waters around Hilton Head Island. Step aboard a spacious, well-appointed monohull yacht with only your chosen group, a professional captain, and...

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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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    4-Hour Sailing Charter in Hilton Head Island

    Tailor a private sail with time 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

    $116.60$109.60person
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    4-Hour Sailing Charter in Hilton Head Island

    Shape a private sail around your group’s ideal afternoon

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

    Customize a private sail with offshore cruising or an anchored swim

    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 with your private group

    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 Sailing Charter in Hilton Head Island

    An evening sail for sunset views and wildlife watching

    $492.90
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    Morning Sailing Charter in Hilton Head Island

    Sail Hilton Head’s morning waters and look for coastal wildlife

    $418.70
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    Hilton Head Island Morning Dolphin Sailing Charter

    A calm morning sail for coastal views and wildlife watching

    From$503
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    Afternoon Sailing Charter in Hilton Head Island

    Shape your afternoon around ocean sailing or time in the water

    From$1,275
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    Afternoon Sailing Charter in Hilton Head Island

    Take the helm or relax on a private afternoon sail

    From$524
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    Afternoon Sailing Charter in Hilton Head Island

    A breezy private sail with island insights and room to unwind

    $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