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    1. Local experiences/
    2. All experiences/
    3. Water Activities/
    4. Sailing

    Best results for Sailing in Hilton Head Island, SC

    Showing 1-10 of 10 results
    Fireworks Sailing Cruise in Hilton Head Island
    Hilton Head Island

    Fireworks Sailing Cruise in Hilton Head Island

    Sail for 2 hours and watch fireworks from the water

    Sail for 2 hours and watch fireworks from the water
    4.8 • 39 reviews
    $97/ person
    Sail A Rosé Fireworks Cruise In Hilton Head Island
    Hilton Head Island

    Sail A Rosé Fireworks Cruise In Hilton Head Island

    2-hour rosé fireworks sail from Broad Creek Marina

    2-hour rosé fireworks sail from Broad Creek Marina
    4.8 • 39 reviews
    $97/ person
    Spot Dolphins on a 2-Hour Sail in Hilton Head
    Sailing

    Spot Dolphins on a 2-Hour Sail in Hilton Head

    Private 2-hour sail to learn the salt marsh and watch for dolphins

    Private 2-hour sail to learn the salt marsh and watch for dolphins
    4.9 • 115 reviews
    $449
    Watch Shelter Cove Fireworks on a Hilton Head Sail
    Sailing

    Watch Shelter Cove Fireworks on a Hilton Head Sail

    Sail at sunset, then anchor to watch Shelter Cove fireworks

    Sail at sunset, then anchor to watch Shelter Cove fireworks
    4.9 • 115 reviews
    $599
    Hilton Head Sunset Sail on Stars & Stripes
    Hilton Head Island

    Hilton Head Sunset Sail on Stars & Stripes

    Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes

    Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes
    4.8 • 7.7K reviews
    $75/ person
    Hilton Head Sailing on Historic America's Cup Yacht
    Hilton Head Island

    Hilton Head Sailing on Historic America's Cup Yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht
    4.8 • 7.7K reviews
    $53/ person
    Private Sailing Charter on Calibogue Sound, Hilton Head
    Hilton Head Island

    Private Sailing Charter on Calibogue Sound, Hilton Head

    Private captained sail on Calibogue Sound with room for your snacks and drinks

    Private captained sail on Calibogue Sound with room for your snacks and drinks
    4.7 • 344 reviews
    $371
    Sail on a 2-Hour Private Catamaran Charter in Savannah
    Sailing

    Sail on a 2-Hour Private Catamaran Charter in Savannah

    Private 2-hour catamaran sail with champagne for up to 6

    Private 2-hour catamaran sail with champagne for up to 6
    4.9 • 103 reviews
    $525
    Sail on a 2-Hour Private Charter in Savannah
    Sailing

    Sail on a 2-Hour Private Charter in Savannah

    Sail from Wilmington Island on a private 2-hour charter for up to 6 guests

    Sail from Wilmington Island on a private 2-hour charter for up to 6 guests
    4.9 • 103 reviews
    $423
    Learn Basic Keelboat Sailing in Savannah
    Sailing

    Learn Basic Keelboat Sailing in Savannah

    Take a 2-day keelboat sailing course with a small group

    Take a 2-day keelboat sailing course with a small group
    4.9 • 103 reviews
    $631/ person