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

    Best results for Sailing in Bluffton, SC

    Showing 1-24 of 35 results
    Private Sailing Charter in Hilton Head Island
    Sailing

    Private Sailing Charter in Hilton Head Island

    Set sail on a private Hilton Head outing for up to six guests

    Set sail on a private Hilton Head outing for up to six guests
    4.8 • 39 reviews
    $996& up
    Private Sunset Sail in Hilton Head Island
    Sailing

    Private Sunset Sail in Hilton Head Island

    Sail privately for 2–6 hours with up to six guests

    Sail privately for 2–6 hours with up to six guests
    4.8 • 39 reviews
    $1,550& up
    2-Hour Sailing Cruise in Hilton Head Island
    Sailing

    2-Hour Sailing Cruise in Hilton Head Island

    Spend two hours sailing from Broad Creek Marina

    Spend two hours sailing from Broad Creek Marina
    4.8 • 39 reviews
    $55/ person
    Sunset Sail in Hilton Head Island
    Sailing

    Sunset Sail in Hilton Head Island

    Sail a spacious catamaran as the day winds down over Hilton Head waters

    Sail a spacious catamaran as the day winds down over Hilton Head waters
    4.8 • 39 reviews
    $89/ person
    Hilton Head Island Brunch Sailing Cruise
    Sailing

    Hilton Head Island Brunch Sailing Cruise

    Sail Lowcountry waterways with brunch and included drinks

    Sail Lowcountry waterways with brunch and included drinks
    4.8 • 39 reviews
    $105/ person
    Sunset Cruise in Hilton Head Island
    Sailing

    Sunset Cruise in Hilton Head Island

    Sail into the sunset with space for up to 35 guests

    Sail into the sunset with space for up to 35 guests
    4.8 • 39 reviews
    $1,328& up
    Hilton Head Sunset Sail on Stars & Stripes
    Sailing

    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 • 7.9K reviews
    $75/ person
    Hilton Head Sailing on Historic America's Cup Yacht
    Sailing

    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 • 7.9K reviews
    $53/ person
    Private Sailing Charter on Calibogue Sound, Hilton Head
    Sailing

    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 • 368 reviews
    $371
    Hilton Head America's Cup Sailing Cruise
    Sailing

    Hilton Head America's Cup Sailing Cruise

    Charter Stars and Stripes for a private 1.5-hour afternoon sail

    Charter Stars and Stripes for a private 1.5-hour afternoon sail
    4.8 • 7.9K reviews
    $1,177
    Hilton Head Island Sunset Sailing Charter
    Sailing

    Hilton Head Island Sunset Sailing Charter

    Sail a historic 12 Meter yacht at sunset from Harbour Town

    Sail a historic 12 Meter yacht at sunset from Harbour Town
    4.8 • 7.9K reviews
    $1,648
    Afternoon Sailing Charter in Hilton Head Island
    Bluffton

    Afternoon Sailing Charter in Hilton Head Island

    Take the helm on a private, wind-powered afternoon sail for up to six guests

    Take the helm on a private, wind-powered afternoon sail for up to six guests
    $451
    Afternoon Sailing Charter in Hilton Head
    Bluffton

    Afternoon Sailing Charter in Hilton Head

    Take the helm or relax on a private afternoon sail for up to 12 guests

    Take the helm or relax on a private afternoon sail for up to 12 guests
    $525& up
    Hilton Head Island Afternoon Sailing Charter
    Bluffton

    Hilton Head Island Afternoon Sailing Charter

    Customize a four-hour sail with ocean cruising or time at anchor

    Customize a four-hour sail with ocean cruising or time at anchor
    $1,276& up
    Morning Sailing Charter in Hilton Head
    Bluffton

    Morning Sailing Charter in Hilton Head

    Sail Hilton Head’s waterways privately and look for dolphins and coastal birds

    Sail Hilton Head’s waterways privately and look for dolphins and coastal birds
    $504& up
    Hilton Head Island Morning Dolphin Sail
    Bluffton

    Hilton Head Island Morning Dolphin Sail

    Sail Hilton Head’s waterways on a private 2-hour morning cruise for up to 6 guests

    Sail Hilton Head’s waterways on a private 2-hour morning cruise for up to 6 guests
    $419
    Hilton Head Island Private Sunset Sailing Charter
    Bluffton

    Hilton Head Island Private Sunset Sailing Charter

    Sail into sunset with your private group of up to 6

    Sail into sunset with your private group of up to 6
    $493
    Hilton Head Island 2-Hour Afternoon Sailing Cruise
    Bluffton

    Hilton Head Island 2-Hour Afternoon Sailing Cruise

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

    Share a small-group afternoon sail and take the helm if you choose
    $101/ person
    Private Sunset Sail in Hilton Head Island
    Bluffton

    Private Sunset Sail in Hilton Head Island

    Sail into sunset views on a private charter for your group

    Sail into sunset views on a private charter for your group
    $557& up
    Hilton Head Island Afternoon Sailing Cruise
    Bluffton

    Hilton Head Island Afternoon Sailing Cruise

    Take the helm or relax on a 2-hour public afternoon sail

    Take the helm or relax on a 2-hour public afternoon sail
    $127/ person
    4-Hour Sailing Charter in Hilton Head Island
    Bluffton

    4-Hour Sailing Charter in Hilton Head Island

    Choose your own four-hour sail, from ocean cruising to a swim stop

    Choose your own four-hour sail, from ocean cruising to a swim stop
    $1,213& up
    4-Hour Sailing Charter in Hilton Head Island
    Bluffton

    4-Hour Sailing Charter in Hilton Head Island

    Customize a private afternoon sail for up to six guests

    Customize a private afternoon sail for up to six guests
    $1,113
    Hilton Head Island Sunset Sailing Cruise
    Bluffton

    Hilton Head Island Sunset Sailing Cruise

    Unwind on a shared sunset sail with coastal views and photo opportunities

    Unwind on a shared sunset sail with coastal views and photo opportunities
    $117/ person
    Private 4-Hour Sailing Charter in Hilton Head Island
    Bluffton

    Private 4-Hour Sailing Charter in Hilton Head Island

    Tailor a four-hour sail with ocean cruising or a swim stop

    Tailor a four-hour sail with ocean cruising or a swim stop
    $1,113
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