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    1. Local experiences/
    2. All experiences/
    3. sailing

    Best results for Sailing

    Showing 241-264 of 404 results
    Sail a 2-Hour Private Sunset Cruise in Traverse City
    Traverse City, MI

    Sail a 2-Hour Private Sunset Cruise in Traverse City

    Private sunset sail on Grand Traverse Bay with hands-on sailing options

    Private sunset sail on Grand Traverse Bay with hands-on sailing options
    4.9 • 527 reviews
    $402
    Private Sunset Sailing Charter on Grand Traverse Bay
    Traverse City, MI

    Private Sunset Sailing Charter on Grand Traverse Bay

    Sail Grand Traverse Bay at sunset on a private 2-hour charter for up to 6 guests

    Sail Grand Traverse Bay at sunset on a private 2-hour charter for up to 6 guests
    5.0 • 169 reviews
    $359
    Sail a 5-Hour Power Island Cruise From Traverse City
    Traverse City, MI

    Sail a 5-Hour Power Island Cruise From Traverse City

    Private 5-hour sail to Power Island with time to anchor and swim

    Private 5-hour sail to Power Island with time to anchor and swim
    5.0 • 169 reviews
    $794
    Diamond Head Sail & Swim From Waikiki
    Honolulu, HI

    Diamond Head Sail & Swim From Waikiki

    Sail past Diamond Head, then anchor off Waikiki for a swim

    Sail past Diamond Head, then anchor off Waikiki for a swim
    $110/ person
    2-Hour Happy Hour Sail in Traverse City
    Traverse City, MI

    2-Hour Happy Hour Sail in Traverse City

    Sail Grand Traverse Bay with included regional drinks

    Sail Grand Traverse Bay with included regional drinks
    4.9 • 250 reviews
    $146/ person
    Enjoy a 2-Hour Erie Sunset Sail & Couples Massage
    Erie, PA

    Enjoy a 2-Hour Erie Sunset Sail & Couples Massage

    Book a 1-hour couples massage plus a 2-hour Lake Erie sail for two

    Book a 1-hour couples massage plus a 2-hour Lake Erie sail for two
    5.0 • 146 reviews
    $779
    Sailing Lesson at Wolverine Park Marina
    Erie, PA

    Sailing Lesson at Wolverine Park Marina

    Learn sailing basics with hands-on coaching tailored to your goals

    Learn sailing basics with hands-on coaching tailored to your goals
    5.0 • 146 reviews
    $191/ person
    Private Sailing Charter in Provincetown
    Provincetown, MA

    Private Sailing Charter in Provincetown

    Charter a private sail for up to 42 people from MacMillan Pier

    Charter a private sail for up to 42 people from MacMillan Pier
    $5,965
    Private Sailing Charter in Traverse City
    Traverse City, MI

    Private Sailing Charter in Traverse City

    Charter the Wind Dancer schooner for your group of up to 18

    Charter the Wind Dancer schooner for your group of up to 18
    4.9 • 250 reviews
    $2,800
    Private Sailing & Swim Catamaran Charter In Charleston
    Charleston, SC

    Private Sailing & Swim Catamaran Charter In Charleston

    Sail Charleston Harbor on a private catamaran charter for up to 18 guests

    Sail Charleston Harbor on a private catamaran charter for up to 18 guests
    5.0 • 45 reviews
    $1,910
    3-Hour Private Sunset Sail in Key West
    Key West, FL

    3-Hour Private Sunset Sail in Key West

    Sail into the Key West sunset on a private 3-hour catamaran charter

    Sail into the Key West sunset on a private 3-hour catamaran charter
    5.0 • 13 reviews
    $793
    3-Hour Private Sailing Charter in New York Harbor
    New York, NY

    3-Hour Private Sailing Charter in New York Harbor

    Private New York Harbor sail with views of the Statue of Liberty

    Private New York Harbor sail with views of the Statue of Liberty
    5.0 • 502 reviews
    $769& up
    Private Naples Day Sailing Charter From Naples City Dock
    Naples, FL

    Private Naples Day Sailing Charter From Naples City Dock

    Private Naples day sail for up to 6 guests on a 47' Beneteau

    Private Naples day sail for up to 6 guests on a 47' Beneteau
    5.0 • 1 reviews
    $424& up
    Private Naples Day Sailing Charter From City Dock
    Naples, FL

    Private Naples Day Sailing Charter From City Dock

    Private sail from Naples City Dock on a 31' Catalina for up to 6 guests

    Private sail from Naples City Dock on a 31' Catalina for up to 6 guests
    5.0 • 1 reviews
    $371& up
    2.5-Hour Private Sunset Sail in San Diego
    San Diego, CA

    2.5-Hour Private Sunset Sail in San Diego

    Sail San Diego Bay at sunset on a private 2.5-hour charter

    Sail San Diego Bay at sunset on a private 2.5-hour charter
    5.0 • 306 reviews
    $525& up
    8-Hour Private Catamaran Sailing Charter In Key West
    Key West, FL

    8-Hour Private Catamaran Sailing Charter In Key West

    Charter a 42' sailing catamaran for 8 hours, private for up to 13

    Charter a 42' sailing catamaran for 8 hours, private for up to 13
    $1,855
    1.5-Hour New York City Lights Sailing Charter
    New York, NY

    1.5-Hour New York City Lights Sailing Charter

    Private moonlight sail past the Manhattan skyline and Statue of Liberty

    Private moonlight sail past the Manhattan skyline and Statue of Liberty
    5.0 • 502 reviews
    $928& up
    8-Hour Private Sailing Charter From Treasure Island
    Miami, FL

    8-Hour Private Sailing Charter From Treasure Island

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key

    Sail for 8 hours and choose Egmont Key, Anna Maria, or Shell Key
    $3,260
    Sail a Private Waikiki Catamaran Charter
    Honolulu, HI

    Sail a Private Waikiki Catamaran Charter

    Charter your own Waikiki catamaran for sailing, snorkeling, and swimming

    Charter your own Waikiki catamaran for sailing, snorkeling, and swimming
    5.0 • 92 reviews
    $1,218& up
    2-Hour Private Sailing Charter in New York Harbor
    New York, NY

    2-Hour Private Sailing Charter in New York Harbor

    Sail New York Harbor on a private 2-hour charter for up to 6 guests

    Sail New York Harbor on a private 2-hour charter for up to 6 guests
    4.8 • 59 reviews
    $530& up
    Private Sailing Charter in Key West
    Key West, FL

    Private Sailing Charter in Key West

    Charter the 54-foot Schooner Valora for a private sail in Key West

    Charter the 54-foot Schooner Valora for a private sail in Key West
    4.9 • 3K reviews
    $1,340
    Sail a Private Charleston Harbor Morning Charter
    Charleston, SC

    Sail a Private Charleston Harbor Morning Charter

    Private morning sail in Charleston Harbor for up to 6 guests

    Private morning sail in Charleston Harbor for up to 6 guests
    5.0 • 642 reviews
    $640
    Sail Charleston Harbor on a 2-Hour Private Charter
    Charleston, SC

    Sail Charleston Harbor on a 2-Hour Private Charter

    Sail Charleston Harbor on a private afternoon charter for up to 6 guests

    Sail Charleston Harbor on a private afternoon charter for up to 6 guests
    5.0 • 642 reviews
    $579
    Sunset Sailing Catamaran Cruise In Charleston
    Charleston, SC

    Sunset Sailing Catamaran Cruise In Charleston

    Sail Charleston Harbor at sunset with a fully crewed catamaran

    Sail Charleston Harbor at sunset with a fully crewed catamaran
    5.0 • 45 reviews
    $139/ person
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