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

    Best results for Sailing

    Showing 697-720 of 770 results
    Learn Basic Keelboat Sailing in Savannah
    Savannah, GA

    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 • 104 reviews
    $631/ person
    Morning 2-Hour Sail in Wrightsville Beach
    Chapel Hill, NC

    Morning 2-Hour Sail in Wrightsville Beach

    Sail calm morning waters on the Intracoastal Waterway

    Sail calm morning waters on the Intracoastal Waterway
    5.0 • 279 reviews
    $114/ person
    Sailing Book Club Cruise in St. Augustine
    St. Augustine, FL

    Sailing Book Club Cruise in St. Augustine

    Read, sip tea, and share sailing stories on the water

    Read, sip tea, and share sailing stories on the water
    5.0 • 768 reviews
    $224/ person
    Basic Keelboat Sailing Course in St. Augustine
    St. Augustine, FL

    Basic Keelboat Sailing Course in St. Augustine

    Learn to skipper a keelboat in a two-day ASA 102 course

    Learn to skipper a keelboat in a two-day ASA 102 course
    5.0 • 768 reviews
    $1,161/ person
    Learn Coastal Navigation in St. Augustine
    St. Augustine, FL

    Learn Coastal Navigation in St. Augustine

    Practice coastal navigation theory in a four-day ASA course

    Practice coastal navigation theory in a four-day ASA course
    5.0 • 768 reviews
    $1,373/ person
    4-Day ASA Advanced Coastal Cruising Course in St. Augustine
    St. Augustine, FL

    4-Day ASA Advanced Coastal Cruising Course in St. Augustine

    Train to skipper a 30–50 ft sailboat on a 4-day ASA 106 course

    Train to skipper a 30–50 ft sailboat on a 4-day ASA 106 course
    5.0 • 768 reviews
    $3,175/ person
    Private Oyster Sloop Charter on CHRISTEEN
    Oyster Bay, NY

    Private Oyster Sloop Charter on CHRISTEEN

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise

    Charter the 60-foot Oyster Sloop CHRISTEEN for a private cruise
    4.4 • 109 reviews
    $1,146
    Cruise Traverse City on a 2-Hour Live Music Sail
    Traverse City, MI

    Cruise Traverse City on a 2-Hour Live Music Sail

    Dance to live music on a 2-hour evening sail on Grand Traverse Bay

    Dance to live music on a 2-hour evening sail on Grand Traverse Bay
    4.9 • 675 reviews
    $86/ person
    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
    5.0 • 121 reviews
    $110/ person
    Full-Day Sailing Charter in Erie
    Erie, PA

    Full-Day Sailing Charter in Erie

    Take the helm and build practical sailing skills on Lake Erie

    Take the helm and build practical sailing skills on Lake Erie
    5.0 • 166 reviews
    $1,903
    Private Sailboat Cruise Around Oyster Bay
    Oyster Bay, NY

    Private Sailboat Cruise Around Oyster Bay

    Charter the Ida May for a private sail with up to 44 guests

    Charter the Ida May for a private sail with up to 44 guests
    4.4 • 109 reviews
    $1,484& up
    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 • 337 reviews
    $2,800
    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 • 60 reviews
    $530& up
    Private Historic Schooner Sail in Key West
    Key West, FL

    Private Historic Schooner Sail in Key West

    Sail a 1939 wooden schooner and take a turn at the helm

    Sail a 1939 wooden schooner and take a turn at the helm
    4.8 • 376 reviews
    $1,345
    Sunday Brunch & Swim Cruise in Key West
    Key West, FL

    Sunday Brunch & Swim Cruise in Key West

    Brunch, drinks, and a swim stop aboard a Key West sail

    Brunch, drinks, and a swim stop aboard a Key West sail
    5.0 • 365 reviews
    $153/ person
    Sunset Sailing Catamaran Cruise on the Big Island
    Waikoloa, HI

    Sunset Sailing Catamaran Cruise on the Big Island

    Sail into sunset on a 2-hour Big Island catamaran cruise with drinks and snacks

    Sail into sunset on a 2-hour Big Island catamaran cruise with drinks and snacks
    4.9 • 115 reviews
    $188/ person
    Key West Sunset Schooner Cruise
    Key West, FL

    Key West Sunset Schooner Cruise

    Sail a 1930 schooner into the Key West sunset

    Sail a 1930 schooner into the Key West sunset
    4.8 • 376 reviews
    $124/ person
    Sunset Sail Charter in Key West
    Key West, FL

    Sunset Sail Charter in Key West

    Sail Key West aboard a 1939 wooden schooner with captain and crew

    Sail Key West aboard a 1939 wooden schooner with captain and crew
    4.8 • 376 reviews
    $2,474
    3-Hour Private Sailing Charter in New York Harbor
    New York, NY

    3-Hour Private Sailing Charter in New York Harbor

    Sail New York Harbor on a private 3-hour charter for up to 6 guests

    Sail New York Harbor on a private 3-hour charter for up to 6 guests
    4.8 • 60 reviews
    $742& up
    Private Sunset Sailing Charter in New York Harbor
    New York, NY

    Private Sunset Sailing Charter in New York Harbor

    Private 2-hour sunset sail for up to 6 with Statue of Liberty views

    Private 2-hour sunset sail for up to 6 with Statue of Liberty views
    4.8 • 60 reviews
    $636& up
    Private New York City Lights Sailing Charter
    New York, NY

    Private New York City Lights Sailing Charter

    Sail past Manhattan’s night skyline on a private 1.5-hour charter

    Sail past Manhattan’s night skyline on a private 1.5-hour charter
    4.8 • 60 reviews
    $610& up
    Morning Harbor Sailing Cruise in Newport
    Newport, RI

    Morning Harbor Sailing Cruise in Newport

    Sail Newport Harbor and Narragansett Bay on a quick, family-friendly morning cruise

    Sail Newport Harbor and Narragansett Bay on a quick, family-friendly morning cruise
    5.0 • 193 reviews
    $294
    Watch Shelter Cove Fireworks on a Hilton Head Sail
    Hilton Head, SC

    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 • 116 reviews
    $610
    Sail, Swim & Sunset Fireworks Charter in Destin
    Destin, FL

    Sail, Swim & Sunset Fireworks Charter in Destin

    Private 3.5-hour catamaran sail with snorkeling, sunset, and summer fireworks

    Private 3.5-hour catamaran sail with snorkeling, sunset, and summer fireworks
    5.0 • 223 reviews
    $791
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