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

    Best results for Sailing

    Showing 313-336 of 404 results
    Mid-Morning Harbor Sail in Charleston
    Pawleys Island, SC

    Mid-Morning Harbor Sail in Charleston

    Relax on a 2-hour private morning sail with snacks and drinks included

    Relax on a 2-hour private morning sail with snacks and drinks included
    $560
    2-Hour Private Sailing Cruise in Charleston
    Pawleys Island, SC

    2-Hour Private Sailing Cruise in Charleston

    Sail Charleston with Captain John, with drinks and snacks included

    Sail Charleston with Captain John, with drinks and snacks included
    $560
    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 • 59 reviews
    $742& up
    2-Hour Private Daytime Sailing Charter in NYC
    New York, NY

    2-Hour Private Daytime Sailing Charter in NYC

    Sail New York Harbor on a private 2-hour daytime charter

    Sail New York Harbor on a private 2-hour daytime charter
    5.0 • 502 reviews
    $530& up
    Sail San Diego Bay Catamaran Cruise With Drinks
    San Diego, CA

    Sail San Diego Bay Catamaran Cruise With Drinks

    Sail San Diego Bay on a small-group catamaran with drinks included

    Sail San Diego Bay on a small-group catamaran with drinks included
    5.0 • 537 reviews
    $660
    Private Catamaran Charter on San Diego Bay
    San Diego, CA

    Private Catamaran Charter on San Diego Bay

    Charter a private catamaran for your special occasion on San Diego Bay

    Charter a private catamaran for your special occasion on San Diego Bay
    5.0 • 537 reviews
    $660
    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 • 59 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 • 59 reviews
    $610& up
    Private 4-Hour Sailing Charter in Fort Myers Beach
    Fort Myers Beach, FL

    Private 4-Hour Sailing Charter in Fort Myers Beach

    Sail a private catamaran to Lovers Key with time to swim and shell

    Sail a private catamaran to Lovers Key with time to swim and shell
    5.0 • 554 reviews
    $1,631
    Sunset Sail in Southwest Florida
    Fort Myers Beach, FL

    Sunset Sail in Southwest Florida

    Sail into golden-hour views on a 2-hour sunset cruise

    Sail into golden-hour views on a 2-hour sunset cruise
    5.0 • 554 reviews
    $68/ person
    Private 2-Hour Sailing Cruise on Lake Champlain
    Burlington, VT

    Private 2-Hour Sailing Cruise on Lake Champlain

    Sail Lake Champlain on a private classic sloop with captain and crew

    Sail Lake Champlain on a private classic sloop with captain and crew
    5.0 • 1.3K reviews
    $452& up
    Cruise New York Harbor on a 3-Hour Private Sail
    New York, NY

    Cruise New York Harbor on a 3-Hour Private Sail

    Private 3-hour sail past the Statue of Liberty from Jersey City

    Private 3-hour sail past the Statue of Liberty from Jersey City
    5.0 • 502 reviews
    $769& up
    Sunset Sailing Cruise in South Lake Tahoe
    South Lake Tahoe, CA

    Sunset Sailing Cruise in South Lake Tahoe

    2-hour sunset sail with complimentary beer, wine, and non-alcoholic drinks

    2-hour sunset sail with complimentary beer, wine, and non-alcoholic drinks
    5.0 • 454 reviews
    $148/ person
    Take a Morning Mimosa Sailing Cruise in Lake Tahoe
    South Lake Tahoe, CA

    Take a Morning Mimosa Sailing Cruise in Lake Tahoe

    2-hour morning sail on Lake Tahoe with mimosas and non-alcoholic drinks

    2-hour morning sail on Lake Tahoe with mimosas and non-alcoholic drinks
    5.0 • 454 reviews
    $148/ person
    Private Daytime Sailing Charter in New York City
    NEW YORK, NY

    Private Daytime Sailing Charter in New York City

    Sail NYC on a private charter with a U.S. Coast Guard licensed captain

    Sail NYC on a private charter with a U.S. Coast Guard licensed captain
    5.0 • 33 reviews
    $631& up
    Guided Daytime Sailing Cruise on Lake Champlain
    Burlington, VT

    Guided Daytime Sailing Cruise on Lake Champlain

    Sail Lake Champlain on a classic sloop with a small group

    Sail Lake Champlain on a classic sloop with a small group
    5.0 • 1.3K reviews
    $77/ person
    Charleston 2.5-Hour Sunset Cruise
    Charleston, SC

    Charleston 2.5-Hour Sunset Cruise

    Bring your own drinks on a 2.5-hour Charleston sunset sail for up to 6 guests

    Bring your own drinks on a 2.5-hour Charleston sunset sail for up to 6 guests
    5.0 • 279 reviews
    $635
    2-Hour Private Sailing Charter in Newport
    Newport, RI

    2-Hour Private Sailing Charter in Newport

    Sail Narragansett Bay on a private 36-foot sloop with your captain

    Sail Narragansett Bay on a private 36-foot sloop with your captain
    5.0 • 179 reviews
    $419
    2-Hour Chesapeake Bay Day Sail in St. Michaels
    St. Michaels, MD

    2-Hour Chesapeake Bay Day Sail in St. Michaels

    Sail the Chesapeake on a 1935 ketch with the option to join the crew

    Sail the Chesapeake on a 1935 ketch with the option to join the crew
    5.0 • 1.3K reviews
    $131/ person
    Private 3.5-Hour Sailing Cruise in Newport
    Newport, RI

    Private 3.5-Hour Sailing Cruise in Newport

    Sail Narragansett Bay on a private 3.5-hour cruise aboard the 36' sloop Hurrah

    Sail Narragansett Bay on a private 3.5-hour cruise aboard the 36' sloop Hurrah
    5.0 • 179 reviews
    $843
    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 • 179 reviews
    $313
    2-Hour Private Sailing Cruise in Folly Beach
    Folly Beach, SC

    2-Hour Private Sailing Cruise in Folly Beach

    Sail the Folly River on a private 2-hour cruise for up to 6 guests

    Sail the Folly River on a private 2-hour cruise for up to 6 guests
    5.0 • 186 reviews
    $477
    Sunset Shared Sailing Cruise in New Orleans
    New Orleans, LA

    Sunset Shared Sailing Cruise in New Orleans

    Sip included drinks on a 2-hour sunset sail with a small 21+ group

    Sip included drinks on a 2-hour sunset sail with a small 21+ group
    5.0 • 280 reviews
    $99/ person
    Spot Dolphins on a 2-Hour Sail in Hilton Head
    Hilton Head, SC

    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
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