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

    Best results for Sailing

    Showing 121-144 of 510 results
    Take a Morning Mimosa Sailing Cruise in Lake Tahoe
    Sailing

    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
    Sailing

    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
    Sailing

    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
    2-Hour Private Sailing Charter in Newport
    Sailing

    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
    Private 3.5-Hour Sailing Cruise in Newport
    Sailing

    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
    Sailing

    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
    Sailing

    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
    Private Sailing Yacht Charter in San Diego
    Yacht Charters

    Private Sailing Yacht Charter in San Diego

    Charter a private sailboat in San Diego with captain and crew, for up to 14 guests

    Charter a private sailboat in San Diego with captain and crew, for up to 14 guests
    5.0 • 813 reviews
    $1,113& up
    Afternoon Sailing & Snorkeling Tour in Kailua-Kona
    Snorkeling

    Afternoon Sailing & Snorkeling Tour in Kailua-Kona

    Sail the Kona Coast and snorkel Kealakekua Bay’s marine sanctuary

    Sail the Kona Coast and snorkel Kealakekua Bay’s marine sanctuary
    4.8 • 915 reviews
    $143/ person
    Private Sailing Charter in New York City
    Yacht Charters

    Private Sailing Charter in New York City

    Sail the NYC skyline on a private yacht with your own captain

    Sail the NYC skyline on a private yacht with your own captain
    4.9 • 79 reviews
    $783& up
    Private Sailing Charter for 2 in New York City
    Yacht Charters

    Private Sailing Charter for 2 in New York City

    Sail NYC Harbor on a private yacht for two, with Statue of Liberty views

    Sail NYC Harbor on a private yacht for two, with Statue of Liberty views
    4.9 • 79 reviews
    $671& up
    Private Sailing Yacht Charter in NYC
    Yacht Charters

    Private Sailing Yacht Charter in NYC

    Sail NYC on a private yacht with skyline views and Statue of Liberty close-ups

    Sail NYC on a private yacht with skyline views and Statue of Liberty close-ups
    4.9 • 79 reviews
    $783& up
    Private Sailing Yacht Charter in San Diego
    Yacht Charters

    Private Sailing Yacht Charter in San Diego

    Charter a private sailing yacht in San Diego with your own captain and crew

    Charter a private sailing yacht in San Diego with your own captain and crew
    5.0 • 813 reviews
    $1,590& up
    Private Sunset Sailing in St. Augustine
    Private Boat ChartersUp to 6

    Private Sunset Sailing in St. Augustine

    Sail a luxury yacht at sunset and see St. Augustine's historic bayfront

    Sail a luxury yacht at sunset and see St. Augustine's historic bayfront
    5.0 • 740 reviews
    $843
    Private Sunset Sailing Charter in Maalaea Bay
    Yacht Charters

    Private Sunset Sailing Charter in Maalaea Bay

    Sail a private sunset catamaran with appetizers and room for up to 6

    Sail a private sunset catamaran with appetizers and room for up to 6
    $2,729
    51' Luxury Sailing Catamaran Charter in Kailua-Kona
    Private Yacht ChartersUp to 6

    51' Luxury Sailing Catamaran Charter in Kailua-Kona

    Customize a private Kona yacht day with snorkeling and seasonal wildlife

    Customize a private Kona yacht day with snorkeling and seasonal wildlife
    4.9 • 534 reviews
    $2,217
    Sunset Dolphin Watch Sailing Cruise in Panama City Beach
    Dolphin Watching

    Sunset Dolphin Watch Sailing Cruise in Panama City Beach

    Sail Grand Lagoon at sunset and watch for dolphins on a 2-hour catamaran cruise

    Sail Grand Lagoon at sunset and watch for dolphins on a 2-hour catamaran cruise
    4.8 • 1.7K reviews
    $58/ person
    2.5-Hour Private Sailing Charter in San Diego Bay
    Yacht Charters

    2.5-Hour Private Sailing Charter in San Diego Bay

    Private sail on San Diego Bay with snacks and drinks for up to six

    Private sail on San Diego Bay with snacks and drinks for up to six
    5.0 • 96 reviews
    $795
    Private 4-Hour Snorkeling & Sailing Cruise in Key West
    Snorkeling

    Private 4-Hour Snorkeling & Sailing Cruise in Key West

    Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West

    Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West
    4.9 • 1.4K reviews
    $847
    6-Hour Custom Private Sailing Charter in Charleston
    Yacht Charters

    6-Hour Custom Private Sailing Charter in Charleston

    Sail Charleston your way on a 6-hour private charter

    Sail Charleston your way on a 6-hour private charter
    5.0 • 264 reviews
    $1,284& up
    Dolphin Watching Snorkel & Sailing Cruise in Key West
    Dolphin Watching

    Dolphin Watching Snorkel & Sailing Cruise in Key West

    Sail a small-group catamaran to snorkel reefs and look for wild dolphins

    Sail a small-group catamaran to snorkel reefs and look for wild dolphins
    4.9 • 621 reviews
    $112/ person
    Private Day Or Sunset Sailing Charter In New Orleans
    Yacht Charters

    Private Day Or Sunset Sailing Charter In New Orleans

    Private 47-foot sailing yacht with Captain Doug, with day or sunset options

    Private 47-foot sailing yacht with Captain Doug, with day or sunset options
    5.0 • 280 reviews
    $598
    Cruise San Diego Bay on a Private Sailing Charter
    Yacht Charters

    Cruise San Diego Bay on a Private Sailing Charter

    Sail San Diego Bay on a private charter for up to six guests

    Sail San Diego Bay on a private charter for up to six guests
    4.4 • 244 reviews
    $1,200& up
    Sail a Private Sunset Cruise in Monterey
    Sailing

    Sail a Private Sunset Cruise in Monterey

    Private keelboat sailing for up to 6 from Old Fisherman’s Wharf

    Private keelboat sailing for up to 6 from Old Fisherman’s Wharf
    4.9 • 229 reviews
    $996
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