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

    Best results for Sailing

    Showing 49-72 of 510 results
    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 • 344 reviews
    $371
    Sunset Sailing Cruise in Provincetown
    Sailing

    Sunset Sailing Cruise in Provincetown

    Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise

    Sail Cape Cod Bay at sunset on a bring your own food and drinks cruise
    $94/ person
    Private Sailing Charter in Provincetown
    Sailing

    Private Sailing Charter in Provincetown

    Charter a private sail in Provincetown for up to 34 guests

    Charter a private sail in Provincetown for up to 34 guests
    $2,542& up
    Private 1.5-Hour Sailing Cruise on the Delaware River
    Sailing

    Private 1.5-Hour Sailing Cruise on the Delaware River

    Private Delaware River day sail for up to six guests

    Private Delaware River day sail for up to six guests
    $424/ boat
    6-Hour Provincetown Private Sailing Charter
    Sailing

    6-Hour Provincetown Private Sailing Charter

    Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter

    Sail Provincetown Harbor and Cape Cod Bay on a private 6-hour charter
    4.9 • 35 reviews
    $1,713
    2-Hour Private Sailing Charter in Provincetown
    Sailing

    2-Hour Private Sailing Charter in Provincetown

    Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests

    Sail Provincetown Harbor on a private, captained 2-hour charter for up to six guests
    4.9 • 35 reviews
    $913
    1-Hour Toddler Sailing Lesson at Jetties Beach
    Sailing

    1-Hour Toddler Sailing Lesson at Jetties Beach

    Introduce your toddler to sailing with a 1-hour instructor-led lesson

    Introduce your toddler to sailing with a 1-hour instructor-led lesson
    5.0 • 2 reviews
    $133
    2-Hour Private Sunset Sailing Cruise in Narragansett Bay
    Sailing

    2-Hour Private Sunset Sailing Cruise in Narragansett Bay

    Private sunset sail for up to 4 on Narragansett Bay

    Private sunset sail for up to 4 on Narragansett Bay
    4.9 • 67 reviews
    $159
    Happy Hour Sailing Cruise in Traverse City
    Sailing

    Happy Hour Sailing Cruise in Traverse City

    Sail West Grand Traverse Bay on a 2-hour happy hour cruise

    Sail West Grand Traverse Bay on a 2-hour happy hour cruise
    4.8 • 298 reviews
    $71/ person
    Full-Day Private Sailing Charter to Waimea Bay
    Sailing

    Full-Day Private Sailing Charter to Waimea Bay

    Private 6-hour sail to Waimea Bay for up to 6 people

    Private 6-hour sail to Waimea Bay for up to 6 people
    5.0 • 58 reviews
    $1,937
    Sunset Sailing Cruise in Olympia
    Sailing

    Sunset Sailing Cruise in Olympia

    Sail at sunset on a classic schooner with cocktails or mocktails

    Sail at sunset on a classic schooner with cocktails or mocktails
    5.0 • 75 reviews
    $430
    Midday Sailing Cruise in Kennebunkport
    Sailing

    Midday Sailing Cruise in Kennebunkport

    Sail Kennebunkport at midday with a local captain, public or private

    Sail Kennebunkport at midday with a local captain, public or private
    4.9 • 254 reviews
    $113/ person
    1.5-Hour Morning Sailing Cruise in Kennebunkport
    Sailing

    1.5-Hour Morning Sailing Cruise in Kennebunkport

    Sail Kennebunkport with options to relax or take the helm

    Sail Kennebunkport with options to relax or take the helm
    4.9 • 254 reviews
    $113/ person
    Sunset Catamaran Sailing Cruise in Monterey
    Sailing

    Sunset Catamaran Sailing Cruise in Monterey

    Sail Monterey Bay at sunset with a drink and snacks included

    Sail Monterey Bay at sunset with a drink and snacks included
    4.9 • 229 reviews
    $94/ person
    2-Hour Sailing Lesson in Monterey
    Sailing

    2-Hour Sailing Lesson in Monterey

    Learn sailing basics in a 2-hour class from Old Fisherman’s Wharf

    Learn sailing basics in a 2-hour class from Old Fisherman’s Wharf
    4.9 • 229 reviews
    $169/ person
    Birthday Sailing Charter in San Diego
    Sailing

    Birthday Sailing Charter in San Diego

    Celebrate your birthday with a private sail on San Diego Bay

    Celebrate your birthday with a private sail on San Diego Bay
    5.0 • 813 reviews
    $631& up
    3-Hour Private Sunset Sailing Cruise in San Diego
    Sailing

    3-Hour Private Sunset Sailing Cruise in San Diego

    Sail the San Diego coast at sunset with complimentary drinks and snacks

    Sail the San Diego coast at sunset with complimentary drinks and snacks
    5.0 • 813 reviews
    $631
    Bottomless Mimosa Sailing Cruise in San Diego
    Sailing

    Bottomless Mimosa Sailing Cruise in San Diego

    Sail San Diego Bay with bottomless mimosas on a 2-hour morning cruise

    Sail San Diego Bay with bottomless mimosas on a 2-hour morning cruise
    5.0 • 813 reviews
    $80/ person
    3-Hour Private Midday Sailing Cruise in San Diego
    Sailing

    3-Hour Private Midday Sailing Cruise in San Diego

    Sail San Diego on a private 3-hour midday cruise with complimentary drinks and snacks

    Sail San Diego on a private 3-hour midday cruise with complimentary drinks and snacks
    5.0 • 813 reviews
    $631
    Private 6-Hour Sailing Charter in San Diego
    Sailing

    Private 6-Hour Sailing Charter in San Diego

    Sail San Diego Bay on a private 6-hour charter for up to 12 guests

    Sail San Diego Bay on a private 6-hour charter for up to 12 guests
    5.0 • 813 reviews
    $954& up
    3-Hour Midday Sailing Cruise In San Diego
    Sailing

    3-Hour Midday Sailing Cruise In San Diego

    Midday sail in San Diego with drinks and snacks included

    Midday sail in San Diego with drinks and snacks included
    5.0 • 813 reviews
    $116/ person
    Take a 2-Hour Morning Sailing Tour in San Diego
    Sailing

    Take a 2-Hour Morning Sailing Tour in San Diego

    2-hour morning sail with complimentary drinks and snacks

    2-hour morning sail with complimentary drinks and snacks
    5.0 • 813 reviews
    $94/ person
    2-Hour Private Morning Sailing Cruise in San Diego
    Sailing

    2-Hour Private Morning Sailing Cruise in San Diego

    Private 2-hour morning sail with complimentary drinks and snacks

    Private 2-hour morning sail with complimentary drinks and snacks
    5.0 • 813 reviews
    $477& up
    Captain-Chartered Catalina 420 Sailing Charter in San Diego
    Sailing

    Captain-Chartered Catalina 420 Sailing Charter in San Diego

    Sail a spacious Catalina 420 with your group of up to 12

    Sail a spacious Catalina 420 with your group of up to 12
    4.4 • 244 reviews
    $1,050& up
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