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

    Best results for Sailing

    Showing 169-192 of 317 results
    Full-Day Private Sailing Charter to Waimea Bay
    Haleiwa, HI

    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 • 56 reviews
    $1,937
    Sunset Sailing Cruise in Olympia
    OIympia, WA

    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 • 73 reviews
    $430
    Sail Olympia On A Quiet Morning Cruise
    OIympia, WA

    Sail Olympia On A Quiet Morning Cruise

    Two-hour quiet morning sail with coffee, tea, and a welcome cocktail or mocktail

    Two-hour quiet morning sail with coffee, tea, and a welcome cocktail or mocktail
    5.0 • 73 reviews
    $384
    Sunset Sailing Cruise From Ma'alaea
    Wailuku, HI

    Sunset Sailing Cruise From Ma'alaea

    Sail into the evening with pupus, island-style music, and sunset views

    Sail into the evening with pupus, island-style music, and sunset views
    $149/ person
    2-Hour Mimosa Brunch Sail In Charleston Harbor
    Mt. Pleasant, SC

    2-Hour Mimosa Brunch Sail In Charleston Harbor

    Sip mimosas and snack on light brunch bites on a 2-hour shared sail in Charleston Harbor

    Sip mimosas and snack on light brunch bites on a 2-hour shared sail in Charleston Harbor
    5.0 • 689 reviews
    $64/ person
    Cruise Charleston Harbor on a 2-Hour Sunset Sail
    Mt. Pleasant, SC

    Cruise Charleston Harbor on a 2-Hour Sunset Sail

    Wednesday sunset sail with happy hour drinks included

    Wednesday sunset sail with happy hour drinks included
    5.0 • 689 reviews
    $64/ person
    Midday Sailing Cruise in Kennebunkport
    Kennebunkport, ME

    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
    Kennebunkport, ME

    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
    $101/ person
    Sunset Sail Cruise in Kennebunkport
    Kennebunkport, ME

    Sunset Sail Cruise in Kennebunkport

    Sail into the evening light along Kennebunkport’s rocky coast

    Sail into the evening light along Kennebunkport’s rocky coast
    4.9 • 254 reviews
    $137/ person
    2-Hour Maui Sunset Sail
    Lahaina, HI

    2-Hour Maui Sunset Sail

    Sail into a Maui sunset with drinks and hors d'oeuvres included

    Sail into a Maui sunset with drinks and hors d'oeuvres included
    4.8 • 4K reviews
    $114/ person
    Sunset Sail Cruise in Lahaina
    Lahaina, HI

    Sunset Sail Cruise in Lahaina

    Sail Lahaina’s sunset with food, drinks, and space to relax

    Sail Lahaina’s sunset with food, drinks, and space to relax
    4.8 • 4K reviews
    $131/ person
    2-Hour Maui Sunset Catamaran Cruise From Lahaina
    Lahaina, HI

    2-Hour Maui Sunset Catamaran Cruise From Lahaina

    Sail Lahaina’s sunset with appetizers and an open bar

    Sail Lahaina’s sunset with appetizers and an open bar
    4.8 • 4K reviews
    $114/ person
    Sunset Catamaran Sailing Cruise in Monterey
    Monterey, CA

    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 • 228 reviews
    $94/ person
    2-Hour Sailing Lesson in Monterey
    Monterey, CA

    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 • 228 reviews
    $169/ person
    Coastal Navigation Course in Monterey
    Monterey, CA

    Coastal Navigation Course in Monterey

    Practice coastal navigation skills on the water in Monterey

    Practice coastal navigation skills on the water in Monterey
    4.9 • 228 reviews
    $550/ person
    Birthday Sailing Charter in San Diego
    San Diego, CA

    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 • 811 reviews
    $631& up
    3-Hour Private Sunset Sailing Cruise in San Diego
    San Diego, CA

    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 • 811 reviews
    $631
    Bottomless Mimosa Sailing Cruise in San Diego
    San Diego, CA

    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 • 811 reviews
    $80/ person
    3-Hour Private Midday Sailing Cruise in San Diego
    San Diego, CA

    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 • 811 reviews
    $631
    Cruise San Diego on a 3-Hour Bachelorette Sail
    San Diego, CA

    Cruise San Diego on a 3-Hour Bachelorette Sail

    Book a 3-hour private bachelorette sail in San Diego, with daytime or sunset departures

    Book a 3-hour private bachelorette sail in San Diego, with daytime or sunset departures
    5.0 • 811 reviews
    $583& up
    Cruise San Diego Coastline on a 3-Hour Sunset Sail
    San Diego, CA

    Cruise San Diego Coastline on a 3-Hour Sunset Sail

    Sail San Diego at sunset on a private 3-hour cruise

    Sail San Diego at sunset on a private 3-hour cruise
    5.0 • 811 reviews
    $631& up
    3-Hour Private Sunset Sail in San Diego
    San Diego, CA

    3-Hour Private Sunset Sail in San Diego

    Sail privately in San Diego Bay with drinks and snacks included

    Sail privately in San Diego Bay with drinks and snacks included
    5.0 • 811 reviews
    $631& up
    Private 6-Hour Sailing Charter in San Diego
    San Diego, CA

    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 • 811 reviews
    $954& up
    3-Hour Midday Sailing Cruise In San Diego
    San Diego, CA

    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 • 811 reviews
    $116/ person
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