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

    Best results for Sailing

    Showing 25-48 of 510 results
    Take a Private 2-Hour Sailing Lesson in Maine
    Sailing

    Take a Private 2-Hour Sailing Lesson in Maine

    Private sailing lesson for up to 6 with a customized focus

    Private sailing lesson for up to 6 with a customized focus
    5.0 • 382 reviews
    $801& up
    Windjammer Sailing Cruise in Traverse City
    Sailing

    Windjammer Sailing Cruise in Traverse City

    Sail Grand Traverse Bay at 2:30pm for lively winds and peninsula views

    Sail Grand Traverse Bay at 2:30pm for lively winds and peninsula views
    4.8 • 298 reviews
    $65/ person
    Private 2-Hour Sailing Cruise in West Bay
    Sailing

    Private 2-Hour Sailing Cruise in West Bay

    Sail West Bay on a private cruise for up to 6 people

    Sail West Bay on a private cruise for up to 6 people
    5.0 • 79 reviews
    $317
    Sunset Sailing Cruise in Traverse City
    Sailing

    Sunset Sailing Cruise in Traverse City

    Sail Grand Traverse Bay at sunset with a picnic and drinks included

    Sail Grand Traverse Bay at sunset with a picnic and drinks included
    4.9 • 250 reviews
    $256/ person
    Private New York Harbor Sailing Cruise
    Sailing

    Private New York Harbor Sailing Cruise

    Private sail around New York Harbor for up to 6 guests

    Private sail around New York Harbor for up to 6 guests
    5.0 • 253 reviews
    $731
    New York Harbor 2.5-Hour Group Sailing Cruise
    Sailing

    New York Harbor 2.5-Hour Group Sailing Cruise

    Sail New York Harbor in a small group, with skyline and Statue of Liberty views

    Sail New York Harbor in a small group, with skyline and Statue of Liberty views
    5.0 • 253 reviews
    $94/ person
    Brunch Sailing Cruise in Wrightsville Beach
    Sailing

    Brunch Sailing Cruise in Wrightsville Beach

    Sip coffee and mimosas on a 2-hour brunch sail

    Sip coffee and mimosas on a 2-hour brunch sail
    4.9 • 67 reviews
    $159/ person
    2-Hour Daytime Sailing Cruise in Presque Isle Bay
    Sailing

    2-Hour Daytime Sailing Cruise in Presque Isle Bay

    Sail Presque Isle Bay with a captain and crew, plus two complimentary drinks

    Sail Presque Isle Bay with a captain and crew, plus two complimentary drinks
    5.0 • 146 reviews
    $170/ person
    2-Hour Sunset Sailing Cruise in Presque Isle Bay
    Sailing

    2-Hour Sunset Sailing Cruise in Presque Isle Bay

    Sail Presque Isle Bay at sunset with wine and crew included

    Sail Presque Isle Bay at sunset with wine and crew included
    5.0 • 146 reviews
    $201/ person
    4-Hour Sailing Lesson on Narragansett Bay
    Sailing

    4-Hour Sailing Lesson on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay
    4.9 • 67 reviews
    $201/ person
    2-Hour Brunch Sailing Cruise in Seattle
    Sailing

    2-Hour Brunch Sailing Cruise in Seattle

    Sail Seattle’s harbor and enjoy a brunch buffet on a tall ship

    Sail Seattle’s harbor and enjoy a brunch buffet on a tall ship
    4.8 • 360 reviews
    $92/ person
    Youth Advanced Sailing Camp With Flying Scot
    Sailing

    Youth Advanced Sailing Camp With Flying Scot

    Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15

    Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15
    4.7 • 90 reviews
    $318/ person
    3-Hour Guided Sailing Cruise in Kennebunkport
    Sailing

    3-Hour Guided Sailing Cruise in Kennebunkport

    Sail the Saco River and Saco Bay in a small group

    Sail the Saco River and Saco Bay in a small group
    5.0 • 382 reviews
    $192/ person
    Private 2-Hour Sunset Sailing Charter in Kennebunkport
    Sailing

    Private 2-Hour Sunset Sailing Charter in Kennebunkport

    Reserve a private 2-hour sunset sail for up to 6 guests

    Reserve a private 2-hour sunset sail for up to 6 guests
    5.0 • 382 reviews
    $801& up
    4-Hour Private Sailing Lesson in Kennebunkport
    Sailing

    4-Hour Private Sailing Lesson in Kennebunkport

    Learn to sail with a private instructor on a 42-foot boat

    Learn to sail with a private instructor on a 42-foot boat
    5.0 • 382 reviews
    $1,279& up
    6-Hour Private Sailing Charter in Kennebunkport
    Sailing

    6-Hour Private Sailing Charter in Kennebunkport

    Sail for 6 hours with your private group of up to 6

    Sail for 6 hours with your private group of up to 6
    5.0 • 382 reviews
    $1,921& up
    Private 4-Hour Sailing Charter in Kennebunkport
    Sailing

    Private 4-Hour Sailing Charter in Kennebunkport

    Sail Saco Bay for 4 hours with your private group of up to 6

    Sail Saco Bay for 4 hours with your private group of up to 6
    5.0 • 382 reviews
    $1,172& up
    3-Hour Puget Sound Sailing Charter in Seattle
    Sailing

    3-Hour Puget Sound Sailing Charter in Seattle

    Sail Puget Sound on a private 3-hour charter for up to 6

    Sail Puget Sound on a private 3-hour charter for up to 6
    5.0 • 166 reviews
    $504
    Sunset Sailing Charter on Puget Sound in Seattle
    Sailing

    Sunset Sailing Charter on Puget Sound in Seattle

    Private 3-hour sunset sail with views of Seattle and the Olympic Mountains

    Private 3-hour sunset sail with views of Seattle and the Olympic Mountains
    5.0 • 166 reviews
    $504
    Private 1.5-Hour Schooner Sailing Charter in Key West
    Sailing

    Private 1.5-Hour Schooner Sailing Charter in Key West

    Charter a private historic schooner sail with drinks and snacks included

    Charter a private historic schooner sail with drinks and snacks included
    4.9 • 5.7K reviews
    $1,713
    Private Key West Sunset Sailing Charter
    Sailing

    Private Key West Sunset Sailing Charter

    Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

    Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included
    4.9 • 5.7K reviews
    $3,500
    Proposal & Anniversary Sailing Cruise in Fort Walton Beach
    Sailing

    Proposal & Anniversary Sailing Cruise in Fort Walton Beach

    Sail with a licensed captain for a proposal or anniversary cruise

    Sail with a licensed captain for a proposal or anniversary cruise
    4.5 • 27 reviews
    $493
    Sunset Sailing Cruise With Live Music in Bar Harbor
    Sailing

    Sunset Sailing Cruise With Live Music in Bar Harbor

    Sail at sunset with live folk music on the Margaret Todd

    Sail at sunset with live folk music on the Margaret Todd
    4.4 • 461 reviews
    $61/ person
    Sunset Sailing Cruise in Mackinac Island
    Sailing

    Sunset Sailing Cruise in Mackinac Island

    Sail into sunset views of Mackinac Island and the Mighty Mackinac Bridge

    Sail into sunset views of Mackinac Island and the Mighty Mackinac Bridge
    $101/ person
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