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    Best results for Sailing

    Showing 25-48 of 403 results
    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 • 1.2K 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 • 77 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 • 328 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
    $557
    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
    $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
    Hobie Cat Sailing Ride in St. Thomas
    Sailing

    Hobie Cat Sailing Ride in St. Thomas

    Sail Margaritaville Bay with a Hobie Cat captain in 30 or 60 minutes

    Sail Margaritaville Bay with a Hobie Cat captain in 30 or 60 minutes
    4.8 • 4.7K reviews
    $49/ person
    Private Sunset Sailing Cruise in Destin
    Sailing

    Private Sunset Sailing Cruise in Destin

    Sail into the Destin sunset on a private, quiet cruise

    Sail into the Destin sunset on a private, quiet cruise
    5.0 • 219 reviews
    $542& up
    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 • 376 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 • 376 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 • 376 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 • 376 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 • 376 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
    $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
    $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
    $3,426
    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
    5.0 • 58 reviews
    $482
    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
    4.2 • 2.5K reviews
    $61/ person
    Sunset & Fireworks Sailing Cruise in Destin
    Sailing

    Sunset & Fireworks Sailing Cruise in Destin

    Sail into Destin Harbor for a private sunset and fireworks view

    Sail into Destin Harbor for a private sunset and fireworks view
    5.0 • 219 reviews
    $741& up
    Basic Coastal Cruising Sailing Class in Sandusky
    Sailing

    Basic Coastal Cruising Sailing Class in Sandusky

    Learn basic coastal cruising skills in a 2-day sailing class

    Learn basic coastal cruising skills in a 2-day sailing class
    5.0 • 34 reviews
    $631/ person
    ASA 111 Sailing Skills Review Class in Sandusky
    Sailing

    ASA 111 Sailing Skills Review Class in Sandusky

    Review and refresh your ASA 111 sailing skills in a 3-hour class

    Review and refresh your ASA 111 sailing skills in a 3-hour class
    5.0 • 34 reviews
    $207/ person
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