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    Best results for Sailing

    Showing 289-312 of 403 results
    Sunset Sail Cruise in Kennebunkport
    Sailing

    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
    Sailing

    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
    Sailing

    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
    Coastal Navigation Course in Monterey
    Sailing

    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
    Cruise San Diego on a 3-Hour Bachelorette Sail
    Sailing

    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
    Sailing

    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
    Sailing

    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
    Sail On A 3-Hour San Diego Sunset Cruise
    Sailing

    Sail On A 3-Hour San Diego Sunset Cruise

    3-hour sunset sail on a 40-foot boat with drinks and snacks included

    3-hour sunset sail on a 40-foot boat with drinks and snacks included
    5.0 • 811 reviews
    $126/ person
    Sunset Sail in Coronado
    Sailing

    Sunset Sail in Coronado

    Sail at sunset with views of San Diego’s skyline

    Sail at sunset with views of San Diego’s skyline
    $250& up
    2-Hour Sunset Sail in San Diego
    Sailing

    2-Hour Sunset Sail in San Diego

    Sail Harbor Island at sunset with skyline views

    Sail Harbor Island at sunset with skyline views
    $250& up
    Race in a Themed Sailboat Regatta in San Diego
    Sailing

    Race in a Themed Sailboat Regatta in San Diego

    Join an informal sailboat race and dockside after-party in Mission Bay

    Join an informal sailboat race and dockside after-party in Mission Bay
    $16/ person
    Watch Dolphins on a Key West Sunset Sail
    Sailing

    Watch Dolphins on a Key West Sunset Sail

    Sail a luxury catamaran at sunset with tapas, drinks, and dolphin watching

    Sail a luxury catamaran at sunset with tapas, drinks, and dolphin watching
    4.7 • 8K reviews
    $81/ person
    Morning 2-Hour Sail in Wrightsville Beach
    Sailing

    Morning 2-Hour Sail in Wrightsville Beach

    Sail calm morning waters on the Intracoastal Waterway

    Sail calm morning waters on the Intracoastal Waterway
    5.0 • 279 reviews
    $114/ person
    Cruise Local Waterways on a 2-Hour Sunset Sail
    Sailing

    Cruise Local Waterways on a 2-Hour Sunset Sail

    Relax on Bella with cocktails and a sunset sail for up to 6 guests

    Relax on Bella with cocktails and a sunset sail for up to 6 guests
    $159/ person
    4-Hour Private Catamaran Sail in Wrightsville Beach
    Sailing

    4-Hour Private Catamaran Sail in Wrightsville Beach

    Customize a private 44' catamaran sail to islands and local stops

    Customize a private 44' catamaran sail to islands and local stops
    $1,272
    Sunrise Coffee Sail in Ka'anapali
    Sailing

    Sunrise Coffee Sail in Ka'anapali

    Sip Maui coffee on a Kaʻanapali sunrise catamaran sail

    Sip Maui coffee on a Kaʻanapali sunrise catamaran sail
    4.9 • 2.3K reviews
    $81/ person
    2-Hour Evening Sail Cruise in Traverse City
    Sailing

    2-Hour Evening Sail Cruise in Traverse City

    Sail Grand Traverse Bay at sunset and help raise Manitou’s sails

    Sail Grand Traverse Bay at sunset and help raise Manitou’s sails
    4.8 • 1.7K reviews
    $64/ person
    Sail Traverse City With Moomers Ice Cream
    Sailing

    Sail Traverse City With Moomers Ice Cream

    Sail Traverse City and enjoy two scoops of Moomers ice cream

    Sail Traverse City and enjoy two scoops of Moomers ice cream
    4.8 • 1.7K reviews
    $60/ person
    Diamond Head Sail & Swim From Waikiki
    Sailing

    Diamond Head Sail & Swim From Waikiki

    Sail past Diamond Head, then anchor off Waikiki for a swim

    Sail past Diamond Head, then anchor off Waikiki for a swim
    5.0 • 109 reviews
    $110/ person
    Private Sailing Lesson in Nantucket
    Sailing

    Private Sailing Lesson in Nantucket

    Learn to sail with a private instructor at Jetties Beach

    Learn to sail with a private instructor at Jetties Beach
    5.0 • 2 reviews
    $265
    Youth Private Sailing Lesson at Jetties Beach
    Sailing

    Youth Private Sailing Lesson at Jetties Beach

    Build sailing skills with a private youth lesson for up to 3 sailors

    Build sailing skills with a private youth lesson for up to 3 sailors
    5.0 • 2 reviews
    $212
    Full-Day Lake Erie Sailing Charter
    Sailing

    Full-Day Lake Erie Sailing Charter

    Sail Lake Erie for about 8 hours on a private charter for up to 6 guests

    Sail Lake Erie for about 8 hours on a private charter for up to 6 guests
    5.0 • 34 reviews
    $1,537
    St. Augustine Nights of Lights Sailing Tour
    Sailing

    St. Augustine Nights of Lights Sailing Tour

    Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights

    Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights
    5.0 • 736 reviews
    $145/ person
    Weekend Sailing Cruise From Barrington to Block Island
    Sailing

    Weekend Sailing Cruise From Barrington to Block Island

    Sail a 42-foot boat to an island while you build skills with an instructor

    Sail a 42-foot boat to an island while you build skills with an instructor
    4.9 • 66 reviews
    $1,150/ cabin
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