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

    Best results for Sailing

    Showing 193-216 of 510 results
    Afternoon Cocktail Sail Along Waikiki Coastline
    Sailing

    Afternoon Cocktail Sail Along Waikiki Coastline

    Cruise Waikiki toward Diamond Head with drinks and snacks included

    Cruise Waikiki toward Diamond Head with drinks and snacks included
    $86/ person
    Ko Olina Sunset Sail & Luau Experience
    Sailing

    Ko Olina Sunset Sail & Luau Experience

    Sail Ko Olina at sunset, then head ashore for a Kaula Luau

    Sail Ko Olina at sunset, then head ashore for a Kaula Luau
    $342/ person
    Golden Hour Cocktail Sail in New York City
    Sailing

    Golden Hour Cocktail Sail in New York City

    Sail past the Statue of Liberty with a welcome cocktail at golden hour

    Sail past the Statue of Liberty with a welcome cocktail at golden hour
    4.5 • 703 reviews
    $104
    Cruise West Grand Traverse Bay at Noon in Traverse City
    Sailing

    Cruise West Grand Traverse Bay at Noon in Traverse City

    Relax on a 2-hour noon catamaran cruise on West Grand Traverse Bay

    Relax on a 2-hour noon catamaran cruise on West Grand Traverse Bay
    4.8 • 298 reviews
    $58/ person
    2-Hour Maui Sunset Catamaran Cruise From Lahaina
    Sailing

    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
    4.9 • 1.1K reviews
    $114/ person
    Sail a 270' Catalina Charter in San Diego Bay
    Sailing

    Sail a 270' Catalina Charter in San Diego Bay

    Charter a Catalina 270 sailboat on San Diego Bay with 3- or 6-hour options

    Charter a Catalina 270 sailboat on San Diego Bay with 3- or 6-hour options
    4.4 • 244 reviews
    $395& up
    Sail a Catalina 270 Charter in San Diego
    Sailing

    Sail a Catalina 270 Charter in San Diego

    Charter an 8-person Catalina 270 sailboat with 3- or 6-hour options

    Charter an 8-person Catalina 270 sailboat with 3- or 6-hour options
    4.4 • 244 reviews
    $395/ boat
    Sail at Sunset in San Diego
    Sailing

    Sail at Sunset in San Diego

    Sail into sunset views of San Diego’s skyline with a USCG-licensed captain

    Sail into sunset views of San Diego’s skyline with a USCG-licensed captain
    4.4 • 244 reviews
    $250/ boat
    2-Hour Learn-to-Sail Lesson in Coronado
    Sailing

    2-Hour Learn-to-Sail Lesson in Coronado

    Learn to sail a Capri 22 with an experienced skipper

    Learn to sail a Capri 22 with an experienced skipper
    4.4 • 244 reviews
    $195/ person
    Champagne Sunset Catamaran Cruise in Key West
    Sailing

    Champagne Sunset Catamaran Cruise in Key West

    Sail Key West at sunset with complimentary champagne and drinks

    Sail Key West at sunset with complimentary champagne and drinks
    4.7 • 8K reviews
    $58/ person
    Learn Coastal Navigation Online in St. Augustine
    Sailing

    Learn Coastal Navigation Online in St. Augustine

    Build coastal navigation skills with a self-paced ASA 105 online course

    Build coastal navigation skills with a self-paced ASA 105 online course
    5.0 • 740 reviews
    $795/ person
    Sail a 5-Hour Power Island Cruise From Traverse City
    Sailing

    Sail a 5-Hour Power Island Cruise From Traverse City

    Private 5-hour sail to Power Island with time to anchor and swim

    Private 5-hour sail to Power Island with time to anchor and swim
    5.0 • 169 reviews
    $794
    2-Hour Happy Hour Sail in Traverse City
    Sailing

    2-Hour Happy Hour Sail in Traverse City

    Sail Grand Traverse Bay with included regional drinks

    Sail Grand Traverse Bay with included regional drinks
    4.9 • 250 reviews
    $146/ person
    Enjoy a 2-Hour Erie Sunset Sail & Couples Massage
    Sailing

    Enjoy a 2-Hour Erie Sunset Sail & Couples Massage

    Book a 1-hour couples massage plus a 2-hour Lake Erie sail for two

    Book a 1-hour couples massage plus a 2-hour Lake Erie sail for two
    5.0 • 146 reviews
    $779
    2.5-Hour Private Sunset Sail in San Diego
    Sailing

    2.5-Hour Private Sunset Sail in San Diego

    Sail San Diego Bay at sunset on a private 2.5-hour charter

    Sail San Diego Bay at sunset on a private 2.5-hour charter
    5.0 • 306 reviews
    $525& up
    3-Hour Sailboat Charter in San Diego
    Sailing

    3-Hour Sailboat Charter in San Diego

    Charter a 41-foot sailboat for a 3-hour small-group sail

    Charter a 41-foot sailboat for a 3-hour small-group sail
    4.4 • 244 reviews
    $1,050/ boat
    Sail & Snorkel on a 4-Hour Key West Charter
    Sailing

    Sail & Snorkel on a 4-Hour Key West Charter

    Sail Key West waters on a private 4-hour charter for up to six guests

    Sail Key West waters on a private 4-hour charter for up to six guests
    4.9 • 69 reviews
    $1,907& up
    Sail San Diego Bay Catamaran Cruise With Drinks
    Sailing

    Sail San Diego Bay Catamaran Cruise With Drinks

    Sail San Diego Bay on a small-group catamaran with drinks included

    Sail San Diego Bay on a small-group catamaran with drinks included
    5.0 • 537 reviews
    $660
    Private Catamaran Charter on San Diego Bay
    Sailing

    Private Catamaran Charter on San Diego Bay

    Charter a private catamaran for your special occasion on San Diego Bay

    Charter a private catamaran for your special occasion on San Diego Bay
    5.0 • 537 reviews
    $660
    Cruise New York Harbor on a 3-Hour Private Sail
    Sailing

    Cruise New York Harbor on a 3-Hour Private Sail

    Private 3-hour sail past the Statue of Liberty from Jersey City

    Private 3-hour sail past the Statue of Liberty from Jersey City
    5.0 • 502 reviews
    $1,049& up
    Cruise Chicago for Navy Pier Fireworks
    Sailing

    Cruise Chicago for Navy Pier Fireworks

    Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included

    Private 3-hour sail to view Navy Pier fireworks with a USCG-certified captain included
    $1,099
    Sail A Rosé Fireworks Cruise In Hilton Head Island
    Sailing

    Sail A Rosé Fireworks Cruise In Hilton Head Island

    2-hour rosé fireworks sail from Broad Creek Marina

    2-hour rosé fireworks sail from Broad Creek Marina
    4.8 • 39 reviews
    $99/ person
    Snorkel & Sail Full-Day Charter in Maalaea Bay
    Yacht Charters

    Snorkel & Sail Full-Day Charter in Maalaea Bay

    Sail Maalaea Bay and snorkel from a private 42' monohull

    Sail Maalaea Bay and snorkel from a private 42' monohull
    $5,731
    Snorkel & Sandbar Sunset Sail in Key West
    Snorkeling

    Snorkel & Sandbar Sunset Sail in Key West

    Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

    Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran
    4.9 • 1.4K reviews
    $124/ person
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