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

    Best results for Sailing

    Showing 217-240 of 317 results
    3-Hour Basic Keelboat Prep Class in St. Augustine
    St. Augustine, FL

    3-Hour Basic Keelboat Prep Class in St. Augustine

    Learn sailing basics with classroom and dockside instruction

    Learn sailing basics with classroom and dockside instruction
    5.0 • 736 reviews
    $275/ person
    2-Hour Intro Sailing Lesson in St. Augustine
    St. Augustine, FL

    2-Hour Intro Sailing Lesson in St. Augustine

    Learn sailing basics in a small group of 2–4 people

    Learn sailing basics in a small group of 2–4 people
    5.0 • 736 reviews
    $168/ person
    2-Hour Sailing Lesson in St. Augustine
    St. Augustine, FL

    2-Hour Sailing Lesson in St. Augustine

    Build sailing confidence with a beginner-friendly 2-hour coaching sail

    Build sailing confidence with a beginner-friendly 2-hour coaching sail
    5.0 • 736 reviews
    $224/ person
    Learn Coastal Navigation Online in St. Augustine
    St. Augustine, FL

    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 • 736 reviews
    $795/ person
    Join a Sunday Sailing Lesson in St. Augustine
    St. Augustine, FL

    Join a Sunday Sailing Lesson in St. Augustine

    Train as crew on Sunday sails with a USCG captain or ASA sailing instructor

    Train as crew on Sunday sails with a USCG captain or ASA sailing instructor
    5.0 • 736 reviews
    $309/ person
    Basic Keelboat Sailing Course in St. Augustine
    St. Augustine, FL

    Basic Keelboat Sailing Course in St. Augustine

    Learn to skipper a keelboat in a two-day ASA 102 course

    Learn to skipper a keelboat in a two-day ASA 102 course
    5.0 • 736 reviews
    $843/ person
    Sunset Sailing Cruise in Key West With Live Music
    Key West, FL

    Sunset Sailing Cruise in Key West With Live Music

    Sip and sail into the Key West sunset with live music and an open well bar

    Sip and sail into the Key West sunset with live music and an open well bar
    4.8 • 22K reviews
    $102/ person
    Private 3-Hour Catamaran Sailing Tour in Key Largo
    Manteo, NC

    Private 3-Hour Catamaran Sailing Tour in Key Largo

    Sail Key Largo on a private 40-foot catamaran for up to 6 guests

    Sail Key Largo on a private 40-foot catamaran for up to 6 guests
    5.0 • 40 reviews
    $546
    Private Sunset Sailing Charter in Key Largo
    Manteo, NC

    Private Sunset Sailing Charter in Key Largo

    Sail Key Largo at sunset on a private 40-foot catamaran for up to 6 guests

    Sail Key Largo at sunset on a private 40-foot catamaran for up to 6 guests
    5.0 • 40 reviews
    $655
    Sunrise Coffee Sail in Ka'anapali
    Lahaina, HI

    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 Sandbar Sailing Charter
    Marathon, FL

    2-Hour Sandbar Sailing Charter

    Sail a captained Hobie Cat to a local sandbar with complimentary beverages

    Sail a captained Hobie Cat to a local sandbar with complimentary beverages
    4.9 • 271 reviews
    $283
    Team Racing Sailing Series on Long Island Sound
    Oyster Bay, NY

    Team Racing Sailing Series on Long Island Sound

    Build team racing skills and strategy on Long Island Sound

    Build team racing skills and strategy on Long Island Sound
    4.5 • 62 reviews
    $53& up
    Private 5-Hour Power Island Sailing Cruise
    Traverse City, MI

    Private 5-Hour Power Island Sailing Cruise

    Cruise to Power Island on a 5-hour private sail for up to 6 people

    Cruise to Power Island on a 5-hour private sail for up to 6 people
    5.0 • 77 reviews
    $741
    Private 2-Hour Sunset Sailing Cruise on West Bay
    Traverse City, MI

    Private 2-Hour Sunset Sailing Cruise on West Bay

    Private 2-hour sunset sail on Grand Traverse West Bay for up to 6 people

    Private 2-hour sunset sail on Grand Traverse West Bay for up to 6 people
    5.0 • 77 reviews
    $345
    2-Hour Evening Sail Cruise in Traverse City
    Traverse City, MI

    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
    Traverse City, MI

    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
    Sail a 2-Hour Private Cruise in Traverse City
    Traverse City, MI

    Sail a 2-Hour Private Cruise in Traverse City

    Private 2-hour sail on Grand Traverse Bay with hands-on sailing options

    Private 2-hour sail on Grand Traverse Bay with hands-on sailing options
    4.8 • 1.7K reviews
    $370
    Sail a 2-Hour Private Sunset Cruise in Traverse City
    Traverse City, MI

    Sail a 2-Hour Private Sunset Cruise in Traverse City

    Private sunset sail on Grand Traverse Bay with hands-on sailing options

    Private sunset sail on Grand Traverse Bay with hands-on sailing options
    4.8 • 1.7K reviews
    $402
    Private Sunset Sailing Charter on Grand Traverse Bay
    Traverse City, MI

    Private Sunset Sailing Charter on Grand Traverse Bay

    Sail Grand Traverse Bay at sunset on a private 2-hour charter for up to 6 guests

    Sail Grand Traverse Bay at sunset on a private 2-hour charter for up to 6 guests
    4.9 • 8 reviews
    $359
    Sail a 5-Hour Power Island Cruise From Traverse City
    Traverse City, MI

    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
    4.9 • 8 reviews
    $794
    Diamond Head Sail & Swim From Waikiki
    Honolulu, HI

    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
    2-Hour Happy Hour Sail in Traverse City
    Traverse City, MI

    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 • 328 reviews
    $179/ person
    Enjoy a 2-Hour Erie Sunset Sail & Couples Massage
    Erie, PA

    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
    Sailing Lesson at Wolverine Park Marina
    Erie, PA

    Sailing Lesson at Wolverine Park Marina

    Learn sailing basics with hands-on coaching tailored to your goals

    Learn sailing basics with hands-on coaching tailored to your goals
    5.0 • 146 reviews
    $191/ person
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