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    1. Local experiences
    2. /All experiences
    3. /Water Activities
    4. /Sailing

    Best results for Sailing in Santa Cruz, CA

    Showing 1-11 of 11 results
    Santa Cruz 1-Hour Daytime Sailing Cruise
    Santa Cruz

    Santa Cruz 1-Hour Daytime Sailing Cruise

    See Santa Cruz’s coastline from a smooth, stable 65-foot catamaran

    See Santa Cruz’s coastline from a smooth, stable 65-foot catamaran
    4.9 • 462 reviews
    $47/ person
    Santa Cruz 1.5-Hour Beer Tasting Sail
    Santa Cruz

    Santa Cruz 1.5-Hour Beer Tasting Sail

    Local beer, gourmet pizza, and Monterey Bay views from a 65-foot catamaran

    Local beer, gourmet pizza, and Monterey Bay views from a 65-foot catamaran
    4.9 • 462 reviews
    $81/ person
    St. Thomas Champagne Sunset Sail
    Sailing

    St. Thomas Champagne Sunset Sail

    Evening catamaran cruise with drinks, appetizers, and Caribbean views

    Evening catamaran cruise with drinks, appetizers, and Caribbean views
    4.7 • 356 reviews
    $117/ person
    Daytime Catamaran Sailing Cruise
    Sailing

    Daytime Catamaran Sailing Cruise

    Relax on a 35-minute Monterey Bay sail with included drink and snacks

    Relax on a 35-minute Monterey Bay sail with included drink and snacks
    4.9 • 246 reviews
    $63/ person
    Sail a Private Sunset Cruise in Monterey
    Sailing

    Sail a Private Sunset Cruise in Monterey

    Private keelboat sailing for up to 6 from Old Fisherman’s Wharf

    Private keelboat sailing for up to 6 from Old Fisherman’s Wharf
    4.9 • 246 reviews
    $996
    Sunset Catamaran Sailing Cruise in Monterey
    Sailing

    Sunset Catamaran Sailing Cruise in Monterey

    Sail Monterey Bay at sunset with a drink and snacks included

    Sail Monterey Bay at sunset with a drink and snacks included
    4.9 • 246 reviews
    $94/ person
    2-Hour Sailing Lesson in Monterey
    Sailing

    2-Hour Sailing Lesson in Monterey

    Learn sailing basics in a 2-hour class from Old Fisherman’s Wharf

    Learn sailing basics in a 2-hour class from Old Fisherman’s Wharf
    4.9 • 246 reviews
    $169/ person
    30' Keelboat Sailing Course in Monterey
    Sailing

    30' Keelboat Sailing Course in Monterey

    Build practical keelboat sailing skills in a small-group course

    Build practical keelboat sailing skills in a small-group course
    4.9 • 246 reviews
    $1,059/ 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
    4.7 • 356 reviews
    $49/ person
    3-Day Coastal Cruising Course in Monterey
    Sailing

    3-Day Coastal Cruising Course in Monterey

    Build coastal cruising skills through hands-on sailing and ASA certification testing

    Build coastal cruising skills through hands-on sailing and ASA certification testing
    4.9 • 246 reviews
    $1,059/ 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 • 246 reviews
    $550/ person