Best results for Sailing

    Showing 1-24 of 222 results

    Savannah Sailing Lesson & Coastal Cruise for 6

    Savor coastal views and learn to handle the sails on an exclusive 2-hour voyage for up to six.

    4.9 98 reviews

    Hilton Head Sailing on Historic America's Cup Yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

    4.8 7.6K reviews
    $53/ person

    Waikiki Sailing: Turtle Snorkel & Lunch Included

    Set sail off Waikīkī to snorkel with turtles, then enjoy a fresh lunch and drinks included

    4.6 1.4K reviews
    $172/ person

    Sailing & Brunch Cruise in St. Augustine

    Savor mimosas and a boxed brunch while sailing St. Augustine with a captain and crew

    4.9 697 reviews
    $201/ person

    St. Augustine Sailing with Wine & Mimosas

    Savor mimosas or seasonal wines while sailing St. Augustine’s scenic waterways with a captain

    4.9 697 reviews
    $168/ person

    Small Group Sailing: Historic St. Augustine Bay

    Sail past historic St. Augustine landmarks with a friendly crew

    4.9 697 reviews
    $168/ person

    St Augustine Sunset Sailing Charter

    Sail at sunset past St Augustine landmarks with a small group and professional crew

    4.9 697 reviews
    $201/ person

    Three-Hour Sailing Tour of Bodega Bay

    Sail Bodega Bay for three hours and watch for sea lions, whales, and birds

    4.7 26 reviews

    Jolly Mon 2-Hour Sailing Adventure

    Sail Pensacola Beach with up to 6 guests and enjoy complimentary beverages

    5.0 1.8K reviews
    $108& up

    3-Hour Jolly Mon Sailing Adventure with Optional Swim Stop

    Sail scenic waters near Pensacola with an optional swim and a chance to spot dolphins

    5.0 1.8K reviews
    $118/ person

    4-Hour Jolly Mon Sailing Adventure

    Sail Pensacola Bay with a licensed captain, with time to swim or snorkel and spot wildlife.

    5.0 1.8K reviews

    Daytime Catamaran Sailing Cruise

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

    $41/ person

    Afternoon Sailing and Snorkeling at Kealakekua Bay

    Sail a 50-ft catamaran to snorkel Kealakekua Bay's reefs, with drinks included and chances to see dolphins

    4.8 2.6K reviews
    $143/ person

    Morning Sailing and Snorkeling Tour in Kealakekua Bay

    Sail a 50-foot catamaran and snorkel pristine reefs at Kealakekua Bay

    4.8 2.6K reviews
    $189/ person

    Private Sailing Yacht Charter for Up to 14 Guests

    Enjoy a private sail with captain and crew; all ages welcome

    5.0 766 reviews
    $1,113& up

    Golden Gate Sailing with Drink & Bay Views

    Sail beneath the Golden Gate and enjoy panoramic views with a complimentary drink

    4.9 80 reviews
    $82/ person

    Waikiki Private Sailing & Snorkeling Charter

    Customize your Waikiki sail with a private crew for snorkeling, sightseeing, and flexible departures

    5.0 341 reviews
    $1,793& up

    Private Waikiki Sailing with Snorkeling & Diving

    Enjoy a private five-hour cruise with snorkeling or scuba and personalized service

    5.0 87 reviews
    $3,112

    Monohull Private Sailing Charter on S/V Nova

    Design a private sail for up to six guests with appetizers, drinks, and flexible 2–12 hour options

    5.0 141 reviews
    $1,637& up

    Private Sunset Sailing Charter on Monohull Nova

    Enjoy a private sunset sail with light appetizers and soft drinks

    5.0 141 reviews
    $1,637

    Private Statue of Liberty Sailing Tour

    Sail a private luxury yacht with captain to the Statue of Liberty, Ellis Island, and the Brooklyn Bridge

    4.9 79 reviews
    $839& up

    Private Keelboat Sailing Cruise on Monterey Bay

    Book a private sail for up to 6 with drinks, snacks, and blankets included

    Private Daytime Sailing Cruise

    Sail the Emerald Coast with optional hands-on instruction on a 45-foot yacht

    5.0 219 reviews
    $456& up

    Private Sunset Sailing Cruise in Destin

    Savor Gulf Coast views on a quiet private sail with licensed crew and complimentary water and sodas

    5.0 219 reviews
    $542& up
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