Best results for Sailing

    Showing 193-216 of 222 results

    Beaufort Sunset Sail with Complimentary Drinks

    Unwind on a 90-minute evening cruise with coastal views and complimentary beverages

    5.0 1.1K reviews
    $73/ person

    BYOB Sunset Cruise with Live Music or DJ in Waikiki

    Sail Waikiki at sunset with live music or a DJ on a BYOB catamaran with appetizers

    4.8 468 reviews
    $119/ person

    Afternoon Schooner Sail on Frenchman Bay

    Ride afternoon breezes and watch for wildlife on a 1.5–2 hour cruise

    4.2 2.5K reviews
    $52/ person

    Santa Rosa Island Adventure

    Sail with a licensed captain to swim, snorkel, and unwind—perfect for families and groups up to six

    5.0 58 reviews
    $482& up

    Sunrise Catamaran Sail in Destin

    Catch sunrise views over Choctawhatchee Bay with a private captain

    5.0 58 reviews

    Dolphin Sightseeing Sail Aboard the Daydreams Sailboat

    Sail Grand Lagoon and Shell Island with complimentary drinks while spotting dolphins

    4.9 2.7K reviews
    $88/ person

    3.5-Hour Jolly Mon Sail and Snorkel Adventure

    Sail Pensacola waters and snorkel shallow sites with gear, instruction, and a licensed captain

    5.0 1.8K reviews

    Live Music Sunset & Fireworks Sail

    Enjoy live music, sunset views, and unobstructed fireworks with drinks and appetizers included

    4.8 180 reviews
    $186/ person

    Waikiki Friday Night Fireworks Sail with Drinks and Bento

    Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included

    4.6 1.4K reviews
    $183/ person

    Chrissy Lobster Sloop Cruises

    Small, intimate cruises available for private charter

    4.2 2.5K reviews

    One and a Half Hour Cruise

    Feel the sea breeze and spot coastal wildlife on a 1.5-hour private cruise

    5.0 30 reviews

    Two-Hour Sail on the Saco River and Saco Bay

    Unwind on an intimate sail with coastal views and space for just six guests

    5.0 376 reviews
    $127/ person

    Extended Sunset Sail

    Enjoy a 4-hour sunset sail with spacious seating and coastal views

    5.0 376 reviews
    $299/ person

    Boston Harbor Sunset Sail on Schooner Adirondack

    Savor a 2-hour sunset cruise past Boston Harbor landmarks aboard an elegant 80-foot schooner

    4.7 1.5K reviews
    $109/ person

    Boston Harbor Pastries and Prosecco Brunch Sail

    Sail Boston Harbor with pastries, coffee, and skyline views

    4.4 27.5K reviews
    $85/ person

    Salem Sound Sail Aboard the Schooner Fame

    Hands-on 1812-style sail with engaging crew and scenic Salem Sound views

    5.0 535 reviews
    $37/ person

    Sail Repair and Sail Making Course

    Learn to design, build, and repair sails in a hands-on two-day class

    4.9 51 reviews
    $625/ student

    Wind Dancer Signature Sunset Sail

    Glide across West Bay at sunset as you savor local food and drinks

    4.9 328 reviews
    $256/ person

    Philadelphia Waterfront Sunset Sail

    Enjoy golden-hour views of the Delaware River, bridges, and piers on a relaxed 1.5-hour sail

    $113& up

    Lake Tahoe Catamaran Cruise on the Sierra Cloud

    Sail Lake Tahoe’s shores with panoramic views on a 2-hour cruise

    $170/ person

    Seattle Tall Ship Weekend Brunch Sail with Buffet

    Sail Seattle’s harbor with a catered brunch, coffee, tea, and juice aboard a classic tall ship

    4.8 346 reviews
    $92/ person

    Long Island Sunset Cruise

    Enjoy coastal views, calypso tunes, and bar service on a relaxing 2-hour evening cruise

    4.9 93 reviews
    $43/ person

    Alcatraz Tour and Bay Sail Combo

    Book two separate trips: an Alcatraz visit plus a Bay sail on Adventure Cat

    4.9 1K reviews
    $133/ person

    Sunset Sail in the Heart of the Gorge

    Sail into a Gorge sunset on a romantic 2-hour cruise aboard Wy'East

    $143/ person
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