Best results for Sailing

    Showing 49-72 of 222 results

    San Diego Whale Watching Tour on 138ft Yacht

    Sail on a stable 138-foot yacht to spot migrating whales off San Diego

    4.8 433 reviews
    $102/ person

    Sail From Historic Charleston to Kiawah Island, South Carolina

    Sail offshore with licensed captains to Charleston's barrier islands on a full-day adventure

    4.9 216 reviews
    $1,712& up

    Kona Luxury Dolphin Snorkel Sail with Lunch

    Sail Kona’s coast on a luxury catamaran, snorkel top reefs, spot dolphins, and enjoy lunch

    4.8 498 reviews
    $455/ person

    Key West Sunset Sail with Wine & Craft Beer

    Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline

    4.9 5.6K reviews
    $148/ person

    Kona Luxury Private Yacht Charter

    Customize a private Kona yacht day with snorkeling and seasonal wildlife

    4.8 498 reviews
    $2,217

    Charleston Harbor Night Sail on Luxury Yacht

    Savor harbor lights and stargazing on a serene 3-hour night sail

    4.9 216 reviews
    $642& up

    Private Catamaran Sail with Captain & Crew

    Enjoy a customizable luxury sail with captain and mate aboard a spacious 42-ft catamaran.

    5.0 437 reviews
    $2,511

    Private Sail & Snorkel with Turtles at Turtle Canyon

    Customize your island day and sail to Turtle Canyon to swim or snorkel with turtles

    4.9 267 reviews
    $1,070

    Half Day Tour of Annapolis

    Explore historic Annapolis and Navy heritage with a licensed guide and luxury transport

    5.0 29 reviews
    $1,547

    Private Sunset Sail on Catamaran Artemis

    Sail Ma’alaea Bay at sunset with crew, light appetizers, and soft drinks on a private catamaran

    5.0 141 reviews
    $2,729

    Private Chef & Yacht Sunset Cruise for Two

    Savor a chef-prepared four-course meal with drinks aboard a private luxury yacht at sunset

    4.9 697 reviews
    $1,862& up

    Honolulu Private Catamaran Sail & Snorkel

    Sail a modern 40' catamaran from Kewalo Basin with spacious lounges and snorkel gear

    5.0 186 reviews
    $664& up

    Meet Hector: Your Dedicated Concierge

    Hector will be your personal concierge, ensuring your stay in La Paz is nothing short of extraordinary. Bilingual and with years of experience in hospitality, Hector brings a unique blend of professionalism and warmth to his role.

    $25/ hour

    St. Augustine Sunset Cruise with Wine Pairings

    Savor expertly paired wines and seasonal appetizers as you sail past St. Augustine’s scenic coastline at sunset.

    4.9 697 reviews
    $336/ person

    Key West Sunset Catamaran Cruise with Open Bar

    Enjoy unlimited drinks, appetizers, and live music aboard a catamaran while you watch the famous Key West sunset.

    4.8 20.8K reviews
    $102/ person

    3-Hour Ko Olina Snorkel Sail with Lunch

    Enjoy a 3-hour sail along Oahu’s west coast with snorkeling gear, lunch, and drinks included.

    5.0 341 reviews
    $364/ person

    2-Hour Turtle Snorkel Sail from Waikiki

    Snorkel Waikīkī reefs on a 2-hour sail with chances to see turtles

    4.6 1.4K reviews
    $115/ person

    Swim with Turtles & Sail Past Diamond Head

    Snorkel with sea turtles and sail past Diamond Head on a 2-hour Waikiki cruise

    4.9 638 reviews
    $116/ person

    Adult Sunset Whale Watch Sail

    Enjoy premium appetizers and whale facts while spotting humpbacks at sunset

    4.7 2.5K reviews
    $183/ person

    Jeannette Carol 24 Sailboat Rental

    Sail a classic wooden sloop with simple controls, perfect for relaxed family outings

    Dolphin Watch & Historical Harbor Tour

    Spot bottlenose dolphins and enjoy unobstructed views of historic Saint Augustine from the water

    4.8 180 reviews
    $48/ person

    Kealakekua Bay Snorkel and Sail

    Sail the Kona Coast and snorkel Kealakekua Bay with gear, breakfast, and lunch included

    4.9 671 reviews
    $206/ person

    One-Hour Scenic Mailboat Tour of Boothbay Harbor

    Take a one-hour narrated harbor cruise to see lighthouses, sea life, and the working waterfront

    3.5 49 reviews
    $28/ person

    Coral Gardens Coastal Snorkel And Sail

    Sail Maui’s coastline, snorkel Coral Gardens, and enjoy lunch onboard

    4.8 910 reviews
    $137/ person
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