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    Best results for Sailing

    Showing 121-144 of 302 results
    3-Hour Ko Olina Snorkel Sail with Lunch
    Snorkeling

    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.

    Enjoy a 3-hour sail along Oahu’s west coast with snorkeling gear, lunch, and drinks included.
    5.0 • 341 reviews
    $364/ person
    Waikiki Sailing: Turtle Snorkel & Lunch Included
    Sailing

    Waikiki Sailing: Turtle Snorkel & Lunch Included

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

    Set sail off Waikīkī to snorkel with turtles, then enjoy a fresh lunch and drinks included
    4.6 • 1.4K reviews
    $172/ person
    Cape Lookout Private Cruise on 45ft Catamaran
    Private Boat ChartersUp to 37

    Cape Lookout Private Cruise on 45ft Catamaran

    Cruise to Cape Lookout for two stops with catered lunch, swimming, and lighthouse views on a 45-foot catamaran

    Cruise to Cape Lookout for two stops with catered lunch, swimming, and lighthouse views on a 45-foot catamaran
    5.0 • 1.1K reviews
    $7,314
    Waikiki Sail and Snorkel Adventure
    Sailing

    Waikiki Sail and Snorkel Adventure

    Sail a catamaran off Diamond Head and snorkel with tropical marine life

    Sail a catamaran off Diamond Head and snorkel with tropical marine life
    4.7 • 304 reviews
    $95/ person
    Willow Hunter 30T Sailboat Rental
    Sailing

    Willow Hunter 30T Sailboat Rental

    Sail a well-equipped 30-foot cruiser and explore the bay at your own pace

    Sail a well-equipped 30-foot cruiser and explore the bay at your own pace
    $360
    Dolphin Watch & Historical Harbor Tour
    Dolphin Watching

    Dolphin Watch & Historical Harbor Tour

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

    Spot bottlenose dolphins and enjoy unobstructed views of historic Saint Augustine from the water
    4.8 • 180 reviews
    $46/ person
    Kealakekua Bay Snorkel and Sail
    Snorkeling

    Kealakekua Bay Snorkel and Sail

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

    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
    Boat Tours

    One-Hour Scenic Mailboat Tour of Boothbay Harbor

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

    Take a one-hour narrated harbor cruise to see lighthouses, sea life, and the working waterfront
    3.5 • 49 reviews
    $28/ person
    Private Statue of Liberty Sailing Tour
    Private Boat Charters2 to 6

    Private Statue of Liberty Sailing Tour

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

    Sail a private luxury yacht with captain to the Statue of Liberty, Ellis Island, and the Brooklyn Bridge
    4.9 • 79 reviews
    $783& up
    Coral Gardens Coastal Snorkel And Sail
    Snorkeling

    Coral Gardens Coastal Snorkel And Sail

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

    Sail Maui’s coastline, snorkel Coral Gardens, and enjoy lunch onboard
    4.8 • 910 reviews
    $137/ person
    2-Hour Private Wingsurfing Lesson in Maui
    Surfing Lessons

    2-Hour Private Wingsurfing Lesson in Maui

    Learn wingsurfing basics with a 2-hour private lesson near Kanaha Beach Park

    Learn wingsurfing basics with a 2-hour private lesson near Kanaha Beach Park
    Contact for pricing
    2.5-Hour Snorkel Sail Cruise From Ko Olina
    Snorkeling

    2.5-Hour Snorkel Sail Cruise From Ko Olina

    Snorkel and sail West Oʻahu with an open bar from Ko Olina Marina

    Snorkel and sail West Oʻahu with an open bar from Ko Olina Marina
    Contact for pricing
    Waikiki Sunset Dinner Cruise Past Diamond Head
    Dinner Cruises

    Waikiki Sunset Dinner Cruise Past Diamond Head

    Savor a curated tasting menu and drinks while sailing past Diamond Head at sunset.

    Savor a curated tasting menu and drinks while sailing past Diamond Head at sunset.
    5.0 • 341 reviews
    $269/ person
    2-Hour Turtle Snorkel Sail from Waikiki
    Snorkeling

    2-Hour Turtle Snorkel Sail from Waikiki

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

    Snorkel Waikīkī reefs on a 2-hour sail with chances to see turtles
    4.6 • 1.4K reviews
    $115/ person
    Historic Boston Harbor Sail with Landmark Views
    Sailing

    Historic Boston Harbor Sail with Landmark Views

    Sail an 80-foot classic schooner and admire Boston Harbor landmarks

    Sail an 80-foot classic schooner and admire Boston Harbor landmarks
    4.7 • 1.5K reviews
    $72/ person
    Golden Gate Bridge & Alcatraz Bay Sail
    Sailing

    Golden Gate Bridge & Alcatraz Bay Sail

    Admire Alcatraz, the Golden Gate Bridge, and city skyline on a 1.5-hour family-friendly bay sail.

    Admire Alcatraz, the Golden Gate Bridge, and city skyline on a 1.5-hour family-friendly bay sail.
    4.9 • 1K reviews
    $69/ person
    Sunset Sail: Alcatraz, Golden Gate & Skyline
    Sailing

    Sunset Sail: Alcatraz, Golden Gate & Skyline

    Glide past Alcatraz and beneath the Golden Gate Bridge as the city skyline glows in the setting sun.

    Glide past Alcatraz and beneath the Golden Gate Bridge as the city skyline glows in the setting sun.
    4.9 • 1K reviews
    $85/ person
    Sail San Diego Bay: Dolphins & Historic Views
    Sailing

    Sail San Diego Bay: Dolphins & Historic Views

    Sail for three hours to spot marine life and enjoy San Diego’s historic waterfront.

    Sail for three hours to spot marine life and enjoy San Diego’s historic waterfront.
    5.0 • 766 reviews
    $631& up
    Fort Lauderdale Sunset Catamaran Cruise
    Sailing

    Fort Lauderdale Sunset Catamaran Cruise

    Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.

    Watch fiery skies and enjoy a complimentary champagne toast on a relaxed evening sail.
    4.9 • 387 reviews
    $112/ person
    Half-Day Coastal Sail in Saco, Maine
    Sailing

    Half-Day Coastal Sail in Saco, Maine

    See islands, beaches, and the Saco River on a half-day coastal sail

    See islands, beaches, and the Saco River on a half-day coastal sail
    5.0 • 376 reviews
    $256/ person
    Seattle Sailing Tour: 2-Hour Tall Ship Cruise
    Sailing

    Seattle Sailing Tour: 2-Hour Tall Ship Cruise

    Enjoy a 2-hour wind-powered cruise with skyline and mountain views aboard Seattle’s largest public sailing vessel

    Enjoy a 2-hour wind-powered cruise with skyline and mountain views aboard Seattle’s largest public sailing vessel
    4.8 • 346 reviews
    $52/ person
    Luxury Catamaran Sunset Cruise in West Palm
    Sailing

    Luxury Catamaran Sunset Cruise in West Palm

    Sail a luxury catamaran along Palm Beach and savor a scenic two-hour sunset cruise.

    Sail a luxury catamaran along Palm Beach and savor a scenic two-hour sunset cruise.
    4.6 • 580 reviews
    $82/ person
    Yorktown Sunset Sail on Historic York River
    Sailing

    Yorktown Sunset Sail on Historic York River

    Relax on a two-hour evening cruise along the York River and watch the sun set over historic Yorktown.

    Relax on a two-hour evening cruise along the York River and watch the sun set over historic Yorktown.
    4.7 • 1.9K reviews
    $72/ person
    Cocoa Beach Sunset Sail & Dolphin Watching
    Sailing

    Cocoa Beach Sunset Sail & Dolphin Watching

    Unwind as the sun sets over the Indian River and look for dolphins on a relaxing 2-hour catamaran cruise

    Unwind as the sun sets over the Indian River and look for dolphins on a relaxing 2-hour catamaran cruise
    5.0 • 3.2K reviews
    $56/ person
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