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    1. Local experiences
    2. /All experiences
    3. /Sailing

    Best results for Sailing

    Showing 649-672 of 770 results
    4-Hour Sailing Lesson on Narragansett Bay
    Barrington, RI

    4-Hour Sailing Lesson on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay

    Practice sailing skills with an instructor on Narragansett Bay
    4.9 • 77 reviews
    $201/ person
    2-Hour Brunch Sailing Cruise in Seattle
    Seattle, WA

    2-Hour Brunch Sailing Cruise in Seattle

    Sail Seattle’s harbor and enjoy a brunch buffet on a tall ship

    Sail Seattle’s harbor and enjoy a brunch buffet on a tall ship
    4.8 • 395 reviews
    $92/ person
    Hobie Cat Sailing Ride in St. Thomas
    St.Thomas, USVI

    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
    Sunset and Dolphin Watch Sailing Cruise on Island Time II Catamaran
    Panama City Beach, FL

    Sunset and Dolphin Watch Sailing Cruise on Island Time II Catamaran

    Sail calm waters to spot dolphins and enjoy a Gulf sunset with dancing and games

    Sail calm waters to spot dolphins and enjoy a Gulf sunset with dancing and games
    4.8 • 1.9K reviews
    $58/ person
    Private Sunset Catamaran Cruise in Panama City Beach
    Panama City Beach, FL

    Private Sunset Catamaran Cruise in Panama City Beach

    Cruise Grand Lagoon, then sail toward the Gulf of Mexico for sunset views

    Cruise Grand Lagoon, then sail toward the Gulf of Mexico for sunset views
    4.8 • 1.9K reviews
    $4,162
    Alcatraz Tour and Bay Sail Combo
    San Francisco, CA

    Alcatraz Tour and Bay Sail Combo

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

    Book two separate trips: an Alcatraz visit plus a Bay sail on Adventure Cat
    4.9 • 1.1K reviews
    $133/ person
    Sunset Sail in the Heart of the Gorge
    Cascade Locks, OR

    Sunset Sail in the Heart of the Gorge

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

    Sail into a Gorge sunset on a romantic 2-hour cruise aboard Wy'East
    5.0 • 49 reviews
    $143/ person
    3-Hour Private Sailing Charter in Wilmington
    Chapel Hill, NC

    3-Hour Private Sailing Charter in Wilmington

    Customize a private sail with a USCG-licensed captain for up to 6 guests

    Customize a private sail with a USCG-licensed captain for up to 6 guests
    5.0 • 279 reviews
    $822
    Sunset Catamaran Adventure
    Fort Walton Beach, FL

    Sunset Catamaran Adventure

    Sail at sunset on a catamaran with time to spot marine life and relax on the water

    Sail at sunset on a catamaran with time to spot marine life and relax on the water
    5.0 • 66 reviews
    $493
    Ocean Spirit Adult Sunset Sail
    Wailuku, HI

    Ocean Spirit Adult Sunset Sail

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music

    Sail into the sunset on an adults-only catamaran cruise with pupus and island-style music
    4.7 • 2.9K reviews
    $149/ person
    Bloodhound Daysail In Provincetown
    Provincetown, MA

    Bloodhound Daysail In Provincetown

    Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard

    Sail Cape Cod Bay on a family-friendly cruise where you can help raise sails and bring a picnic aboard
    $68/ person
    North Shore Massachusetts Two-Day Scenic Byway Tour
    Providence, RI

    North Shore Massachusetts Two-Day Scenic Byway Tour

    Spend two days exploring charming North Shore towns with a private sunset sail and landmark stops

    Spend two days exploring charming North Shore towns with a private sunset sail and landmark stops
    4.7 • 25 reviews
    $546
    Sail Boothbay Harbor on a 1.5-Hour Guided Cruise
    Boothbay Harbor, ME

    Sail Boothbay Harbor on a 1.5-Hour Guided Cruise

    Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip

    Sail Boothbay Harbor aboard the Friendship Sloop Bay Lady on a 1.5-hour trip
    4.7 • 190 reviews
    $45/ person
    Youth Advanced Sailing Camp With Flying Scot
    Alexandria, VA

    Youth Advanced Sailing Camp With Flying Scot

    Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15

    Build advanced sailing skills in a 5-day Flying Scot course for ages 8–15
    4.6 • 110 reviews
    $318/ person
    Sunset Sailing Charter in Kennebunkport
    Saco, ME

    Sunset Sailing Charter in Kennebunkport

    A private evening sail with ocean sunset views

    A private evening sail with ocean sunset views
    5.0 • 430 reviews
    $801/ boat
    Private Sunset Sail in Kennebunkport
    Saco, ME

    Private Sunset Sail in Kennebunkport

    Set sail for an extended evening on the ocean

    Set sail for an extended evening on the ocean
    5.0 • 430 reviews
    $1,493& up
    Learn to Sail in New York Harbor
    Brooklyn, NY

    Learn to Sail in New York Harbor

    Sail a Catalina 34 and build practical skills in 2.5 hours

    Sail a Catalina 34 and build practical skills in 2.5 hours
    5.0 • 257 reviews
    $196/ person
    Sail New York Harbor on a Hands-On Sailing Lesson
    Brooklyn, NY

    Sail New York Harbor on a Hands-On Sailing Lesson

    Get hands-on sailing practice in New York Harbor on a Catalina 34

    Get hands-on sailing practice in New York Harbor on a Catalina 34
    5.0 • 257 reviews
    $196/ person
    Boston Harbor Sail With Freshly Shucked Oysters
    Boston, MA

    Boston Harbor Sail With Freshly Shucked Oysters

    Sail Boston Harbor and enjoy freshly shucked oysters onboard

    Sail Boston Harbor and enjoy freshly shucked oysters onboard
    4.8 • 693 reviews
    $80/ person
    Proposal & Anniversary Sailing Cruise in Fort Walton Beach
    Fort Walton Beach, FL

    Proposal & Anniversary Sailing Cruise in Fort Walton Beach

    Sail with a licensed captain for a proposal or anniversary cruise

    Sail with a licensed captain for a proposal or anniversary cruise
    5.0 • 66 reviews
    $493
    Sunset & Fireworks Sailing Cruise in Destin
    Destin, FL

    Sunset & Fireworks Sailing Cruise in Destin

    Sail into Destin Harbor for a private sunset and fireworks view

    Sail into Destin Harbor for a private sunset and fireworks view
    4.9 • 6.2K reviews
    $741& up
    Basic Coastal Cruising Sailing Class in Sandusky
    Sandusky, OH

    Basic Coastal Cruising Sailing Class in Sandusky

    Learn basic coastal cruising skills in a 2-day sailing class

    Learn basic coastal cruising skills in a 2-day sailing class
    5.0 • 54 reviews
    $631/ person
    ASA 111 Sailing Skills Review Class in Sandusky
    Sandusky, OH

    ASA 111 Sailing Skills Review Class in Sandusky

    Review and refresh your ASA 111 sailing skills in a 3-hour class

    Review and refresh your ASA 111 sailing skills in a 3-hour class
    5.0 • 54 reviews
    $207/ person
    Sunset Sailing Cruise in Mackinac Island
    MI

    Sunset Sailing Cruise in Mackinac Island

    Sail into sunset views of Mackinac Island and the Mighty Mackinac Bridge

    Sail into sunset views of Mackinac Island and the Mighty Mackinac Bridge
    $101/ person
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