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

    Best results for Sailing

    Showing 121-144 of 404 results
    Sail Charleston Harbor on a 90-Minute Dolphin Sail
    Charleston, SC

    Sail Charleston Harbor on a 90-Minute Dolphin Sail

    Cruise Charleston Harbor on the 84-foot Schooner Pride and spot local wildlife

    Cruise Charleston Harbor on the 84-foot Schooner Pride and spot local wildlife
    4.7 • 4.9K reviews
    $50/ person
    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
    4.5 • 27 reviews
    $482
    Learn To Sail On A Hobie Catamaran
    Wrightsville Beach, NC

    Learn To Sail On A Hobie Catamaran

    Sail with an instructor for an easy, first-time-friendly session on calm Soundside waters

    Sail with an instructor for an easy, first-time-friendly session on calm Soundside waters
    4.9 • 67 reviews
    $106/ person
    Custom San Francisco Bay Cruise
    San Francisco, CA

    Custom San Francisco Bay Cruise

    Choose where to explore on a private, captain-led sail for up to 6 guests

    Choose where to explore on a private, captain-led sail for up to 6 guests
    $384& up
    Private 2-Hour Day Sail In Port Townsend Bay
    Port Townsend, WA

    Private 2-Hour Day Sail In Port Townsend Bay

    Enjoy a private sail with a licensed captain and choose a relaxed or more thrilling ride

    Enjoy a private sail with a licensed captain and choose a relaxed or more thrilling ride
    5.0 • 29 reviews
    $277& up
    Advanced Windsurfing Private Lesson in Kahului
    Kihei, HI

    Advanced Windsurfing Private Lesson in Kahului

    2-hour private advanced windsurf lesson at Kanaha Beach Park

    2-hour private advanced windsurf lesson at Kanaha Beach Park
    4.3 • 6 reviews
    $377/ person
    Watch Friday Night Fireworks on a Waikiki Sail
    Honolulu, HI

    Watch Friday Night Fireworks on a Waikiki Sail

    Friday fireworks sail with front-row views from the water

    Friday fireworks sail with front-row views from the water
    4.9 • 145 reviews
    $117/ person
    Sunset Swim & Sail Cruise in Waikiki
    Honolulu, HI

    Sunset Swim & Sail Cruise in Waikiki

    Sail Waikīkī’s Gold Coast at sunset with optional swim time

    Sail Waikīkī’s Gold Coast at sunset with optional swim time
    4.9 • 145 reviews
    $74/ person
    3-Hour Private Sail in Kennebunkport
    Saco, ME

    3-Hour Private Sail in Kennebunkport

    Charter your own sailboat for up to 6 on the Saco River and Saco Bay

    Charter your own sailboat for up to 6 on the Saco River and Saco Bay
    5.0 • 382 reviews
    $941& up
    3-Hour Guided Sailing Cruise in Kennebunkport
    Saco, ME

    3-Hour Guided Sailing Cruise in Kennebunkport

    Sail the Saco River and Saco Bay in a small group

    Sail the Saco River and Saco Bay in a small group
    5.0 • 382 reviews
    $192/ person
    Private 2-Hour Sunset Sailing Charter in Kennebunkport
    Saco, ME

    Private 2-Hour Sunset Sailing Charter in Kennebunkport

    Reserve a private 2-hour sunset sail for up to 6 guests

    Reserve a private 2-hour sunset sail for up to 6 guests
    5.0 • 382 reviews
    $801& up
    4-Hour Private Sailing Lesson in Kennebunkport
    Saco, ME

    4-Hour Private Sailing Lesson in Kennebunkport

    Learn to sail with a private instructor on a 42-foot boat

    Learn to sail with a private instructor on a 42-foot boat
    5.0 • 382 reviews
    $1,279& up
    6-Hour Private Sailing Charter in Kennebunkport
    Saco, ME

    6-Hour Private Sailing Charter in Kennebunkport

    Sail for 6 hours with your private group of up to 6

    Sail for 6 hours with your private group of up to 6
    5.0 • 382 reviews
    $1,921& up
    Private 4-Hour Sailing Charter in Kennebunkport
    Saco, ME

    Private 4-Hour Sailing Charter in Kennebunkport

    Sail Saco Bay for 4 hours with your private group of up to 6

    Sail Saco Bay for 4 hours with your private group of up to 6
    5.0 • 382 reviews
    $1,172& up
    Sail a 4-Hour Private Sunset Cruise in Kennebunkport
    Saco, ME

    Sail a 4-Hour Private Sunset Cruise in Kennebunkport

    Extend your private sunset sail to 4 hours, with space for up to 6 guests

    Extend your private sunset sail to 4 hours, with space for up to 6 guests
    5.0 • 382 reviews
    $1,493& up
    3-Hour Puget Sound Sailing Charter in Seattle
    Seattle, WA

    3-Hour Puget Sound Sailing Charter in Seattle

    Sail Puget Sound on a private 3-hour charter for up to 6

    Sail Puget Sound on a private 3-hour charter for up to 6
    5.0 • 166 reviews
    $504
    Sunset Sailing Charter on Puget Sound in Seattle
    Seattle, WA

    Sunset Sailing Charter on Puget Sound in Seattle

    Private 3-hour sunset sail with views of Seattle and the Olympic Mountains

    Private 3-hour sunset sail with views of Seattle and the Olympic Mountains
    5.0 • 166 reviews
    $504
    Boat Handling Lesson on a 26' Twin Outboard Striper
    San Francisco, CA

    Boat Handling Lesson on a 26' Twin Outboard Striper

    Learn boat handling and docking in a 3–6 hour lesson for 1–2 people

    Learn boat handling and docking in a 3–6 hour lesson for 1–2 people
    $543& up
    Private Boat Handling Lesson in Belvedere Tiburon
    San Francisco, CA

    Private Boat Handling Lesson in Belvedere Tiburon

    Learn boat handling on your own boat with an instructor who comes to you

    Learn boat handling on your own boat with an instructor who comes to you
    $576& up
    2-Hour Private Sunset Catamaran Sail In Cocoa Beach
    Cocoa Beach, FL

    2-Hour Private Sunset Catamaran Sail In Cocoa Beach

    Sail into the Cocoa Beach sunset on a private 2-hour catamaran cruise

    Sail into the Cocoa Beach sunset on a private 2-hour catamaran cruise
    4.4 • 125 reviews
    $339
    2-Hour Sunset Catamaran Sail in Cocoa Beach
    Cocoa Beach, FL

    2-Hour Sunset Catamaran Sail in Cocoa Beach

    Sail a Cocoa Beach sunset cruise with chances to spot dolphins and manatees

    Sail a Cocoa Beach sunset cruise with chances to spot dolphins and manatees
    4.4 • 125 reviews
    $56/ person
    2-Hour Private Dolphin Catamaran Sail In Cocoa Beach
    Cocoa Beach, FL

    2-Hour Private Dolphin Catamaran Sail In Cocoa Beach

    Sail the Indian River Lagoon on a private catamaran and watch for dolphins

    Sail the Indian River Lagoon on a private catamaran and watch for dolphins
    4.4 • 125 reviews
    $339
    3-Hour Private Catamaran Cruise in Cocoa Beach
    Cocoa Beach, FL

    3-Hour Private Catamaran Cruise in Cocoa Beach

    Private 3-hour catamaran sail with a spoil island swim stop

    Private 3-hour catamaran sail with a spoil island swim stop
    4.4 • 125 reviews
    $452
    Private 1.5-Hour Schooner Sailing Charter in Key West
    Key West, FL

    Private 1.5-Hour Schooner Sailing Charter in Key West

    Charter a private historic schooner sail with drinks and snacks included

    Charter a private historic schooner sail with drinks and snacks included
    4.9 • 5.7K reviews
    $1,713
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