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    Best results for Sailing

    Showing 361-384 of 403 results
    Sail on a Private Maui Whale Watching Cruise
    Whale Watching

    Sail on a Private Maui Whale Watching Cruise

    Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening

    Private sailboat whale watch from Ma‘alaea Harbor (Jan–Apr), with hydrophone listening
    5.0 • 153 reviews
    $2,456
    2-Hour Private Whale Watching Charter In Honolulu
    Whale Watching

    2-Hour Private Whale Watching Charter In Honolulu

    Private 2-hour whale watching sail from Honolulu with optional snorkeling

    Private 2-hour whale watching sail from Honolulu with optional snorkeling
    4.7 • 149 reviews
    $916& up
    Adult Sunset Whale Watch Sail
    Whale Watching

    Adult Sunset Whale Watch Sail

    Enjoy premium appetizers and whale facts while spotting humpbacks at sunset

    Enjoy premium appetizers and whale facts while spotting humpbacks at sunset
    $183/ person
    Midday Whale Watching Sail From Mā'alaea Harbor
    Whale Watching

    Midday Whale Watching Sail From Mā'alaea Harbor

    Sail from Mā'alaea Harbor and watch for humpback whales

    Sail from Mā'alaea Harbor and watch for humpback whales
    4.8 • 4K reviews
    $103/ person
    Dolphin Sightseeing Sail Aboard the Footloose Catamaran
    Dolphin Watching

    Dolphin Sightseeing Sail Aboard the Footloose Catamaran

    Fun Dolphin Sightseeing & Complimentary Beverage

    Fun Dolphin Sightseeing & Complimentary Beverage
    4.9 • 2.8K reviews
    $42/ person
    Na Pali Coast Deluxe Morning Power Catamaran Tour
    Boat Tours

    Na Pali Coast Deluxe Morning Power Catamaran Tour

    Glide along the Na Pali Coast on a fast catamaran with calmer morning seas and chances to spot dolphins

    Glide along the Na Pali Coast on a fast catamaran with calmer morning seas and chances to spot dolphins
    $275/ person
    Salem Harbor Sunset Sail on 1812 Schooner
    Sailing

    Salem Harbor Sunset Sail on 1812 Schooner

    Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.

    Watch Salem Sound glow at day’s end while you help raise the sails and toast the sunset with a relaxed drink.
    5.0 • 535 reviews
    $49/ person
    Sail to Wood Island Lighthouse Tour From Kennebunkport
    Sailing

    Sail to Wood Island Lighthouse Tour From Kennebunkport

    Sail to Wood Island and tour inside the lighthouse and keeper’s house

    Sail to Wood Island and tour inside the lighthouse and keeper’s house
    5.0 • 376 reviews
    $395/ person
    BYOB Sunset Cruise with Live Music or DJ in Waikiki
    Sailing

    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

    Sail Waikiki at sunset with live music or a DJ on a BYOB catamaran with appetizers
    4.8 • 468 reviews
    $122/ person
    Maui Sunset Sail on a Floating Tiki Bar Catamaran
    Sailing

    Maui Sunset Sail on a Floating Tiki Bar Catamaran

    Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran

    Sip island cocktails and savor appetizers as you sail at sunset aboard a Hawaiian-built catamaran
    4.8 • 1K reviews
    $138/ person
    The Locals Island Charter
    Sailing

    The Locals Island Charter

    Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter

    Sail to a secluded beach near Fort McRee for swimming, paddleboarding, and lunch on a private 6-hour charter
    5.0 • 16 reviews
    $1,344
    Dolphin Sightseeing Sail Aboard the Daydreams Sailboat
    Sailing

    Dolphin Sightseeing Sail Aboard the Daydreams Sailboat

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

    Sail Grand Lagoon and Shell Island with complimentary drinks while spotting dolphins
    4.9 • 2.8K reviews
    $88/ person
    Sunset & Fireworks Sail in St. Augustine
    Sailing

    Sunset & Fireworks Sail in St. Augustine

    Sail at sunset with live music, drinks, and St. Augustine fireworks views

    Sail at sunset with live music, drinks, and St. Augustine fireworks views
    4.8 • 221 reviews
    $186/ person
    Waikiki Friday Night Fireworks Sail with Drinks and Bento
    Sailing

    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

    Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included
    4.8 • 652 reviews
    $183/ person
    Sail to Wood Island Lighthouse Private Tour in Maine
    Sailing

    Sail to Wood Island Lighthouse Private Tour in Maine

    Sail to Wood Island and tour inside the lighthouse and keeper’s house

    Sail to Wood Island and tour inside the lighthouse and keeper’s house
    5.0 • 376 reviews
    $1,707& up
    Salem Sound Sail Aboard the Schooner Fame
    Sailing

    Salem Sound Sail Aboard the Schooner Fame

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

    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
    Sailing

    Sail Repair and Sail Making Course

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

    Learn to design, build, and repair sails in a hands-on two-day class
    4.9 • 66 reviews
    $625/ student
    Cruise Grand Traverse Bay on a 6-Hour Private Sail
    Sailing

    Cruise Grand Traverse Bay on a 6-Hour Private Sail

    Private 6-hour sail for up to 6, with time to raise sails and take the wheel

    Private 6-hour sail for up to 6, with time to raise sails and take the wheel
    4.8 • 1.7K reviews
    $812
    Alcatraz Tour and Bay Sail Combo
    Sailing

    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 • 1K reviews
    $133/ person
    Wednesday Night Sunset Cruise With Live Music
    Sailing

    Wednesday Night Sunset Cruise With Live Music

    Sail Casco Bay at sunset with live music and a BYOB vibe

    Sail Casco Bay at sunset with live music and a BYOB vibe
    4.9 • 132 reviews
    $53/ person
    Bloodhound Daysail In Provincetown
    Sailing

    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
    $66/ person
    North Shore Massachusetts Two-Day Scenic Byway Tour
    Sailing

    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
    Day Sail From Mackinac Island
    Sailing

    Day Sail From Mackinac Island

    Sail the Straits on a catamaran with time to relax, swim, and try stand-up paddleboarding

    Sail the Straits on a catamaran with time to relax, swim, and try stand-up paddleboarding
    $101/ person
    Sail Lake Tahoe on a Live Music Sunset Cruise
    Sailing

    Sail Lake Tahoe on a Live Music Sunset Cruise

    Cruise Lake Tahoe at sunset with live local music

    Cruise Lake Tahoe at sunset with live local music
    $170/ person
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