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

    Best results for Sailing

    Showing 241-264 of 317 results
    Private Sailing Charter in Traverse City
    Traverse City, MI

    Private Sailing Charter in Traverse City

    Charter the Wind Dancer schooner for your group of up to 18

    Charter the Wind Dancer schooner for your group of up to 18
    4.9 • 328 reviews
    $2,800
    Salem Harbor Sunset Sail on 1812 Schooner
    Salem, MA

    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
    Private Sailing Lesson in Nantucket
    Nantucket, MA

    Private Sailing Lesson in Nantucket

    Learn to sail with a private instructor at Jetties Beach

    Learn to sail with a private instructor at Jetties Beach
    5.0 • 2 reviews
    $265
    Youth Private Sailing Lesson at Jetties Beach
    Nantucket, MA

    Youth Private Sailing Lesson at Jetties Beach

    Build sailing skills with a private youth lesson for up to 3 sailors

    Build sailing skills with a private youth lesson for up to 3 sailors
    5.0 • 2 reviews
    $212
    Guided Hobie Cat Sail with Captain Included
    Grapevine, TX

    Guided Hobie Cat Sail with Captain Included

    Glide across Grapevine Lake on a guided 1-hour Hobie Cat sail with captain included.

    Glide across Grapevine Lake on a guided 1-hour Hobie Cat sail with captain included.
    4.7 • 414 reviews
    $65/ person
    Sail to Wood Island Lighthouse Tour From Kennebunkport
    Saco, ME

    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
    Sunset Sailing Cruise on Lake Erie
    Sandusky, OH

    Sunset Sailing Cruise on Lake Erie

    Sail into a Lake Erie sunset on the Black Pearl

    Sail into a Lake Erie sunset on the Black Pearl
    5.0 • 34 reviews
    $631
    Full-Day Lake Erie Sailing Charter
    Sandusky, OH

    Full-Day Lake Erie Sailing Charter

    Sail Lake Erie for about 8 hours on a private charter for up to 6 guests

    Sail Lake Erie for about 8 hours on a private charter for up to 6 guests
    5.0 • 34 reviews
    $1,537
    Sail Lake Erie on a 4-Hour Private Charter
    Sandusky, OH

    Sail Lake Erie on a 4-Hour Private Charter

    Sail around Lake Erie’s islands on the Black Pearl for 4 hours

    Sail around Lake Erie’s islands on the Black Pearl for 4 hours
    5.0 • 34 reviews
    $949
    St. Augustine Nights of Lights Sailing Tour
    St. Augustine, FL

    St. Augustine Nights of Lights Sailing Tour

    Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights

    Sail a 35-foot yacht and admire St. Augustine's dazzling Nights of Lights
    5.0 • 736 reviews
    $145/ person
    BYOB Sunset Cruise with Live Music or DJ in Waikiki
    Honolulu, HI

    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
    Kihei, HI

    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
    Pensacola, FL

    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
    Sail, Snorkel & Kayak Charter in Key West
    Key West, FL

    Sail, Snorkel & Kayak Charter in Key West

    Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

    Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks
    4.9 • 5.7K reviews
    $2,409
    Dolphin Sightseeing Sail Aboard the Daydreams Sailboat
    Panama City, FL

    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
    Saint Augustine, FL

    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
    Cruise St. Augustine Nights Of Lights On A Sailboat
    St. Augustine, FL

    Cruise St. Augustine Nights Of Lights On A Sailboat

    Sail the Nights of Lights with dessert and a festive drink

    Sail the Nights of Lights with dessert and a festive drink
    5.0 • 736 reviews
    $668& up
    Waikiki Friday Night Fireworks Sail with Drinks and Bento
    Honolulu, HI

    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
    Saco, ME

    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
    Salem, MA

    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
    Barrington, RI

    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
    Traverse City, MI

    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
    Weekend Sailing Cruise From Barrington to Block Island
    Barrington, RI

    Weekend Sailing Cruise From Barrington to Block Island

    Sail a 42-foot boat to an island while you build skills with an instructor

    Sail a 42-foot boat to an island while you build skills with an instructor
    4.9 • 66 reviews
    $1,150/ cabin
    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 • 66 reviews
    $265/ person
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