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

    Best results for Sailing

    Showing 313-336 of 510 results
    Enjoy a Live Music Sunset Sail in Saint Augustine
    Sailing

    Enjoy a Live Music Sunset Sail in Saint Augustine

    Sail Saint Augustine at sunset with live music and complimentary drinks

    Sail Saint Augustine at sunset with live music and complimentary drinks
    4.8 • 231 reviews
    $73/ 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
    $183/ person
    Sunset Catamaran Cruise in Lihue
    Sailing

    Sunset Catamaran Cruise in Lihue

    Cruise Kalapaki at sunset with music, narration, and a full-service bar

    Cruise Kalapaki at sunset with music, narration, and a full-service bar
    4.9 • 1.3K reviews
    $121/ person
    Cruise the Saco River & Saco Bay on a 2-Hour Sail
    Sailing

    Cruise the Saco River & Saco Bay on a 2-Hour Sail

    Sail Maine’s coast in a small group of 6 or fewer

    Sail Maine’s coast in a small group of 6 or fewer
    5.0 • 382 reviews
    $127/ person
    Sail on a Private 2-Hour Charter in Maine
    Sailing

    Sail on a Private 2-Hour Charter in Maine

    Reserve a private sail for up to 6 on the Saco River and Saco Bay

    Reserve a private sail for up to 6 on the Saco River and Saco Bay
    5.0 • 382 reviews
    $694& up
    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 • 382 reviews
    $1,707& up
    2-Hour Boston Harbor Sunset Sail Near Castle Island
    Sailing

    2-Hour Boston Harbor Sunset Sail Near Castle Island

    Sail Boston Harbor at sunset on an 80-foot schooner

    Sail Boston Harbor at sunset on an 80-foot schooner
    4.8 • 532 reviews
    $95/ person
    Sail a Private Catamaran Cruise in Manteo
    Sailing

    Sail a Private Catamaran Cruise in Manteo

    Private 2.5–3 hour catamaran sail from Manteo for up to 6

    Private 2.5–3 hour catamaran sail from Manteo for up to 6
    4.7 • 470 reviews
    $543
    Sail Wrightsville Beach on a 2-Hour Afternoon Cruise
    Sailing

    Sail Wrightsville Beach on a 2-Hour Afternoon Cruise

    Sail across Masonboro Inlet on a 2-hour afternoon cruise

    Sail across Masonboro Inlet on a 2-hour afternoon cruise
    $106/ person
    Sunset Sail Cruise on the Philadelphia Waterfront
    Sailing

    Sunset Sail Cruise on the Philadelphia Waterfront

    Sail the Delaware River at sunset with a USCG-licensed captain

    Sail the Delaware River at sunset with a USCG-licensed captain
    $113/ person
    2-Hour Daytime Charleston Harbor Shared Sail
    Sailing

    2-Hour Daytime Charleston Harbor Shared Sail

    Sail Charleston Harbor by day on a shared catamaran with shade, restrooms, and an onboard bar

    Sail Charleston Harbor by day on a shared catamaran with shade, restrooms, and an onboard bar
    5.0 • 813 reviews
    $54/ person
    Sunset Sail Cruise in Charleston Harbor
    Sailing

    Sunset Sail Cruise in Charleston Harbor

    Sail into sunset views with music and an onboard bar

    Sail into sunset views with music and an onboard bar
    5.0 • 813 reviews
    $54/ person
    Sail Lake Tahoe on a 2-Hour Catamaran Cruise
    Sailing

    Sail Lake Tahoe on a 2-Hour Catamaran Cruise

    Cruise Lake Tahoe on a 55-foot catamaran with lakewide views

    Cruise Lake Tahoe on a 55-foot catamaran with lakewide views
    4.4 • 136 reviews
    $171/ person
    Sail a 2-Hour Sunset Cruise in Seattle
    Sailing

    Sail a 2-Hour Sunset Cruise in Seattle

    Sail Seattle’s harbor at sunset with skyline views and an onboard bar

    Sail Seattle’s harbor at sunset with skyline views and an onboard bar
    4.8 • 360 reviews
    $80/ person
    Waikoloa Signature Sunset Sail
    Sailing

    Waikoloa Signature Sunset Sail

    Unwind on a 1.5-hour coastal sunset sail with a full bar and light bites

    Unwind on a 1.5-hour coastal sunset sail with a full bar and light bites
    4.9 • 534 reviews
    $160/ person
    Sail a 2-Hour Champagne Sunset Cruise in St. Thomas
    Sailing

    Sail a 2-Hour Champagne Sunset Cruise in St. Thomas

    Sail St. Thomas at sunset with an open bar and appetizers

    Sail St. Thomas at sunset with an open bar and appetizers
    4.7 • 322 reviews
    $117/ person
    Kona Signature Sunset Sail
    Sailing

    Kona Signature Sunset Sail

    Sail the Kona Coast at sunset with light bites and drinks included

    Sail the Kona Coast at sunset with light bites and drinks included
    4.9 • 534 reviews
    $115/ person
    Private Sunset Catamaran Cruise in Panama City Beach
    Sailing

    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 • 1.7K reviews
    $4,162
    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
    2-Hour Sunset Sail in Charleston Harbor
    Sailing

    2-Hour Sunset Sail in Charleston Harbor

    Sail the 84-foot Schooner Pride at sunset in Charleston Harbor

    Sail the 84-foot Schooner Pride at sunset in Charleston Harbor
    4.7 • 4.9K reviews
    $100/ person
    Sail Charleston Harbor on a 90-Minute Dolphin Sail
    Sailing

    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
    Sailing

    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
    $493
    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 • 135 reviews
    $48/ person
    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
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