Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Water Activities
    4. /Sailing

    Best results for Sailing in Kapolei, HI

    Showing 49-63 of 63 results
    Honolulu Sunset Sail
    Sailing

    Honolulu Sunset Sail

    Sunset sailing, sightseeing, and complimentary drinks aboard Manu Kai

    Sunset sailing, sightseeing, and complimentary drinks aboard Manu Kai
    $60/ person
    Waikiki 1-Hour Diamond Head Sail
    Sailing

    Waikiki 1-Hour Diamond Head Sail

    Sail Waikiki’s coastline with music, ocean views, and complimentary drinks

    Sail Waikiki’s coastline with music, ocean views, and complimentary drinks
    $40/ person
    Waikiki 1-Hour Sailing Cruise
    Sailing

    Waikiki 1-Hour Sailing Cruise

    Sail Waikiki’s coast with ocean views and complimentary drinks

    Sail Waikiki’s coast with ocean views and complimentary drinks
    $46/ person
    Private Ceremony Sail in Honolulu
    Sailing

    Private Ceremony Sail in Honolulu

    Private morning sail for memorials, ash scatterings, and meaningful ceremonies

    Private morning sail for memorials, ash scatterings, and meaningful ceremonies
    $999
    Oahu Circle Island Tour & Sunset Sail
    Sailing

    Oahu Circle Island Tour & Sunset Sail

    Circle Oahu’s landmarks, then sail Waikiki at sunset

    Circle Oahu’s landmarks, then sail Waikiki at sunset
    4.9 • 2.4K reviews
    $491/ person
    Sail a Private Charter on Oahu's North Shore
    Sailing

    Sail a Private Charter on Oahu's North Shore

    Private sailing charter on Oahu’s North Shore for up to 6 people

    Private sailing charter on Oahu’s North Shore for up to 6 people
    5.0 • 59 reviews
    $1,147& up
    Full-Day Private Sailing Charter to Waimea Bay
    Sailing

    Full-Day Private Sailing Charter to Waimea Bay

    Private 6-hour sail to Waimea Bay for up to 6 people

    Private 6-hour sail to Waimea Bay for up to 6 people
    5.0 • 59 reviews
    $1,937
    Half-Day Private Sailing Charter on Oahu's North Shore
    Sailing

    Half-Day Private Sailing Charter on Oahu's North Shore

    Sail the North Shore with a naturalist and seasonal whale listening

    Sail the North Shore with a naturalist and seasonal whale listening
    5.0 • 59 reviews
    $1,661
    Waikiki Sunset Sail With Pupu Platter
    Sailing

    Waikiki Sunset Sail With Pupu Platter

    Sail off Waikiki at sunset with a pupu platter and skyline views

    Sail off Waikiki at sunset with a pupu platter and skyline views
    4.8 • 160 reviews
    $95/ person
    Waikiki Friday Fireworks Cruise
    Sailing

    Waikiki Friday Fireworks Cruise

    Sail at sunset for Waikiki Beach fireworks views

    Sail at sunset for Waikiki Beach fireworks views
    4.8 • 1.6K reviews
    $72/ person
    Private 1.5-Hour Sunset Sail in Honolulu
    Sailing

    Private 1.5-Hour Sunset Sail in Honolulu

    1.5-hour private sunset sail with wine, beer, and non-alcoholic drinks

    1.5-hour private sunset sail with wine, beer, and non-alcoholic drinks
    4.9 • 885 reviews
    $4,314
    Private Afternoon Sail in Waikiki
    Sailing

    Private Afternoon Sail in Waikiki

    Private beach-boarded sail with Diamond Head Lighthouse views

    Private beach-boarded sail with Diamond Head Lighthouse views
    4.9 • 885 reviews
    $2,259
    1-Hour Fireworks Sail in Honolulu
    Sailing

    1-Hour Fireworks Sail in Honolulu

    Watch Honolulu’s Friday-night fireworks from a private sail

    Watch Honolulu’s Friday-night fireworks from a private sail
    4.9 • 885 reviews
    $3,514
    Waikīkī Sunset Catamaran Charter
    Sailing

    Waikīkī Sunset Catamaran Charter

    Private sailing with Waikīkī views, onboard drinks, and space for your group

    Private sailing with Waikīkī views, onboard drinks, and space for your group
    4.7 • 168 reviews
    $1,728
    Diamond Head Sail & Swim From Waikiki
    Sailing

    Diamond Head Sail & Swim From Waikiki

    Sail past Diamond Head, then anchor off Waikiki for a swim

    Sail past Diamond Head, then anchor off Waikiki for a swim
    $110/ person
    123