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Explore Greetwell

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  • 15 Best Stuff to Do in Atlanta, GA in 2026
  • Best results for

    Sailing in Kaaawa, HI

    Showing 49-72 of 74 results
    Cultural Sail Charter on O'ahu

    Cultural Sail Charter on O'ahu

    Sail O'ahu's Kona coast with Hawaiian stories, activities, and deckside relaxation

    4.9 • 107 reviews
    $1,107
    Private Waikiki Fireworks Sailing Catamaran Cruise

    Private Waikiki Fireworks Sailing Catamaran Cruise

    Sail aboard Sea Scape for private ocean views and Friday night fireworks

    4.7 • 164 reviews
    $2,041& up
    Private Daytime Sailing Charter in Honolulu

    Private Daytime Sailing Charter in Honolulu

    Sail Waikiki’s coast privately with a captain and room to relax on deck

    4.7 • 164 reviews
    $949& up
    Waikiki Friday Night Fireworks Sail

    Waikiki Friday Night Fireworks Sail

    Sail off Waikiki for Friday night fireworks with complimentary drinks

    $69/ person
    90-Minute Honolulu South Shore Sail

    90-Minute Honolulu South Shore Sail

    Cruise Oahu’s south shore with complimentary drinks and Diamond Head views

    $46/ person
    Honolulu Sunset Sail

    Honolulu Sunset Sail

    A lively sunset catamaran sail with complimentary drinks

    $57/ person
    Sunset Sail in Honolulu from Kewalo Basin Harbor

    Sunset Sail in Honolulu from Kewalo Basin Harbor

    Sunset sailing, sightseeing, and complimentary drinks aboard Manu Kai

    $60/ person
    Waikiki 1-Hour Diamond Head Sail

    Waikiki 1-Hour Diamond Head Sail

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

    $40/ person
    Waikiki 1-Hour Sailing Cruise

    Waikiki 1-Hour Sailing Cruise

    Sail Waikiki’s coast with ocean views and complimentary drinks

    $46/ person
    Private Ash Scattering & Ceremony Sail in Honolulu

    Private Ash Scattering & Ceremony Sail in Honolulu

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

    $999
    Waikiki Sunset Catamaran Sail

    Waikiki Sunset Catamaran Sail

    Sail Waikīkī at sunset with drinks and light bites included

    4.9 • 1K reviews
    $115/ person
    Private 1.5-Hour Sunset Sail in Honolulu

    Private 1.5-Hour Sunset Sail in Honolulu

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

    4.9 • 917 reviews
    $4,314
    Waikiki Afternoon Sailing Cruise

    Waikiki Afternoon Sailing Cruise

    Relax on the water with Waikiki and Diamond Head views

    4.9 • 169 reviews
    $35/ person
    Private Diamond Head Sailing Charter in Honolulu

    Private Diamond Head Sailing Charter in Honolulu

    Private sailing with Diamond Head views and room to celebrate

    5.0 • 44 reviews
    $769& up
    Private 2-Hour Sailing Lesson in Honolulu

    Private 2-Hour Sailing Lesson in Honolulu

    Build sailing skills with hands-on instruction from Captain Al

    $424& up
    Waikiki Friday Night Fireworks Sail with Drinks and Bento

    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

    4.9 • 1K reviews
    $183/ person
    Private Afternoon Sail in Waikiki

    Private Afternoon Sail in Waikiki

    Private beach-boarded sail with Diamond Head Lighthouse views

    4.9 • 917 reviews
    $2,259
    Sunset Swim & Sail Cruise in Waikiki

    Sunset Swim & Sail Cruise in Waikiki

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

    4.9 • 169 reviews
    $74/ person
    Honolulu Sunset Sailing Charter

    Honolulu Sunset Sailing Charter

    Private late-afternoon sail with sunset views of Honolulu and Oahu’s shores

    5.0 • 44 reviews
    $769
    Afternoon Waikiki Coast Sail

    Afternoon Waikiki Coast Sail

    Relax along Oʻahu’s south shore with Waikiki views, Diamond Head, snacks, and drinks

    4.9 • 1K reviews
    $86/ person
    1-Hour Fireworks Sail in Honolulu

    1-Hour Fireworks Sail in Honolulu

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

    4.9 • 917 reviews
    $3,514
    Honolulu Fireworks Private Sailing Charter

    Honolulu Fireworks Private Sailing Charter

    Sail into Friday night for Waikīkī fireworks views from the water

    5.0 • 44 reviews
    $619& up
    Honolulu Special Occasion Sailing Charter

    Honolulu Special Occasion Sailing Charter

    Celebrate on a private sail along Oʻahu’s coast with views of Diamond Head

    5.0 • 44 reviews
    $769& up
    Private Proposal Sailing Charter in Honolulu

    Private Proposal Sailing Charter in Honolulu

    Set the scene for your proposal with an ocean backdrop

    5.0 • 44 reviews
    $769/ boat
    1234
    Kaaawa Things To Do
    SailingSurfing Lessons146Snorkeling144Scuba Diving115Bus Van and Limo Tours82
    More
    • Boat Tours73
    • Stand Up Paddle Boarding65
    • Fishing Charters59
    • Historical Tours55
    • Sightseeing49
    • Whale Watching47
    • Yacht Charters41
    Day Trips
    36
  • Guided Tours33
  • Guided Hikes29
  • Kayaking Tours26
  • Theater Musicals and Shows22
  • Dance Performances21
  • Bike Tours20
  • Helicopter Tours20
  • Themed Dinners19
  • National Parks16
  • Sunrise and Sunset Tours15
  • Waterfalls12
  • Yoga12