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Explore Greetwell

Curated local experiences in 500+ destinations

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Rentals & Charters

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

    Sailing in Haleiwa, HI

    Showing 1-24 of 74 results
    Hobie Wave Catamaran Rental on Wai Kai Lagoon

    Hobie Wave Catamaran Rental on Wai Kai Lagoon

    Sail the Wai Kai Lagoon with captain-led lessons or approved self-operation

    4.3 • 337 reviews
    $66/ boat
    Sail to Diamond Head From Waikiki

    Sail to Diamond Head From Waikiki

    Diamond Head sail with snacks and unlimited nonalcohol drinks

    4.7 • 211 reviews
    $58/ person
    Waikiki Sunset Sail

    Waikiki Sunset Sail

    Sunset views and complimentary drinks aboard a Waikiki catamaran

    $69/ person
    Waikiki Sunset Cruise

    Waikiki Sunset Cruise

    Bring your own drinks for a sunset sail along Waikiki’s coast

    5.0 • 8.5K reviews
    $83/ person
    Private Sunset Catamaran Cruise & Snorkel in Honolulu

    Private Sunset Catamaran Cruise & Snorkel in Honolulu

    A private evening sail with your own music, food, and drinks

    5.0 • 803 reviews
    $1,058
    Sail a Private Waikiki Charter

    Sail a Private Waikiki Charter

    Set your own agenda on a private Waikiki sail for up to 6 guests

    5.0 • 493 reviews
    $1,777& up
    Swim & Sail on a Waikiki 2.5-Hour Cruise

    Swim & Sail on a Waikiki 2.5-Hour Cruise

    Swim, relax, and sail past Waikiki and Diamond Head

    5.0 • 176 reviews
    $134/ person
    Diamond Head Sail & Swim From Waikiki

    Diamond Head Sail & Swim From Waikiki

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

    5.0 • 121 reviews
    $110/ person
    Private Catamaran Charter in Honolulu

    Private Catamaran Charter in Honolulu

    Sail, swim and snorkel along Waikiki on your own catamaran

    5.0 • 101 reviews
    $1,218& up
    Ko Olina Sunset Sailing Cruise

    Ko Olina Sunset Sailing Cruise

    Sunset sailing with cocktails, appetizers, and shoreline wildlife viewing

    4.9 • 3.1K reviews
    $138/ person
    Oahu Circle Island Tour & Sunset Sail

    Oahu Circle Island Tour & Sunset Sail

    Circle Oahu’s landmarks, then sail Waikiki at sunset

    4.9 • 2.4K reviews
    $491/ person
    West Oahu Dolphin Sail with Lunch & Snorkeling

    West Oahu Dolphin Sail with Lunch & Snorkeling

    See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail

    4.9 • 1K reviews
    $172/ person
    Sail Waikiki to Diamond Head on a 1.5-Hour Cruise

    Sail Waikiki to Diamond Head on a 1.5-Hour Cruise

    Sail Waikiki’s south shore with Diamond Head views and beach boarding

    4.9 • 917 reviews
    $57/ person
    Honolulu Sunset Cruise

    Honolulu Sunset Cruise

    Unwind on the water as the sun sets over the horizon

    5.0 • 72 reviews
    $108/ person
    Sail & Swim on a Waikiki Sunset Cruise

    Sail & Swim on a Waikiki Sunset Cruise

    Bring your own drinks on a Waikīkī sunset sail with a swim stop

    4.9 • 790 reviews
    $81/ person
    Sail a Private Charter on Oahu's North Shore

    Sail a Private Charter on Oahu's North Shore

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

    5.0 • 59 reviews
    $1,147& up
    Private Sailing Charter in Honolulu

    Private Sailing Charter in Honolulu

    Book a private sail and choose your own snorkeling or sunset plan

    4.9 • 169 reviews
    $1,765& up
    Sunset Sail Charter With Dinner In Honolulu

    Sunset Sail Charter With Dinner In Honolulu

    Private 2-hour Honolulu sunset sail with voyaging dinner and cultural activities

    4.9 • 107 reviews
    $1,218
    Honolulu Sunset Sail

    Honolulu Sunset Sail

    Sail past Waikiki and Honolulu as Hawaii's sunset colors the horizon

    5.0 • 176 reviews
    $84/ person
    Sunset Cruise in Waikiki

    Sunset Cruise in Waikiki

    Sail the Waikiki coastline as day turns to night

    4.8 • 5.6K reviews
    $65/ person
    Honolulu Sunset Sailing Cruise

    Honolulu Sunset Sailing Cruise

    Sail into sunset views with a relaxed evening on the water

    4.8 • 2.4K reviews
    $98/ person
    Waikiki Friday Fireworks Cruise

    Waikiki Friday Fireworks Cruise

    Sail at sunset for Waikiki Beach fireworks views

    4.8 • 1.6K reviews
    $87/ person
    Honolulu Friday Night Fireworks Sail

    Honolulu Friday Night Fireworks Sail

    An evening catamaran sail with fireworks and an open bar

    4.8 • 1.6K reviews
    $90/ person
    West Oahu Sunset Sail with Drinks & Appetizers

    West Oahu Sunset Sail with Drinks & Appetizers

    Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included

    4.9 • 1K reviews
    $115/ person
    1234
    Haleiwa Things To Do
    SailingSurfing Lessons143Snorkeling131Scuba Diving106Bus Van and Limo Tours77
    More
    • Boat Tours71
    • Stand Up Paddle Boarding64
    • Fishing Charters59
    • Historical Tours53
    • Whale Watching47
    • Sightseeing44
    • Yacht Charters37
    Day Trips
    35
  • Guided Tours28
  • Kayaking Tours26
  • Theater Musicals and Shows21
  • Helicopter Tours20
  • Dance Performances19
  • Bike Tours18
  • National Parks16
  • Themed Dinners16
  • Guided Hikes15
  • Sunrise and Sunset Tours14
  • Yoga12
  • Zip Lining12