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    1. Local experiences
    2. /All experiences
    3. /Water Activities
    4. /Sailing

    Best results for Sailing in Kapolei, HI

    Showing 25-40 of 40 results
    Sail & Swim on a Waikiki Sunset Cruise
    Sailing

    Sail & Swim on a Waikiki Sunset Cruise

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

    Bring your own drinks on a Waikīkī sunset sail with a swim stop
    4.9 • 757 reviews
    $81/ person
    Sail on a Private Charter in Waikiki
    Sailing

    Sail on a Private Charter in Waikiki

    Customize your private Waikiki charter for groups up to 40

    Customize your private Waikiki charter for groups up to 40
    4.9 • 757 reviews
    $1,826& up
    Sail a Private Waikiki Catamaran Charter
    Sailing

    Sail a Private Waikiki Catamaran Charter

    Charter your own Waikiki catamaran for sailing, snorkeling, and swimming

    Charter your own Waikiki catamaran for sailing, snorkeling, and swimming
    5.0 • 94 reviews
    $1,218& up
    Private Sailing Charter in Honolulu
    Sailing

    Private Sailing Charter in Honolulu

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

    Book a private sail and choose your own snorkeling or sunset plan
    4.9 • 155 reviews
    $1,765& up
    Waikiki BYOB Afternoon Sail to Diamond Head
    Sailing

    Waikiki BYOB Afternoon Sail to Diamond Head

    Sail Waikiki’s coast on a 1-hour BYOB cruise with Diamond Head views

    Sail Waikiki’s coast on a 1-hour BYOB cruise with Diamond Head views
    4.9 • 155 reviews
    $35/ person
    Watch Friday Night Fireworks on a Waikiki Sail
    Sailing

    Watch Friday Night Fireworks on a Waikiki Sail

    Friday fireworks sail with front-row views from the water

    Friday fireworks sail with front-row views from the water
    4.9 • 155 reviews
    $117/ person
    Sail to Diamond Head From Waikiki
    Sailing

    Sail to Diamond Head From Waikiki

    Diamond Head sail with snacks and unlimited nonalcohol drinks

    Diamond Head sail with snacks and unlimited nonalcohol drinks
    4.8 • 204 reviews
    $58/ person
    Explore Oahu Circle Island Tour & Sunset Sail
    Sailing

    Explore Oahu Circle Island Tour & Sunset Sail

    Tour Oahu’s top stops, then sail Waikiki at sunset on a Polynesian canoe

    Tour Oahu’s top stops, then sail Waikiki at sunset on a Polynesian canoe
    4.9 • 2.2K 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
    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
    4.7 • 313 reviews
    $95/ person
    Cruise Waikiki For Friday Fireworks & Sunset
    Sailing

    Cruise Waikiki For Friday Fireworks & Sunset

    Sail out for Waikiki’s Friday fireworks with sunset views

    Sail out for Waikiki’s Friday fireworks with sunset views
    4.8 • 1.6K reviews
    $72/ person
    Sunset Swim & Sail Cruise in Waikiki
    Sailing

    Sunset Swim & Sail Cruise in Waikiki

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

    Sail Waikīkī’s Gold Coast at sunset with optional swim time
    4.9 • 155 reviews
    $74/ person
    Watch Friday Night Fireworks on a Honolulu Sail
    Sailing

    Watch Friday Night Fireworks on a Honolulu Sail

    90-minute sail with open bar and Friday night fireworks views

    90-minute sail with open bar and Friday night fireworks views
    4.8 • 1.4K reviews
    $90/ person
    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 • 162 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
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