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 Mililani, HI

    Showing 25-48 of 60 results
    Afternoon Waikiki Coast Sail
    Sailing

    Afternoon Waikiki Coast Sail

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

    Relax along Oʻahu’s south shore with Waikiki views, Diamond Head, snacks, and drinks
    4.9 • 894 reviews
    $93/ person
    Ko Olina Sunset Sail With Hawaiian Music
    Sailing

    Ko Olina Sunset Sail With Hawaiian Music

    Toast the evening with coastal views and a full open bar

    Toast the evening with coastal views and a full open bar
    4.9 • 894 reviews
    $160/ person
    Ko Olina Sunset Sail & Luau
    Sailing

    Ko Olina Sunset Sail & Luau

    Sail Oʻahu’s coast before an evening of island dining and culture

    Sail Oʻahu’s coast before an evening of island dining and culture
    4.9 • 894 reviews
    $342/ person
    Private Sailing Charter in Honolulu
    Sailing

    Private Sailing Charter in Honolulu

    Private sailing with Diamond Head views and room to celebrate

    Private sailing with Diamond Head views and room to celebrate
    5.0 • 43 reviews
    $769& up
    Sunset Catamaran Cruise in Waikiki
    Sailing

    Sunset Catamaran Cruise in Waikiki

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

    A private evening sail with your own music, food, and drinks
    5.0 • 695 reviews
    $1,058
    Sunset Cruise in Waikiki
    Sailing

    Sunset Cruise in Waikiki

    Sail the Waikiki coastline as day turns to night

    Sail the Waikiki coastline as day turns to night
    4.8 • 5.4K reviews
    $65/ person
    Friday Night Fireworks Cruise in Waikiki
    Sailing

    Friday Night Fireworks Cruise in Waikiki

    Watch Waikiki's Friday fireworks from a 55-foot catamaran

    Watch Waikiki's Friday fireworks from a 55-foot catamaran
    4.8 • 5.4K reviews
    $90/ person
    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 • 779 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 • 779 reviews
    $1,826& 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 Afternoon Sailing Cruise
    Sailing

    Waikiki Afternoon Sailing Cruise

    Relax on the water with Waikiki and Diamond Head views

    Relax on the water with Waikiki and 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
    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
    Private Catamaran Charter in Honolulu
    Sailing

    Private Catamaran Charter in Honolulu

    Sail, swim and snorkel along Waikiki on your own catamaran

    Sail, swim and snorkel along Waikiki on your own catamaran
    5.0 • 94 reviews
    $1,218& up
    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
    4.7 • 210 reviews
    $58/ person
    Honolulu Friday Night Fireworks Sail
    Sailing

    Honolulu Friday Night Fireworks Sail

    An evening catamaran sail with fireworks and an open bar

    An evening catamaran sail with fireworks and an open bar
    4.8 • 1.4K reviews
    $90/ person
    90-Minute Waikiki Sailing Cruise
    Sailing

    90-Minute Waikiki Sailing Cruise

    Sail off Waikiki with ocean views, splashy fun, and drinks available onboard

    Sail off Waikiki with ocean views, splashy fun, and drinks available onboard
    4.8 • 1.4K reviews
    $56/ person
    Sunset Cruise in Waikiki
    Sailing

    Sunset Cruise in Waikiki

    Open-bar Mai Tais and coastal views as the sun sets

    Open-bar Mai Tais and coastal views as the sun sets
    4.8 • 1.4K reviews
    $90/ person
    Waikiki Afternoon Sail
    Sailing

    Waikiki Afternoon Sail

    Afternoon catamaran sail with included drinks and Waikiki views

    Afternoon catamaran sail with included drinks and Waikiki views
    4.8 • 1.4K reviews
    $90/ person
    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
    4.7 • 1.3K reviews
    $491/ person
    Sunset Sail In Waikiki With Complimentary Drinks
    Sailing

    Sunset Sail In Waikiki With Complimentary Drinks

    90-minute Waikiki sunset sail with complimentary drinks

    90-minute Waikiki sunset sail with complimentary drinks
    $69/ person
    Waikiki Sunset Sail
    Sailing

    Waikiki Sunset Sail

    Sunset views and complimentary drinks aboard a Waikiki catamaran

    Sunset views and complimentary drinks aboard a Waikiki catamaran
    $69/ person
    Waikiki Friday Night Fireworks Sail
    Sailing

    Waikiki Friday Night Fireworks Sail

    Sail off Waikiki for Friday night fireworks with complimentary drinks

    Sail off Waikiki for Friday night fireworks with complimentary drinks
    $69/ person
    90-Minute Honolulu South Shore Sail
    Sailing

    90-Minute Honolulu South Shore Sail

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

    Cruise Oahu’s south shore with complimentary drinks and Diamond Head views
    $46/ person
    123