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 Honolulu, HI

    Showing 1-24 of 63 results
    Honolulu Sunset Sailing Cruise
    Honolulu

    Honolulu Sunset Sailing Cruise

    Sail into sunset views with a relaxed evening on the water

    Sail into sunset views with a relaxed evening on the water
    4.8 • 2.4K reviews
    $144/ person
    2-Hour Oahu South Shore Sailing Cruise
    Honolulu

    2-Hour Oahu South Shore Sailing Cruise

    Sail past Waikiki and Diamond Head with a full bar onboard

    Sail past Waikiki and Diamond Head with a full bar onboard
    4.8 • 2.4K reviews
    $144/ person
    West Oahu Dolphin Sail with Lunch & Snorkeling
    Honolulu

    West Oahu Dolphin Sail with Lunch & Snorkeling

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

    See wild dolphins, snorkel with turtles, and enjoy lunch on a 3-hour West Oahu sail
    4.9 • 926 reviews
    $184/ person
    Waikiki Sunset Catamaran Sail
    Honolulu

    Waikiki Sunset Catamaran Sail

    Sail Waikīkī at sunset with drinks and light bites included

    Sail Waikīkī at sunset with drinks and light bites included
    4.9 • 926 reviews
    $123/ person
    West Oahu Sunset Sail with Drinks & Appetizers
    Honolulu

    West Oahu Sunset Sail with Drinks & Appetizers

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

    Unwind on a West O‘ahu sunset cruise with panoramic views, drinks, and light bites included
    4.9 • 926 reviews
    $123/ person
    Waikiki Friday Night Fireworks Sail with Drinks and Bento
    Honolulu

    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

    Sail at sunset for front-row views of Waikiki’s Friday fireworks, with drinks and a bento included
    4.9 • 926 reviews
    $197/ person
    Afternoon Waikiki Coast Sail
    Honolulu

    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 • 926 reviews
    $93/ person
    Ko Olina Sunset Sail With Hawaiian Music
    Honolulu

    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 • 926 reviews
    $160/ person
    Ko Olina Sunset Sail & Luau
    Honolulu

    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 • 926 reviews
    $342/ person
    Waikiki Sunset Cruise
    Honolulu

    Waikiki Sunset Cruise

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

    Bring your own drinks for a sunset sail along Waikiki’s coast
    5.0 • 8.4K reviews
    $69/ person
    Honolulu Sunset Sailing Charter
    Honolulu

    Honolulu Sunset Sailing Charter

    Private sailing with Waikiki views, swimming, and snorkeling options

    Private sailing with Waikiki views, swimming, and snorkeling options
    4.8 • 25 reviews
    $663
    3-Hour Sailing Lesson in Honolulu
    Honolulu

    3-Hour Sailing Lesson in Honolulu

    Learn foundational sailing skills with professional captains in Hawaii

    Learn foundational sailing skills with professional captains in Hawaii
    4.8 • 25 reviews
    $663/ person
    Honolulu Sunrise Private Cruise
    Honolulu

    Honolulu Sunrise Private Cruise

    Private morning sailing with mimosas and open-water views

    Private morning sailing with mimosas and open-water views
    4.7 • 164 reviews
    $1,358& up
    Honolulu 3-Hour Sailing Lesson
    Honolulu

    Honolulu 3-Hour Sailing Lesson

    Take the Helm With Private Sailing Instruction

    Take the Helm With Private Sailing Instruction
    4.7 • 164 reviews
    $1,358
    Waikiki Friday Night Fireworks Private Charter
    Honolulu

    Waikiki Friday Night Fireworks Private Charter

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

    Sail aboard Sea Scape for private ocean views and Friday night fireworks
    4.7 • 164 reviews
    $2,041& up
    Sunset Cruise in Honolulu
    Honolulu

    Sunset Cruise in Honolulu

    Golden-hour views of Waikiki and Diamond Head

    Golden-hour views of Waikiki and Diamond Head
    4.7 • 50 reviews
    $341
    Private Sailing Charter in Honolulu
    Honolulu

    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
    Honolulu Sunset Sailing Charter
    Honolulu

    Honolulu Sunset Sailing Charter

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

    Private late-afternoon sail with sunset views of Honolulu and Oahu’s shores
    5.0 • 43 reviews
    $769
    Honolulu Fireworks Private Sailing Charter
    Honolulu

    Honolulu Fireworks Private Sailing Charter

    Sail into Friday night for Waikīkī fireworks views from the water

    Sail into Friday night for Waikīkī fireworks views from the water
    5.0 • 43 reviews
    $619& up
    Sunset Catamaran Cruise in Waikiki
    Honolulu

    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 • 803 reviews
    $1,058
    Private Sailing Charter in Honolulu
    Honolulu

    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
    Honolulu

    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
    Honolulu

    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
    Honolulu

    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
    123