Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Kailua-Kona…
    3. /Water Activities
    4. /Sailing
    5. /Waikoloa Sunset Sail
    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
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Product image 10
    Product image 11
    Product image 12
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Waikoloa Sunset Sail

    Sunset views, drinks, and light bites aboard the Spirit of Aloha

    4.9 stars• 883 reviews

    Duration

    1.5 hours

    Includes

    Drinks, snacks, sunset cruise

    Highlights

    Settle into an evening aboard the Spirit of Aloha as daylight fades over the Pacific. Relax in covered areas or head to the front nets for sea spray and extra wind.

    • Choose the front nets for sea spray and more wind
    • Store bags, towels, and clothing in covered space that stays dry
    • Change in the onboard restrooms
    • Bring a camera or phone for sunset photos

    Itinerary

    • Check-In at Anaeho‘omalu Bay (A-Bay): Meet your captain and crew at the Hawai‘i Nautical check-in sign in the middle of the beach. After a quick safety briefing, board the Spirit of Aloha via beach loading.

    • Set Sail at Sunset: Cruise the Waikoloa coastline as the sun begins to dip into the Pacific. Enjoy panoramic views of Mauna Kea and Hualālai while sipping tropical cocktails, beer, or wine.

    • Relax & Unwind: Savor light island-style bites, feel the ocean breeze, and take in Hawai‘i’s legendary sunset glow before returning to the bay under a colorful evening sky.

    What's Included

    • Professional captain and local crew
    • Tropical cocktails, beer, and wine
    • Soda, juice, and water
    • Light island-style bites and snacks
    • Shaded seating

    Important details

    • Arrive 45 minutes before departure for check-in and boarding
    • Complete a waiver within one day of your activity; a parent or guardian must submit one for each participant age 17 or younger
    • Bring the credit card used for the booking and a matching photo ID; both names must match the booking contact, and a copy will be kept for fraud prevention
    • Expect barefoot beach loading, including a few steps near shore between the beach and tender boat
    • Do not use spray sunscreen onboard

    Cancellation Policy

    Cancel at least 48 hours before departure for a full refund. Cancellations within 48 hours are not refundable. Receive a full refund if the captain cancels due to weather or at their discretion.

    FAQs

    The Waikoloa Signature Sunset Sail is approximately 1.5 hours, including boarding and return.

    We depart from Anaeho‘omalu Bay (A-Bay) in Waikoloa. Check in at the Hawai‘i Nautical sign located in the middle of the beach.

    Please arrive 45 minutes prior to departure to allow time for check-in and boarding.

    Meeting details

    Hawai‘i Nautical check-in sign, Anaeho‘omalu Bay (A-Bay)

    Experience provided by Hawaii Nautical Big Island

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Reference #9SMX7K

    Adult

    $172.08

    Ages 13+

    0

    Child

    $85.95

    Ages 4-12

    0

    Infant

    $1

    Ages 0-3

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    883 reviews•Google Maps
    506
    14
    2
    2
    10

    Captain Michael and his crew consistently steal the show here. Reviewers rave about the warm, attentive service, with crew members getting in the water during snorkel trips, helping with photos, and going out of their way for solo travelers and birthday celebrations alike. The small group sizes keep things personal and relaxed, and the catamarans are frequently described as spacious, clean, and comfortable. Both the snorkel cruises and sunset sails earn glowing praise, with wildlife sightings like dolphins, sea turtles, and manta rays popping up regularly. One pleasant surprise that catches many guests off guard is the food. Most people expect light snacks and instead get a full teriyaki chicken dinner with mai tais and well drinks included. The only minor hiccup worth knowing is that directions to the harbor can be a little unclear, though the crew has been known to step in and help guests who get turned around. For a Big Island ocean experience, this one hits the sweet spot of personal attention, beautiful scenery, and genuine hospitality.

    What people are saying

    Review 1 of 4
    5/5

    Super professional and good time on the water!

    Photo of Jesus Lopez

    Jesus Lopez

    July 7, 2026

    Review 1 of 1
    5/5

    Super professional and good time on the water!

    Photo of Jesus Lopez

    Jesus Lopez

    July 7, 2026

    Nearby activities

    3-Hour Snorkel Cruise in Waikoloa
    Snorkeling

    3-Hour Snorkel Cruise in Waikoloa

    Sail, snorkel and enjoy lunch aboard a spacious catamaran

    Sail, snorkel and enjoy lunch aboard a spacious catamaran
    4.9 • 883 reviews
    $197/ person
    Kona Coast Dolphin Snorkel Sail
    Snorkeling

    Kona Coast Dolphin Snorkel Sail

    Sail Kona’s coast with snorkeling, lunch, and in-water crew support

    Sail Kona’s coast with snorkeling, lunch, and in-water crew support
    4.9 • 883 reviews
    $489/ person
    Kona Coast Private Yacht Charter
    Yacht Charters

    Kona Coast Private Yacht Charter

    Set your own course for a private Kona Coast sail and snorkel day

    Set your own course for a private Kona Coast sail and snorkel day
    4.9 • 883 reviews
    $2,212
    3-Hour Kona Snorkel Sail
    Snorkeling

    3-Hour Kona Snorkel Sail

    Sail Kona's coast and snorkel with crew support aboard a spacious catamaran

    Sail Kona's coast and snorkel with crew support aboard a spacious catamaran
    4.9 • 883 reviews
    $184/ person
    Kona Coast Sunset Sail
    Sailing

    Kona Coast Sunset Sail

    Sunset views, light bites, and drinks aboard a Kona Coast catamaran

    Sunset views, light bites, and drinks aboard a Kona Coast catamaran
    4.9 • 883 reviews
    $123/ person
    Kona 1.5-Hour Tradewind Sailing Cruise
    Sailing

    Kona 1.5-Hour Tradewind Sailing Cruise

    Unwind under sail with ocean air, shaded space and marine-life viewing

    Unwind under sail with ocean air, shaded space and marine-life viewing
    4.9 • 883 reviews
    $99/ person