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    1. Local experiences
    2. /Things to do in Waikoloa…
    3. /Water Activities
    4. /Sailing
    5. /Sunset Sailing Catamaran Cruise on the Big Island
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    Sunset Sailing Catamaran Cruise on the Big Island

    Sail into sunset on a 2-hour Big Island catamaran cruise with drinks and snacks

    4.9 stars• 115 reviews
    From$187/ personincl. taxes and fees

    Duration

    2 hours

    Includes

    Drinks, snacks, Catamaran sail

    Highlights

    Enjoy a 2-hour sunset sail from Anaeho’omalu Bay aboard a sailing catamaran. Relax on deck or take the helm with guidance from the captain.

    • Depart from Anaeho’omalu Bay for a 2-hour sail
    • Sip complimentary canned soft drinks, beers, and wines
    • Snack on a variety of onboard bites
    • Take the helm under the guidance of the captain
    • Relax on deck and enjoy photo opportunities

    What's Included

    • Canned soft drinks
    • Beer
    • Wine
    • Snacks

    Things to know

    Boarding is a wet-boarding and may require walking through knee-deep (or higher) water depending on wind and surf conditions. Check in at the Beach Hut at Anaeho’omalu Bay 30 minutes before departure.

    Cancellation Policy

    Full refund with 24 hours notice of cancellation. Full refund in case of operator cancellation due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    FAQs

    Expect a wet-boarding. Depending on wind and surf conditions, you may need to walk through knee-deep (or higher) water to board the shuttle boat.

    Wear casual clothes and stable shoes you can take off during boarding. Bring a towel and sunscreen.

    Yes. You can take the helm under the guidance of the captain, or relax on deck.

    Meeting details

    Beach Hut at Anaeho'omalu Bay

    Experience provided by Ocean Sports Cruises

    Related locations

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

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    Reference #ZV2TTZ

    Adult

    $187.62

    Ages 13+

    0

    Child

    $93.81

    Ages 6-12 years old

    0

    Infant/Toddler

    $0

    Age 5 and under

    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
    115 reviews•Google Maps
    107
    4
    3
    0
    1

    Whale watching is clearly the star of the show here, and the crew consistently delivers. Guests rave about close encounters with humpback mothers and calves, dramatic breaches, and even the rare thrill of hearing whales sing through a hydrophone. Sunset cruises and glass-bottom boat tours also earn high marks, with Captain Kaliko, Ty, Sophia, and Buddy mentioned by name for their warmth and knowledge. The early morning whale watch seems to be a particular sweet spot for activity. Across dozens of trips and return visitors spanning many years, the crew's enthusiasm and genuine care for guests comes through again and again. Snacks and beverages are included on cruises, check-in is smooth, and the team has a reputation for extending time on the water when conditions are exceptional. One guest noted a staff member at the beach cabanas came across as unwelcoming, so experiences on the shore side may vary a bit from the boat crews. For anyone visiting the Big Island and looking for a ocean excursion, this outfit has built a strong track record across multiple tour types and age groups. The whale watches in particular seem to draw people back year after year.

    What people are saying

    Review 1 of 5
    5/5

    Our Waikoloa Scouts Troop and families went on our annual whale watch on March 8 aboard Sea Smoke with Ocean Sports, and after doing this outing for more than 9 years, I can honestly say this was one of the best trips yet. We had about 30 Scouts and family members join us, and the whales absolutely showed up! We saw pods everywhere, tail slaps, and even a full breach. The highlight was when a humpback surfaced about 10 yards from the boat, giving the kids a once-in-a-lifetime moment. The crew also dropped the hydrophone, allowing everyone to hear the whales singing underwater, which was an incredible learning experience for the Scouts. Moments like that truly connect our youth with the ocean and the amazing wildlife here in Hawaiʻi. Ocean Sports continues to impress us every year. Booking was easy, waivers were handled electronically, check-in was smooth, parking simple, and the hospitality from the crew was outstanding. They were knowledgeable, welcoming, and fantastic with the kids. Mahalo to the entire Sea Smoke crew for sharing the ocean with us and helping create such an unforgettable adventure for our Scouts and families. Your aloha spirit and professionalism make this trip something we look forward to every year. Highly recommend Ocean Sports whale watch tours!

    Photo of John Landers

    John Landers

    March 10, 2026

    Review 1 of 1
    5/5

    Our Waikoloa Scouts Troop and families went on our annual whale watch on March 8 aboard Sea Smoke with Ocean Sports, and after doing this outing for more than 9 years, I can honestly say this was one of the best trips yet. We had about 30 Scouts and family members join us, and the whales absolutely showed up! We saw pods everywhere, tail slaps, and even a full breach. The highlight was when a humpback surfaced about 10 yards from the boat, giving the kids a once-in-a-lifetime moment. The crew also dropped the hydrophone, allowing everyone to hear the whales singing underwater, which was an incredible learning experience for the Scouts. Moments like that truly connect our youth with the ocean and the amazing wildlife here in Hawaiʻi. Ocean Sports continues to impress us every year. Booking was easy, waivers were handled electronically, check-in was smooth, parking simple, and the hospitality from the crew was outstanding. They were knowledgeable, welcoming, and fantastic with the kids. Mahalo to the entire Sea Smoke crew for sharing the ocean with us and helping create such an unforgettable adventure for our Scouts and families. Your aloha spirit and professionalism make this trip something we look forward to every year. Highly recommend Ocean Sports whale watch tours!

    Photo of John Landers

    John Landers

    March 10, 2026

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