Sunset Sail on a Small Charming Hawaiian Catamaran

Experience a charming Hawaiian sunset sail on the Winona catamaran from Maalaea Harbor. Enjoy personalized attention, spaciousness, and stunning photo opportunities!

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • 233 Maalaea Rd - Indulge in a delightful Sunset Sailing Cruise and Whale Watching (Dec-Apr) on our charming Hawaiian Catamaran. “Winona” is the only Hawaiian-built, well-maintained, and spacious catamaran where you can enjoy genuine Aloha hospitality. Our floating Tiki Bar offers Hawaiian pu pu’s, an open bar with locally brewed beer, seltzers,…
What's Included
  • Experienced Captain and Crew
  • Open bar (beers/seltzers/cocktails) soft drinks, juice, water
  • Appetizers
  • Island-Style Music
  • Two restrooms on board
What's Not Included
  • Hotel Pick-Up and Drop-Off
  • Parking Validation
  • Gratuities
  • For infants 0-6 months old parents must bring a coast guard approved life vest
Additional Information

Discover the resilience and spirit of Maui on the Winona, a vessel that courageously withstood the Lahaina harbor wildfires, now anchored outside the harbor breakwall. Currently operating from Ma’alaea Harbor, guests are invited to join the captain and crew on an inspiring journey across the stunning Pacific waters. Having overcome significant…

Location
233 Maalaea Rd
Maalaea Road
Check-in is 45 minutes before the activity starts time. Google Maps 233 Maalaea Road, places you in front of the Coast Guard building. We are at the north dock to the left of the Coast Guard station in front of the condo building and gravel parking lot. Look for our Signs "Makena Coast Charters".
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.7
(50 Ratings)
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Sean_m
Mar 2, 2025
The. Cruise was for a... - The. Cruise was for a sunset, and we got some amazing whale pics! We would do this one again and again.
Review provided by Viator
Dana_b
Feb 20, 2025
Perfect Sail - Perfect sunset sail. Not a big crowed boat, just the right amount of people. Friendly staff, beautiful sunset, lots of whales and very relaxing
Review provided by Viator
John_d
Feb 19, 2025
Great Sunset Cruise - Had an exceptional time. Great time on the water. A bunch of whales and great crew to make it a special evening. One of our favorite excursions during our Hawaii vacation
Review provided by Viator
Lori_b
Feb 13, 2025
Wonderful Find!! - Best sunset cruise with an amazing staff - great catamaran Really enjoyed our experience - highly recommend
Review provided by Viator
Jeanne_l
Dec 21, 2024
Magic - This was a wonderful experience! The crew makes it first rate by being friendly attentive in every way. We could not have asked for a better experience
Review provided by Viator
Bob_s
Dec 8, 2024
Wonderful Sail - The trip was an outstanding way to end our six days in Maui. The ship Winona was comfortable. The crew was experienced and made the trip enjoyable. They provided great drinks and tasty snacks. We were fortunate to see several whales. The captain aimed us at the sunset so we could take pictures. Another staff member came around and offered to take couples pictures with your own camera. I highly recommend this trip to you.
Review provided by Viator
Khanh_t
Nov 25, 2024
Great sunset cruise, no regrets! - Excellent sunset cruise. The crew, Sven, Carl, Megan were great. Very chill and relaxing. We brought a toddler and they made her feel so welcomed. Thank
Review provided by Viator
400craigv
Nov 25, 2024
Breathtaking Maui sunset - Great crew, great views, and the winds were just right for sailing. The food and drinks were the usual cheese/crackers/veggies, but the focus was the sunset and it didn't disappoint. Spectacular view.
Review provided by Tripadvisor
715jillw
Jan 27, 2025
Great trip! - Loved the crew- they made the trip! Spotted so may whales- tales and a breach! They kept the number of people comfortable. There was good space for everyone. Bar service was great too! I would have liked more of a trip-guess you just have to go where the whales are! Not much in the way of appetizers.
Review provided by Tripadvisor
Kerstin_l
Jan 21, 2025
Whale of a good time 🤙🏻 - Great experience whale watching, saw lots of whales and a beautiful sunset. Crew was fun and informative.
Review provided by Viator
Select Date and Tickets
up to 15 guests
1
Adult
April 2025
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