Sunset Sail on a Charming Hawaiin Catamaran from Maalaea Harbor
4.7
30 Ratings
Wailuku
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: 1 day learn more
Highlights
  • 233 Maalaea Rd - Treat yourself and your loved ones to experience a beautiful Sunset Sail on a Charming Hawaiian Catamaran called “Winona” a love boat that will do her magic to make sure you’ll fall in love all over again.

Winona is Maui’s only Hawaiian-built, well-kept & spacious catamaran where you’ll experience true Aloha hospitality, Hawaiian pupu, refreshment drinks, and much more.

Winona will sail you away until the sun starts to dip below the horizon. You’ll have the chance to enjoy the perfect view of West Maui’s mountains, Molokai, and Lanai, while you lounge on our decks or main floor.

As the sun sets & we sail back, you’ll know that you have been treated to a truly magical experience to a perfect way to end your perfect day in paradise.

What's Included
  • Appetizers
  • Soft drinks, juice, water
  • Experienced captain and crew
  • Island-style music
What's Not Included
  • Gratuities
  • Hotel Pick-Up and Drop-Off
  • Parking Validation
  • Bring your own drinks on board for more fun
Additional Information

Steer clear of the packed boats capable of carrying 30-50 or even 100 passengers. In Maui, the sunset sailing and boat excursions are frequently too costly, aimed at exploiting uninformed tourists. We prioritize your relaxation by limiting our passengers to a mere 15-20. Enjoy the benefits of ample personalized attention and plenty of room for free movement. Be sure to capture the stunning moment our vibrant sails unfurl – you’ll be compelled to record it in photographs and videos!

Winona is not an ordinary sailing catamaran; she is the only one in Hawaii that is Hawaiian-made, thoroughly maintained, and roomy. Prepare yourself for pure Aloha hospitality, treat your taste buds with tasty Hawaiian goodies and beverages, and so much more. Join us for an experience that you’ll never forget!

  • Infants and kids ages 0-5 come for free but parents must call the office to confirm.
  • If you have questions about accessibility, please call us for help.
  • Not recommend for travelers with mobility issues
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires minimum of 10 traveler
Location
233 Maalaea Rd
Maalaea Road
Check-in is 30 minutes before the activity start 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
(30 Ratings)
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Evgeny_s
Jun 11, 2024
I recommend it! - Excellent experience, great captain and crew and a very enjoyable sunset sail! I would recommend this company.
Review provided by Viator
Lisa_g
Apr 26, 2024
Let the Sunset Cruise begin - What a windy boat ride to watch the Sunset. I am glad I went. I wore a dress not a good idea . Don't worry about your hair it gets wind blown. I would love to go again. The Crew was friendly and great to be with.
Review provided by Viator
Jaclynp356
Apr 20, 2024
As expected! - Brandon was our captain and made the trip enjoyable! We were able to spot some whales and had a great view of the sunset. Overall it was a great experience!
Review provided by Tripadvisor
Elizabeth_s
Mar 11, 2024
A wonderful sunset sail... - A wonderful sunset sail experience with a friendly crew and clean boat. We even saw a few whales during the sail!
Review provided by Viator
Thomas_d
Mar 6, 2024
Sunset whales and drinks - One of the best sunsets I've ever seen. Cocktails were good and plentiful. The crew were all great with conversation and interaction. The whale watching was good. Caught one breach on video. Turned out to be the best cruise we went on, and we did four that week. I would recommend this be a first choice for any one planning to book cruise.
Review provided by Viator
Chris_w
May 31, 2024
Sunset cruise - Friendly crew and lovely sunset. Snacks were disappointing especially as I’d asked for vegetarian and there wasn’t any!
Review provided by Viator
578earlg
Apr 26, 2024
Sunset cruise review - Was windy and cool, finding the place was interesting, no office just a sign by the dock that said Sunset Cruise. The boat was not at the dock when most of the passengers arrived, so it was a little confusing. When the boat arrived the crew was friendly and helpful. Overall it was a nice experience, but expensive.
Review provided by Tripadvisor
Julia_s
Apr 1, 2024
Nice cruise - The tour operators were all very personable and fun to be around. We picked the perfect evening for this sunset cruise. The weather really cooperated. This catamaran holds fewer people than a Trilogy tour, so it was a lot nicer. There was only one thing that I wasn't all that pleased about is that on the description of the cruise, it had alcoholic drinks provided. When we arrived on the the dock, they told us that we have to go buy our own across the street.
Review provided by Viator
Cathy_w
Mar 10, 2024
Sunset Whale Watch - Crew was fantastic. Communication great. Saw some awesome whale action. This is certainly a preference related comment…but once we were out watching the whales, I would have preferred no music…maybe heard the slap of those whales on the water.
Review provided by Viator
Jack_g
Apr 25, 2024
Disappointing outcome - Talking with one of the crew members from Pittsburgh and some other people from California. We’ve been to Maui 5 times on dinner cruises on bigger boats and would prefer a larger vessel for sure.
Review provided by Viator
Select Date and Tickets
up to 15 guests
1
Adult
June 2024
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