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 - Treat yourself and your loved ones to experience a beautiful sunset sailing cruise and Whale Watching (Dec-Apr) on our Charming Small Hawaiian Catamaran “Winona”. Hawaiian-built, well-kept & spacious catamaran where you’ll experience true Aloha hospitality, Hawaiian pupu, non-alcoholic beverages, refreshment drinks, and much more….
What's Included
  • Experienced Captain and Crew
  • Island-Style Music
  • Appetizers
  • Soft Drinks, juice, water
  • Two restrooms on board
What's Not Included
  • Gratuities
  • Hotel Pick-Up and Drop-Off
  • Parking Validation
  • Bring your own drinks on board for more fun
Additional Information

Avoid the over-crowded 40-50 and some with 100-passenger boats. Maui’s sunset sail and boat trips are often overpriced and target tourists who don’t know any better. We prioritize your comfort and take 30-40 passengers max. You’ll enjoy personalized attention and plenty of space to move around. Don’t miss capturing the moment when our colorful sails…

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
(37 Ratings)
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1 star
Hillary_w
Sep 24, 2024
Relaxing Sunset Adventure - My husband and I had a wonderful time! The crew were all absolutely FANTASTIC - very accommodating and personable. The snacks were great - beautiful fruit tray, meat & cheese tray, crackers & chip bags with water, soda & fruit juice to choose from and PLENTY to go around. You can BYOB and put in their cooler if you prefer alcoholic beverages. The boat was only about 1/2 capacity - plenty of room to move about. Despite the normal winds for this port area, we never felt unsafe or seasick. Safety really was their top priority. The sunset was beautiful, of course. I would highly recommend this experience!!
Review provided by Viator
Miriam_g
Sep 24, 2024
Excellent - Excellent service!!!! Friendly captain and good people aboard!! I would recommend.. My kids were very happy!!!!
Review provided by Viator
Tina_g
Sep 14, 2024
Nice sunset sail - Friendly staff, nice sail boat and great views of the sunset. Nice way to end our trip on Maui. Definitely recommend.
Review provided by Viator
Susan_w
Sep 4, 2024
Lovely Evening - Wonderful sunset cruise! Even with windy conditions, the Captain navigated smoothly. Gorgeous views! Crew was friendly and accommodating!
Review provided by Viator
Barbara_f
Aug 10, 2024
Best First Night in Maui - Truly perfect, laid back, first night in Maui. Great for kids, great for adults, beautiful scenery, amazing captain and crew. 💜
Review provided by Viator
Alicia_j
Jun 18, 2024
Great sail! - Great experience! My kids enjoyed it. The cast and crew were very kind. Everyone was very hospitable and the captain let my kids “drive” the boat. Definitely recommend!
Review provided by Viator
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
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
Rick_m
Sep 24, 2024
It's Not a Sunset Sail if you don't actually sail. - The boat was Awesome as were the Captain & Crew . What wasn't awesome is this is promoted as a SUNSET SAIL when in reality it's just a sunset boat ride. No sailing involved.
Review provided by Viator
From $119
up to 15 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).