Maui Spirit Cruise: Stories of Hope and Dolphins

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 30 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
4.8
(82 Ratings)
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Catherine_v
Sep 27, 2025
Maui Maalaea Bay sunset cruise. - This was a wonderful experience on the small group Catamaran. We got to take our shoes off, and set sail out of Maalaea Bay for 2 hour cruise along the Kihei Coast. The sunsets were spectacular, we enjoyed the drinks and the food that was served aboard. I got to get out on one of the trampolines and get close to the water, which was very exciting! All in all, I would recommend to anyone visiting Maui.
Review provided by Viator
Mary_s
Sep 23, 2025
Maui Sunset Cruise - Small boat makes a more intimate setting. Great crew that engaged with all onboard. They supplied alcoholic & non-alcoholic drinks and appetizers. It was an enjoyable sunset cruise
Review provided by Viator
Colton_m
Sep 20, 2025
Intimate chill sunset sail. - Definitely check the texts you get sent before hand. Most others will text you reminders but this one sends a waiver and specific instructions to find where to go. I loved that this particular event was smaller than others. Not as many people not so crowded and that the boat was Hawaii made and owned and operated by a native Hawaiian. Definitely one of the most grounded and relaxing things we've done to date on the island. The crew was also hospitable and fun easy to talk to. Just all around good vibes. Definitely try it
Review provided by Viator
Jerry_b
Sep 20, 2025
Great sunset cruise. Crew... - Great sunset cruise. Crew was extremely nice and knowledgeable. Views were amazing. Would definitely recommend.
Review provided by Viator
Jfwarner
Sep 20, 2025
Great sunset cruise - Very relaxing. The open bar and food was good. Fun time. Staff was helpful and polite. Boat was comfortable and not over crowded.
Review provided by Tripadvisor
Pamela_s
Sep 18, 2025
Lovely - It was lovely, just what we expected… We had a little trouble finding the catamaran, Wynonna , as the pin 📍 didn’t work.. It was very windy, food was good, drinks were great,, turned out to be quite spiritual as I met a nice lady from my hometown who had gone through what I was going through.. we were both young widows.
Review provided by Viator
Sue_k
Sep 18, 2025
Great sunset cruise! ... - Great sunset cruise! Last minute booking and worth every penny! Staff was friendly and very helpful! Would highly recommend!!!
Review provided by Viator
Monica_f
Sep 15, 2025
Enjoyable - The crew was very gracious and very polite. They all were professional. Food and drinks were very good
Review provided by Viator
Tracy_f
Sep 24, 2025
Cozy sunset sail - This was an amazing small cruise. The staff were very accommodating, knowledgeable and set up the sail to cruise the bay. It was so cool to see them work as a crew. They had snacks, pork slides and all the drinks you want! Excellent experience!
Review provided by Viator
Erica_g
Sep 23, 2025
Don’t boo me! - I was offended at being booed loudly for getting a nonalcoholic drink! I’ve been sober a long time and can’t imagine I’m the first adult non drinker they’ve had on the cruise. If I was newly sober that would’ve gone much differently and I would’ve felt pressured to take part in their open bar. It’s super dangerous to pressure anyone to consume alcohol! Even at the end I heard many comments towards other guests to grab another drink. Not cool guys. The sunset was gorgeous but the boat ride felt rushed at the end. Literally the sun set and the boat immediately gunned it towards shore. I would’ve enjoyed another 20mins or so. We docked by 6:40 so it was more short than I’d hoped. Also there was nothing without meat and/or dairy. Glad my thoughtful husband insisted on grabbing me dinner prior to boarding. Given that neither of us drink alcohol and I ate nothing it felt overpriced for what we got.
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).