Maui Sunset Sail: Ultimate Catamaran Cruise

Sail into Maui’s sunset on a cozy catamaran, savor local appetizers, enjoy an open bar, and spot whales from December to March.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Lahaina - The team will welcome guests at Lahaina Harbor for check-in and guide everyone to the vessel.
What's Included
  • Alcoholic beverages
  • Water, Aloha Juice, and Sodas
  • Hot and cold hors d’oeuvres
  • Complimentary reef safe sunscreen by Sail Maui
What's Not Included
  • Parking fees
  • Gratuities
Additional Information

Step aboard the flagship sailing catamaran, Paragon, for an unforgettable sunset sail from Lahaina Harbor in Maui. Spend the afternoon on the serene waters of the ‘au’au Channel, where the experience feels like floating within an endless sphere of color, surrounded by the islands of Maui, Lāna‘i, and Moloka‘i.
Experience top-notch sailing on the Conser…

Location
116 Prison St
Prison Street
We will greet you at the parking lot at 116 Prison St. There is a sign there with our logo on it which indicates the meeting place. Our team will escort you from the parking lot to the harbor, it is a short distance.
Cancellation Policy

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

Customer Ratings
4.6
(9 Ratings)
5 stars
4 stars
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1 star
154maddyg
May 28, 2026
Wonderful staff and great experience - Wonderful experience! Views were beautiful, food and drinks were great, and the crew (Megan, Brandon, and Joe) were super friendly and accommodating.
Review provided by Tripadvisor
N1583sjchristinec
May 27, 2026
Paragon Lahaina Sunset Sail Maui - Ali Chloe Mica are all professional and thoughtful from beginning to end of the trip.
Review provided by Tripadvisor
Anthony_s
May 27, 2026
Just do it. Worth every penny. - Boat never stopped, it always moving via sail or motor. Alcohol never stopped. All u can drink. Beautiful sunset and few dolphin sighting along the way. Awesome crew. Courteous and gentle. This trip just restarted after the Lahaina fire. It's a must if you're here in maui...
Review provided by Viator
Brianau3860yq
May 2, 2026
10/10 recommend!!! - Captain Cloe, and crew mates: Megan, Jen, and Braden were awesome! They were professional, friendly, and polite. We had a fun time and the food and beverages were great. Glad we sailed with them!
Review provided by Tripadvisor
Dreamer512336
Mar 10, 2026
Best Sunset Cruise - We loved this sunset cruise so much we went a second night and it did not disappoint. In fact we had more whale activity and probably some of the best crew possible. Capt. Brandon, AJ, Jen an and Nate took such great care of us and were full of great knowledge about the area and whales. We will do this again each time we’re back to Maui, loved it.
Review provided by Tripadvisor
760shelleyz
Feb 22, 2026
The perfect sunset sail in Maui - A fabulous experience for the whole family - this is a beautiful sailing vessel with a really professional and fun crew. Seeing the whales was a bonus! Thanks to everyone for doing such a great job of making us feel welcome.
Review provided by Tripadvisor
Brittanyci2959fi
Jan 30, 2026
You have to do it! - My girlfriend and I went on the Akialoa sunset sail with a friend and absolutely loved the staff and captain. They were all so friendly and informative. They made sure we had drinks at all times. We were able to see so many whales and had a wonderful view of the sunset to end the night. We would 100% recommend this small business to anyone visiting Maui. You will not regret it.
Review provided by Tripadvisor
Blondetraveler508
Nov 13, 2025
Sunset Sail! - We really enjoyed the cruise out and back with magical sunset. The group was smallish, maybe 30 people, the food was thoughtful and tasty. The drinks were a quality touch for sure. Smooth sail. Well done! Would totally do it again.
Review provided by Tripadvisor
F1608shlisad
May 1, 2026
Do not book through Tripadvisor. - Would not recommend booking through Tripadvisor or Viator. Despite receiving a confirmation from Tripadvisor, the sailing company had no record of our reservation and didn't conduct the sailing we had reserved. I'm still waiting to get a refund from Tripadvisor.
Review provided by Tripadvisor
From $102
up to 10 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).