Ride the afternoon tradewinds in search of Maui's winter humpbacks
2 hrs
Up to 25 people
Light appetizers, Water & soda
Join the captain and crew for an afternoon under sail, keeping a lookout for Pacific humpback whales. This sailing-only outing can follow where the whales may be rather than sticking to a fixed route.
Cancel or reschedule up to 24 hours before departure for a full refund. Parties of 7 or more require 72 hours' notice for a full refund. A doctor's note is an exception to this policy. If your charter is canceled due to inclement weather or low participation, every effort will be made to reschedule you or offer a full refund.
Product ID: 2WGA67
Boarding normally involves a short walk. If you have mobility issues, drop-off is available at the Lahaina Harbor loading dock. Wait there until the rest of the group arrives with the crew.
Yes. Sign your waiver before your sail.
Wear casual clothing and bring a light jacket or sweater.
The crew consistently gets glowing praise across these trips, with guests calling out captains like Brandon and Kevin, along with their teams, for being friendly, knowledgeable, and genuinely fun to be around. People appreciate how attentive everyone is, from helping with dietary restrictions to making sure kids and nervous swimmers feel comfortable. The vibe on board is relaxed rather than rushed, which makes a big difference when you're trying to actually enjoy the experience instead of feeling herded around. Whale watching seems to be a major highlight, with many mentioning multiple sightings and even breaches. The snorkeling at Molokini Crater gets equally strong reviews, and guests love that the food and drinks are actually good—think breakfast sandwiches and cinnamon rolls in the morning, then chicken wraps and an open bar later. Several people mention this was their favorite excursion of their entire Maui trip. A few noted the dock can be tricky to find, but once you're on board, the experience delivers. Sunset sails and snorkel trips both come highly recommended by repeat visitors who keep coming back.
Dustin , AJ and Kevin were all amazing perfect experience! They all went above and beyond expectations
Charles Hook
September 2, 2026
Dustin , AJ and Kevin were all amazing perfect experience! They all went above and beyond expectations
Charles Hook
September 2, 2026
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