MAUI
Maui’s best days out.
The 13 best sunset sails & sailing tours on Maui right now — what each day actually involves, who runs it, how long it takes and what you will pay.
A 5-hour Maui catamaran snorkel-sail to Molokini with breakfast, lunch, reef-safe gear, and trade-wind sailing. Whale chances in season.
Most Popular
Catamaran snorkel and performance sail from Maalaea Harbor to Molokini crater with breakfast, buffet lunch, drinks, and reef-safe gear.
“This was a great experience. We saw at least 50 whales and had a magical experience snorkeling in the Molokini crater. The crew (AJ, Brandon, Jeff) were amazing and helped make sure that all of us were comfortable. Breakfast, lunch and coffee was provided, and we overall ended up having a very comfortable luxury adventure…”
5-hour West Maui catamaran trip from Maalaea: snorkel Lanai reefs, see turtles and humpbacks, plus breakfast, lunch, and open bar.
“It was outstanding and worth every dollar. Especially the guides were great. They explained everything very well and gave insights into everything. From our perspective, it was the best sail trip you can book in Maui. Best regards, Mahalo, the Swiss. It could not be better 🤙”
2-hour Maui sunset sail from Ma’alaea Harbor on Ocean Spirit with pupus, unlimited non-alcoholic drinks, and BYOB.
“Great appetizers, great drinks, view was amazing. Drinks were great. The crew was very friendly.”
Snorkel Maui’s west coast on a catamaran at Honolua Bay, then enjoy buffet lunch and an open bar on a 4-hour sailing adventure.
2-hour Maui sunset cruise on a Hawaiian-built catamaran with tiki bar snacks, open bar, and winter whale watching in season.
“The crew were super attentive, knowledgeable and kind. The tour was incredibly beautiful, fun, and whale-y amazing! The drinks were also plentiful and delicious. I’d do this tour over and over again. Thank you so much guys, much appreciated!”
Alihilani sunset catamaran from Maalaea: Maui coast views, snacks, included drinks, and whale season odds on a 2-hour sail.
“So much fun, food and drinks were great. Amazing crew. The humpback whales were putting on an incredible show.”
Maui sunset catamaran from Maalaea with premium open bar, island snacks, and a pro photographer. Whale spotting possible.
“We never got to go on excursion because we were moved from original date to another date and then an hour and half before we were supposed to be at the harbor, we got a text stating cruise was cancelled due to mechanical problems. The team we spoke to was very nice and helpful. I’m…”
Private outrigger canoe sailing in Wailea with snorkeling gear, sea turtles, sting rays, and possible humpback whales in a small group.
“We seen a turtle and octopus. Sage was very knowledgeable about Maui and shared many stories! This was a great trip and would highly recommend this!”
Ma'alaea sunset catamaran with appetizers: sail Maui’s coast, sip unlimited drinks, and enjoy marine naturalist talks at golden hour.
Maui Snorkel and Sunset Sail pairs Coral Gardens snorkeling with Pacific Whale Foundation and a sunset cruise, plus food and BYOB.
“It was like snorkeling in an aquarium. Turtles. Sharks. Eels. Rays. Boat crew incredibly kind/knowledgeable. Great music playlist!”
Morning Pali Coast snorkel and performance catamaran sail to Coral Gardens from Maalaea Harbor, with gear, drinks, and reef-safe sunscreen.
“My three teenagers and I did the performance sail and snorkel. It was a great first full sailing experience on their catamaran and the crew was experienced and knowledgeable. The snorkel area was awesome and I wish we had done a longer trip (3 hours). Highly recommend and it was a good price! Thanks”
Private Lahaina sunset sailing with West Maui Mountain views, a fruit-and-cheese platter, and marine-life spotting on a 3-hour yacht cruise.
“We had the most amazing time on our private sail with Captain Patrick and Matthew! The boat was pristine and they were an excellent and fun crew. This was the highlight of our time on Maui. Highly recommend!”
Every corner of the island, and every way to see it.
