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.
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Catamaran snorkel and performance sail from Maalaea Harbor to Molokini crater with breakfast, buffet lunch, drinks, and reef-safe gear.
“This trip exceeded our expectations. A gorgeous sail to Molokini, with loads of humpback whales seen en route and dolphins to greet us going back. The snorkeling was perfect in terms of crystal clear waters brimming with colorful fish and undersea creatures. The captain and crew were so welcoming and attentive to all our needs.…”
5-hour West Maui catamaran trip from Maalaea: snorkel Lanai reefs, see turtles and humpbacks, plus breakfast, lunch, and open bar.
“The trip was beautiful. We snorkeled in a small cove and saw quite a few fish. I saw a octopus, and got to watch it change colors. The day was to windy to sail. Crew said the wind was 35 knots and because of that we were not able to travel to Lanai. Overall very…”
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.
“What an amazing experience sunset cruising with whales to entertain us. Hands down one of the best experiences while on Maui. The crew members were awesome, funny, entertaining and knowledgeable about the area. Highly recommend Winona and her crew for an evening of fun.”
Alihilani sunset catamaran from Maalaea: Maui coast views, snacks, included drinks, and whale season odds on a 2-hour sail.
“The staff were all very attentive and friendly. The boat was very comfortable and overall it was a very enjoyable experience. Highly recommend!”
Maui sunset catamaran from Maalaea with premium open bar, island snacks, and a pro photographer. Whale spotting possible.
“The boat and crew were great. Friendly, professional and fun. It was a great way to enjoy the sun&sea.”
Private outrigger canoe sailing in Wailea with snorkeling gear, sea turtles, sting rays, and possible humpback whales in a small group.
“Amazing experience. Super fun on a handmade Hawaiian Canoe. Complete with snorkeling gear, crystal clear waters made for an awesome adventure! Thank you!”
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.
“Fun and professional staff. Weather was perfect. I had an amazing experience. Would highly recommend.”
Private Lahaina sunset sailing with West Maui Mountain views, a fruit-and-cheese platter, and marine-life spotting on a 3-hour yacht cruise.
“Captain Patrick and Phil were wonderful. Beautiful sunset sail and so nice to be just our family. Appreciated all the island knowledge and attention to detail. Thank you for making this a great experience for one of our last nights In Maui.”
Every corner of the island, and every way to see it.
