MAUI
Maui’s best days out.
The 15 best sailing tours on Maui right now — what each day actually involves, who runs it, how long it takes and what you will pay.
A narrated 2-hour humpback whale cruise from Ma’alaea Harbor on a double-deck catamaran, with underwater hydrophones to hear whale songs.
Most Popular“Captain Kiwi was awesome! He was educational and also funny. We saw lots of whales and their calves! It was a great excursion!”
Luxury yacht snorkel from Maui to Molokini and Turtle Town, with sea turtles, top-notch food, and an open bar. Weather can change plans.
“Awesome boat and crew, but cancelled 2 days in a row due to bad weather. On third day we finally went but never went to Molokini crater or turtle town due to wind and water conditions. Snorkeling was below average in a protected cove along shore.”
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 🤙”
Maui humpback whale watching on the Winona catamaran from Maalaea, with hydrophones, snacks, drinks, and chances to spot dolphins.
“Excellent fun adventure reasonably priced compared to others. We were right up near the Whales. The captian turned off the engines and we drifted then the whales came to us so close. Great crew very knowable and attentive.”
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.
Maui luxury catamaran snorkel with guaranteed honu sightings, taco lunch, and an open bar. 3 hours from Maalaea Harbor.
“This trip was the perfect day. Snorkeling with Turtles and eating delicious tacos after. We had a surprise appearance from a bunch of humpback whales in the distance. Very friendly and knowledgeable crew. The catamaran had stairs that lowered into the water. You didn’t have to climb a swim ladder.”
Luxury Ka’anapali whale watching on a spacious catamaran with onboard naturalist, hydrophone whale songs, snacks, and an open bar for 2 hours.
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!”
Luxury catamaran whale watch from West Maui with a marine naturalist, hydrophone for real-time whalesong, and an onboard open bar.
“Very friendly, knowledgeable accommodating crew!……………………………………………………………………………………………………………………………………..”
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!”
Luxury 65-ft Kaanapali sunset catamaran with open bar, Chef Jai dinner, champagne toast, and possible whales and dolphins.
Maui adults-only sunset catamaran dinner cruise from Maalaea Harbor with a plated five-course meal, top-shelf open bar, and photo service.
“Very swanky experience. Great food, great crew, excellent food and drinks. Onboard photographer (extra fee) took some nice photos of us. The boat was pristine. I would do it again if I return to Maui!”
Maui humpback whale spotting from Maalaea on the Winona catamaran, with marine-biologist talks, hydrophones, and included drinks.
“We saw plenty of whales!”
Ma'alaea sunset catamaran with appetizers: sail Maui’s coast, sip unlimited drinks, and enjoy marine naturalist talks at golden hour.
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.
