SAILING WORLDWIDE
The best days on the water.
The 13 most popular maui sailing trips. What each sail costs, how long you are on the water, and which crews run it well.
See Maui’s humpback whales from a double-deck power catamaran with onboard hydrophones, narration, and included drinks on a 2-hour ride.
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!”
Maui humpback whales from a double-deck power catamaran with live narration, underwater hydrophones, and good non-alcoholic drinks.
“It was phenomenal. The whales were right by the boat and stayed there for good 30-40 minutes. Took lots of pictures and videos. The guide was excellent he was extremely knowledgeable. Highly recommend it.”
Luxury yacht snorkel in Maui with Molokini Crater and sea turtles, plus breakfast, BBQ lunch, and an open bar, all in about 5 hours.
“The Elua is a very comfortable boat. There is plenty of seating with good views all around. The indoor seating area is even air conditioned! There us table seating and couches. Music is tasteful and not too loud. The food was amazing and plentiful. Muffins, pound cake, fruit and juice for breakfast. Burgers, chicken or…”
2-hour Alihilani sunset catamaran from Ma’alaea with ice-cold drinks, hors d’oeuvres, wildlife spotting, and sail-powered Maui views.
“Get yourself a mai tai, lay out on the net, get to know the crew a bit! They’re some very competent, fun & aloha energy filled folks! They’ll take great care of you & your own! The captain of the ship knows his way around a playlist too! It rocked! Mahalo sail Maui crew!”
UFO Parasail Maui from Ka’anapali: choose 800 or 1,200 ft, enjoy dry boat takeoff/landing, and spot Maui from above and near.
“Second time doing it with UFO. I will be doing it again with them. Pictures taken were so beautiful and unexpected. I took my son and you can see how much fun he is having! It’s one for the mantle for sure!”
A 5-hour Molokini snorkel and performance sail from Ma’alaea: fast catamaran, protected crater water, whale sightings, and a full lunch.
“Wonderfully kind crew and such a smooth sailing craft for our family group of twelve! Lovely light breakfast and delicious deli lunch. Snorkeling area was colorful and had many sea animals to view. We saw six or seven whales along the way too! We were unsure if one popped up twice or not. It was…”
Catamaran snorkel from Mā’alaea to Molokini Crater with gear, reef-safe sunscreen, breakfast, buffet lunch, and possible whale sightings.
“Captain Justin and crew were very friendly and helpful. The catamaran was nice and the underwater views were spectacular.”
Sail West Maui on a luxury catamaran for Lanai snorkeling, humpback whale chances, and breakfast plus a full deli-style lunch with open bar.
“the crew was super friendly and made the entire trip laid back and fun!”
5-hour West Maui catamaran with flexible snorkeling stops, breakfast and deli-style lunch, reef-safe gear, and open bar. Whale season.
“Great day! Questionable conditions to start but we were able to snorkel and even saw several Humpback! New catering service was great, having some ‘hot’ food was a nice surprise. An expensive day but it was a lot of fun and definitely worth it!”
2-hour sunset sail from Ma’alaea Harbor on the Ocean Spirit with pupus, non-alcoholic drinks, and BYOB, plus whale and dolphin chances.
“Like an absolute waking dream. STUNNING. Peaceful. Tranquil. Great pupus. WONDERDUL captain and crew. Cannot wait to return!!! MAHALO!!!”
Whale watching on Maui from Maalaea aboard a Hawaiian-built catamaran, with hydrophones, snacks, drinks, and often dolphins.
“Excellent trip that fulfilled a bucket list item! The crew was incredible. Extremely knowledgeable and patient with questions. They provided excellent insight to the marine life of Maui.”
Sail into Maui sunset from Ka’anapali on a luxury catamaran with open bar, pupus, and possible humpbacks in season.
“Fantastic experience. Crew were awesome and food was really tasty. Would definitely recommend.”
Luxury Ka'anapali sunset dinner sail on a catamaran with open bar, local buffet, and whale spotting off Maui’s West coast.
“Drinks, appetizers, meal, photos, music, dolphins, good service and beautiful scenery! What more could you need?”
The sailing ports worth the trip, grouped by the sea they sit on.
