Maui

15 Best Maui Sailing & Catamaran Tours

The catamaran options: power cats running the Molokini express and sailing cats taking the slow afternoon along the west side. In whale season every sail doubles as a sighting trip.

2.From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

Experience Maui’s stunning sunsets aboard a spacious catamaran from Ma’alaea, with drinks, snacks, and wildlife sightings for an unforgettable evening.

★ 4.8

“The catamaran sunset cruise was amazing from start to finish. The crew was attentive and highly competent. The sunset was breathtaking! I would highly recommend this activity.”

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3.Maui Parasailing Experience from Ka’anapali

Experience Maui's stunning coastline from 800 or 1,200 feet in the air with a safe, enjoyable parasailing adventure suitable for families and thrill-seekers alike.

★ 5.0

“It is an amazing experience. As a non swimmer,I was so scared in the beginning but it was so good and amazing . They take care of you .”

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5.Molokini Snorkel and Performance Sail from Ma’alaea Harbor

Experience Maui’s best snorkeling at Molokini crater aboard a sleek catamaran with breakfast, lunch, drinks, and friendly crew—an authentic day on the water.

★ 5.0

“Captain Greg & crew where great, had a wonderful snorkeling experience and I’ve been on quite a few. The bluest clearest water I’ve ever seen. Sail back with almost full sails in a 25/30 knot wind, best part for my wife and I, we love…”

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7.Lahaina: West Maui Snorkeling & Sailing Day Trip with Lunch

Experience Maui’s stunning coast with a 5-hour sailing and snorkeling tour from Lahaina, including food, drinks, and marine wildlife encounters.

★ 4.8

“The crew were pleasant and helpful. The snorkeling was excellent. We also saw a lot of whales. One whale even stayed by the boat for quite a while. Once in a lifetime experience!”

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8.Sunset Sail from Ma’alaea Harbor

Experience Maui’s stunning sunsets from a luxury catamaran, enjoy premium appetizers, and look for whales and dolphins on this 2-hour sunset cruise.

★ 4.5

“This was definitely one of the best whale watching experiences we have done. It was so chill and the staff was amazing. They were so knowledgeable and kind. You can tell they really love what they do! We saw tons of whales breaching and it…”

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9.Whale Watching Tour on a Charming Hawaiian Catamaran From Maalaea

Enjoy an intimate Maui whale watching experience aboard the charming Hawaiian-built catamaran "Winona." See whales, hear their songs, and relax with snacks and drinks.

★ 5.0

“The whole crew was very nice and very knowledgeable about whales. They were diligent about getting everyone location info in advance so they could show up on time in the right place. Definitely would use them again.”

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10.Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

Experience Maui’s stunning sunset from a luxury catamaran with an open bar and chef-inspired pupus. Perfect for romantic evenings or special occasions.

★ 4.7

“The cruise and staff were excellent!!! Had an awesome time. The only thing I want to mention so others know, is to ask for validation prior to boarding. After the I had no idea where to get validation, was just going to pay for parking,…”

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11.Maui: Ka’anapali Whale Watching Cruise on Luxury Sailboat

Experience Maui's whales aboard a luxurious catamaran with onboard naturalists, underwater hydrophone, snacks, and an open bar. Perfect for nature lovers.

★ 4.8

“We had a great tour with Patrick and his crew. He was very informative and did a great job locating several pods of whales. We stayed a few min longer than planned to watch a mother and her baby and saw 2 amazing breaches close-up.…”

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13.Maui: Coast of Ka’anapali Beach Sunset Dinner Sail

Experience Maui’s sunset in style on a 2-hour catamaran sail from Kaanapali Beach with dinner, drinks, and stunning island views – perfect for a romantic evening or family outing.

★ 5.0

“Staff is fantastic. Beautiful sunset and catamaran is clean with plenty of seating. The only criticism is the food - not what we were expecting considering the ticket price. The menu is accurate but very simple.”

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15.Turtles & Tacos Luxury Catamaran Snorkel

Experience Maui's marine wonders on the Turtles & Tacos Luxury Catamaran Snorkel. Enjoy guaranteed turtle sightings, fresh tacos, and a premium bar in 3 hours.

★ 4.5

“We had a perfect time. Everything we needed was on board, so just show up in a bathing suit. It was way cooler than we expected to swim with the sea turtles. The crew was great and the drinks were bottomless!”

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More Maui Sailing & Catamaran Tours

4.5Sunset Sail on a Small Charming Hawaiian Catamaran Maalaea Harbor2 hours (approx.)$119.00 5.0West Maui Snorkel & Sail from Ma’alaea Harbor5 hours (approx.)$206.00 5.0‘Alihilani Sunset Sail from Ma’alaea Harbor$112.90 4.5Day’s End Cocktail Sunset Sail2 hours (approx.)$159.00 5.0Luxury Catamaran Whale Watch2 hours (approx.)$119.00 4.7Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers$149 4.5Hawaiian Canoe Sailing Experience in Maui2 hours (approx.)$179.00 5.0Deluxe Whale Watching Sail on Maui2 hours 30 minutes (approx.)$147.83 4.5Kaanapali Beach Parasailing: Soar Above Mauis Stunning Coastline1 hour (approx.)$79.00 5.0Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)2 hours 30 minutes (approx.)$289.00 5.0Maui: Deluxe Whale Watch Sail & Lunch from Ma`alaea Harbor3 hours$137 4.9Whale Watch Sail Ma’alaea1.5 hours$111 4.7From Maalaea: Whale Watching Catamaran Cruise with Drinks2 hours$69 5.0Lana’i Coast Snorkel and Sail5 hours (approx.)$216.22 4.7Maui: Ma’alaea Catamaran Sunset Sail with Appetizers2 hours - 150 minutes$137 4.9Maui: Morning Sail with the Whales Lahaina Harbor2 hours$91 4.5Maui Snorkel and Sunset Sail4 hours (approx.)$127.68 4.5Akialoa Malaea Sunset Sail2 hours (approx.)$108.11 4.52 Hours Holo Holo Sunset Cocktail Sail with Open Bar2 hours (approx.)$141.98 5.02-Tank Dive K2 Power Catamaran featuring the Molokini Crater3 hours (approx.)$249.00 5.0Maui: Luxury Catamaran Royal Sunset 5-Course Dinner Cruise2.5 hours$289 5.0Coral Gardens Coastal Snorkel & Sail$146 5.0Maui: Luxury Catamaran Turtles & Tacos Snorkel2.5 hours$159 5.0Maui: Luxury Catamaran Whale Watch & Sail2 hours$119