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

“It was a really nice, relaxing experience. We had a pretty small group, but it was really fun. The food was delish, and they had an open bar too. We had a really nice spot for the sunset! What made it a lot more enjoyable…”

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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

“So much fun!!! Quiet and peaceful while floating high in air! Spectacular views as well…when on board boat, we saw a sea turtle nearby!!’ Great experience !!!”

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4.Maui: Molokini Snorkel and Performance Sail with Lunch

Discover Molokini on a fun, well-rated sailing and snorkeling tour from Maui, featuring delicious food, knowledgeable crew, and unforgettable marine views.

★ 4.8

“Had a great time on this tour! The food was good, and the staff was wonderful. You only get to snorkel for 1.5 hrs - 2 hrs, and then the boat ride we actually got to sail and it was a lot of fun! There…”

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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

“What a delightful morning on the water… the Captain and his two crew members were so warm and accommodating. The Catamarran was comfortable and the food served was yummy. The snorkeling was great ❤️ this excursion far exceeded our expectations!”

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6.Maalaea: West Maui Snorkeling & Sailing Day Trip with Lunch

Experience Maui’s stunning coast with a 5-hour snorkeling and sailing trip, including breakfast, lunch, and drinks. Perfect for marine wildlife lovers.

★ 4.8

“Captain Chase and his experienced crew ably took care of us. Jeff was especially helpful. Snorkeling was fabulous and the music playlist was a perfect fit to the day. Food was standard, and drinks were slightly less spirited than expected. Still, a wonderful time was…”

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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

“Our trip to Lanai was windy and choppy but that did not ruin the experience. The crew was so kind and friendly. The crews first priority was safety and that made me feel so comfortable on our trip. We had to find a calm spot…”

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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

“We loved the sunset part of this adventure and we did get to see a mama whale and baby. In the beginning of the cruise, they came out and poured everyone a glass of juice, but skipped a handful of people. We had to ask…”

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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

“We barely even left the marina, and saw two whales almost immediately. From there we probably saw 20 more including mamas, babies, and escorts. We went at the end of January, and it was the most perfect weather. Staff was wonderful, informative, and friendly. Captain…”

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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 lovely time. It was our third time whale watching in Maui and each previous time we chose smaller, faster boats. But we took a chance on Teralani because pushing off the beach seemed fun and the location was much closer to where…”

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12.Maui: Ka’anapali Luxury Sunset Dinner Sail

Experience Maui’s stunning coast with a luxurious sunset dinner sail on a modern catamaran, featuring local flavors, open bar, and memorable ocean views.

★ 4.8

“Fabulous crew and great dinner and cocktails!! The perfect boat for a large group with plenty of room to relax and stretch out. Tanner, Freddie, Ian and Sammie were knowledgeable and a lot of fun!!”

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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