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

“Excellent tour. All the staff was so friendly. They were available all the time for serving or helping you with any query . Snacks and drinks were good . Trampoline sort of seating in front of cruise ship was cool. Captain Nicholas was funny and…”

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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

“It was amazing! So beautiful, I felt inside the aquarium with a lot of fish .the crew was very friendly. They served a really good breakfast and lunch. We also had soda water beer and wine . My score for them is 10”

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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

“The crew was warm, welcoming and created a fun vibe for the passengers. We were running late due to traffic and they waited an extra 15 minutes. Unfortunately we rushed onto the ship without paying for parking and our car was towed when we returned.…”

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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

“Clean catamaran, good food & drinks, friendly crew who went out of their way to help. Saw a pod of dolphins which was an extra bonus! Captain tried to position the boat for the best view of them, super awesome! For the price I think…”

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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

“We had a really great snorkeling adventure! Patrick, Jason, Kristen, and Allie were all hard working, friendly and accommodating. The food was delicious and everything was available with perfect timing. The Lanai reef we went to was ideal for snorkeling. We appreciated the crews’ safety…”

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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

“The crew was so amazing. Having to serve in crazy wind was impressive but even more they did it with smiles and positive energy.”

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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

“A lovely experience, many whales.... good, knowledgable crew. A bit hard to find the boat- could use better signage.... No need for music, but good song list - they turned down some when whales were close so we could hear them.”

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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

“Activity was fun, staff was amazing! Danielle was very accommodating and Maddie was phenomenal with camera. Captain was very knowledgeable and the whales of course stole the show! Unfortunately no sunset because of rain but nothing staff could control.”

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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

“Our family went on the Teralani 5 sunset dinner cruise on May 21st. We had an excellent time with Captain Patrick, AJ, Isaiah, and the crew. Good dinner and drinks - highly recommend this in Maui!”

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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

“I had relatively low expectations heading into it other than seeing a pretty sunset but I was blown away by how good the experience was. The boat wasn't crowded, The food was good, the drinks were very good, the playlist was on point, and Kayla…”

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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

“Great boat and crew, their service was top notch. Good snorkeling site, saw many turtles and fish. Delicious drinks and food.”

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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