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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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

“We had age 12-42 and everyone loved it! Pictures were an added bonus and great! The advice on where to go snorkeling and cliff jumping down the road made it a perfect ending!”

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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

“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…”

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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 Ron, James and the rest of the crew did a great job today. My family had a blast and we appreciate them working on Christmas Eve. The food, music and drinks were also wonderful.”

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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 trip was beautiful. We snorkeled in a small cove and saw quite a few fish. I saw a octopus, and got to watch it change colors. The day was to windy to sail. Crew said the wind was 35 knots and because of that…”

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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

“This whale watching excursion was on a smaller catamaran which led to a more intimate experience than the larger catamarans I’ve been on.. The staff were very helpful and friendly. They were very accommodating to make sure I had a good experience since I have…”

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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

“Exceeded our expectations and the food and drinks were great. Patrick + the whole crew was super kind and helpful. Would totally book again!”

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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

“Most incredible experience! Staff was amazing!! A definite must do! :) the views were stunning and the food was delicious 😋”

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14.Maui: Snorkeling and Sailing Adventure with Buffet Lunch

Join a 4-hour Maui sailing tour with snorkeling at Honolua Bay, a buffet lunch, open bar, and chances to see turtles, dolphins, and whales.

★ 4.8

“Great customer service. The equipment provided was good. Our guides were very helpful for the beginners in our group. My family thought the food was good. They even had PB&J ingredients that you can make sandwiches with for the picky eaters (like my daughter). I…”

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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