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.

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

“The tour was amazing! The catamaran was super well kept, the crew was incredibly kind, and the snorkeling was TOP NOTCH. Its our second time booking with them and we recommend them to anyone that wants to do the molokini snorkel”

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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

“This was a great experience. We saw at least 50 whales and had a magical experience snorkeling in the Molokini crater. The crew (AJ, Brandon, Jeff) were amazing and helped make sure that all of us were comfortable. Breakfast, lunch and coffee was provided, and…”

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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

“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!”

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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 ocean was quite rough and at one point cups, mugs and plates went flying, luckily no one was hurt. The hot food was cold and not very appetising. Crew were lovely”

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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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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

“This was an awesome experience. Great hosts and delicious food. We were lucky enough to see the whales and they gave us a show. The sunset was beautiful. It was a great memory on our trip. Would highly recommend!!”

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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

“Don't go for the dinner, go for the views from the water. The meal is really basic as should probably be expected on a two-hour boat ride. If you like to be out on the water and take in island views, you should go.”

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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

“The crew is very professional and friendly, and the food and beverage service is top notch. We didn’t see any turtles that day, but the trip and snorkeling was still awesome!”

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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