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.

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

“This was awesome! Super peaceful up in the air with great views of the ocean and island as you sail. The crew was super nice and explained everything very well. We loved all the photos the crew took of us with their camera!”

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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

“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

“My family and friends had a most wonderful time. The crew was amazing! It is obvious that they all enjoy what they do. We all observed each member show kindness and encouragement. They provided clear expectations of our trip and important safety tips. We were…”

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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

“This tour was definitely one of the top 2 highlights of our vacation! The crew was amazing and so helpful. Thank you Patrick, Dan, Maloni and Allie. The whole experience was perfect. Sailing, snorkeling and sunshine! A day we will never forget!”

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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 our second year taking this sunset cruise with our two kids. The crew is exceptionally kind. The boat is clean and comfortable. The sunset views are amazing. Great cruise for kids. Plus you are supporting a good cause.”

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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

“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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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

“It was a very windy day, but the crew did a great job of putting us where we needed to be! We had a momma and calf circle our boat 2-3 times! The crew was so knowledgeable about the whales, and answered all our questions!…”

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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

“The staff were super fun, super cute, polite and friendly. They created a very nice & relaxing party atmosphere ! They kept up on any empty drink cups, and the food was delicious !”

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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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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

“Our family of four, two kids under 10, absolutely loved this sailing and snorkeling trip!! It was everything we wanted and so much more!! The crew was awesome, special shout-out to Meredith and Rich, and the boat was roomy and comfortable. The captain slowed the…”

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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

“Really nice boat and great crew that really looked out for you. Good food and drink! Only a couple of turtles but the reef is just as cool.”

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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