Maui

15 Best Maui Sailing & Catamaran Tours

Power cats run the Molokini express; sailing cats take 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

“Second time doing it with UFO. I will be doing it again with them. Pictures taken were so beautiful and unexpected. I took my son and you can see how much fun he is having! It’s one for the mantle for sure!”

Check Availability →Read our full review →

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

“Absolutely marvelous. Jeff, Brandon, Micah, and Lucas were exceptional with leading, assisting, and guiding us on an incredible excursion to Molokini Crater. We were graced by a mama humpback, her baby, and a pod of dolphins on the way. For an hour, they breached, swam…”

Check Availability →Read our full review →

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 Patrick and his crew were very friendly and informative. They made sure everyone had a great time. The tour included breakfast and lunch and a variety of drinks. The tour was definitely money well spent. The entire crew was amazing and so helpful! We…”

Check Availability →Read our full review →

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

“Best activity I did on my trip to Maui!! It was supposed to be a snorkel tour which I was already excited for, but it also turned into an incredible whale watching tour!! No one could have planned or expected that to happen, but when…”

Check Availability →Read our full review →

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 friendly and hospitable serving up apps and drinks. The sunset was beautiful. We even saw a humpback whale. It was a wonderful experience!”

Check Availability →Read our full review →

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…”

Check Availability →Read our full review →

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

“Great fun! Captain Julia and First Mates Anna and Nico were fabulous. Felt warmly welcomed, had a wonderful sail with the spectacular sunset and avoided the rain showers. Cocktails and pupus were perfect. Mahalo!”

Check Availability →Read our full review →

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

“Loved the interaction between the crew and guests. It was hot the first hour but captain did a good job splitting the sun on both sides”

Check Availability →Read our full review →

14.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!”

Check Availability →Read our full review →

More Maui Sailing & Catamaran Tours

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 5.0Coral Gardens Coastal Snorkel & Sail$146 5.0Maui: Luxury Catamaran Whale Watch & Sail2 hours$119 4.5Maui: Morning Sail with the Whales Ma’alaea$81 5.0Lna’i Coast Snorkel & Sail from Lahaina5 hours$206 5.0Maui: Snorkel and Sunset Sail with Water Slide4 hours$121