Top Maui Sailing Tours - page 2

2-Hour Maalaea Luxury Powerboat Sunset Cruise for up to 6 Guests

Luxury Catamaran Whale Watch

Midday Whale Watch: Mā’alaea Harbor

4.9

(89)

from $119

Discover the underwater wonderlands off the coast of Maui on a snorkel tour of Turtle Town from Ma‘alaea Harbor. Soak up spectacular views of Hawaii’s coastline from a double-decker catamaran—equipped with a waterslide for extra thrills—before swimming among turtles and tropical fish at snorkel stops renowned for their wealth of wildlife. Lunch is included so you don’t need to pack a picnic.

4.9

(104)

from $100

Maui: Turtle Reef Morning Snorkel Cruise with Breakfast & Lunch

Maui: Turtle Reef Morning Snorkel Cruise with Breakfast & Lunch

5 hoursFree Cancellation

4.4

(553)

from $100

Comfy bean bag seating in the nets (regular seats also available)

Enjoy a ‘front-row seat’ for Maui’s epic sunset accompanied by cocktails and snacks during this sailing cruise from Ka’anapali Beach. Enjoy views of nearby Lanai, Molokai, and Kahoolawe from your boat, drink and food in hand, as the Hawaiian sky puts on its nightly display. Plus, keep your eyes peeled for local marine life, including whales from mid-December to mid-April. Snacks, unlimited alcoholic drinks, and non-alcoholic beverages are all included.

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach

Award-winning Dinner Cruise: Four Course Dining Experience

4.8

(1,537)

from $137

2 hours 30 minutesFree Cancellation

4.3

(399)

from $170

Experience the magic of a Molokini and Turtle Town on this catamaran snorkeling adventure, where you can swim inside a sunken volcano surrounded by vibrant marine life. Start your day cruising to Molokini Crater, then dive into its pristine waters to explore the coral reef teeming with colorful fish. Depending on the conditions, your next stop may be Turtle Town or Coral Gardens, where you’ll have the chance to search for sea turtles and create lifelong memories in Maui’s dazzling underwater world.

Maui Snorkeling Adventure to Molokini and Turtle Town

5 hours 30 minutesFree Cancellation

4.4

(2,448)

from $160

Snorkeling in Molokini Crater is a frequent bucket-list experience for Hawaii visitors. Here in this submerged volcano off Maui’s southern coastline, more than 250 species of fish inhabit a world-class reef. Experience water so exceptionally clear you can see down 75 feet (23 meters), and swim with schools of tropical fish. This half-day tour from Maalaea Harbor takes care of all the logistics for you.

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

5 hoursFree Cancellation

4.7

(854)

from $213

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What are people saying about Maui

Turtles & Tacos Luxury Catamaran Snorkel

Katherine_S, Aug 2026

This was an excellent...

This was an excellent tour. I would highly recommend it to anyone. The boat was very nice and clean with many places to sit. We sat in the shade on a comfy seat near the bar. The staff was great and courteous. They even brought a fan over at some point for my young son in case he was hot (it was a hot day). The drinks were great, especially their special ginger ale. The salsa and chips, chicken tacos, and pineapple were perfect. This was the highlight of our trip and we would book again in a heartbeat. Of note, they recommend arriving up to 30 minutes before the tour. We stood around and waited for 25 minutes and boarded just prior to the start time. You could probably get there 10 minutes early and still feel like you were there too early.

'Alihilani Lahaina Sunset Sail

Connie_L, Aug 2026

Excellent sunset cruise

The crew is safety conscience and very helpful with everyone boarding the catamaran. They meet you in the parking lot and walk you over to the pier in Lahaina. The open bar is truly an open bar and they serve everything from champagne to rum and coke, to Bloody Mary's and mai tai's. The pupus are delicious and plenty of food. Chocolate chips cookies were for dessert. The cruise was spectacular! The sails were hoisted and it was so pleasant to watch the sun set beneath the horizon. Don't miss your chance to sail with this crew. You won't regret it. I've been on many catamaran cruises and this is one of the best.

Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar

Andrea_A, Aug 2026

Great Vibes!

We had such a wonderful time! We would definitely recommend this tour to anyone we know who visits Maui. The crew was incredible. They were very attentive and friendly throughout the evening. The food was solid, the drinks were flowing, the views were stunning, and the vibes were fantastic. Our fellow passengers were all lovely people too.

Day's End Cocktail Sunset Sail

Melanie_H, Aug 2026

We did the sunset sail...

We did the sunset sail and it was truly amazing from start to finish! The boat itself is gorgeous, incredibly well-maintained, and spacious. What really made the evening special, though, was the crew. They were professional, attentive, and genuinely fun, making sure everyone on board had a fantastic time and a great view. Watching the sunset over the water with the Maui coastline in the background was a dream come true. If you are looking for the perfect sunset sail, this is the one to book. We couldn’t have asked for a better experience!

Maui: Turtle Reef Morning Snorkel Cruise with Breakfast & Lunch

Kim_P, Aug 2026

Fantastic experience!

This was a great experience! The crew were very knowledgeable and extremely kind. There wasn't a second we didn't enjoy. They took us to where we could see lots of sea turtles. Very exciting trip. This trip was the best bang for your buck by far. We will be booking with them again next year! Thank you QuickSilver team! 5 stars all the way! P.S. Buy 2 t-shirts a great price and very nice quality.

Snorkel Sail Adventure off Ka'anapali Beach in Maui

Cecette_H, Aug 2026

Family First Time Snorkeling

The whole experience was so much fun. The crew was very friendly and gave the best advice for first time snorkelers. We brought our own full face snorkeling mask that worked perfectly. Watching the flying fish as we headed to our destination was a great surprise. My snorkeling adventure included seeing a small turtle and some of the most beautiful fish I have ever seen. The POG and lunch (luau quality) after snorkeling was really good. I would definitely recommend Gemini for snorkeling.

Maui: 5-hour Snorkel w/ BBQ Lunch & Open Bar from Kaanapali

Marc_J, Aug 2026

Great Snorkel Cruise for Families! 5 Stars!!

I would do this snorkel cruise over and over again! The team/staff was very fun and professional, the food and service was great, and they took us to 2 good snorkeling spots where we got to see a lot of interesting things. Boat was big and clean, the equipment they gave us was in good shape, and the food provided was really good. Can't say enough good things about this experience.