Best Boozy Tours in Maui: Our Top 4

1.Original Sunset Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 1,422 reviews · 2 hours (approx.) · from $127Our pick

Board Sea Maui’s barefoot catamaran from Ka’anapali Beach for a two-hour sunset sail with unlimited drinks, hearty pupus, live music on Tuesdays and Thursdays, and seasonal whale watching. Crew members including Jim, Travis, Jenni, Mario, and Tommy are known for attentive service. Expect wet feet and a lively, casual ride.

“We had a great time! The crew was very attentive an brought us drinks as soon as we were done, and gave clear instructions so everything went smoothly! Would definitely do again!”

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2.Whale Watching Cruise with Open Bar from Ka’anapali Beach

★★★★★★★★★★5.0 · 802 reviews · 2 hours (approx.) · from $115

Cruise two hours from Ka’anapali Beach aboard Sea Maui’s catamaran, watching for humpback whales with help from naturalists such as Charlie, Captain James, and Nick. You’ll have open-net seating, snacks, an open bar, and a small group of up to 42 people.

“The staff on this cruise was really great from the very start. We saw whales almost every minute and got to see several breach. At the end of the cruise I wanted to book another. I would go every day with this crew. Nico, “Bob”, and Nick, Thank you for an amazing time!! 🐋”

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3.From Ma’alaea: Maui Sunset Cruise with Drinks and Snacks

★★★★★★★★★★4.8 · 331 reviews · from $103Best value

Join Sail Maui aboard the catamaran *‘Alihilani* for a two-hour sunset sail from Ma’alaea Harbor. Relax on the forward trampolines or under the cabin, enjoy cold hors d’oeuvres and drinks, and watch for dolphins, seabirds, or humpback whales from December through March.

“Absolutely amazing experience! Jamie, Nicholas, and Steven were a fantastic crew, and we would recommend this to anyone coming to Maui!”

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4.Ka’anapali Luxury Sunset Cocktail Sail with Open Bar

★★★★★★★★★★4.7 · 150 reviews · 2 hours · from $134

Board Teralani’s luxury catamaran from Ka'anapali Beach for a two-hour sunset sail with oceanfront seating, an open bar, chef-inspired pupus, and views of the West Maui Mountains. From November through April, you may also spot humpback whales, though this is not an official whale-watch trip.

“Great fun. Good mai tais and au d’oevres. Cheers to Israel”

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