Category Drinking Tours

Maui · DRINKING TOURS

The 11 Best Drinking Tours on Maui

11 reviewed

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

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - Open Bar and Heavy Pupus: the value question (and the best way to use it)

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

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

Ka’anapali sunset catamaran with open bar and heavy pupus plus winter whales. Barefoot beach boarding, great crew, ~2 hours.

“This is an easy, pleasant sail along the Maui coast. Nick, James and Em (I hope I remembered their names correctly!) were great hosts and provided a great experience for all onboard. The drinks were plentiful and the food was good. A really great sunset sail.”

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Maui: Whale Watching Cruise with Open Bar from Ka’anapali Beach

Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach - Sea Maui check-in: meeting point and timing that actually works

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

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

A 2-hour Maui catamaran whale-watch from Ka’anapali with naturalist commentary, open bar, and up-close seating on open nets.

“These guys knew what they were doing. Had everything down like a fine science. We saw many whales and 2 that breaches. We also got lucky and has 2 orcas swim right next to the catamaran. If they had breached everyone on the catamaran would have been wet. The crew was very interactive and attentive. The BEST excursion we have been on & we have been on many. Go on this excursion for sure with no hesitation. For the price you get your monies worth. Read the reviews.”

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

Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar - The Teralani Catamaran Experience: Comfortable, Stable, Photo-Friendly

Maui: Kaanapali Beach 5-hr Snorkel w/ BBQ Lunch & Open Bar

Maui: Kaanapali Beach 5-hr Snorkel w/ BBQ Lunch & Open Bar - Getting there: the Aqualani kiosk and easy parking tip

Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran

Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran - Getting to the Meeting Point and Finding the Boat Fast

5.Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran

★★★★★★★★★★4.5 · 87 reviews · 2 hours (approx.) · from $119

Sunset on Maui aboard the Winona catamaran tiki bar. Open bar, Hawaiian snacks, and whale season sightings from Maalaea Bay.

“What an amazing experience sunset cruising with whales to entertain us. Hands down one of the best experiences while on Maui. The crew members were awesome, funny, entertaining and knowledgeable about the area. Highly recommend Winona and her crew for an evening of fun.”

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Kaanapali: Whale Watching Cruise with Open Bar

Kaanapali: Whale Watching Cruise with Open Bar - What happens during the safety briefing and check-in

6.Kaanapali: Whale Watching Cruise with Open Bar

★★★★★★★★★★4.9 · 83 reviews · 2 hours · from $103Best value

A 2-hour Kaanapali catamaran whale watch with open bar, snacks, and naturalists searching for active humpback pods.

“The crew was so hospitable and knowledgeable about the whales and the Islands. It was a family friendly party boat with a great music playlist. Not crowded with a nice flow so you could hang out all around the boat. Drinks and snacks were nice to have. We saw about 12 whales including babies learning how to breach from their Momma. One was so close, maybe 100ft away from the boat. Beautiful experience!”

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Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers

Maui: 2 Hour Sunset Dinner Sail with Open Bar and Appetizers - The first moment on board: what barefoot beach loading really means

Maui: Kaanapali Beach 4-hour Snorkel w/ BBQ Lunch & Open Bar

Maui: Kaanapali Beach 4-hour Snorkel w/ BBQ Lunch & Open Bar - Meeting point and parking: the quick way to start on time

Maui: Kaanapali Whale Watching Boat with Open Bar and Food

Maui: Kaanapali Whale Watching Boat with Open Bar and Food - Finding the meeting point and getting onto the catamaran

9.Kaanapali Whale Watching Boat with Open Bar and Food

★★★★★★★★★★5.0 · 6 reviews · 2h 30m · from $167

A 2.5-hour Ka'anapali whale watch on a modern catamaran with open bar, gourmet pupus, and a whale sighting guarantee.

“The crew was great and made it extra fun! Cpt Matt and Gavin were especially attentive and enjoyable. It was a perfect day and saw lots of whale activity, so no complaints. Only thing I was missing was jumping in and swimming it was so hot! All around will recommend and do again with future family and visiting friends. Mahalo!”

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

Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar - The Teralani Catamaran Experience: Comfortable, Stable, Photo-Friendly

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

★★★★★★★★★★4.5 · 5 reviews · 2 hours (approx.) · from $141

Sail Maui’s west coast at sunset with open bar drinks and pupu snacks. Great crew, whale spotting chances, and easy 2-hour fun.

“Fantastic crew and cruise. Drinks and appetizers were delicious and free flowing. Had the opportunity to see a lot of whales including babies. A perfect way to end the day!”

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Brewery and Beach Cruise in a Vintage VW Bus

Brewery and Beach Cruise in a Vintage VW Bus - Wailea check-in at Shops at Wailea: where you get oriented fast

11.Brewery and Beach Cruise in a Vintage VW Bus

★★★★★★★★★★3.5 · 3 reviews · 3 hours (approx.) · from $229

Cruise Maui in a restored open-top VW bus for brewery lunch and a short Pa’ako Beach stop with photo help and scenic southern drives.

“We had an amazing time on the Brewery & Beach Cruise . My wife & I were picked up by our driver Jay. He made us feel welcome from the moment he arrived. He had a great knowledge of the island and was a great driver. The VW van is amazing, restored to perfection and embodies the island vibe. We were chauffeured to the Maui Brewing Co. & treated to a delicious lunch. We highly recommend the pork sliders! We then jumped back into the bus and took a scenic drive down the southern Maui coastline to the lava fields. We were treated to complimentary drinks while enjoying the scenic…”

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