Category Cruises & Boat Tours

Maui · CRUISES & BOAT TOURS

15 Cruises & Boat Tours on Maui Worth Booking

56 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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Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

Ma'alaea Harbor: Whale Watching Tour Aboard Power Catamaran - Double-Deck Power Catamaran Seating That Works in Real Life

2.Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

★★★★★★★★★★4.6 · 979 reviews · 2 hours · from $49Best value

Sail from Ma'alaea Harbor for a 2-hour humpback whale watch on a double-deck catamaran with hydrophones and great sight lines.

“We took our daughter on a whale-watching excursion for her ninth birthday. She was thrilled to observe the whales jumping. She counted nearly 20 of them. The tour guide was extremely knowledgeable and provided us with a wealth of information about the whales and their migration. Sandy Palmer”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - Meeting at Sea Maui and Boarding From the Beach Walk

West Maui Snorkeling Experience by Boat from Ka’anapali

West Maui Snorkeling Experience by Boat from Ka'anapali - Kaanapali meeting point and the 9:00 a.m. start

4.West Maui Snorkeling Experience by Boat from Ka’anapali

★★★★★★★★★★5.0 · 881 reviews · 5 hours (approx.) · from $193

Small-group West Maui boat snorkeling from Ka'anapali with Honolua Bay turtles, reef fish, possible dolphins or whales, plus breakfast and lunch.

“We had an amazing time, and honestly, I didn’t expect it to be as incredible as it was! From start to finish, everything exceeded my expectations. The atmosphere was so welcoming. One of the highlights was seeing a mother whale with her calf – such a rare and beautiful sight! It made the whole experience feel even more magical”

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From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - Dinner on a Maui boat: the real value is a full 3-course meal

5.From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

★★★★★★★★★★4.5 · 826 reviews · 2 hours (approx.) · from $139

Maui sunset dinner cruise on the Quicksilver catamaran from Ma’alaea Harbor with 3-course local dinner, two drinks, live music, and views of Lanai and Lahaina.

“When I booked the trip, I told them we are going to Kona. They booked our trip on Maui, so when we got to Kona there was no trip for myself and my family. I do appreciate that you did return our money. Thank you for that.”

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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

6.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 Sunset Dinner Cruise – A Hawaiian Hula Experience

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - Setting sail on the Pride of Maui (and why the boat size matters)

7.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

★★★★★★★★★★4.5 · 703 reviews · 2 hours (approx.) · from $158

Maui sunset dinner cruise with open bar, buffet ribs, live hula and slack-key music, plus possible humpback whales near Molokini.

“We arrived there 45 mins prior. Instructions were not clear. We walked towards Pride of Maui, I showed the gentleman greeting customers our bouchers and he said we were on the wrong place and instruction us to walk to Calypso which was on the other side of the pier. When we got to Calypso, they told us Pride of Mayi is on the other side. I called Viator to confirm which boat it is and I was put on hold for a long time. I was still on hold when we reached Pride of Maui and was agitated already when I spoke to the lady greeting customers. She said we…”

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2 Tank Lanai Cathedral Scuba Dive Via Boat for Certified Divers

2 Tank Lanai Cathedral Scuba Dive Via Boat for Certified Divers - Two tanks, two underwater sessions: how your day really unfolds

Maui Snorkeling Boat Tour to Turtle Town Aboard Quicksilver

Maui Snorkeling Boat Tour to Turtle Town Aboard Quicksilver - The Route Stops: Makena Landing Park and McGregor Point Light

Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise - Boarding the Calypso: tableside service, Hawaiian music, and the onboard bar

10.Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

★★★★★★★★★★4.5 · 533 reviews · 2 hours (approx.) · from $149

Ma'alaea Harbor sunset dinner cruise on the Calypso catamaran with prime rib or fish, included drinks, music, and whale chances.

“Great food we saw some whales beautiful sunset a wonderful time we had a great time! we also took some great pictures of whales which we weren’t really thinking we were gonna be able to do”

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Maui Premium Sunset Dinner Cruise & Whale Watch

Maui Premium Sunset Dinner Cruise & Whale Watch - 4-course dinner and drinks: what comes with your ticket

11.Maui Premium Sunset Dinner Cruise & Whale Watch

★★★★★★★★★★4.5 · 504 reviews · 3 hours (approx.) · from $189

Maalaea sunset dinner cruise with live naturalist whale watch, 4-course meal and drinks, plus Pacific views of Lana‘i and Moloka‘i.

“What an amazing experience! We saw so many whales, both adult and babies. March is a great time to go whale watching, especially in Maui. When we come here again, this will be one of the first tours I’ll book!”

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Maui: Molokini and Turtles Luxury Yacht Snorkel

Maui: Molokini and Turtles Luxury Yacht Snorkel - Maui to Molokini: What Makes the Crater Snorkel Worth It

12.Molokini and Turtles Luxury Yacht Snorkel

★★★★★★★★★★5.0 · 477 reviews · 5 hours (approx.) · from $263

Luxury yacht snorkeling from Maui to Molokini and Turtle Town with sea turtles, meals, and open bar in a small group.

“What a wonderful experience! Was my daughter’s first time snorkeling and was the perfect trip. The crew was very friendly and kind and and weather was fantastic. Got some good snorkeling in as well as whale watching. Couldn’t have asked for a better trip”

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Maui Premium Dinner Cruise: Four Course Dining Experience

Maui Premium Dinner Cruise: Four Course Dining Experience - Timing, check-in, and what the 2.5 hours actually feel like

From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

From Ma'alaea: 'Alihilani Sunset Sail Catamaran Tour - The Alihilani Catamaran: Deck Space and Comfort That Actually Help

14.From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

★★★★★★★★★★4.8 · 348 reviews · from $114

2-hour Alihilani sunset sail from Ma’alaea Harbor with ice-cold drinks, cold hors d’oeuvres, and a real shot at dolphins and whales.

“Despite choppy waters, the trip was lots of fun. Crew was awesome. Visitors are needed as activity wasn’t very busy as the area is still reeling from the Lahaina fire of August 2023. Maui visitors are warmly welcomed.”

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South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

South Maui: Sunset Prime Rib or Island Fish Dinner Cruise - The sunset route: Kahalawai Mountains, Lanai, Molokini, and more

15.South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

★★★★★★★★★★4.7 · 242 reviews · 2 hours · from $149

2-hour South Maui sunset dinner cruise from Ma‘alaea Harbor with prime rib or mahi-mahi, live music, whales, and sea turtles.

“Our 25th Anniversary Couldn’t Be More Memorable !!! The Crew Was Great - The Captain Outstanding AND THE SUNSET WAS REMARKABLE !!! I’d Suggest This For ANYONE For ANY Occasion !!! FANTABULUOS VOYAGE !!!”

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