Maui · CRUISES & BOAT TOURS

15 Cruises & Boat Tours on Maui Worth Booking

40 tours  ·  from $49

Good cruises & boat tours fill up weeks ahead and the great ones go first. Below: the 15 to book early, what each includes and how they differ.

Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach - Boarding from Ka’anapali Beach
Cruises & Boat Tours, Drinking Tours, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews

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

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 at Ka’anapali Beach for a two-hour sunset sail with unlimited cocktails, soft drinks, and hearty pupus. The crew, including names such as Tommy, Travis, Jenni, and Mario, keeps service lively. Expect island views, possible whales or dolphins, and wet feet during beach loading.

“Best experience solo traveling in Maui! Thank you Sea Maui crew for an unforgettable night! The crew kept the drinks flowing and the vibes going. Shout out to Tommy for being especially attentive to all the guests 😊 Definitely coming back!”

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Ma'alaea Harbor: Whale Watching Tour Aboard Power Catamaran - Boarding at Ma’alaea Harbor
Cruises & Boat Tours, Maalaea Harbor Boat Tours, Maui Sailing and Catamaran Cruises, Maui Whale Watching Tours, Sailing, Tour Reviews, Tours, Whale Watching

Ma’alaea Harbor: Whale Watching Tour Aboard Power Catamaran

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

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

Cruise from Ma’alaea Harbor aboard Quicksilver’s double-deck power catamaran. Your captain and crew explain whale behavior while hydrophones bring their songs onboard. Look for calves, spy-hops, tail slaps, and breaches, with shaded seating, restrooms, and drinks included.

“The staff and Captain were extremely pleasant, informative and competent. The boat was very safe and comfortable with both open and under awning seating, bathroom and some snacks/drinks for sale. Plus they shared water during the sail. We saw whales immediately on leaving the harbor and the Captain did a great job of safely following blows and sightings. We saw breeches, flukes and fin waves, mommas and a baby. Additionally, the company worked with my husband and I when we had to reschedule due to some weather issues that affected our original date. Very gracious and accommodating. I would definitely recommend and definitely book this cruise again!!”

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Maui Premium Sunset Dinner Cruise from Ka’anapali Beach - Meeting at Ka’anapali Beach and getting aboard
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Kaanapali Beach Tours and Cruises, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

3.Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

★★★★★★★★★★5.0 · 903 reviews · 2 hours 30 minutes (approx.) · from $166

Set sail from Ka’anapali Beach aboard Sea Maui’s 65-foot catamaran for a 2.5-hour sunset cruise with a chef-prepared buffet, full open bar, indoor and outdoor seating, and seasonal whale watching. Crew members such as Kay, Tim, and Kyle have earned praise for friendly service, while boarding from the sand means you should expect wet feet.

“Best crew and whale watching experiences. Highly recommend. The crew was friendly. Reverting air this evening was perfect.”

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West Maui Snorkeling Experience by Boat from Ka'anapali - Leaving Kaanapali Beach at 9 a.m.
Cruises & Boat Tours, Kaanapali Beach Tours and Cruises, Maui Snorkeling Tours, Snorkeling, Tour Reviews, West Maui Coast Tours

West Maui Snorkeling Experience by Boat from Ka’anapali

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

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

From Ka'anapali Beach, join a half-day boat trip for two West Maui snorkeling stops, often including Honolua Bay. Guides such as Shasta, Derek, and Malakai swim with you, identify marine life, and help beginners. Breakfast, lunch, snacks, drinks, equipment, shade, and a boat restroom are included.

“Small operation. There were 18 guests and a marine biologist who snorkeled with us and showed us marine life and told us about them. We also so sooooo. Many whale and she educated us all about them. Never saw so many whales breaching. Great experience.”

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From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver - The two-hour route and what you actually see
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

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

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

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

Set sail from Ma'alaea Harbor at 5 p.m. aboard the double-decker Quicksilver catamaran for a two-hour sunset dinner cruise. Enjoy a three-course meal, two alcoholic drinks, live island-style music, and views toward Lahaina and Lanai. Winter sailings may include humpback whale sightings.

“We had a great time on the dinner cruise! The staff and food was great! The only issue I have was that there wasn’t much cruise time! We stopped in a cove and parked. Parking at the event was a little confusing, we barely made it.”

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Maui: Whale Watching Cruise with Open Bar from Ka'anapali Beach - What the two-hour cruise feels like
Cruises & Boat Tours, Drinking Tours, Kaanapali Beach Tours and Cruises, Maui Whale Watching Tours, Tour Reviews, Whale Watching

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

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

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

Join Sea Maui at Ka'anapali Beach for a two-hour whale-watching cruise led by trained naturalists. Look for humpback whales, calves, breaches, and other sea life from a catamaran with open viewing nets, snacks, and unlimited drinks. Captain James, Captain Nick, and whale expert Charlie are among the crew members praised for their attentive service.

“Excellent trip, crew AND fun! Highly recommend you pick this specific trip. The crew was great and knowledgeable. Thanks Sea Maui!”

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Maui Sunset Dinner Cruise - A Hawaiian Hula Experience - The Pride of Maui offers room to move
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maui Hula and Craft Classes, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

7.Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

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

Board the spacious Pride of Maui at 5:00 pm for a two-hour coastal sunset cruise near Molokini. Enjoy ribs, shoyu chicken, roasted vegetables, coconut sweet potatoes, dessert, an open bar, live Hawaiian slack key music from Kekoa, and a hula performance. Humpback whales may appear from January through February.

“All was very nice except the directions to the pier were missed by us so we needed to call Viator in New York for help and that took so long we ended up asking at another pier where to go :(”

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2 Tank Lanai Cathedral Scuba Dive Via Boat for Certified Divers - What happens at the first site
Cruises & Boat Tours, Lanai and Molokai Day Trips from Maui, Maui Scuba Diving Tours, Scuba Diving, Tour Reviews

2 Tank Lanai Cathedral Scuba Dive Via Boat for Certified Divers

8.2 Tank Lanai Cathedral Scuba Dive Via Boat for Certified Divers

★★★★★★★★★★5.0 · 548 reviews · 6 hours (approx.) · from $306

You’ll cross from Lahaina to Lanai for two guided scuba sessions, reaching 50 to 85 feet among arches, caverns, lava formations, and swim-throughs. Guides such as Abby, Jess, Brian, and Scott work with small groups, while the crew watches for dolphins and whales on the crossing.

“Awesome experience! Saw whales, dolphins from the boat. Two long 1 hour dives. Diving was great with diverse marine life. Staff were great!! Didn’t see any sharks, though.”

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Maui Snorkeling Boat Tour to Turtle Town Aboard Quicksilver - Leaving Ma‘alaea Harbor and settling into the morning
Cruises & Boat Tours, Maui Snorkeling Tours, Maui Turtle Snorkeling Tours, Snorkeling, Tour Reviews, Tours

Maui Snorkeling Boat Tour to Turtle Town Aboard Quicksilver

9.Maui Snorkeling Boat Tour to Turtle Town Aboard Quicksilver

★★★★★★★★★★4.5 · 542 reviews · 4 hours 30 minutes (approx.) · from $99

Join Quicksilver at Ma‘alaea Harbor for a 4.5-hour catamaran cruise to South Maui’s Turtle Town or Coral Gardens. You get snorkel gear, flotation aids, lunch, drinks, crew instruction, whale watching in season, and a waterslide. The captain chooses the site each morning based on sea conditions.

“Wonderful and knowledgeable, friendly staff. Great snorkeling areas.; and good price; however, a hot dog and chips was not much of a lunch”

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Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise - A sunset on Maalaea Bay, with whales as a bonus
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

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

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

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

Board the three-story Calypso at Maalaea Harbor for a two-hour sunset dinner cruise with table-side service, island music, two included alcoholic drinks, and choices such as prime rib, mahi mahi, ribs, chicken, or pasta. Seasonal whale sightings can add a memorable bonus.

“Very pleasant evening. Nice service. Pretty good food. Drinks were good. The ride out was very nice with lots of whale sightings and a beautiful sunset.”

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Maui Premium Sunset Dinner Cruise & Whale Watch - The naturalist commentary adds real value
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Maui Sunset Cruises and Dinner Sails, Maui Whale Watching Tours, Tour Reviews, Whale Watching

Maui Premium Sunset Dinner Cruise & Whale Watch

11.Maui Premium Sunset Dinner Cruise & Whale Watch

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

Board at Maalaea Harbor for a roughly three-hour sunset cruise with a four-course dinner, alcoholic drinks, and live naturalist commentary. You may see humpback whales, dolphins, and hear whale song through a hydrophone. Captains Andrew and Chris, plus naturalists Ash and Stevie, have earned special praise.

“We got the opportunity to see three whales and it was beautiful! Learned about whales and a little extra about sharks from Ash. We had a great time. Thank you to the crew as they were amazing and kept us well informed and safe. We had never done a whale watching tour and we are so happy we did. My wife and I talked about our experience and we were just mesmerized by the beautiful creatures in the ocean that sometimes we forget about. The beauty Mother Nature has to offer is just priceless! Something’s are just meant to me memories in ur mind because there is no phone or…”

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Maui: Molokini and Turtles Luxury Yacht Snorkel - Molokini Crater: clear water with a weather clause
Cruises & Boat Tours, Maui Snorkeling Tours, Maui Turtle Snorkeling Tours, Molokini Crater Snorkeling Tours, Sailing, Tour Reviews, VIP

Maui: Molokini and Turtles Luxury Yacht Snorkel

12.Molokini and Turtles Luxury Yacht Snorkel

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

Board Pride of Maui’s modern, air-conditioned yacht at Maalaea Harbor for a five-hour snorkel trip to Molokini and Turtle Town. Captain Justin and his crew provide gear, breakfast, an onboard barbecue lunch, warm showers, and drinks after snorkeling. The route depends on weather and sea conditions.

“This was from beginning to end an amazing experience. The captain and crew early on guided us gently with safety and put all uneasiness quickly to rest. Really enjoyed the luxury yacht and all the amenities including such pristine and clean conditions. A very super friendly crew with knowledge and also genuine niceness towards us. We got to do everything listed but in a non hurried and enjoyable way. This outfitter is very lucky to have such an outstanding crew representing them. There are not enough words to share how pleased we were”

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Maui Premium Dinner Cruise: Four Course Dining Experience - Outdoor seating helps, but bring a jacket
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Maui Sunset Cruises and Dinner Sails, Tour Reviews

Maui Premium Dinner Cruise: Four Course Dining Experience

13.Maui Premium Dinner Cruise: Four Course Dining Experience

★★★★★★★★★★4.5 · 373 reviews · 2 hours 30 minutes (approx.) · from $170

Cruise Maui’s coast for about 2.5 hours while enjoying a four-course dinner, drinks, music, and sunset views of Molokini, Kaho‘olawe, Lanai, and the Pacific. Choose chicken, short rib, shrimp, or Portobello mushroom. Check in 45 minutes early at Maalaea Harbor.

“This dinner cruise is absolutely beautiful and fun. The staff were so cool and the food was delicious. We would highly recommend this to anyone wanting a great night out.”

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From Ma'alaea: 'Alihilani Sunset Sail Catamaran Tour - The Auau Channel and Maui’s evening views
Cruises & Boat Tours, Evening Experiences, Maalaea Harbor Boat Tours, Maui Sailing and Catamaran Cruises, Maui Sunset Cruises and Dinner Sails, Sailing, Tour Reviews, Tours

From Ma’alaea: ‘Alihilani Sunset Sail Catamaran Tour

14.‘Alihilani Sunset Sail Catamaran Tour

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

Sail Maui’s Alihilani carries you through the Auau Channel from Maalaea Harbor for a two-hour sunset sail. Expect open-deck seating, trampoline nets, drinks, cold hors d’oeuvres, English-speaking crew, and possible dolphins 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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South Maui: Sunset Prime Rib or Island Fish Dinner Cruise - Dinner choices from prime rib to vegetarian pasta
Cruises & Boat Tours, Dining Experiences, Dinner Experiences, Evening Experiences, Kihei and South Maui Tours, Maui Sunset Cruises and Dinner Sails, Tour Reviews

South Maui: Sunset Prime Rib or Island Fish Dinner Cruise

15.Sunset Prime Rib or Island Fish Dinner Cruise

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

Board Calypso Molokini Charters at Ma’alaea Harbor for a two-hour sunset dinner cruise. Chef Keoni serves prime rib, mahi-mahi, chicken, ribs, or vegetarian pasta, while live music, two drinks, whale watching, and views of Lanai and Molokini fill the evening.

“There were so many whales, beautiful music, and delicious food. What a fantastic night!”

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New in Cruises & Boat Tours

★ 4.5Hawaiian Canoe Sailing Experience in Maui59 reviews
★ 4.8Sunset Dinner Catamaran Cruise With DrinksFrom $15355 reviews
★ 5.0Luxury Catamaran Whale WatchFrom $11966 reviews
★ 4.7Sunset Cruise with 4-Course Dinner and DrinksFrom $17864 reviews
★ 4.72 Hour Sunset Dinner Sail with Open Bar and AppetizersFrom $14965 reviews
★ 4.5Day’s End Cocktail Sunset SailFrom $15970 reviews
★ 5.0‘Alihilani Sunset Sail from Ma’alaea HarborFrom $11274 reviews
★ 4.5From Ma’alaea Harbor: Whale Watch Cruise Aboard the MaloloFrom $4974 reviews
★ 4.5Sunset Sailing on a Floating Tiki Bar Charming Hawaiian CatamaranFrom $11987 reviews
★ 5.0West Maui Snorkel & SailFrom $20682 reviews
★ 4.5Kaanapali Dolphin Watching Boat Trip with LunchFrom $13985 reviews
★ 4.8Ka’anapali Whale Watching Cruise on Luxury SailboatFrom $10889 reviews
★ 4.9Whale Watching Cruise with Open BarFrom $10383 reviews
★ 5.0All-Inclusive 5.5 hr La Perouse Bay & Molokini Sea Cave Boat TourFrom $238107 reviews
★ 4.5Turtles & Tacos Luxury Catamaran SnorkelFrom $199103 reviews

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