Top Maui Cruises &amp; Sailing

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

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.

(141)

from $167

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

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

(1,465)

from $127

(948)

from $166

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

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

4.5

(726)

from $158

This Maalaea Harbor Sunset Dinner Cruise from Wailuku is perfect for couples or anyone looking to add a beautiful, sunset experience to their trip while in Maui. When booking, choose from multiple dinner options such as prime rib, baby back ribs, and a vegetarian penne pasta. During your cruise, sit back with tableside service and drinks included as your captain and crew take care of the rest and you take in the sunset with island-style music playing in the background.

4.4

(30)

from $142

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

Maui Premium Dinner Cruise: Four Course Dining Experience

4.5

(599)

from $150

4.3

(377)

from $170

Explore Molokini’s top snorkeling sites on this luxury yacht half-day excursion from Maui. Cruise in luxe comfort to Molokini Crater and Turtle Town for snorkeling with colorful coral, fish, and sea turtles. Enjoy breakfast and lunch cooked on board, along with an open bar as you enjoy stunning scenery from this two-level boat with all the trimmings. Guests must be 4 years or older to join this tour.

Spacious beautiful yacht with plenty of space for everyone to relax

Maui: Molokini and Turtles Luxury Yacht Snorkel

5 hoursFree Cancellation

5.0

(554)

from $318

Maui: Lahaina ATV Adventure

Price varies by group size

(1,634)

from $203

'Alihilani Lahaina Sunset Sail

Luxury Catamaran Royal Sunset Dinner Sail (Adults-Only)

(102)

from $117

(50)

from $289

Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina

Small group family style Whale Watching tour on eco-rafts in Maui.

Observe humpback whales in their natural habitat during their return migration to Maui’s waters December–April. This whale watching adventure by high-speed catamaran provides a front row seat to fin slaps, flukes, and breaches. Underwater hydrophones help you hear whale songs, while the captain and crew provide the commentary. Juices and sodas are available on board to keep passengers hydrated.

(2,741)

from $85

From Maalaea: Whale Watching Tour Aboard the Quicksilver

Day's End Cocktail Sunset Sail

4.6

(1,664)

from $50

(80)

from $159

Maui is one of the best spots in the Pacific to spot whales in the wild. With this small group tour from Lahaina, you'll head out to sea, where you'll likely not only spot whales, but also dolphins. There's also a hydrophone on board if you want to listen to whale songs. And if for some reason you don't see any whales on the day of your adventure, you'll be invited to take another trip at no extra charge.

This friendly whale approached our little raft! We don't permit touching the whales and do not approach the whales closer than 100 yards.

Maui: Ultimate Whale Watch from Lahaina

1 hour 45 minutes to 2 hours 10 minutesFree Cancellation

(1,370)

from $77

Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline

1 hourFree Cancellation

Maui: Te Au Moana Luau at The Wailea Beach Marriott Resort

(50)

from $79

3 to 4 hoursFree Cancellation

4.6

(1,311)

from $225

Experience an unforgettable catamaran cruise in Maui. Sail on a 65-foot boat along the Pacific Ocean where the professional crew takes care of everything—including photos (fee to purchase). Snorkel at a reef with guaranteed sea turtles, and after enjoy a taco lunch on the boat with margaritas and beer. Relax on the cruise back to Maui—look out for whales in season and beautiful views all year long.

Turtles & Tacos Luxury Catamaran Snorkel

3 hoursFree Cancellation

Discover the unique array of marine life that populates Maui’s Molokini Crater with the help of a guide during this small-group snorkeling trip. Head by boat to this long-extinct volcanic crater just off Maui, a top-notch snorkeling site where visibility often surpasses 180 feet (55m). Among the many creatures you may spot during your adventure are rays, tropical fish, and a variety of other wildlife—it's an ideal experience for nature-lovers.

(124)

from $199

Special Offer

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

5 hoursFree Cancellation

2 Hour Afternoon Lahaina Whale Watch

Check out the volcanic Molokini Crater and the reefs around it on this group snorkel and whale watching adventure from Kihei. Your captain and crew take care of logistics, like finding the best snorkel spots, all your gear, refreshments, and your speedboat. See how many stingrays, starfish, and other wildlife you can spot underwater, and between December 15 and March 30, keep your eyes peeled for migrating whales.

5.0

(104)

from $80

A protected marine sanctuary with crystal-clear visibility.
Depth ranging from 10 to 70 feet (3 to 21 meters), catering to both beginners and experienced snorkelers.

Molokini Crater Snorkeling Trip 2-Hour 10:30am Start

(118)

from $129

Maui Eco-Raft: 2 Hour Dolphin Watch Sightsee Tour (Semi-Private)

Spinner dolphins can be found in pods as they are very social mammals!

5.0

(95)

from $97

Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina

Price varies by group size

(733)

from $81

While snorkeling along West Maui’s coastline, experience warm waters abundant with sea life. You will see a variety of tropical fish, and if you’re lucky, an endangered Hawaiian Green Sea turtle called a ‘Honu’. A hot buffet lunch is served and our complimentary bar is open after you are done snorkeling. We hoist the sails and return to Ka'anapali Beach while viewing the amazing coastline of Maui. Note: We are a beach loading catamaran and you might get wet up to your knees boarding.

Snorkel Sail Adventure off Ka'anapali Beach, Maui

4 hoursFree Cancellation

West Maui Snorkeling Experience by Boat from Ka'anapali

(39)

from $192

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Top Attractions in Maui

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Road to Hana from the above, Maui, Hawaii

Attractions

What are people saying about Maui

Madison_B, May 2026

Don't miss it!!

Amazing! Provided a nice breakfast, lunch, and TONS of sunscreen. Our guides were friendly helpful and knew a ton about the area and the wildlife. We saw whales, dolphins, turtles, tons of fish, etc! I would def do it again, 1000% worth it. Unforgettable experience with GREAT guides. Thank you so much!!!

Molokini Crater + South Maui Coast Adventure from Kihei, Maui

Becky_D, May 2026

I can’t wait to come back!

This was incredible! Matty was great to work with. We waited at the wrong place for checkin- he called and texted me with his aloha spirit to make sure we made the tour. They took us to the most beautiful places and provided breakfast and lunch. The snorkeling gear was in great condition, they were wonderful at sharing information to keep us safe and interesting facts about places we visited. I would definitely do this redline tour again if I make it back to Maui!!

Maui: Small Group Road to Hāna Tour 6 to 8 passengers

Suzanne_H, Apr 2026

Tom was an excellent...

Tom was an excellent guide. The tour stopped at places we would not have known about had we driven on our own. Everything ran like clockwork. So many snacks were provided. Our favorite stop was the black sand beach where we could hike and then cool off in the water! We saw huge sea turtles slumbering on the beach.

'Alihilani Lahaina Sunset Sail

Christopher_L, Apr 2026

It was great to get a...

It was great to get a lovely trip on the 'Alilihani during sunset. Unfortunately, most of our party didn't have their sea legs, but my daughter and I loved being able to see the sights on the ship. The captain and crew (Shannon and Ollie) were absolutely fantastic the entire trip. I would recommend the trip for people who like to sail, enjoy the water, and hang out on a boat.

The Maui Butterfly Farm Tour

Deborah_C, Apr 2026

Amazing educational butterfly experience!

This butterfly farm tour was amazing! When we arrived we were greeted and educated on what the tour would encompass. The tour guide truly educated all of us about the butterflies native and living on Maui. We were able to handle and hold monarch caterpillars and then thought how to attract the butterflies to our hands in the enclosures. Everyone in our group was able to get a butterfly to feed on their hand. We learned a lot and had a wonderful time.

Maui: Molokini and Turtles Luxury Yacht Snorkel

Kari_C, Apr 2026

Fantastic Crew / Beautiful Boat

The crew was very knowledgeable and welcoming. They made everyone feel like home and also well prepared to do the activities. The food and beverages were also delicious. It definitely felt like an elevated experience and so cool to see all the different fish and turtles at the different snorkel spots. We even saw dolphins. Would definitely do this again.

Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour and Tasting

Michael_W, Apr 2026

A unique view into an experimental cacao farm!

This experience was wonderful. A small group made this so much more personal. The cacao plantation was so cool, and the fact that it was created as a way to experiment with new ways of growing/farming cacao was such an eye opener. Our guide was pleasant, courteous, and extremely knowledgeable. A wonderful excursion overall.

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

Nick_H, Apr 2026

Fantastic time! Better than some Whale Watching Tours!

This was a truly magical sunset sail. It far surpassed our expectations. The weather was overcast, so sunset was pretty underwhelming, but the threat of rain meant other companies cancelled, so we were one of only two boats out. Even though it was the end of whale season (early April) we had two whales come within 20 feet of the boat and put on a show! We also had dolphins swimming alongside the boat! Our crew of Nick, Evan, and Cpt. Patrick were so nice and attentive. Happy to chat with you about island life or leave you space to quietly enjoy the views. We definitely felt taken care of. Cocktails were super tasty, they came around with trays of cocktails twice during the sail, but were always happy to make you something special if you went downstairs to the bar. Rum and Vodka cocktails, plus wine, beer and champagne. They had sodas and juice for the kids (about 1/3 of our tour was under 21), and were happy to mix up a mocktail if you were interested. Food was pretty minimal, a first round of snacks (cheese and vegetables, chips and salsa, pot stickers), and then more substantial appetizers later. Don’t count on this being dinner, but my wife loved the vegan potstickers and the caprese skewers were delicious. I suppose you could really fill up if you wanted, but I tried to pace myself between the open bar and the movement of the boat. Really could not have been happier with our evening. With the friendly, charming staff and the wildlife we were able to see, it sure seemed like the rest of the group had a great time too. Lots of gasps, smiles and laughter all evening. I couldn’t recommend the experience more and would love to do it again if we’re back in Maui!

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

Tina_M, Jan 2026

Wonderful dinner cruise & whale watching bonus

This was a great overall trip - food, staff, entertainment, etc. and highly recommend it. We saw several whales too which was super exciting. The captain took time to tell us about the whales and followed them around for a bit so we could watch them and take pictures. Would take this trip again if we visited Maui.

Molokini and Turtle Arches Snorkeling Trip from Ma'alaea Harbor

Lisa_D, Aug 2025

Great experience! I’m not...

Great experience! I’m not the best swimmer at age 70 but they had all kinds of options . Floatation belts, life jackets and a few paddle boards were available. Also the staff in the water as life guards. We were given instructions before going in the water. Saw such beautiful fish and underwater seascape!! The staff was so knowledgeable and friendly. We had a nice barbecue lunch after snorkeling as well. I would highly recommend this experience for all ages.