Maui Cruises, Sailing & Water Tours

Q: Which Maui Cruises, Sailing & Water Tours have Instant Confirmation?

Maui Cruises, Sailing & Water Tours with Instant Confirmation include: Private Charter Full Day around Lanai 3 Snorkel Stops 7 Hrs Maui Luxury Boston Whaler Private Charter for up to 6 Passengers Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai Maui: Private Luxury Charter Experience View all Activities with Instant Confirmation →

Q: I need a ride! Which Maui Cruises, Sailing & Water Tours have Hotel Pickup?

No problem. These Maui Cruises, Sailing & Water Tours include Hotel Pickup: Private Road to Hana Waterfalls, Black Sand & Hidden Gems View all Activities with Hotel Pickup →

Q: Got any more Maui trip ideas?

We sure do. Check out our curated lists of hand-picked Maui Activities. Top 10 Maui 2026 Senior-friendly tours Maui The best tours and activities for culture lovers in Maui Top Day Trips from Maui Things to do in Maui this summer View all Maui Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Maui?

Based on our sales data over the past year, the most popular styles of tours and activities in Maui are: Maui Outdoor Activities Maui Nature & Wildlife Maui Luxury & Special Occasions Maui Luxury Tours Maui Cruises, Sailing & Water Tours View all tour styles in Maui →

4.9 (9)

Two Site Snorkeling Adventure featuring the Molokini Crater

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation

4.9 (9)

from
$176

5.0 (1)

Two Site Snorkel Adventure featuring the Molokini Crater K2

Experience the vibrant underwater world at Molokini Crater, a renowned marine preserve just a short boat ride from Kihei. With over 25 years of expertise,...

3 hours • Free Cancellation

5.0 (1)

from
$176

5.0 (39)

Lana'i Snorkel And Dolphin Quest with Maui Turtle Spot Tour

Take a ride on Maui's most comfortable small boat experience! We visit two snorkel spots (weather permitting) off of the remote island of Lana'i and...

4 hours 30 minutes • Free Cancellation

5.0 (39)

from
$175

4.4 (379)

Award-winning Dinner Cruise: Four Course Dining Experience

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and...

2 hours 30 minutes • Free Cancellation

4.4 (379)

from
$170

4.8 (57)

The Best 4 hour inclusive Kanaio Sea Caves and La Perouse Snorkel

We are the only company on Maui that has been going to the Kanaio Coast since 1985 and only we know all the secret places....

5 hours 30 minutes • Free Cancellation

4.8 (57)

from
$170

5.0 (62)

The Best 2.5 Hour Molokini Snorkel Tour & Whale Watch

You are able to Snorkel in better areas than the "big boats" Most customers love the hydrophone we stick in the water to listen to...

2 hours 30 minutes • Free Cancellation

5.0 (62)

from
$170

4.9 (46)

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Explore the Amazing West Maui underwater world during your Eco- Friendly Yamaha 350LI Sea Scooter Guided Tour. Rated the 10 Top snorkel beaches on Maui...

3 hours • Free Cancellation

4.9 (46)

from
$169

4.7 (218)

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Embark on an unforgettable two-hour Sunset Sail, promising a serene and memorable experience. Relax as our crew sets sail for two hours of smooth and...

2 hours • Free Cancellation

4.7 (218)

from
$168

4.6 (735)

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

2 hours • Free Cancellation

4.6 (735)

from
$168

5.0 (3)

Afternoon Whale Watching Tour in Maui with Dinner

Witness the majesty of humpback whales in their natural habitat during this Afternoon Whale Watching Tour in Maui. From December 15 to April 15, enjoy...

2 hours • Free Cancellation

5.0 (3)

from
$167

5.0 (1)

Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation

5.0 (1)

from
$164

4.9 (124)

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

Ready for an unforgettable day of sailing, snorkeling, island lunch, and open bar aboard our luxury sailing catamaran? Perfect for families, couples, kids, first-time snorkelers,...

5 hours • Free Cancellation

4.9 (124)

from
$163

4.9 (201)

From Kihei: Molokini Snorkel & Whale Watch Tour

This activity is unique because it combines two of Maui’s best ocean experiences into one trip: Molokini Crater snorkeling and bonus whale watching. Guests get...

2 hours 30 minutes • Free Cancellation

4.9 (201)

from
$161

4.8 (124)

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

Join us on our late-morning Molokini Crater snorkeling tour, complete with complimentary snacks, tropical juices, bottled water, and premium snorkeling gear. Expect a lively, splash-filled...

2 hours 30 minutes • Free Cancellation

4.8 (124)

from
$161

4.9 (94)

Day's End Cocktail Sunset Sail

Drift away aboard our 65’ luxury sailing catamaran and sail into golden hour for Maui’s most scenic cocktail hour. Happy hour at sea with handcrafted...

2 hours • Free Cancellation

4.9 (94)

from
$159

4.7 (70)

Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour

Take an adventure and experience an important part of Hawaiian history on this 1-hour canoe tour in Maui. Paddle a traditional Hawaiian outrigger canoe while...

1 hour • Free Cancellation

4.7 (70)

from
$155

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

What are the best options for Maui Cruises, Sailing & Water Tours?

What are the best kid-friendly options for Maui Cruises, Sailing & Water Tours Activities?

According to verified reviews on Cool Hawaii and TripAdvisor, the best kid-friendly Maui Cruises, Sailing & Water Tours are:

View all kid-friendly Activities →

Which Maui Cruises, Sailing & Water Tours have Instant Confirmation?

Which Maui Cruises, Sailing & Water Tours have Free Cancellation?

Maui Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your activity date, check the specific activity page) include:

View all Activities with Free Cancellation →

I need a ride! Which Maui Cruises, Sailing & Water Tours have Hotel Pickup?

Got any more Maui trip ideas?

What are the most popular styles of Tours and Activities in Maui?

Recent activity reviews

New York City

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

962kirbyd, Sep 2026

Fun day snorkeling in Maui

The crew was friendly and professional. One of my family members got sea sick and they helped her so quickly. My favorite location was the crater because it a wonderful variety of fish. Breakfast and lunch were provided and both were delicious.

New York City

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

brendamO5936EN, Sep 2026

An Amazing First Snorkeling Experience in Maui!

We went snorkeling for the very first time. It was an amazing experience! My 7-year-old son was a little nervous at first, and honestly, so was I, but once we got the hang of it, we were off and having so much fun! The crew — Breydan, AJ, and Jenn (I believe those were their names) — were absolutely amazing. They were so attentive, friendly, and constantly making sure everyone was comfortable and had everything they needed. The food and drinks were always taken care of, and they truly went above and beyond to make it such a great experience.We’re new to traveling, and growing up, neither my partner nor I traveled, so we didn’t realize that tipping the tour crew was a thing. After everything the crew did for us, we really wished we had been prepared to show our appreciation. If you take this tour and feel the crew deserves it, consider bringing a little cash to thank them. They truly deserve it and more!We highly recommend this tour and can’t wait to do it again!

New York City

Day’s End Cocktail Sunset Sail

Getaway528749, Sep 2026

Amazing Sunset Sail.

We had the best time on our Day’s End Cocktail Sunset Sail Cruise aboard the Alii Nui Sailing Charter in August 2026. The Signature cocktails they advertised were outstanding. They even walked around and took orders and brought your drinks to you. Customer service on our cruise was over the top, not only were our drinks served to us, but the Captain and crew all walked around the decking talking to everyone, they brought me a napkin when I inquired about one, and even came around to clean everyone’s sunglasses. The crew was very personable and the weather was amazing. Also, the appetizers and barbecue sandwiches were delicious. They even had vegetarian. I have been on many cruises, but this one was the best by far. They do not overbook so there was plenty of seating and room for everyone to move around. I highly recommend it.

New York City

Award-winning Dinner Cruise: Four Course Dining Experience

G6203WFdalel, Sep 2026

Great experience

“This trip was absolutely fantastic. The food was amazing, and the crew did an outstanding job. The ride was incredibly smooth, and getting on and off the boat was easy—even for two people in their 60s. We truly had a wonderful experience.”

New York City

Maui: Coast of Ka’anapali Beach Sunset Dinner Sail

sharonlwrites, Sep 2026

Great experience!

Fantastic casual-dinner cruise! The staff were incredibly friendly and helpful. I’m a vegetarian so I wasn’t sure if there would be food I could eat, but the buffet provided plenty of options. The grilled chicken my family ate was reported as great. It was a misty evening which provided bits of rain, unbelievable sunset, and multiple rainbows. Note - you leave your shoes behind (true of all boats) and you will get wet getting on board (also true of boats).

New York City

Maui: Coast of Ka’anapali Beach Sunset Dinner Sail

Kendra_T, Aug 2026

A beautiful experience...

A beautiful experience all the way around! The crew was amazing, the dinner delicious, and the sailing experience provided spectacular views of the shoreline, ocean, and sunset! Highly recommend this activity—you won’t be disappointed!

New York City

Award-winning Dinner Cruise: Four Course Dining Experience

607laceyv, Aug 2026

Amazing

Great staff, very friendly and welcoming. Big shout out to mckenna

New York City

Day’s End Cocktail Sunset Sail

261vikkit, Aug 2026

Awesome

This cruise was absolutely fabulous. The boat was amazing - so beautiful and clean. But above all the staff was the absolute best. Extremely professional, friendly and stupid on their heads to make sure we had a good time. Having the professional photographer onboard was a real plus too. We enjoyed the evening so much! Thank you!! I highly recommend this cruise and using this company.

New York City

Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

Amy_V, Aug 2026

pride of Maui Sinset Dinner Cruise

The experience was delightful and captured what we want to achieve. Yoder the beautiful sunset. The brief entertainment was satisfactory and the crew was professional with captain providing adequate safety information and expectations.

New York City

Maui Sunset Dinner Cruise – A Hawaiian Hula Experience

Roshni_M, Aug 2026

Beautiful cruise. Very...

Beautiful cruise. Very friendly staff and good eats and drinks. A nice experience for friends or family

New York City

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Expedition439554, Aug 2026

Must Do Snorkeling Adventure

We had an A+++ experience on this excursion! There was a small miscommunication with my booking, but Barbie was incredibly accommodating and made everything right. She truly has a heart of gold. It's obvious that she's passionate about giving back to her community, especially by making snorkeling accessible for those with disabilities. Her kindness and dedication are just as impressive as the tour itself.Barbie also sends a text the night before with clear directions on where to meet and exactly what to expect.The tour begins with an amazing presentation. I don't want to give away any details because I don't want to spoil it, but it's informative, engaging, and really sets the tone for the experience. If you've ever been hesitant about snorkeling or are concerned about safety, make this your very first snorkeling adventure. Safety was clearly the top priority from start to finish.I've been on more than 50 snorkeling excursions, and this was the first time my family was given magnetic shark deterrent ankle bands. That extra attention to safety really stood out and gave us even more confidence in the water.Viktor was our guide, and we had an absolute blast with him! He made sure everyone felt safe while showing us every square inch of one of the most beautiful bays in Maui. Along the way, he pointed out pufferfish, eels, turtles, and so much other amazing marine life that we would have completely missed on our own. He was knowledgeable, fun, and made the experience unforgettable.My kids especially loved using the sea scooters. After Viktor showed them a few tricks, they were doing somersaults underwater! My son even pulled off a double somersault with the sea scooter!This excursion was a 10/10 in every way. Between Barbie's genuine compassion and commitment to her guests and community, and Viktor's incredible guidance and enthusiasm, this was easily one of the best excursions we've ever done. I can't recommend it enough. Don't leave Maui without experiencing it, you won't regret it!

New York City

The Best 4 hour inclusive Kanaio Sea Caves and La Perouse Snorkel

familytc, Aug 2026

Excellent Snorkeling tour

This tour was so much fun and we thoroughly enjoyed it. Our captain Angela was amazing and really funny, her helper Laurel was very nice and helpful. Highly recommend.

New York City

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

Tyler_T, Jul 2026

Family fun at molikini

It’s a great time for the family, a definite must for anyone who loves to swim and see a lot of fish

New York City

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Thang_B, Jul 2026

A must-try experience

The scooters were flawless. The water was crystal clear. The guide is superb. Everything was unforgettable..

New York City

Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour

Mimi_G, Jul 2026

Great guide

Jesse was a fantastic guide, very knowledgeable about cultural and geographical history of the area, oceanography etc. Saw only one sea turtle but it was huge and beautiful, swam under our canoe and came up to surface to say hello!

New York City

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

kristy_d, Jul 2026

Snorkel at Molokini Crater

The Molokini Crater Snorkeling is a must…the water is clear and the fish were really neat. I felt like the black fish toward the top of the water were checking me out like I was checking them out. Matt and Lucille were excellent at their jobs.

Maui Cruises, Sailing & Water Tours

Maui Activities

Attractions

Guides

Calendar

Two Site Snorkeling Adventure featuring the Molokini Crater

Two Site Snorkel Adventure featuring the Molokini Crater K2

Lana'i Snorkel And Dolphin Quest with Maui Turtle Spot Tour

Award-winning Dinner Cruise: Four Course Dining Experience

The Best 4 hour inclusive Kanaio Sea Caves and La Perouse Snorkel

The Best 2.5 Hour Molokini Snorkel Tour & Whale Watch

Eco Sea Scooter Guided Beach Tour From The Famous Kapalua Bay

Maui: Coast of Ka'anapali Beach Sunset Dinner Sail

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

Afternoon Whale Watching Tour in Maui with Dinner

Sound of the Ocean Whale Watch Sail

Lahaina Maui Sea Turtle Snorkel Sail Adventure w/Lunch & Open Bar

From Kihei: Molokini Snorkel & Whale Watch Tour

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

Day's End Cocktail Sunset Sail

Maui: Hawaiian Outrigger Canoe Cultural and Turtle Tour

Frequently Asked Questions

Last Minute Availability

Popular Maui Searches

Accessible Maui Tours & Activities

Popular Maui Attractions

Popular Cities

Maui Cruises, Sailing & Water Tours

Maui Activities

Attractions

Guides

Calendar

Frequently Asked Questions

Last Minute Availability

Popular Maui Searches

Accessible Maui Tours & Activities

Popular Maui Attractions

Popular Cities

Site Settings

Currency

Lowest Price Guarantee

We Make It Easy!

Refund Terms & Conditions

Sorting, ranking, and search results

Cool Support