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Maui Cruises, Sailing & Water Tours

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Maui Activities

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VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row …More

Likely to Sell Out
Likely to Sell Out
4.9 (225)

VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row...

2 hours • Free Cancellation
4.9 (225)
from
$125
Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the …More

Likely to Sell Out
Likely to Sell Out
5.0 (34)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
5.0 (34)
from
$102
Ultimate 3.5 hour Whale Watch & Snorkel

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered …More

Likely to Sell Out
Likely to Sell Out
5.0 (89)

Ultimate 3.5 hour Whale Watch & Snorkel

Our small group snorkeling tours are locally owned and operated, making you feel like a part of our Maui ohana! Since 1982 we have offered...

3 to 4 hours • Free Cancellation
5.0 (89)
from
$195
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 …More

4.8 (128)

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 (128)
from
$154
Turtles & Tacos Luxury Catamaran Snorkel

Laid-back, fresh, and full of fun, this mid-morning snorkel sail is all about good vibes and island flavor. Cruise aboard our spacious 65’ catamaran and …More

4.8 (159)

Turtles & Tacos Luxury Catamaran Snorkel

Laid-back, fresh, and full of fun, this mid-morning snorkel sail is all about good vibes and island flavor. Cruise aboard our spacious 65’ catamaran and...

3 hours • Free Cancellation
4.8 (159)
from
$199
Luxury Catamaran Royal Sunset Dinner at Sea (Adults-Only)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step …More

Likely to Sell Out
Likely to Sell Out
4.8 (61)

Luxury Catamaran Royal Sunset Dinner at Sea (Adults-Only)

Picture yourself boarding Alii's newest and most elegant catamaran as the golden hues of the Maui sunset begin to paint the sky. As you step...

2 hours 30 minutes • Free Cancellation
4.8 (61)
from
$289
Ka'anapali Luxury Sunset Cocktail Sail with Open Bar in Maui

Set sail on a luxurious journey along West Maui's stunning coastline with the Holo Holo Sunset Cocktail Sail. Departing from Ka’anapali Beach, this 2-hour experience …More

Likely to Sell Out
Likely to Sell Out
4.6 (83)

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

Set sail on a luxurious journey along West Maui's stunning coastline with the Holo Holo Sunset Cocktail Sail. Departing from Ka’anapali Beach, this 2-hour experience...

2 hours • Free Cancellation
4.6 (83)
from
$142
Hawaiian Canoe Sailing Experience in Maui

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning …More

Likely to Sell Out
Likely to Sell Out
4.9 (59)

Hawaiian Canoe Sailing Experience in Maui

Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning...

2 hours • Free Cancellation
4.9 (59)
from
$179
The Best Maui 3 Hour Molokini and Turtle Town Snorkel

Not recommended for pregnant travelers. Turtlely Cool!… Departing Molokini, we’ll make one more stop and snorkel with sea turtles in a shorline destination (locations will …More

5.0 (162)

The Best Maui 3 Hour Molokini and Turtle Town Snorkel

Not recommended for pregnant travelers. Turtlely Cool!… Departing Molokini, we’ll make one more stop and snorkel with sea turtles in a shorline destination (locations will...

3 hours • Free Cancellation
5.0 (162)
from
$195
2-Hour Maui Whale Watch from Lahaina Harbor, Maui

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move …More

4.9 (230)

2-Hour Maui Whale Watch from Lahaina Harbor, Maui

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move...

2 hours • Free Cancellation
4.9 (230)
from
$70
2 Hour Prime Time Maui Whale Watching

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

5.0 (129)

2 Hour Prime Time Maui Whale Watching

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
5.0 (129)
from
$100
Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar

Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where our experienced crew selects the day’s best snorkel destination based …More

5.0 (79)

Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar

Experience the flexibility of a true ocean adventure aboard our premium Gold Coast catamaran, where our experienced crew selects the day’s best snorkel destination based...

5 hours • Free Cancellation
5.0 (79)
from
$216
2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

5.0 (75)

2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
5.0 (75)
from
$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 …More

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
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter …More

4.8 (34)

Four Winds Maui Afternoon Snorkel Tour to Coral Gardens

Our afternoon Maui snorkel tour on the Four Winds goes to Coral Gardens (or Molokini Crater; location is weather dependent). This tour is a lighter...

3 hours 30 minutes • Free Cancellation
4.8 (34)
from
$143
Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our …More

4.9 (41)

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our...

1 to 3 hours • Free Cancellation
4.9 (41)
from
$85

Frequently Asked Questions

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

Recent activity reviews
Amazing Molokini Snorkeling Tour — Five Stars!
New York City
Molokini Crater Snorkeling Trip 2-Hour 10:30am Start
SVETLANA_H, Sep 2026
Amazing Molokini Snorkeling Tour — Five Stars!
We absolutely loved our Molokini snorkeling tour! The location was beautiful, the snorkeling was excellent, and everything was organized quickly and efficiently.The captain and his crew were wonderful and made the whole experience very enjoyable. I was a little worried about rough waves, but the conditions were great and we were lucky with the weather.Everything was smooth, well organized and fun. Definitely a five-star experience!
Read more
Fair Winds and Following Seas
New York City
Ka’anapali Luxury Sunset Cocktail Sail with Open Bar in Maui
Salvatore_S, Sep 2026
Fair Winds and Following Seas
Always great to be on the water but in Maui at sunset, that’s special. Mates Alana, Sophie and Capt Nick were gracious and friendly hosts keeping our safety top of mind. This will be a memory to keep.
Read more
Great crew, made everyone...
New York City
Ka’anapali Luxury Sunset Cocktail Sail with Open Bar in Maui
Stephanie_S, Sep 2026
Great crew, made everyone...
Great crew, made everyone comfortable. Kept everyone informed. Would definitely recommend, and go again.
Read more
Awesome tour
New York City
Molokini Crater Snorkeling Trip 2-Hour 10:30am Start
Lori_S, Sep 2026
Awesome tour
It was wonderful! Alex and Romi made the experience awesome. We got to see lots of fish and swim with the turtles. I highly recommend this tour
Read more
Fun excursion!
New York City
Turtles & Tacos Luxury Catamaran Snorkel
Stephanie_Z, Sep 2026
Fun excursion!
Great experience. We did not see any turtles, so it's definitely not a guarantee as stated in the description but that's mother nature. The staff was awesome, the boat was clean and fun, lunch was delicious. Snorkeling was fun, even without turtles! Definitely recommended.
Read more
Best excursion in Hawaii
New York City
Turtles & Tacos Luxury Catamaran Snorkel
Gregory_h, Sep 2026
Best excursion in Hawaii
This was by far my favorite excursion that we did while we were in Hawaii. Very professional and wonderful crew. We had a blast.
Read more
Wonderful evening!
New York City
Paragon Lahaina Sunset Sail
Sharon_M, Sep 2026
Wonderful evening!
This was such a great sunset sail! The entire experience was perfect. The staff was very attentive throughout the entire evening. This was our favorite activity we did while in Maui!
Read more
Great Lanai experience with Trilogy
New York City
Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar
petagayg2024, Sep 2026
Great Lanai experience with Trilogy
We were referred by a friend who takes her family on Trilogy every year. So glad we went with her recommendation. The crew was great and very friendly. Very nice catamaran with plenty of seating and shade on board. We had our own snorkeling gear but they had plenty on board for everyone. The snorkeling experience by Lanai was beautiful. Very grateful that the Trilogy crew facilitated such a memorable experience.
Read more
A Great Snorkel Adventure!
New York City
Luxury Maui to Lanai Snorkel Sail w/ Breakfast, Lunch & Open Bar
jacquelinemE6692OR, Sep 2026
A Great Snorkel Adventure!
We set sail on the Alihilani on a beautiful morning! The staff greeted us with a yummy continental breakfast. After reaching our snorkeling destination, we were given our equipment and important information we needed for a safe experience. A staff member came out into the water and kept a “lookout” while sitting on a surfboard. This gave us a good feeling of security. What fantastic colorful fish we saw among the beautiful coral and blue sand! After snorkeling we were treated to a delicious lunch of chicken, fried rice and vegetables! Yum! The open bar was a fun perk too!! Captain Kevin and his crew gave my husband and I a wonderful day!
Read more
Honeymoon cruise
New York City
Luxury Catamaran Royal Sunset Dinner at Sea (Adults-Only)
camirenR, Sep 2026
Honeymoon cruise
Exceeded our expectations the food and drinks were amazing. Brandon and the rest of the crew aboard were excellent and got anything you needed right away. A little spendy but 100% worth the experience!!!
Read more
Highly recommended - if you like snorkeling and having a fun boat ride !!
New York City
The Best Maui 3 Hour Molokini and Turtle Town Snorkel
P7794GUmarkk, Sep 2026
Highly recommended - if you like snorkeling and having a fun boat ride !!
Just back from a fabulous outing!! I loved the smaller size boat and number of people along on the tour. Bob and Laurel were wonderful guides. I highly recommend this 3 hour tour. Thanks again to Bob and Laurel - and Blue water cruises
Read more
Best snorkeling trip!
New York City
The Best Maui 3 Hour Molokini and Turtle Town Snorkel
ELIZABETH_H, Sep 2026
Best snorkeling trip!
Smaller group which was very nice. The 2 guys running this were extremely friendly and made is laugh and were very experienced. The snorkel spots were amazing, best snorkling experience so far for me. We highly recommend !!
Read more
Perfect sail, incredible crew
New York City
Paragon Lahaina Sunset Sail
O2646KJellies, Sep 2026
Perfect sail, incredible crew
Really great experience for the price! We had such a perfect evening and the crew was incredible. would highly recommended
Read more
Would book again for the whole family.
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
Debbie_A, Sep 2026
Would book again for the whole family.
This tour was amazing. We stayed in Kiehe and it was very close to the harbor.I’m a beginner snorkler and they provided everything to make your snorkel experience perfect. They gave you like a floaty to tie around your waist paddle boards if you requested.The lunch was great! They did fish and pork tacos. Everything was delicious. They also gave unlimited drinks.The staff was friendly the bathrooms were clean. There was a lifeguard out there with you when your snorkeling.Everything about it was a 10/10
Read more
Highly Recommend
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
Dot_S, Sep 2026
Highly Recommend
What a great excursion. Not only did we see tons and tons of fish, but the crew was truly exceptional. They were all very knowledgeable and helpful with anything you might need. The food was amazing. Great fish and pork tacos with all the trimmings along with hotdogs. I would absolutely recommend this if you wanna have a good time with a fantastic crew!!
Read more
Unlimited guided snorkeling was a 5 star experience
New York City
Unlimited Guided Snorkeling Tour for Beginners Plus
Tina_S, Aug 2026
Unlimited guided snorkeling was a 5 star experience
This was the best one on one with Gabriel Ohana ! Directions on where to meet up was easy . We pulled up next to ocean in calm waters a went out the farthest my husband and myself have ever been out in the ocean . We saw a turtle some small fish an eel and Gabriel brought up a starfish crawler an C urgent from the bottom . It was safe and wow the reefs he took us around was amazing !
Read more
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