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Maui Cruises, Sailing & Water Tours

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Maui Activities

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Maui Magic Adventure Snorkel: Molokini Crater and Turtle Stop

The unique design of the Maui Magic allows access to destinations that other boats are unable to reach. The Maui Magic explores more of the …More

4.7 (42)

Maui Magic Adventure Snorkel: Molokini Crater and Turtle Stop

The unique design of the Maui Magic allows access to destinations that other boats are unable to reach. The Maui Magic explores more of the...

5 hours • Free Cancellation
4.7 (42)
from
$224
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit …More

5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
5.0 (21)
from
$2,867
Makena-Wailea Explorer Trip in Maui

This 4 hour South Maui kayak and snorkel eco-adventure is No Ka Oi! Enjoy the calm and clear waters of Turtle Town where you will …More

4.6 (63)

Makena-Wailea Explorer Trip in Maui

This 4 hour South Maui kayak and snorkel eco-adventure is No Ka Oi! Enjoy the calm and clear waters of Turtle Town where you will...

4 hours • Free Cancellation
4.6 (63)
from
$115
Honolua Snorkel Sail from Lahaina

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way, …More

5.0 (58)

Honolua Snorkel Sail from Lahaina

Sail to the storied waters of Honolua Bay, long valued in Hawaiian culture and now protected as a Marine Life Conservation District. Along the way,...

5 hours • Free Cancellation
5.0 (58)
from
$181
2-Hour Ma'alaea Humpback Whale Watching Cruise for up to 6 Guests

Experience Maui’s humpback whales up close aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for comfort, stability, and style. Departing from Ma‘alaea, this two-hour …More

5.0 (20)

2-Hour Ma'alaea Humpback Whale Watching Cruise for up to 6 Guests

Experience Maui’s humpback whales up close aboard Amore, a 42-foot Boston Whaler 420 Outrage designed for comfort, stability, and style. Departing from Ma‘alaea, this two-hour...

2 hours • Free Cancellation
5.0 (20)
from
$279
3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei

Explore the vibrant underwater world on a 3-hour Turtle Town Tour in Kihei, where you can snorkel with the endangered Hawaiian Green Sea Turtles. Begin …More

4.7 (15)

3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei

Explore the vibrant underwater world on a 3-hour Turtle Town Tour in Kihei, where you can snorkel with the endangered Hawaiian Green Sea Turtles. Begin...

3 hours • Free Cancellation
4.7 (15)
from
$139
Lanai Snorkel Safari Experience from Maui

Explore the stunning marine life and vibrant coral reefs of Lānaʻi on a guided snorkel tour departing from Kā‘anapali Beach. This 4.5-hour adventure includes two …More

5.0 (18)

Lanai Snorkel Safari Experience from Maui

Explore the stunning marine life and vibrant coral reefs of Lānaʻi on a guided snorkel tour departing from Kā‘anapali Beach. This 4.5-hour adventure includes two...

4 hours 30 minutes • Free Cancellation
5.0 (18)
from
$189
Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and …More

4.8 (85)

Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and...

2 hours • Free Cancellation
4.8 (85)
from
$112
Maui Snorkel and Sunset Sail

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or …More

4.8 (14)

Maui Snorkel and Sunset Sail

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or...

4 hours • Free Cancellation
4.8 (14)
from
$130
Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience …More

Likely to Sell Out
Likely to Sell Out
5.0 (5)

Turtle Town Sunset Kayak & Snorkel: Wailea

Golden hour in Maui is something you’ll never forget. Kayak the coastline, snorkel with sea turtles, and watch for whales as the sun sets. Experience...

2 hours • Free Cancellation
5.0 (5)
from
$119
2-Tank Dive K2 Power Catamaran 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, …More

4.9 (10)

2-Tank Dive K2 Power Catamaran 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 (10)
from
$239
Private Charter 12 Passenger X-Treme Vessel 3 Hours

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award. …More

Likely to Sell Out
Likely to Sell Out
4.7 (11)

Private Charter 12 Passenger X-Treme Vessel 3 Hours

Travel & Hospitality Award Winner, BBB A+ Rated, Winner of  and 2018 Certificate of Excellence Cool Hawaii Award....

3 days 4 hours • Free Cancellation
4.7 (11)
from
$2,300
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome

Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most …More

Likely to Sell Out
Likely to Sell Out
4.9 (9)

Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome

Our Private Tours are always Private and Customized to suit everyone's abilities in your family/group. Whale Watching on a Paddleboard is the BEST and most...

2 hours • Free Cancellation
4.9 (9)
from
$189
2-Tank Dive Featuring the Molokini Crater

Our world-class staff is friendly, knowledgeable, conscientious and excited to take clients diving. We take a maximum of twelve divers per cruise ensuring a more …More

5.0 (51)

2-Tank Dive Featuring the Molokini Crater

Our world-class staff is friendly, knowledgeable, conscientious and excited to take clients diving. We take a maximum of twelve divers per cruise ensuring a more...

3 hours • Free Cancellation
5.0 (51)
from
$239
Maui: Sunset/Glow Clear Kayak Tour in Olowalu

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful …More

5.0 (5)

Maui: Sunset/Glow Clear Kayak Tour in Olowalu

This is a one of a kind experience. We are the only Clear Kayak Sunset/Glow Tour in Hawaii. Get a unique view of Maui's beautiful...

4 hours • Free Cancellation
5.0 (5)
from
$239
Afternoon Sail With the Whales from Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Afternoon Sail With the Whales from Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
5.0 (1)
from
$100

Frequently Asked Questions

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

Recent activity reviews
Phenomenal
New York City
Maui Snorkel and Sunset Sail
Mobile48050337020, Sep 2026
Phenomenal
The crew were amazing, captain Chris was a hoot and the two ladies assisting were phenomenal. We powered up into the wind to Honolua Bay to snorkel , awesome, then snorkeled two locations and had lunch waiting for us when we got out, double awesome. Then we hoisted the sails and caught a ride back to harbor on the wind. This would be amazing for family, for young and old adventurers alike.
Read more
Excellent experience....
New York City
Maui Snorkel and Sunset Sail
Mahmood_M, Aug 2026
Excellent experience....
Excellent experience. Snorkeling was for all levels of swimmer: starter, intermittent and experienced. We were able to see turtles, golden eels and lots of different fishes. Sunset was amazing.
Read more
Unbeatable Value, Incredible Staff, and Masterful Problem Solvers!
New York City
2-Tank Dive Featuring the Molokini Crater
Wander26842857894, Aug 2026
Unbeatable Value, Incredible Staff, and Masterful Problem Solvers!
I cannot recommend Pro Divers at Maui enough! I just completed my PADI Open Water Certification with them, and the entire experience was absolutely outstanding. My instructor, Benja, and the rest of the staff were incredibly helpful, kind, patient, understanding, and fun. They made learning to dive highly enjoyable and completely stress-free. On top of great instruction, their pricing is highly reasonable and easily the most competitive on the island. What impressed me was how they handled unexpected logistics. During my course, Tropical Storm Fausto hit Maui, which forced cancellations of my scheduled shore and confined water dives. Instead of letting the course be ruined, Michel stepped in and found brilliant solutions to minimize the storm's impact. Michel coordinated with an external divemaster to utilize a resort swimming pool for our confined water drills and arranged to replace my shore dives with boat dives at Molokini Crater, which was significantly protected from the storm's effects. Getting to do most of my certification training around the stunning Molokini Crater was a dream come true! Whether you are looking to get PADI certified, are already licensed, want to try a beginner discovery dive, or just want to join a trip for snorkeling, look no further than Pro Divers. They are the absolutely amazing!
Read more
5 star experience !!!!!
New York City
Maui Magic Adventure Snorkel: Molokini Crater and Turtle Stop
Susan_S, Aug 2026
5 star experience !!!!!
Fantastic !!! Not a large crowded experience. Crew were fantastic, very accommodating and kind. A definite top notch experience.
Read more
Friendly staff very...
New York City
Maui Magic Adventure Snorkel: Molokini Crater and Turtle Stop
Amy_D, Aug 2026
Friendly staff very...
Friendly staff very attentive, food was great ! Would highly recommend for families with younger children
Read more
The only Molokini tour you need!
New York City
2-Tank Dive Featuring the Molokini Crater
R9886FKalexandret, Jul 2026
The only Molokini tour you need!
This tour was fantastic from start to finish. The crew was amazing, caring, understanding, and they kept the atmosphere light with a great sense of humor!The dive conditions were incredible. We had perfect visibility and the highlight was spotting around 5 baby sharks, besides a white tip, an octopus, nudibranchs and quite a few eels. Between the tanks, the provided snacks and juice hit the spot perfectly.Everyone on board was very kind, patient and professional, making it a very special day in the water. I had a wonderful time and highly recommend this specific trip to anyone looking to dive Molokini.
Read more
Incredible experience with a master crew
New York City
3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei
alissas772, Jul 2026
Incredible experience with a master crew
We recently went out on a snorkel adventure with Maui Snorkel Charter, and it was truly an amazing time. We saw so many incredible fish species and were lucky enough to spot several turtles.A special thank you to Captain Jenn and our first mate, Sofia, who were both top-notch throughout the entire trip. They made the experience fun, educational, and safe. We had some pretty rough seas on the ride back, but Captain Jenn was a master of her craft as she handled the boat with ease and made everyone feel completely comfortable. We couldn’t have asked for a better crew. Highly recommend booking with them if you’re in Maui! #lostatlastgirls #Brad70th
Read more
Best snorkeling in Maui
New York City
Lanai Snorkel Safari Experience from Maui
O752OGchristianf, Jun 2026
Best snorkeling in Maui
We went snorkeling on lanai. The water was beautiful or refreshment were great. The employees were all super nice. We’ve done expeditions on the island and this one was by far the best. Nice clean boat, remote spots with beautiful fish my kids age 9 and 17 had a blast and so the Wife it’s a must do if you’re in Maui!
Read more
Maui diving, rocks!
New York City
2-Tank Dive K2 Power Catamaran featuring the Molokini Crater
kellyjV7168AO, Jun 2026
Maui diving, rocks!
What a day! Yani did such a great job guiding our dive and showing us all the critters hiding in the coral! My son and I had a wonderful time with the crew, who were very professional and low key. We highly recommend Pro-Divers!
Read more
Great snorkeling at Turtle Town and Red Hill
New York City
3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei
marklM1373QT, Jun 2026
Great snorkeling at Turtle Town and Red Hill
Had a great time (our second time out) with Captains Jen and Eleni. Not only did we have fun at Turtle Town (my wife’s favorite) but also Red Hill ( a location I have never been to.). The ride was smooth and pretty quick as they depart from Kīhei boat ramp. I’m hoping to squeeze in one more trip with them before we head home!
Read more
Spectacular day
New York City
Honolua Snorkel Sail from Lahaina
annakJ2499KW, Jun 2026
Spectacular day
Excellent tour, great staff, great snorkeling. We had the best day!
Read more
One of my favorite dives
New York City
2-Tank Dive K2 Power Catamaran featuring the Molokini Crater
N65LAnicoleh, May 2026
One of my favorite dives
Such a great experience!! I’ve been diving many times and this was definitely in my top favorite. Sean, Mike and Yani are awesome funny and knowledgeable with the best vibes. Learned a lot about the island and different marine life. I always get a little nervous getting back in the water after a while and am used to smaller diving groups but they put me at ease, feel safe and well guided. Yani has a great eye and pointed out so many things, captured the moments with her camera and was kind enough to email them to us. The trip had me ready to quit my job, move to Maui and work on a dive boat. Definitely recommend and would definitely return.
Read more
Kaanapali parasail
New York City
Lanai Snorkel Safari Experience from Maui
noelanil2026, May 2026
Kaanapali parasail
Absolutely amazing experience, crew was great! Will be doing again.
Read more
Great way to start our Maui vacation!!
New York City
Turtle Town Sunset Kayak & Snorkel: Wailea
Joan_E, Mar 2026
Great way to start our Maui vacation!!
We booked a whale watching kayak trip that turned into a whale watch trip with a snorkeling add-on. It caught us by surprise (with a change in time and location) but was totally worth it! Alex was a great guide—patient with a nervous snorkeler and adept at getting me back into the kayak after snorkeling. We saw whales! We saw turtles! We had a great time!!
Read more
Great way to spend the evening.
New York City
Turtle Town Sunset Kayak & Snorkel: Wailea
Lori_C, Mar 2026
Great way to spend the evening.
Beautiful calm waters for an evening kayak. Payson was so nice. We didn't see much marine life, but still great.
Read more
Up close personal coonection with humpback whales on SUP!
New York City
Private Paddleboard (SUP) Whale Watch: All Skill Levels Welcome
cathynJ1332FH, Feb 2026
Up close personal coonection with humpback whales on SUP!
I recently had the most amazing SUP whale watching tour with Peg from Paddle On Maui. Our voyage out to see humpback whales up close will be one of the most memorable experiences of my life! Peg provided awesome one-to-one guidance, and I felt safe and supported throughout the entire tour. Peg provided some super helpful coaching tips for paddle boarding on the ocean. We spotted whales a little while after moving off the shore. As we began to move towards them, Peg encouraged patience to wait for a whale to come to the surface. Her wisdom of the whales came though when she could see that they were directly below our paddle boards. She immediately handed me a mask so I could look over the side of the paddle board. I could not believe my eyes, seeing a whale floating deep below me in the clear water. (This is the advantage of going out on a SUP). A little while later, one of the whales surfaced right in front of me and swam right beside my SUP and performed a blow. It was both a little scary, but truly magical, Peg kept me calm the whole time. We watched the whales surface and dive, and Peg provided incredible videos both above and below the water.I am so grateful to have had this up-close and personal connection with humpback whales and could never have done it without booking with Paddle on Maui. I appreciated Peg's knowledge and expertise on whales; her passion for these beautiful creatures was evident. I will definitely book with Paddle On Maui in the future!!!
Read more
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