Maui Cruises, Sailing & Water Tours

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Maui Activities

Attractions

Guides

Calendar

Morning Whale Watching Tour in Maui with Continental Breakfast
5.0 (4)

Morning Whale Watching Tour in Maui with Continental Breakfast

From December 15 to April 15, enjoy a morning whale watching adventure in Maui, where you can witness majestic humpback whales in their natural habitat....

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$115
Makena-Wailea Explorer Trip in Maui
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 hours • Free Cancellation
4 hours • Free Cancellation
4.6 (63)
from
$115
'Alihilani Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (191)

'Alihilani Lahaina Sunset Sail

We pride ourselves on sailing, so enjoy the natural sounds as we turn of our motors and raise our sails. Our spacious catamarans make for...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (191)
from
$117
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
4.9 (229)

Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (229)
from
$118
Kayak and Snorkel: Maui West Shore
Likely to Sell Out
Likely to Sell Out
4.7 (101)

Kayak and Snorkel: Maui West Shore

Go kayak paddling and snorkeling in the pristine waters of Maui's beautiful West Shore. Small groups with personal care. This is a convenient Kayaking/snorkeling tour...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (101)
from
$119
South Shore Turtle Kayak and Snorkel Experience
4.9 (183)

South Shore Turtle Kayak and Snorkel Experience

In the morning, the guide will lead you on a leisurely paddle through Makena Bay along its beautiful coastline with views of Molokini and Haleakala...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.9 (183)
from
$119
2-Hour Molokini Guaranteed Snorkel Trip from Maui
4.9 (921)

2-Hour Molokini Guaranteed Snorkel Trip from Maui

Trip Highlights - 15 minute boat ride to Molokini - Snorkel the crystal clear waters of Molokini crater, Maui's 1st Snorkeling destination - Small group...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (921)
from
$119
Luxury Catamaran Whale Watch
4.9 (90)

Luxury Catamaran Whale Watch

From December through April, the waters off Maui come alive with the sights and sounds of the majestic humpback whales, and there’s no better way...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (90)
from
$119
Turtle Town Sunset Kayak & Snorkel: Wailea
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
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (5)
from
$119
Maui: Turtle Reef Kayak Tour of Makena
4.9 (326)

Maui: Turtle Reef Kayak Tour of Makena

This fun and educational Maui kayaking tour starts at Makena Landing and paddles around the bay area. The calm, clear ocean is perfect for various...

2 hours 45 minutes • Free Cancellation
2 hours 45 minutes • Free Cancellation
2 hours 45 minutes • Free Cancellation
4.9 (326)
from
$121
Maui Turtle Snorkel & Sail with Lunch & Open Bar
4.8 (41)

Maui Turtle Snorkel & Sail with Lunch & Open Bar

This sailing experience blends adventure and tranquility against a backdrop of Maui’s pristine landscapes. Arrive at Coral Gardens, a sheltered snorkeling haven with calm, crystal-clear...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (41)
from
$122
West Side Discovery Kayak & Snorkel Tour
3.8 (4)

West Side Discovery Kayak & Snorkel Tour

Soak up the beauty and colors of the Hawaiian landscape on a Maui snorkeling trip along the shoreline of Olowalu, one of Maui's biggest reef...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
3.8 (4)
from
$124
VIP (12 Guests ONLY) Ultimate Whale Watch
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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (225)
from
$125
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Likely to Sell Out
Likely to Sell Out
4.9 (102)

FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach

Guaranteed to spot the majestic whales and hear them sing or your money back! Experience the awe-inspiring beauty of West Maui’s coastal waters on your...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (102)
from
$129
Maui Snorkel and Sunset Sail
4.8 (13)

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 hours • Free Cancellation
4 hours • Free Cancellation
4.8 (13)
from
$130
Water Bike Tour in South Maui
5.0 (405)

Water Bike Tour in South Maui

This is the newest attraction tour in Maui, Hawaii. Our water bikes are rare around the world and we are the only water bike tours...

1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (405)
from
$131

Frequently Asked Questions

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

Recent activity reviews
The Best
New York City
‘Alihilani Lahaina Sunset Sail
Q8145XYangelinag, Sep 2026
The Best
Crew is great!! Had a great time!!
Read more
SAFE and FUN!
New York City
2-Hour Molokini Guaranteed Snorkel Trip from Maui
W9115KJlaylaa, Sep 2026
SAFE and FUN!
Robbie was a great guide! What I appreciated most about my experience was the safety briefing before actually stepping into the water! He thoroughly explained to all of us how to relax and breathe while in the water. He made sure we knew how the snorkel functioned and made sure we actually knew how to swim while using before we swam further from the shore! Even with those swimmers who were not fully confident with the snorkel he stayed with them to ensure their safety. Truly an overall very safe experience and would definitely book with them again when in Hawaii. THANKS ROBBIE! 🙏🏼
Read more
Had a really good time!...
New York City
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
Amey_S, Sep 2026
Had a really good time!...
Had a really good time! Our guide was amazing and had lots of good information and made the kayaking experience calm and relaxing!
Read more
Perfect way to enjoy the water without getting in it!
New York City
Water Bike Tour in South Maui
Bridgette_T, Sep 2026
Perfect way to enjoy the water without getting in it!
Super friendly guides! We chose this activity because my son has a broken wrist and it was the perfect light activity with high rewards. We went the 1st week of Sept and there was little sea life aside from 2 turtles but gorgeous day and beautiful ocean views. Great conversations with our guides! Thoroughly enjoyed it. We’ll be back.
Read more
Great experience! The...
New York City
2-Hour Molokini Guaranteed Snorkel Trip from Maui
Alexandra_S, Sep 2026
Great experience! The...
Great experience! The water was a bit choppy but the tour guides warned us before we left and offered a refund or to re-book the participants who weren’t comfortable with the weather/water conditions. It was a fun excursion!
Read more
Makena kayak and snorkel tour
New York City
Kayak and Snorkel: Maui West Shore
joelaI1580PE, Sep 2026
Makena kayak and snorkel tour
Excellent tour and guide with Tyler
Read more
Captain Kevin and his...
New York City
‘Alihilani Lahaina Sunset Sail
Michelle_B, Sep 2026
Captain Kevin and his...
Captain Kevin and his crew were awesome! We were fortunate to have a small group of passengers so we received customer service at its finest. Calm and peaceful sail to start our vacation in Maui.
Read more
Great Day on the Bay
New York City
Water Bike Tour in South Maui
GWBridgeNewYork, Sep 2026
Great Day on the Bay
Very enjoyable tour. Family run business between three brothers in their 50's (my wife and I are also in our 50's so we enjoyed chatting with them about growing up in the 80's and 90's). I emailed with one of the brothers (Coul) to change our day because we were concerned about the chance of rough surf from the offshore remnants of Huricane Lala and it was no problem, everything quickly done with an email. Had a great morning pedaling around out on the bay. Went snorkeling later in the location recommended by the guide. Saw lots of fish.
Read more
Great time
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
lindsaycU7675QC, Aug 2026
Great time
Excellent experience! The crew was great
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
Snorkeling with turtles and BBQ dinner
New York City
Maui Snorkel and Sunset Sail
500michelem, Aug 2026
Snorkeling with turtles and BBQ dinner
Beautiful tour in a magnificent place. The bay where we went snorkeling was beautiful, the boat very clean and the food in line with expectations. Captain and crew were super welcoming, with lots of explanations, and they made it an excellent boat trip.
Read more
So many turtles you don’t know where to look
New York City
Maui: Turtle Reef Kayak Tour of Makena
Cincy45209, Aug 2026
So many turtles you don’t know where to look
Absolutely a fantastic kayaking and snorkeling experience for the whole family. Our girls , 10 and 11 along with my husband and I made sure that this tour was on our list of things to do based on our experience 3 years ago. Our guide Miah who was the dad of our previous guide made the morning fun and we had a great time all around. There were so many turtles at one point, I didn’t know where to look. Such a great morning to spend on the ocean with a great company. We had the option to purchase a great package of photos from our trip and they are the highlight of the week. Looking forward to when we return. Book this trip - you won’t be disappointed.
Read more
GREAT EXPERIENCE!!!
New York City
Maui Turtle Snorkel & Sail with Lunch & Open Bar
U6239KDmelissam, Jul 2026
GREAT EXPERIENCE!!!
On time meetup, attentive team, good food, decent drinks and beautiful spots for snorkeling. Boat is a perfect size for families and couples.
Read more
Relaxing and exhilarating day on the road to Hana modified.
New York City
VIP (12 Guests ONLY) Ultimate Whale Watch
LisaHoyle7806, Jul 2026
Relaxing and exhilarating day on the road to Hana modified.
We spent a fantastic day seeing parts of Maui with a wonderful guide who tailored the trip to us. This was during the historic rainfalls and unable to complete the road to Hana due to closed roads. We saw beautiful landscapes-and waterfalls ate at a gorgeous distillery with breathtaking views .
Read more
First time Kayak and Snorkelers and it was AMAZING!
New York City
Kayak and Snorkel: Maui West Shore
Jordan U, Jun 2026
First time Kayak and Snorkelers and it was AMAZING!
Best experience for the family! We were all first time kayak and snorkelers and the experience was everything we wanted! Our tour guide, Tyler was super knowledgeable about some of the history behind the caves and coral we saw. He was patient and showed us everything we needed to be successful and he made sure our experience was special! I’d definitely recommend and would go again if we’re back this way!
Read more
Great trip for anyone! Loads of turtles! Lots of fun and just the right amount of time!
New York City
South Shore Turtle Kayak and Snorkel Experience
Lisa_M, Jun 2026
Great trip for anyone! Loads of turtles! Lots of fun and just the right amount of time!
This is a great trip! Tyler was the best guide. Park in the Makena parking lot and then walk up the road and you’ll see all the tour guides there. There are a few different tours going on in the same area, all small groups of 10 or less. This is way better than the big boat tour. Our guide,Tyler, told us all sorts of stuff about the island and he checked on each of the 9 of us. We stopped in two spots and saw so many turtles! They are everywhere! We had to paddle backward so we wouldn’t bump into o them.
Read more
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