Maui Cruises, Sailing & Water Tours

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Maui Activities

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Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach
4.9 (72)

Maui South Shore Premier Kayak and Snorkel Tour from Makena Beach

The Maui South Shore Kayak and Snorkel Tour combines an enjoyable lengthy paddle along the beautiful Makena coastline with a snorkeling adventure of a lifetime!...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (72)
from
$151
Kayak Whale Watch & Turtle Town Snorkel - Free Photos Included
5.0 (66)

Kayak Whale Watch & Turtle Town Snorkel - Free Photos Included

This is an intimate, owner-operated expedition led by a guide with over 10+ years of experience on Maui waters. Unlike the large harbor boats with...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (66)
from
$150
Whale Watch and Scenic Tour from Kayak
4.7 (17)

Whale Watch and Scenic Tour from Kayak

This kayak tour is the MOST unique & special way to see the whales, the gorgeous West Maui coastline & ocean wildlife. Get ready to...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.7 (17)
from
$150
Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
4.6 (644)

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

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (644)
from
$150
Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter
Likely to Sell Out
Likely to Sell Out
4.9 (944)

Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter

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...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.9 (944)
from
$149
Exceptional Maui Whale Watch
5.0 (4)

Exceptional Maui Whale Watch

Spend more time with the whales, on our 2 1/2 hour whale watch, aboard Maui's ONLY air conditioned, luxury power catamaran. We are a family...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (4)
from
$148
Deluxe Whale Watching Sail on Maui
Likely to Sell Out
Likely to Sell Out
4.8 (60)

Deluxe Whale Watching Sail on Maui

This special three-hour informative and fun whalewatch is led by a team of Pacific Whale Foundation’s certified Marine Naturalists and Marine Biologists, who explain and...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (60)
from
$148
Whale Watch and Turtles Snorkel
4.9 (126)

Whale Watch and Turtles Snorkel

Photograph your life-long memories from our spacious and stable yacht; with nearly 3000 square feet of deck space, guests are treated to our first-class service,...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (126)
from
$147
Maui Atlantis Submarine Adventure
4.8 (797)

Maui Atlantis Submarine Adventure

All riders must be 36 inches or taller to participate/ride submarine. Dive 100 feet below the surface and experience Maui’s marine treasures off beautiful Lahaina...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (797)
from
$144
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
4.8 (33)

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
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.8 (33)
from
$143
Maui: Ka'anapali Luxury Sunset Cocktail Sail with Open Bar
Likely to Sell Out
Likely to Sell Out
4.6 (78)

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

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
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (78)
from
$142
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
4.4 (791)

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

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (791)
from
$140
3 Hour Turtle Town Snorkel and Whale Watch Tour in Kihei
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
3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (15)
from
$139
Kayak and Snorkeling Tour-Olowalu Maui
5.0 (19)

Kayak and Snorkeling Tour-Olowalu Maui

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (19)
from
$139
Maui Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.8 (210)

Maui Sunset Sail

Enjoy tantalizing pupus (appetizers) and island-style music against the backdrop of a stunning sunset over the Pacific Ocean.This relaxing cruise is aboard our luxury sailing...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (210)
from
$138
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
4.9 (1,519)

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

Part of the reason Maui has been so popular year after year is due to the breathtaking sunsets. Sure you could just watch from the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (1,519)
from
$137

Frequently Asked Questions

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

Recent activity reviews
Best activity in Maui
New York City
Maui Atlantis Submarine Adventure
Michael_M, Sep 2026
Best activity in Maui
I was impressed by how friendly and knowledgable the team was! The whole experience was the best thing I did in Maui, the boat trip to the submarine had the best scenes, the guide was funny and knew everything, the submarine tour was a great experience especially watching the fish and sunken ship. I would do it again and gain
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
Maui Sunset Sail from Lahaina
New York City
Maui Sunset Sail
F6516QAlarryf, Sep 2026
Maui Sunset Sail from Lahaina
Friendly crew. Sunset and rainbows were awesome. We've been on PacWhale sailings before and will go again. The cause is wonderful and the price is fair. We saw a wonderful sunset and multiple rainbows above Maui.
Read more
This was definitely the...
New York City
Maui Atlantis Submarine Adventure
Leann_B, Sep 2026
This was definitely the...
This was definitely the highlight of our vacation. Such a cool experience. The crew members were all great and we were able to see all kinds of marine life including sharks, a stingray, eel, several sea stars….and a sunken ship! Would highly recommend 😊
Read more
Windy but wonderful
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Raymond_S, Sep 2026
Windy but wonderful
The food was great. We all had different things and everyone had great things to say about their food. (Have the ribs) The servers were very attentive and the drinks were strong and yet tasty!
Read more
Excellent snorkel trip!
New York City
Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter
Stacey_M, Sep 2026
Excellent snorkel trip!
Jill and Lexi were amazing hosts and guides. We loved our time with them. Very knowledgeable and lots of wildlife. Weather was extremely windy but they still found us great spots to snorkel.
Read more
Sunset Cruise
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Janet_S, Sep 2026
Sunset Cruise
Staff was very friendly and always on the ready. Seeing the sunset while having my prime rib was great. Food and drinks were good.
Read more
Awesome time, definitely going again
New York City
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
Y7011RBhaileyc, Sep 2026
Awesome time, definitely going again
Had a blast, crew was so nice on and off the boat and they really made the experience worth while!
Read more
Dolphins and turtles !!!!
New York City
Ultimate 4 Hour Lanai Snorkel and Dolphin Encounter
Kaitlin_F, Aug 2026
Dolphins and turtles !!!!
Jill and Lexi were amazing crew. Very safe and informative, great tour!! We saw dolphins almost immediately
Read more
You might get a little wet
New York City
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
CLALEX_11, Aug 2026
You might get a little wet
The crew was attentive to our needs—they didn’t skimp on food or drinks. The beach loading was a blast, and we snagged a couple of bean bags on the front net and it was the perfect spot to ride. We’ve done a bigger catamaran sunset cruise in Maui before, and that was fantastic too, but we really enjoyed this smaller boat and crew. It felt more personal, and honestly, you can’t go wrong with either.
Read more
Beautiful 1st wedding anniversary celebration
New York City
Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar
Eleanor_M, Aug 2026
Beautiful 1st wedding anniversary celebration
We were trying to find a perfect way to celebrate our 1st wedding anniversary and this went above and beyond
Read more
Owen, Anna, and Nick were...
New York City
Maui: Ka’anapali Luxury Sunset Cocktail Sail with Open Bar
Breanne_N, Aug 2026
Owen, Anna, and Nick were...
Owen, Anna, and Nick were the best! Such a fun trip and a great experience. 10/10! Thank you! We had a blast.
Read more
A great afternoon activity.
New York City
Four Winds Maui Afternoon Snorkel Tour to Coral Gardens
NCfamilytraveler, Aug 2026
A great afternoon activity.
If you are not an early-morning person, then book this shorter afternoon tour instead.The boat was clean. The crew was friendly and helpful.The non-swimmers enjoyed seeing fish through the glass panels at the bottom of the boat.The taco bar was delicious.
Read more
Very pleasurable experience.
New York City
Maui Sunset Sail
dalejQ363DG, Jul 2026
Very pleasurable experience.
Friendly staff, great ride, supporting a good cause!
Read more
What a fun and relaxing...
New York City
From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Italo_T, Jul 2026
What a fun and relaxing...
What a fun and relaxing dinner. The crew and atmosphere were amazing. The live music and food made this a perfect evening
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
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