Maui Cruises, Sailing & Water Tours

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Maui Activities

Attractions

Guides

Calendar

Maui: Ultimate Whale Watch from Lahaina
Likely to Sell Out
Likely to Sell Out
4.9 (1,348)

Maui: Ultimate Whale Watch from Lahaina

Our most popular Ultimate Whale Watch experience! small groups make every seat a front row seat as you enjoy whale watching and educational talks from...

105 to 130 minutes • Free Cancellation
105 to 130 minutes • Free Cancellation
105 to 130 minutes • Free Cancellation
4.9 (1,348)
from
$77
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
4.9 (699)

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Our highly rated crew is known for customer service. We orchestrate a fun and relaxed vibe, made possible due to our small group experience. Our...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.9 (699)
from
$197
Maui Whale Watching Tour Aboard the Quicksilver From Maalaea
4.7 (1,603)

Maui Whale Watching Tour Aboard the Quicksilver From Maalaea

Enjoy this 2-hour guided adventure on a double-deck power catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.7 (1,603)
from
$50
Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina
Likely to Sell Out
Likely to Sell Out
4.9 (2,727)

Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching - Lahaina

Eye-level whale watching (or summer time dolphin watching) onboard our low-to-water small group zodiac rafts. Native Hawaiian owned and voted Cool Hawaiis Traveler's Choice, Hawaii...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (2,727)
from
$85
Guaranteed Whale-Watching Tour by Raft from Kihei, Maui
4.9 (690)

Guaranteed Whale-Watching Tour by Raft from Kihei, Maui

Enjoy a prime opportunity to see humpback whales as they migrate through Hawaiian waters from Alaska between December and May. Setting out from Kihei, cruise...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (690)
from
$100
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
Whale Watching from Ma'alaea Harbor
4.8 (573)

Whale Watching from Ma'alaea Harbor

Experience Maui's top-rated whale watch with the experts departing from Ma'alaea Harbor. These informative and fun two-hour whale watches are led by a team of...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (573)
from
$100
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Likely to Sell Out
Likely to Sell Out
4.8 (1,011)

Maui Premium Sunset Dinner Cruise from Ka’anapali Beach

Sea Maui’s Sunset Dinner Cruise is our premium dining & Sunset experience. Leave behind the hustle and bustle of the land when you're welcomed onboard...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (1,011)
from
$180
Award-winning Dinner Cruise: Four Course Dining Experience
Likely to Sell Out
Likely to Sell Out
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
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.4 (379)
from
$170
Maui: Molokini Crater and Turtle Town Snorkeling From Kihei
4.9 (830)

Maui: Molokini Crater and Turtle Town Snorkeling From Kihei

Enjoy our brand new "2025 Model" vessel. Maui's newest raft boat. Comfortable seating and shade area for everyone. Beat the crowds and tick off both Molokini Crater...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (830)
from
$194
Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline
Likely to Sell Out
Likely to Sell Out
4.8 (78)

Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline

Experience stunning aerial views of Maui’s pristine coastline, lush landscapes, and turquoise waters from the comfort of your harness. Launch from the beautiful Kaanapali Beach,...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
4.8 (78)
from
$79
Half-Day Deluxe Molokini Snorkel Excursion in Maui
5.0 (130)

Half-Day Deluxe Molokini Snorkel Excursion in Maui

Begin your morning with a chef-prepared buffet breakfast as we cruise to Molokini Crater, a world-renowned marine preserve home to over 400 species of tropical...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
5.0 (130)
from
$249
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
WHALES GUARANTEED Maui Whale Watching Makai Adventures
4.9 (1,167)

WHALES GUARANTEED Maui Whale Watching Makai Adventures

Our boat is really what sets us apart from other companies- we have a fast, fun and comfortable boat where everyone gets a cushioned seat,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (1,167)
from
$109
Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina
Likely to Sell Out
Likely to Sell Out
5.0 (715)

Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina

Our small group, 2-hour whale watching tours offer an intimate experience that larger boats can’t match. Departing from Mala Ramp in Lahaina, we visit the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (715)
from
$72
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 day ever!
New York City
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Alexis_N, Sep 2026
The best day ever!
So much fun! We’ve never been snorkeling before and we’re so glad we did this. The entire crew was funny and so kind! We had around 20 people in total… about 5 people who couldn’t swim, a couple kids, older adults and young adults and the way the crew was able to ensure everyone on board had the safety measures they needed to have a good time was astounding to me. Floating devices, noodles, snorkel gear, boogie boards.. etc. They had reef safe sunscreen, drinks, chips, and all the gear you’d need. They even had goggles with a -7 prescription for my *basically* blind husband. One crew member had a camera to take pics of you snorkeling underwater which was SO COOL. We ended up buying our entire gallery lol (reasonably priced too!). Overall we would totally do this trip again. The worst part about It was waking up early, but let me tell you SOOO worth It in the end.
Read more
Best captain and crew in Maui
New York City
Half-Day Deluxe Molokini Snorkel Excursion in Maui
Ratherbeatthelake, Sep 2026
Best captain and crew in Maui
We LOVED our day on Ali’i Nui catamaran. The snorkel trip to Molokini Crater was fabulous. Could see for 100ft clear water. All of staff were super friendly and helpful. Loved having a female captain. Jordan was awesome as was all of her crew. Food and drinks were great. We will definitely book with them again when we are in Maui.
Read more
A great day on the snorkel excursion on the Alii Nui.
New York City
Half-Day Deluxe Molokini Snorkel Excursion in Maui
NorthStar59747283016, Sep 2026
A great day on the snorkel excursion on the Alii Nui.
This is our second time on this particular excursion, and the crew and the boat are fantastic. The initial stop was too murky to be able to really snorkel, so we sailed straight over to Molokini and got some extra time in the water.If you're thinking about doing a snorkeling trip on Maui, I can't recommend this more.
Read more
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
Super Fun
New York City
Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline
Adam_R, Sep 2026
Super Fun
The crew on the beach and on the boat were very friendly and helpful. The parasailing was fantastic.
Read more
Beautiful day out at sea!
New York City
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
Rachael_R, Sep 2026
Beautiful day out at sea!
We had the best time on the boat! Very informative crew, like the best I’ve ever experienced! I’ve snorkeled prob over 30 times and felt very safe and well informed with this crew! Hilarious captain and VERY helpful, STRONG, awesome crew of women!
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
SeaMaui dinner cruise
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
joelaI1580PE, Sep 2026
SeaMaui dinner cruise
Great time. Helpful crew. Good food. Amazing sunset.
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
Just do it!
New York City
Maui: Molokini Crater and Turtle Town Snorkeling From Kihei
Tanja_F, Sep 2026
Just do it!
Excellent experience! I've never snorkeled before, but Lucia and Matt made sure I knew what to expect, AND they had prescription goggles for people blind like me! That was so appreciated! We got the bonus with the dolphins 🐬 showing off for us too as we left the turtles!
Read more
Great experience
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.”
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
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
Sunset Sailing
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Relax628076, Sep 2026
Sunset Sailing
This was such a wonderful experience! The dinner was great and the crew was even better! We took my almost 3 year old and she had such a wonderful time. The captain let her steer and made her feel so included. We had the best time and would highly recommend!
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
Best Parasail Company in Lahaina
New York City
Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline
Mapuana_U, Aug 2026
Best Parasail Company in Lahaina
Everyone was amazing! I live in Wahikuli and always watched them go by and my partner came from Colorado and I finally had the opportunity to play tourist. It was so much fun, I can't wait to do it again.
Read more
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