Cool Hawaii
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Groups About Contact
Start your search
Change your search
Place or activity
Select Dates

Maui Cruises, Sailing & Water Tours

132 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
97
57
22
Duration Clear
3
106
37
0
1
Price Clear
$0 $500+
Rating Clear
110
130
132
Specials Clear
131
43
1
15
0
Features Clear
1
99
106
8
85
3
Accessibility Clear
6
40
87
Families Clear
94
26
45

Maui Activities

Attractions

Guides

Calendar

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 …More

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
4.9 (1,348)
from
$77
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 …More

4.9 (701)

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
4.9 (701)
from
$197
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 …More

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
4.7 (1,603)
from
$50
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 …More

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
4.9 (690)
from
$100
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 …More

Likely to Sell Out
Likely to Sell Out
4.9 (2,732)

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
4.9 (2,732)
from
$85
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, …More

Likely to Sell Out
Likely to Sell Out
4.8 (87)

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
4.8 (87)
from
$79
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 …More

4.8 (811)

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
4.8 (811)
from
$144
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 …More

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
4.8 (573)
from
$100
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 …More

Likely to Sell Out
Likely to Sell Out
4.9 (1,543)

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
4.9 (1,543)
from
$137
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 …More

Likely to Sell Out
Likely to Sell Out
4.8 (1,026)

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
4.8 (1,026)
from
$180
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 …More

4.4 (381)

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
4.4 (381)
from
$170
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 …More

4.9 (833)

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
4.9 (833)
from
$194
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, …More

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
4.9 (1,167)
from
$109
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 …More

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
5.0 (405)
from
$131
Molokini Crater Deluxe Snorkel and Sail - Half Day Excursion

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 …More

5.0 (131)

Molokini Crater Deluxe Snorkel and Sail - Half Day Excursion

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
5.0 (131)
from
$306
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 …More

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
5.0 (715)
from
$72

Frequently Asked Questions

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

Recent activity reviews
Wonderful experience!
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
Beth_W, Sep 2026
Wonderful experience!
Great trip, the entire staff took excellent care of us. The food was good and the sunset was spectacular! Highly recommend!
Read more
Amazing and memorable!
New York City
Maui Atlantis Submarine Adventure
tonyhQ3404HB, Sep 2026
Amazing and memorable!
Amazing trip on the Maui Atlantis Submarine! The guides and crew were very knowledgeable, and our tour guide Keolani was born and raised on Maui. We were fortunate to hear her firsthand knowledge of this amazing area! We had the full submarine experience with sirens, the depth gauge and a very safe Captain! Keolani was very knowledgeable about the sea life and encouraged us to help protect the sea life and coral, with tips on how to do that. She was friendly and funny as well! Highly recommend this amazing memorable experience!
Read more
Fantastic experience
New York City
Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline
Sightsee39567690250, Sep 2026
Fantastic experience
Great experience! The operators were great and the whole experience was amazing. I felt super safe in the harness and didn’t feel worried about being in the air. Check in process was easy
Read more
Maui wowie
New York City
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
V114BTcourtneyn, Sep 2026
Maui wowie
Beautiful sunset cruise with an amazing, organized crew! Food, drinks and music were all great!
Read more
Awesome Crew experience
New York City
Maui: Original Sunset Cruise with Open Bar from Ka’anapali Beach
DayTrip765924, Sep 2026
Awesome Crew experience
Nice catamaran and cruise but what makes the cruise truly exceptional is the crew. Carrie, Brooke and a guy - forget name were the best. They made you feel very welcome and were constantly handing out and making drinks for everyone. Felt like family. Thanks again
Read more
Top notch Sunset cruise
New York City
Maui Premium Sunset Dinner Cruise from Ka’anapali Beach
B9009LFmichelles, Sep 2026
Top notch Sunset cruise
Great experience. Weather was just phenomenal. Staff was outgoing and super nice. Open bar was convenient . Food was delicious as was the on board live music. No complaints ! I would highly recommend.
Read more
Best family outing ever!
New York City
Maui Atlantis Submarine Adventure
Cameron_T, Sep 2026
Best family outing ever!
This was such a fun, amazing experience for our kids! We stayed in west Maui at the Grand Wailea, and it was well worth the drive over to Lahaina to do the Atlantis sub. The crew was incredible and went out of their way to make it so fun for our 5 and 7 year old. We saw so many fish and sharks, and it was the perfect balance of fun and educational. We would totally do this again!
Read more
The crew & owners were...
New York City
Kaanapali Beach Parasailing: Soar Above Maui’s Stunning Coastline
Lisa_V, Sep 2026
The crew & owners were...
The crew & owners were wonderful! We loved the experience. I would definitely recommend. We were up for a long time & the dip was amazing
Read more
A wonderful snorkel experience
New York City
Molokini Crater Deluxe Snorkel and Sail – Half Day Excursion
Coastal615738, Sep 2026
A wonderful snorkel experience
The crew on the Ali’i Nui was fantastic. They were informative, personable, and kind. They didn’t hesitate to help when needed. Instructions were clear and we spent an adequate amount of time in the water seeing plenty of fish and turtles! Service for drinks was quick, and the food was plentiful. I had a great experience!
Read more
Molokini fun
New York City
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
kimberlybV2234OS, Sep 2026
Molokini fun
Excellent! Molokini was fabulous and well worth the time to visit. Waterslide was fun and better than expected. Crew was awesome!!!
Read more
Great Snorkeling Adventures
New York City
Maui: Molokini Crater and Turtle Town Snorkeling From Kihei
Mary_K, Sep 2026
Great Snorkeling Adventures
Highly recommend snorkeling adventures to Molokini Crater and Turtle Town in Maui. Captain Matt’s expertise in piloting the boat along with his humor kept us entertained and engaged. 1st Lieutenant Lucia showed skill and elegance handling the chores of “dock off,” mooring & docking, along with making sure all guests were ready to jump in the water. We plan on using Makena Coast Charters again. Mahalo
Read more
Honeymoon dinner excursion
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
Robert_S, Sep 2026
Honeymoon dinner excursion
Food was amazing. Staff was totally top notch. Captain doubled as emcee for the trip and was appropriately funny without being crass. Bring a light jacket or sweater for the return to harbor. It got a bit chilly at the hight speed of return in the dark.
Read more
Perfect Maui Snorkeling Experience
New York City
Maui: Molokini Crater and Turtle Town Snorkeling From Kihei
shawnfL8433OQ, Sep 2026
Perfect Maui Snorkeling Experience
Great experience! Worth the money and the overall time of the trip 3 hours was perfect. Our tour guide was fun and engaging the entire time. Easy trip out to the crater and turtle town. Would recommend
Read more
Dolphin trip
New York City
Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching – Lahaina
Georgina_E, Sep 2026
Dolphin trip
You have to take your shoes off before going on the raft boat. We saw lots of dolphins - was wonderful. And we sat in the shade but you could sit in a sunny place.
Read more
Must do in Maui! Awesome crew
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
384gabrielaw, Sep 2026
Must do in Maui! Awesome crew
Wonderful and lovely time! The crew was so friendly and funny- all 6 of us had a blast! Great sailing and loved the onsite photographer that captured some great shots!
Read more
Great Experience
New York City
Maui Eco-Raft Tour: Eye-Level Whale or Dolphin Watching – Lahaina
Jeremy_M, Sep 2026
Great Experience
The whole experience was awesome. The crew was very entertaining and knowledgeable. They really had to work hard to find the dolphins, but they did. They stuck around a little longer just to make sure everybody had a chance to learn about the dolphins and experience the whole venture. Highly recommend this to anyone.
Read more
Maui Activities
Attractions
Guides
Calendar
View more
View more