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Maui Cruises, Sailing & Water Tours

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Maui Activities

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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 (1,604)

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 (1,604)
from
$50
From Ma'alaea Harbor: Whale Watch Cruise Aboard the Malolo

Enjoy this 2-hour guided adventure in a high-speed catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale watching …More

4.6 (78)

From Ma'alaea Harbor: Whale Watch Cruise Aboard the Malolo

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

2 hours • Free Cancellation
4.6 (78)
from
$50
From Ma'alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo

Enjoy this 2-hour guided adventure in a high-speed catamaran to watch the whales in their natural habitat. Depending on the whales’ behavior during your whale …More

4.2 (68)

From Ma'alaea Harbor: Sunset Whale Watch Tour Aboard the Malolo

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

2 hours 30 minutes • Free Cancellation
4.2 (68)
from
$50
Maui Catamaran Sunset Cocktail Cruise from Ma'alaea Harbor

Join us aboard the Malolo for drinks as we cruise gently along the Maui coastline. Sit back, relax, socialize with friends and family and take …More

3.5 (4)

Maui Catamaran Sunset Cocktail Cruise from Ma'alaea Harbor

Join us aboard the Malolo for drinks as we cruise gently along the Maui coastline. Sit back, relax, socialize with friends and family and take...

2 hours • Free Cancellation
3.5 (4)
from
$60
2-Hour Maui Whale Watch from Lahaina Harbor, Maui

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move …More

4.9 (230)

2-Hour Maui Whale Watch from Lahaina Harbor, Maui

*Hawaii Ocean Project has been one of Lahaina's favorite whale watches for over a million visitors for over 30 years!* - Stay dry and move...

2 hours • Free Cancellation
4.9 (230)
from
$70
2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

5.0 (75)

2 hour Lahaina Sunrise Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
5.0 (75)
from
$70
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
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
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 Mid Day Magic Whale Watch

Guaranteed whale sightings! Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

4.9 (46)

Maui Mid Day Magic Whale Watch

Guaranteed whale sightings! Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
4.9 (46)
from
$80
2 Hour Afternoon Lahaina Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

5.0 (105)

2 Hour Afternoon Lahaina Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
5.0 (105)
from
$80
West Maui Sunset Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow …More

5.0 (148)

West Maui Sunset Whale Watch

Guaranteed whale sightings. Our boat is newly remodeled for passenger comfort. This boat is a photographers dream, and boasts 360-degree views with plenty of elbow...

2 hours • Free Cancellation
5.0 (148)
from
$80
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
Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our …More

4.9 (41)

Unlimited Guided Snorkeling Tour for Beginners Plus

Prefer not to feel like cattle? Gabriel’s Ohana is a small family owned and operated company. We provide a quality of customer service unmatched. Our...

1 to 3 hours • Free Cancellation
4.9 (41)
from
$85
HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

Simply the best whale watch in Maui! Hop aboard Maui's newest and only custom built Super Raft for an exciting up close whale watch adventure. …More

Likely to Sell Out
Likely to Sell Out
5.0 (149)

HIGH QUALITY Whale Watch Adventure Aboard Luxury Super Raft

Simply the best whale watch in Maui! Hop aboard Maui's newest and only custom built Super Raft for an exciting up close whale watch adventure....

1 hour 45 minutes • Free Cancellation
5.0 (149)
from
$95
Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard …More

Likely to Sell Out
Likely to Sell Out
4.9 (269)

Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui

The only Semi-Private Snorkel Raft Tours on Maui, making it the closest you can get to a private charter experience. With 3 certified lifeguards onboard...

5 hours • Free Cancellation
4.9 (269)
from
$97

Frequently Asked Questions

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

Recent activity reviews
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
Excellent boat ride
New York City
Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui
F5434AOdavidd, Sep 2026
Excellent boat ride
Thanks captain Jack and B for a great time. Dolphins all over the place and lot's of info about islands. Love the humor that captain Jack uses in almost every story! Highly recommended
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
Awesome Ride
New York City
Lanai Eco-Raft Snorkel & Dolphin Watch Small Group Tour from Maui
29jeanner, Sep 2026
Awesome Ride
Well worth it! We saw a lot of dolphins. The crew was great and welcoming. Can’t recommend them enough.
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
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
Unlimited guided snorkeling was a 5 star experience
New York City
Unlimited Guided Snorkeling Tour for Beginners Plus
Tina_S, Aug 2026
Unlimited guided snorkeling was a 5 star experience
This was the best one on one with Gabriel Ohana ! Directions on where to meet up was easy . We pulled up next to ocean in calm waters a went out the farthest my husband and myself have ever been out in the ocean . We saw a turtle some small fish an eel and Gabriel brought up a starfish crawler an C urgent from the bottom . It was safe and wow the reefs he took us around was amazing !
Read more
Very professional and great communication
New York City
Unlimited Guided Snorkeling Tour for Beginners Plus
Casey_S, Jul 2026
Very professional and great communication
Very professional company. Excellent communication. The conditions weren’t good on our scheduled day. We received a text with an option to rebook or obtain a refund. We will definitely be rebooking with Gabriel’s Ohana next time we’re on Maui.
Read more
Amazing!!
New York City
Maui Whale Watching Tour Aboard the Quicksilver From Maalaea
Amanda_H, Jul 2026
Amazing!!
Most amazing experience ever! We went at the end of Janurary and the whales were super active. Our tour guide was amazing! I couldn't recommend this excursion more!
Read more
Arrive early so you can...
New York City
Maui Catamaran Sunset Cocktail Cruise from Ma’alaea Harbor
Daniel_A, Jul 2026
Arrive early so you can...
Arrive early so you can get good seats up front. The kids had a great time, good pictures, fun experience.Very friendly crew and solid beverage options.
Read more
We saw multiple cow calf...
New York City
Maui Whale Watching Tour Aboard the Quicksilver From Maalaea
David_R, Jun 2026
We saw multiple cow calf...
We saw multiple cow calf pairs on our trip. A must do experience. Crew was excellent. Might be an issue if you are prone to motion sickness.
Read more
So many whales!
New York City
2 hour Lahaina Sunrise Whale Watch
Catherine_K, Jun 2026
So many whales!
This was such a fun morning! It was raining and cold but the girls were still so positive and fun! You can tell they’re passionate about what they do and love it
Read more
What a great afternoon
New York City
Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina
Shane_M, Jun 2026
What a great afternoon
We saw whales up close within 5 minutes of leaving the dock! Our guides were amazing and answered every question we had. Definitely bring some beer along for the cruise!!
Read more
Incredible and awe-inspiring
New York City
Whale Watching Maui: 2-Hour Small Group Raft Tour from Lahaina
Schrep10, May 2026
Incredible and awe-inspiring
We had an incredible time and saw so many whales! Bulls, mothers, and calves. It was so awe-inspiring to be right in the middle of these beautiful and powerful creatures and feel their joy and wonder as they leaped out of the water! The crew were very knowledgable and friendly and we loved being on a smaller boat very close to the water with a smaller amount of people. We will definitely come back and do this again in the future.
Read more
Amazing whale encounters!
New York City
2 Hour Afternoon Lahaina Whale Watch
J8876ZVandyw, May 2026
Amazing whale encounters!
James and Mindy provided us with an amazing whale watch. They knew when to stick around and when to go to the next spot. They provided listening to whale songs and talked about whale identification and tracking. The boat was stable and the views were excellent from the back. As an extra bonus Mindy shared go-pro footage of the whales from out watch.
Read more
Bucket list
New York City
Maui: Ultimate Whale Watch from Lahaina
Raina_G, May 2026
Bucket list
This is one of my bucket list things to do. The guides were amazing, and we got to hear the whales under water and then they found us a momma and calf which folks don't get to see as often. We didn't get to see any come out of the water up close, but we get see some in the distance. It is something I would 10000% suggest someone doing and this company was the best!
Read more
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