Maui Luxury & Special Occasions

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Maui Activities

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Whalewatch Sail from Lahaina
4.8 (85)

Whalewatch Sail from Lahaina

Experience Maui's top-rated whalewatch with the experts on Maui's newest, eco-friendly sailing catamaran, that offers maximum space and comfort with optimum viewing. Each informative and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.8 (85)
from
$112
Akialoa Mā’alaea Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (32)

Akialoa Mā’alaea Sunset Sail

Witness the stunning sunsets of Maui from the comfort of a luxury sailing catamaran. The Akialoa Sunset Sail offers a two-hour journey through the picturesque...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (32)
from
$108
Paragon Lahaina Sunset Sail
Likely to Sell Out
Likely to Sell Out
5.0 (30)

Paragon Lahaina Sunset Sail

Join us aboard our flagship sailing catamaran, Paragon, for an unforgettable Maui sunset sail from Lahaina Harbor. Enjoy the afternoon hours at sea in the...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (30)
from
$102
Midday Whale Watch: Mā’alaea Harbor
Likely to Sell Out
Likely to Sell Out
4.9 (103)

Midday Whale Watch: Mā’alaea Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (103)
from
$100
Morning Whale Watch: Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
4.9 (29)

Morning Whale Watch: Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (29)
from
$100
Afternoon Sail With the Whales from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
5.0 (1)

Afternoon Sail With the Whales from Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$100
Midmorning Whale Watch from Lahaina Harbor
Likely to Sell Out
Likely to Sell Out
4.5 (2)

Midmorning Whale Watch from Lahaina Harbor

Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii,...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.5 (2)
from
$100
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
Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour and Tasting
4.8 (1,248)

Lahaina: Maui Ku'ia Estate Guided Cacao Farm Tour and Tasting

Visit our 20-acre cacao farm in Lahaina to learn how we produce our award-winning chocolate. From farm to bar, we will guide you through the...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (1,248)
from
$99
Maui Pineapple Farm Tour in Haliimaile
4.8 (3,049)

Maui Pineapple Farm Tour in Haliimaile

We welcome you to the one and only Maui Pineapple Tour! Situated in the historic town of Hali'imaile, this unique tour offers an insiders look...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.8 (3,049)
from
$99
Fun! Open-Air Banyan Tree Forest & Blowhole Sight-Seeing MauiTour
Likely to Sell Out
Likely to Sell Out
4.9 (244)

Fun! Open-Air Banyan Tree Forest & Blowhole Sight-Seeing MauiTour

Hop aboard one of our breezy open-air vehicles for an adventurous sight-seeing ride through West Maui’s most iconic spots! Journey through the wild beauty on...

2 hours 15 minutes • Free Cancellation
2 hours 15 minutes • Free Cancellation
2 hours 15 minutes • Free Cancellation
4.9 (244)
from
$99
West Maui Herbal Tea and Tropical Fruit Tasting Tour
Likely to Sell Out
Likely to Sell Out
5.0 (4)

West Maui Herbal Tea and Tropical Fruit Tasting Tour

Discover Hawaii’s agricultural treasures on a guided Herbal Tea and Tropical Fruit Tasting Tour at Maui Dragonfruit Farm. This family-friendly, 1.5 hour experience offers a...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (4)
from
$89
Unlimited Guided Snorkeling Tour for Beginners Plus
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
1 to 3 hours • Free Cancellation
1 to 3 hours • Free Cancellation
4.9 (41)
from
$85
Maui Vanilla Farm Tour Discover Organic Farming and Tasting
Likely to Sell Out
Likely to Sell Out
5.0 (19)

Maui Vanilla Farm Tour Discover Organic Farming and Tasting

Explore the lush landscape of Maui Vanilla Farm and immerse yourself in the art of organic farming. Learn about the unique vanilla cultivation process, from...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (19)
from
$85
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
Taste of Hawaii: A Maui Farm Tour
4.9 (171)

Taste of Hawaii: A Maui Farm Tour

Experience the vibrant heritage of Maui with our immersive Tasting Tour! Nestled in the heart of the island, our farm offers a unique opportunity to...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
4.9 (171)
from
$75

Frequently Asked Questions

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

Recent activity reviews
Pineapple
New York City
Maui Pineapple Farm Tour in Haliimaile
nabeelaz, Sep 2026
Pineapple
Pineapple was amazing. You can take some home!! The operation is done by not many farmers clinging to an older way of life
Read more
Awesome
New York City
Akialoa Mā’alaea Sunset Sail
D_G, Sep 2026
Awesome
Our sailing trip was truly unforgettable. The breathtaking views made every moment special, and the exceptional customer service added a personal touch that enhanced our experience. The serene atmosphere allowed us to fully relax and enjoy the beauty of the surroundings. We would absolutely do it again and highly recommend it to anyone looking for a peaceful getaway on the water!
Read more
Very interesting experience.
New York City
Lahaina: Maui Ku’ia Estate Guided Cacao Farm Tour and Tasting
U5775CYmarkh, Sep 2026
Very interesting experience.
Our guide Ty did an excellent job explaining the cocoa growing process. He was extremely knowledgeable and friendly. We appreciated all his back stories and experiences.
Read more
Interesting
New York City
Lahaina: Maui Ku’ia Estate Guided Cacao Farm Tour and Tasting
dollyz421, Sep 2026
Interesting
It was fun to see how the cacoa pods grow and are harvested! Plus delicious chocolate!
Read more
Great vibes,...
New York City
Akialoa Mā’alaea Sunset Sail
John_B, Sep 2026
Great vibes,...
Great vibes, drinks/snacks, and crew! Crew was very welcoming and responsive during the entire trip. Would definitely do again!
Read more
Great tour!!
New York City
Maui Pineapple Farm Tour in Haliimaile
ruthvH2034LQ, Sep 2026
Great tour!!
What a great way to start off our trip to Hawaii!! We so enjoyed the entire experience - from seeing how they float the pineapples to see if they are good, to hear about the history of pineapples on the island, to go out into the fields . . . . and then to sample a couple of pineapples right from the field! Our guide did an outstanding job explaining everything to us! We went home after the tour with five pineapples . . . . so we had to head to the ABC Store to buy a knife to cut the pineapples in the hotel. My only recommendation would be to do this tour early in your stay - so you can get all of your pineapples eaten and don't have to take them on the airplane as a personal item :-)
Read more
Highly Recommend!
New York City
Fun! Open-Air Banyan Tree Forest & Blowhole Sight-Seeing MauiTour
R2314DUsarahc, Sep 2026
Highly Recommend!
Highly recommend this tour! Such an incredible way to experience the island, learn some history, and see some amazing views!
Read more
Great Sunset Cruise
New York City
Paragon Lahaina Sunset Sail
debetta2, Sep 2026
Great Sunset Cruise
The meeting spot was a parking lot, which was fine. The cruise was excellent. The crew made the cruise that much better, they were awesome and couldn't do enough to help everyone. The food was good and the drinks were great.
Read more
Great time
New York City
Fun! Open-Air Banyan Tree Forest & Blowhole Sight-Seeing MauiTour
Nancy_K, Sep 2026
Great time
Jim was our driver. Great guy and lots of fun. Even though we ran into some wind and rain he had rain ponchos for us. Would definitely recommend this tour.
Read more
Getting Back to Lahaina
New York City
Paragon Lahaina Sunset Sail
turnbullstudios, Aug 2026
Getting Back to Lahaina
The trip was amazing and so fun to share with other locals. Thank you Maui Sail for giving back to the community and launching the boats out of Lahaina Harbor. It was an emotional trip. Mahalo Nui Loa.
Read more
Very informative and the...
New York City
Maui Vanilla Farm Tour Discover Organic Farming and Tasting
Ronald_C, Aug 2026
Very informative and the...
Very informative and the host Saylor was the best host on any tour I have every been on. Such a great host and knew what talking about.
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
Excellent family-friendly tour with hands on experiences and food tasting!
New York City
Maui Vanilla Farm Tour Discover Organic Farming and Tasting
Dana_T, Aug 2026
Excellent family-friendly tour with hands on experiences and food tasting!
Such a wonderful experience! We learned so much about growing vanilla beans and the vanilla industry. This tour included a delicious vanilla beverage, two vanilla desserts, and some hands on activities! We could not have felt more welcome, and everyone in our group found the tour interesting and enjoyable— even the teenager!
Read more
Up and coming regenerative farming
New York City
Taste of Hawaii: A Maui Farm Tour
nhanvu1, Aug 2026
Up and coming regenerative farming
Windsome was so knowledgeable and passionate about her work. We can’t wait to see what will come in the future. We hope the farm will continue to flourish and thrive. Well work the experience.
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
Fun in the sun
New York City
West Maui Herbal Tea and Tropical Fruit Tasting Tour
Elizabeth_H, Jul 2026
Fun in the sun
The 12:30 tour was very hot in the direct sun. The tour was very informative and the tea and fruit was amazing. The views were incredible.
Read more
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