Maui Luxury & Special Occasions

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Maui Activities

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Maui Sunset Dinner Cruise - A Hawaiian Hula Experience
4.6 (735)

Maui Sunset Dinner Cruise - A Hawaiian Hula Experience

For a one-of-a-kind Maui Sunset Cruise and cocktail dinner party aboard Pride of Maui, the most spacious and stable catamaran on Maui. Freshly prepared and...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (735)
from
$168
Epic Waterfall Adventure, the Best of Maui
4.9 (346)

Epic Waterfall Adventure, the Best of Maui

Only tour company on Maui that offers optional cliff jumping into Waterfalls, go pro photography, and videography! This personalized experience is great for nature lovers...

3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (346)
from
$179
Lahaina Maui Ku'ia Estate Chocolate Factory Experience
5.0 (157)

Lahaina Maui Ku'ia Estate Chocolate Factory Experience

Join us from Bean to Bar! We invite you to get the inside story of how chocolate is made from Founder and CEO, Dr. Gunars...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (157)
from
$131
VIP (12 Guests ONLY) Ultimate Whale Watch
Likely to Sell Out
Likely to Sell Out
4.9 (225)

VIP (12 Guests ONLY) Ultimate Whale Watch

Our Exclusive VIP whale watching tours are 2 hours long with a maximum of 12 guests. Our small groups make every seat a front row...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (225)
from
$125
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
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
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
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight
Likely to Sell Out
Likely to Sell Out
4.9 (803)

Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight

Discover Maui's famous Road to Hana from the ground and from the sky! On this small-group luxury tour, relax on the drive to Hana in...

6 hours
6 hours
6 hours
4.9 (803)
from
$599
Haleakala Maui Sunset Twilight Tour with Dinner
Likely to Sell Out
Likely to Sell Out
4.5 (252)

Haleakala Maui Sunset Twilight Tour with Dinner

Capture that quintessential Hawaiian sunset from 9,740 feet elevation atop Mt Haleakala, Maui's volcanic peak in Haleakala National Park on the east side. Most visitors...

7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
4.5 (252)
from
$257
Ultimate 3.5 hour Whale Watch & Snorkel
Likely to Sell Out
Likely to Sell Out
5.0 (89)

Ultimate 3.5 hour Whale Watch & Snorkel

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...

3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
3 to 4 hours • Free Cancellation
5.0 (89)
from
$195
Halfway to Hana Tour of Maui Black Sand Beach Waterfalls Turtles
Likely to Sell Out
Likely to Sell Out
4.7 (157)

Halfway to Hana Tour of Maui Black Sand Beach Waterfalls Turtles

Hana has been the most requested tour on Maui for years. Those who live here know that the road to Hana is what we all...

6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
4.7 (157)
from
$199
Luxury Helicopter Experience with Hana Rainforest Landing
4.9 (326)

Luxury Helicopter Experience with Hana Rainforest Landing

During this 40-minute flight over the Hana Rainforest with exclusive landing within the Wailua Valley, see popular points of interest such as the Road to...

1 hour 15 minutes
1 hour 15 minutes
1 hour 15 minutes
4.9 (326)
from
$369
Haleakala Classic Vehicle Sunrise Tour with Breakfast
4.8 (162)

Haleakala Classic Vehicle Sunrise Tour with Breakfast

This tour is operated by Haleakala EcoTours a sister company of Bike Maui. This is NOT a bike tour. The Sunrise Tour offers guests an...

7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
7 hours • Hotel pickup offered • Free Cancellation
4.8 (162)
from
$287
Small-Group Road to Hana Adventure Tour with Pickup & Lunch
4.9 (3,438)

Small-Group Road to Hana Adventure Tour with Pickup & Lunch

Live the real Maui experience on the Road to Hana with our expert guides! Immerse yourself in the beauty of the spectacular Hana Rainforest. Witness...

8 to 11 hours • Hotel pickup offered
8 to 11 hours • Hotel pickup offered
8 to 11 hours • Hotel pickup offered
4.9 (3,438)
from
$210
Maui: Road to Hana Deluxe Rainforest and Waterfall Experience
4.8 (325)

Maui: Road to Hana Deluxe Rainforest and Waterfall Experience

Behind every curve, discover a new surprise… Miles of lush tropical rainforests, beautiful waterfalls at every turn of the road leading to Hana, narrow one-lane...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (325)
from
$220
Maui: Small Group Road to Hāna Tour 6 to 8 passengers
4.8 (1,034)

Maui: Small Group Road to Hāna Tour 6 to 8 passengers

Voted Best Small Group Road to Hana Tour by US News & World Report 2024! A Hawaiian owned & operated company that specializes in a...

8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (1,034)
from
$282

Frequently Asked Questions

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

Recent activity reviews
Amazing Tour, Incredible Views, and Fantastic Photos!
New York City
Small-Group Road to Hana Adventure Tour with Pickup & Lunch
sivaramu2026, Sep 2026
Amazing Tour, Incredible Views, and Fantastic Photos!
If you’re planning a trip down the Road to Hana, look no further! Our guide, John, was absolutely amazing. He brought us to all the best spots and doubled as an incredible photographer, capturing so many great pictures for us throughout the day. My personal favorites were the stunning waterfall, the black sand beach, and the blowhole. The small group setup made the whole experience so comfortable and personalized. Highly recommend!
Read more
Amazing Road to Hana Tour with Lepa!
New York City
Small-Group Road to Hana Adventure Tour with Pickup & Lunch
Jose_G, Sep 2026
Amazing Road to Hana Tour with Lepa!
We had an amazing experience on our Road to Hana tour, and Lepa made the day truly special. She was incredibly knowledgeable about Maui, its history, culture, and the different places we visited along the way. We learned so much while still having a fun and relaxing experience.What really stood out was how accommodating and attentive she was to everyone in the group. She made plenty of stops throughout the day and never made us feel rushed. She genuinely wanted to make sure everyone had the opportunity to see, explore, and experience the things that were important to them.Lepa was friendly, helpful, patient, and clearly passionate about sharing Maui with visitors. Having her as our guide made the Road to Hana so much more enjoyable than simply driving it ourselves.Highly recommend this tour, and especially Lepa as your guide! She made an already beautiful experience one of the highlights of our Maui trip.
Read more
very fun factory tour
New York City
Lahaina Maui Ku’ia Estate Chocolate Factory Experience
Thrice4life, Sep 2026
very fun factory tour
did the tour and highly recommend. the guide was the owner / ceo and very informative and detailed about the process . showing us the set up and sets it takes to make chocolate and explaining the differences. they even gave us $25 dollar gift card after the tour to use to buy something . omg and mange dark milk flavors were the best flavors we tried
Read more
Must do bucket list item
New York City
Epic Waterfall Adventure, the Best of Maui
Elizabeth_B, Sep 2026
Must do bucket list item
Wonderful experience Sirena was amazing such an uplifting energetic personality. Loved that she did pics and videos for us. Highly recommend closed shoes for experience. So much better than we expected. Everything is so amazing and breathtaking.
Read more
Take your trash home.
New York City
Haleakala Maui Sunset Twilight Tour with Dinner
Mark_P, Sep 2026
Take your trash home.
Such a beautiful evening. One minute your so disappointed because its cloudy and raining but then as soon as the sun begins to set the most amazing sun set. Being so high and seeing the cloud base below you was a truly magical experience especially for my kiddo, she was almost lost for words. I am so glad I did not do the drive myself. Our driver was informative, fun, and we felt safe with his careful driving up and down the volcano. I see myself as a very respectful tourist and I have to say I am sick to death of picking up rubbish, trash left behind by tourists who just don’t care. My daughter and I have filled two trash bags of rubbish during our trip to Hawaii on beaches, nature reserves, in the sea, and top of this amazing Volcano. It really is not difficult to take your trash to bin.
Read more
Great tour
New York City
Maui: Small Group Road to Hāna Tour 6 to 8 passengers
Michael_M, Sep 2026
Great tour
Great tour guide, very knowledgable. Pick up and drop off very punctual Food was amazing specially huli huli chicken
Read more
Helicopters, great views
New York City
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight
angelabN145TE, Sep 2026
Helicopters, great views
I truly cannot recommend this experience enough! Randy was the perfect guide showing us the most amazing scenery while sharing fun facts and information! Randy has been the greatest guide! He was so accommodating to my mom with mobility issues. He was able to ensure she could be included in the scenery even when it was more difficult to access. Marco was our helicopter pilot and he was amazing! This tour was so worth it and I would absolutely do it again, and recommend to anyone who would listen!
Read more
Great trip hughly reccomend.
New York City
Maui: Road to Hana Luxury Limo-Van Tour with Helicopter Flight
473trentt, Sep 2026
Great trip hughly reccomend.
Tour guides were awesome very interactive. Well worth the money the only way to do this trip.
Read more
Out of this world
New York City
Maui: Small Group Road to Hāna Tour 6 to 8 passengers
clare_g, Sep 2026
Out of this world
Our guide Eddy was so knowledgeable. It was really interesting to here about the history and about the plants and animal life in this area. All the food and snacks were really great. The huli huli chicken lunch was the best. I would highly recommend this trip. I know people say you can it yourself but believe me the road is hair rasing plus the driver wouldn't get to enjoy the views or where were the best places to stop. Totally amazing trip loved every minute. Irs a must.
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
Chocolate heaven
New York City
Lahaina Maui Ku’ia Estate Chocolate Factory Experience
Mark_W, Sep 2026
Chocolate heaven
The owner Mr Gunner Gave the tour of the factory very personable and full of information. He shows you everything and explains why. They have a rooftop lounge with a great view leave time to have a glass of wine. Part of the tour is a chocolate tasting you get nine pieces very high quality.
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
Don't question, just book!
New York City
Maui: Road to Hana Deluxe Rainforest and Waterfall Experience
Dawn_O, Sep 2026
Don't question, just book!
Maluhia was an amazing guide. She was knowledgeable, kind and an all around wonderful person. The places we visited were well explained and by starting early, we missed the crowds that came later on.
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
Amazing and genuine experience!
New York City
Epic Waterfall Adventure, the Best of Maui
Andrea_H, Sep 2026
Amazing and genuine experience!
Lauren was the absolute BEST tour guide we could have asked for! From the moment we met her, she was incredibly personable, welcoming, and made us feel completely at ease. She kept us engaged, entertained, and laughing throughout the entire experience.Lauren is extremely knowledgeable and shared so much fascinating history, along with fun stories and little details that made the tour even more memorable. My husband tends to avoid tours because he’s what I lovingly call a “Lone Ranger,” so I was especially impressed by how much he enjoyed the experience. He was genuinely impressed by Lauren’s professionalism, knowledge, and personality!I would highly recommend this tour to anyone, and I would absolutely book another tour with Lauren in the future. She truly made our experience unforgettable!
Read more
Request Jason
New York City
Maui: Road to Hana Deluxe Rainforest and Waterfall Experience
Laura_D, Sep 2026
Request Jason
Had the best time! Jason, our tour guide was awesome! We would highly recommend if he’s available. We learned so much about the culture, island, and agriculture. The sites were some of the most beautiful in the world. We would definitely do it again!
Read more
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