Maui Luxury & Special Occasions

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Maui Activities

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Road to Hana Full Day Tour with A Guide
Likely to Sell Out
Likely to Sell Out
4.8 (22)

Road to Hana Full Day Tour with A Guide

Experience the breathtaking Road to Hana like never before with Maui's best! Our expert guides will take you on an unforgettable journey, showcasing the very...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
4.8 (22)
from
$999
Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Super Raft - Private Charter Maui 3 Hour Snorkel to Coral Gardens or Molokini

REEF EXPLORER is a brand new 60 ft. Super Raft and is currently the fastest and newest luxury raft in Hawaii. Allowing guests to sit...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (21)
from
$2,867
Private Road to Hana Rainforest & Waterfall Experience from Maui
Likely to Sell Out
Likely to Sell Out
5.0 (21)

Private Road to Hana Rainforest & Waterfall Experience from Maui

Experience the road to Hana in ultimate comfort in a private luxury SUV for groups of up to 5 or a transit van for groups...

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
5.0 (21)
from
$1,200
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
Kayak and Snorkeling Tour-Olowalu Maui
5.0 (19)

Kayak and Snorkeling Tour-Olowalu Maui

Gabriel's Ohana prides itself in offering a more personal and hospitality driven adventure. Parties of 10 or less! NO TIME LIMIT! Escape the crowds and...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (19)
from
$139
Private Road To Hana Tour with Professional Photos Included
5.0 (19)

Private Road To Hana Tour with Professional Photos Included

Not only will you get professional photos and videos, but you will get a guide who wants to show you the real jungle. Get past...

8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
5.0 (19)
from
$525
Maui Hi Flying Dress Private Photoshoot Experience
5.0 (18)

Maui Hi Flying Dress Private Photoshoot Experience

Aloha! If you're looking for an incredible experience and fabulous photography, look no further than the Hi Flying Dress Photoshoot Experience. We are Maui's first...

1 hour • Free Cancellation
1 hour • Free Cancellation
1 hour • Free Cancellation
5.0 (18)
from
$895
Haleakala Volcano Slingshot Tour from Lahaina
5.0 (18)

Haleakala Volcano Slingshot Tour from Lahaina

Experience the thrill of driving a Polaris Slingshot as you traverse the winding roads to the top of the magnificent 10,000 foot Haleakala Volcano. Soak...

1 day • Free Cancellation
1 day • Free Cancellation
1 day • Free Cancellation
5.0 (18)
from
$577
Shore Excursion of Maui
4.9 (17)

Shore Excursion of Maui

Visit the world famous road to Hana with local tour guides from Maui that offer a unique perspective into local and native culture. Ranked one...

8 to 11 hours • Free Cancellation
8 to 11 hours • Free Cancellation
8 to 11 hours • Free Cancellation
4.9 (17)
from
$220
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
5.0 (16)

Deluxe Road to Hana Rainforest and Waterfall Experience from Maui

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...

10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
10 to 12 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$226
Open-Air! Best of Road to Hana Jungle Adventure Tour! (6 Hours)
5.0 (16)

Open-Air! Best of Road to Hana Jungle Adventure Tour! (6 Hours)

Experience the best of the Road to Hāna without the grind on this 6-hour open-air jungle adventure, designed to be exciting, comfortable, and family-friendly. Travel...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
5.0 (16)
from
$199
Stellar HI Tours- 15 person van-your own private tour to Hana!
5.0 (16)

Stellar HI Tours- 15 person van-your own private tour to Hana!

Yes, your own private group tour in 15 person van. No other groups will be added. Tour includes reservation and entry fee to famous black...

10 to 11 hours • Hotel pickup offered • Free Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (16)
from
$1,599
Full-Day Road to Hana and Waterfall Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

Full-Day Road to Hana and Waterfall Tour

I am a NAI certified guide with over 300 sunrises on Haleakala and 200 loops around Hana. My Father-in-law is John Keanaaina Hoku award winning...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (15)
from
$244
Maui Vanilla Farm Private Tour
Likely to Sell Out
Likely to Sell Out
5.0 (14)

Maui Vanilla Farm Private Tour

Discover the sweet world of vanilla. Enjoy a delightful journey through the farm, learning about the vanilla cultivation process while savoring homemade vanilla limeade and...

1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (14)
from
$750
Maui Snorkel and Sunset Sail
Likely to Sell Out
Likely to Sell Out
4.8 (13)

Maui Snorkel and Sunset Sail

Embark on a once-in-a-lifetime family adventure, where sun, sea, and stunning sunsets come together for the perfect day on the water! Whether you’re snorkeling or...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
4.8 (13)
from
$130
Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour
5.0 (13)

Hawaiian Odyssey: Maui, Molokai & Lanai Scenic Helicopter Tour

Explore the natural beauty of the Hawaiian Islands on a 3-island aerial adventure over Maui, Molokai and Lanai. Experience breathtaking views of West Maui and...

1 hour 5 minutes
1 hour 5 minutes
1 hour 5 minutes
5.0 (13)
from
$529

Frequently Asked Questions

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

Recent activity reviews
The Best!!
New York City
Road to Hana Full Day Tour with A Guide
Allison_M, Sep 2026
The Best!!
Absolutely perfect...truly the only way to describe our full road to Hana day, with Derrick, and Maui Sunset Adventures. We were delayed getting into Maui by a day and a half, so our first full day on island was our Hana tour, and I cannot say enough about how wonderful it was. My husband, and three grown kids (25, 21, and 18) all had the best day. We saw all the "usual" spots, and a few off the beaten path ;). We got so many stories, and history lessons, and all around great conversation for the almost 12 hours we were with Derrick. BOOK THIS! Mahalo!
Read more
The long and winding road...but worth it!
New York City
Shore Excursion of Maui
Kari_B, Aug 2026
The long and winding road...but worth it!
This was a fabulous tour. Emma was an excellent drive and very knowledgable. We enjoyed the beautiful beaches, waterfalls, and lush rainforest. You have to try the banana bread coconut ice cream sundae!
Read more
Who knew anything about vanilla?
New York City
Maui Vanilla Farm Private Tour
C2209LWjohnm, Aug 2026
Who knew anything about vanilla?
What a treat! Something so simple but so informative! If you like to learn new things and can spare a few minutes go check it out.
Read more
Excellent experience....
New York City
Maui Snorkel and Sunset Sail
Mahmood_M, Aug 2026
Excellent experience....
Excellent experience. Snorkeling was for all levels of swimmer: starter, intermittent and experienced. We were able to see turtles, golden eels and lots of different fishes. Sunset was amazing.
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
Tek & Family from Nepal/UK
New York City
Road to Hana Full Day Tour with A Guide
Ganga_L, Aug 2026
Tek & Family from Nepal/UK
Nikum was amazing, he shared his Hawaiian history with pride and enthusiasm, the tour was brilliant.
Read more
Is Frank Herbert’s spice actually vanilla?
New York City
Maui Vanilla Farm Private Tour
shanannh2026, Aug 2026
Is Frank Herbert’s spice actually vanilla?
Wow, what a lovely experience. The size of our tour reminded me of dining car dinners on a train trip; how exciting to be engaged with other travelers in a way that feels like we’re really together on a disparate journey.The level of inspiration+fun is via culinary extravaganza, research, trial and error, biology, joy, hard work, creativity, love & … I can’t tell you too much because you’ll be immersed in the wonders for yourself!
Read more
Our Road to Hana tour was...
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Cathy_S, Aug 2026
Our Road to Hana tour was...
Our Road to Hana tour was absolutely amazing! 🌺 Our guide Malu was incredibly knowledgeable, friendly, and made the experience even more memorable. We learned so much along the way and enjoyed every moment. And Miko the doggy passenger was just adorable! Highly recommend this tour to anyone visiting Maui! Only one final note- the road is like a roller coaster so you may need Dramamine.. our guide was prepared! 🌴✨
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
Snorkeling with turtles and BBQ dinner
New York City
Maui Snorkel and Sunset Sail
500michelem, Aug 2026
Snorkeling with turtles and BBQ dinner
Beautiful tour in a magnificent place. The bay where we went snorkeling was beautiful, the boat very clean and the food in line with expectations. Captain and crew were super welcoming, with lots of explanations, and they made it an excellent boat trip.
Read more
Glorious!
New York City
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
sandym324, Jul 2026
Glorious!
This tour was remarkable. Such beautiful sights to see and Im glad we left the driving to someone else. That windy road would have prevented me from seeing the sights and I wouldn't have been able to take my eyes off the road. Loved the waterfalls and rainbow eucalyptus trees. It was a log tour but worth every minute.
Read more
Highly recommend we had...
New York City
Shore Excursion of Maui
Carla_H, Jul 2026
Highly recommend we had...
Highly recommend we had fun and saw a rainbow at the falls, saw an active volcano, went in a lava tube (cave) stopped for macadamia nuts have a good lunch at an eclectic little artist property. Our driver Ellen was great very knowledgeable and a perfect driver. Definitely book with Ellen
Read more
Trevor is awesome 👏
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Lindsey_C, Jul 2026
Trevor is awesome 👏
We had a blast with Trevor- he was patient, knowledgeable and flexible. We all (9 of us!) highly recommend him! Here are the reviews from the kids who came with us: “Trevor for the W🥇🏆” -Wesley, age 11 “Don’t go chasing waterfalls… unless Trevor leads you there.”- Carlie, age 14 “Trevor is the 🐐(GOAT)”-Liam, age 9 “With Trevor, it’s better!”- Harper, age 11 👍As you can see- we give him all the praises!
Read more
Lisa is the best!
New York City
Private Road to Hana Rainforest & Waterfall Experience from Maui
Angie_C, Jul 2026
Lisa is the best!
Lisa is a terrific guide/driver. She shared her knowledge on local history and all the good places to eat/shop. We felt like family by the end of the trip.
Read more
Great tour for all ages
New York City
Stellar HI Tours- 15 person van-your own private tour to Hana!
Evie_T, Jun 2026
Great tour for all ages
Trevor was the perfect guide/driver for our multigenerational group of 13. He took us to all of the spots on Road to Hana that we wanted to see and a few we didn’t know about. He even served as our life guard at the black sand beach and made sure we circled back to one stop we missed when the sky opened up. We did this tour on our first of two days in Maui (on a cruise) and pick up and drop off were very easy. He was patient and flexible and exactly what we were looking for. Mahalo, Trevor, for an awesome day!
Read more
Breathtaking
New York City
Deluxe Road to Hana Rainforest and Waterfall Experience from Maui
726charmainee, May 2026
Breathtaking
Absolutely breathtaking experience.
Read more
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