Maui Luxury & Special Occasions

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Maui Activities

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Water Bike Tour in South Maui
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
1 hour 45 minutes • Free Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (405)
from
$131
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
4.9 (528)

Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders

For over 25 years Maui Sunriders Bike Company has been offering the Self-Guided Haleakala Downhill Bike Tour on Maui. We're the only bike tour on...

4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4 to 5 hours • Free Cancellation
4.9 (528)
from
$139
Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
4.6 (644)

Maui Ma'alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise

Come enjoy Prime Rib, Baby Back Ribs, Kiawe Smoked Chicken Leg and Thigh combo, Fresh Island Fish, or Penne Pasta with Thai Basil Marinara. A...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.6 (644)
from
$150
FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach
Likely to Sell Out
Likely to Sell Out
4.9 (102)

FULL SHADE VIP Premiere Whale Watch-Raft Kaanapali Beach

Guaranteed to spot the majestic whales and hear them sing or your money back! Experience the awe-inspiring beauty of West Maui’s coastal waters on your...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.9 (102)
from
$129
Road to Hana Adventure Maui Tour with Lunch
Likely to Sell Out
Likely to Sell Out
4.9 (2,163)

Road to Hana Adventure Maui Tour with Lunch

Explore the lush tropical beauty of Maui's Hana coast on a delightful day trip to the eastern side of the island. On this scenic Hana...

12 hours 30 minutes • Hotel pickup offered • Free Cancellation
12 hours 30 minutes • Hotel pickup offered • Free Cancellation
12 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.9 (2,163)
from
$277
Maui Sunset Dinner Cruise & Whale Watch
4.7 (503)

Maui Sunset Dinner Cruise & Whale Watch

Experience Maui's top-rated whale watch with the experts in conservation and Marine Naturalists departing from the historic Ma'alaea Harbor. Enjoy a premium dinner cruise with...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.7 (503)
from
$189
Ultimate Self-Driving Audio Tour of Road to Hana, Maui
4.4 (147)

Ultimate Self-Driving Audio Tour of Road to Hana, Maui

Purchase one tour per car, not per person. Everyone listens together! Explore the Hana Highway, Maui’s top attraction, with this self-guided audio tour! The 65-mile...

2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
2 to 3 hours • Free Cancellation
4.4 (147)
from
$17
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
5.0 (236)

Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles

Looking for more than just a Road to Hana tour? The Magic of Maui Experience is a 100% private, customized adventure designed entirely around you....

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
5.0 (236)
from
$299
Doors Off West Maui and Molokai 45 minute Helicopter Tour
4.9 (512)

Doors Off West Maui and Molokai 45 minute Helicopter Tour

Come and experience the only doors-off helicopter tour on Maui! Enjoy the thrill of this ride, feel the exhilaration of the wind in your hair,...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (512)
from
$452
Lanai Snorkel and Dolphin Watch from Maui
4.6 (219)

Lanai Snorkel and Dolphin Watch from Maui

Snorkel off the island of Lana’i and watch dolphins in the wild all in one trip. You'll discover why Lana’i has been rated one of...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.6 (219)
from
$181
Best of Maui Tour: Sips, Sites and Bites with Lunch
Likely to Sell Out
Likely to Sell Out
4.4 (192)

Best of Maui Tour: Sips, Sites and Bites with Lunch

See the very best of Maui on this experiential sightseeing day trip with your informative local guide. Journey to Haleakala National Park on the east...

9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
9 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.4 (192)
from
$307
Maui: Majestic Haleakala Sunrise Tour with Pick-up
4.8 (677)

Maui: Majestic Haleakala Sunrise Tour with Pick-up

Once-in-a-lifetime may be the only way to describe watching the sun slowly rise over Haleakala National Park and spill over onto the beautiful island of...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
4.8 (677)
from
$264
Road to Hana Tour with Lunch and Pickup
4.9 (768)

Road to Hana Tour with Lunch and Pickup

With over 20 years of experience and expert, NAI certified guides, no one is more qualified to lead you through Maui’s Road to Hana than...

11 to 12 hours • Hotel pickup offered • Free Cancellation
11 to 12 hours • Hotel pickup offered • Free Cancellation
11 to 12 hours • Hotel pickup offered • Free Cancellation
4.9 (768)
from
$294
Maui: VIP Private Road to Hana Tour with Pick Up
5.0 (1,205)

Maui: VIP Private Road to Hana Tour with Pick Up

Discover the magic of Maui with our exclusive, personalized private tours. Say goodbye to crowded buses and rigid schedules—your adventure is uniquely crafted to suit...

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 (1,205)
from
$299
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
4.9 (229)

Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited

Paddle out on a guided tour over majestic coral heads in search of Maui's vast array of sea life. The bottom of the clear kayak...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
4.9 (229)
from
$118
Four Winds Molokini Snorkeling Tour from Maalaea Harbor
4.8 (828)

Four Winds Molokini Snorkeling Tour from Maalaea Harbor

Cruise to Molokini and snorkel into a crescent-shaped submerged volcanic crater! Discover the beautiful coral reefs and tropical fish underneath the water, or bask in...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.8 (828)
from
$213

Frequently Asked Questions

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

Recent activity reviews
Superb sail
New York City
Lanai Snorkel and Dolphin Watch from Maui
cphoenix2016, Sep 2026
Superb sail
Crew and captain were extremely professional, and the catamaran was beautiful. While we couldn't go to Lanai due to weather conditions(pending hurricane), the captain took us to a safe location to snorkel. As an added bonus, we were "up close and personal" to MANY dolphins going to the sight and returning back. They swam directly under and beside the boat. Incredible!
Read more
Avoided the horrors of the Divorce Road
New York City
Road to Hana Adventure Maui Tour with Lunch
385longl, Sep 2026
Avoided the horrors of the Divorce Road
Salesi was the best driver and guide. Our tour was great, relaxing, funny and best of all my wife and I avoided the stress of having to drive the “divorce” road, *cough* I mean road to hana. Also if you ever wanted to see the blacksand beach and don’t have the reservation, this is the best way to see it. PS lunch at Hana Farms was delicious!!
Read more
Visit Maui via Road to Gana is terrific way to learn and enjoy ourself!
New York City
Road to Hana Adventure Maui Tour with Lunch
cherylhG5618RP, Sep 2026
Visit Maui via Road to Gana is terrific way to learn and enjoy ourself!
Congenial, fun, informative. Good driver great trip.
Read more
Thrill Seeker Adventure
New York City
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Adrian_R, Sep 2026
Thrill Seeker Adventure
This was exhilarating, highlight of our trip to Maui. Bike guide was very knowledgeable and entertaining.
Read more
Had a really good time!...
New York City
Clear Kayak Tour with Pontoons and Optional Snorkeling-Unlimited
Amey_S, Sep 2026
Had a really good time!...
Had a really good time! Our guide was amazing and had lots of good information and made the kayaking experience calm and relaxing!
Read more
10/10 Would Recommend - Travis is the Man
New York City
Road to Hana Tour with Lunch and Pickup
Dan_O, Sep 2026
10/10 Would Recommend - Travis is the Man
Travis was an incredible tour guide. In addition to knowing the road and each of its attractions like the back of his hand, we learned he was a certified lifeguard when he heroically saved a drowning woman’s life at the waterfall we stopped to swim at. We’re so grateful to have had him as our tour guide, the experience wouldn’t have been the same without him! The continental breakfast and hot lunch both exceeded our expectations. We also had lots of great opportunities to purchase gifts and treats along the way. Finally, we were very appreciative of Travis’s driving, which completely minimized the discomfort of the many turns and single lane bridges on the road. This tour will always be of our favorite memories on Maui!! - Young D
Read more
Perfect way to enjoy the water without getting in it!
New York City
Water Bike Tour in South Maui
Bridgette_T, Sep 2026
Perfect way to enjoy the water without getting in it!
Super friendly guides! We chose this activity because my son has a broken wrist and it was the perfect light activity with high rewards. We went the 1st week of Sept and there was little sea life aside from 2 turtles but gorgeous day and beautiful ocean views. Great conversations with our guides! Thoroughly enjoyed it. We’ll be back.
Read more
Best way to see Road to Hana with an older couple
New York City
Private Road to Hana Tour Black Sand Beach/Waterfalls/Sea Turtles
139tandyr, Sep 2026
Best way to see Road to Hana with an older couple
This is a wonderful way to get a taste of the natural beauty of Maui, regardless of age! Our guide, Yvonne, was knowledgeable, pleasant, conscientious, and patiently kind with us older folks ( in our 60s and 90s). We saw many hidden gems that would have been missed if we had driven the road ourselves, including hidden waterfalls, rainbow eucalyptus trees, a cacao farm, a delicious ice cream stand, a black sand beach, a red sand beach, and a beach filled with giant sea turtles. What was also impressive was Yvonne’s ability to navigate the narrow roads and single- lane bridges with competent dexterity. All in all, it was a very pleasant and informative day, and we certainly appreciate Maui more now!
Read more
Windy but wonderful
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Raymond_S, Sep 2026
Windy but wonderful
The food was great. We all had different things and everyone had great things to say about their food. (Have the ribs) The servers were very attentive and the drinks were strong and yet tasty!
Read more
Brenda and Dave’s Adventures
New York City
Road to Hana Tour with Lunch and Pickup
brendacW2837XM, Sep 2026
Brenda and Dave’s Adventures
Great job! Careful driver and great information.
Read more
Sunset Cruise
New York City
Maui Ma’alaea Sunset Prime Rib or Fresh Island Fish Dinner Cruise
Janet_S, Sep 2026
Sunset Cruise
Staff was very friendly and always on the ready. Seeing the sunset while having my prime rib was great. Food and drinks were good.
Read more
Sunrise Spectacular
New York City
Maui: Majestic Haleakala Sunrise Tour with Pick-up
Janet_S, Sep 2026
Sunrise Spectacular
I get motion sickness but the drive was smooth, so didnt have any issues. The long drive and early wake up were so worth it. Seeing the colors, the stars and the moon, and then the sunrise were spectacular.
Read more
An awe inspiring experience!
New York City
Maui: Majestic Haleakala Sunrise Tour with Pick-up
260georgen, Sep 2026
An awe inspiring experience!
Viewing the sunrise from the top of Haleakala crater above the clouds at 10,000 ft is an indescribable experience! Yes, you have to get up at 2:00 a.m. Yes, it is windy and cold but it is an experience not to be missed! Our guide and driver Brad did a great job of getting us there in plenty of time to view the sunrise as well as providing fleece lined ponchos to improve our comfort. You watch the sky as it transitions from a star filled blackness to a faint gold color appearing on the horizon followed by a brilliant flash of light as the sun rises above the clouds! Two native Hawaiian men loudly chanted a traditional Hawaiian greeting to the Sun as it rose above the horizon which made the experience tremendously moving. Following the sunrise we stayed on the summit and viewed the crater below before proceeding to a very nice prearranged breakfast and then back to our ship. Brad navigated us through the whole experience with humor and professionalism. Don't miss this once in a lifetime experience!!
Read more
Great Day on the Bay
New York City
Water Bike Tour in South Maui
GWBridgeNewYork, Sep 2026
Great Day on the Bay
Very enjoyable tour. Family run business between three brothers in their 50's (my wife and I are also in our 50's so we enjoyed chatting with them about growing up in the 80's and 90's). I emailed with one of the brothers (Coul) to change our day because we were concerned about the chance of rough surf from the offshore remnants of Huricane Lala and it was no problem, everything quickly done with an email. Had a great morning pedaling around out on the bay. Went snorkeling later in the location recommended by the guide. Saw lots of fish.
Read more
Amazing honeymoon experience
New York City
Maui: VIP Private Road to Hana Tour with Pick Up
Chloe_B, Sep 2026
Amazing honeymoon experience
My husband and I are in Maui for our honeymoon and this was our favorite thing we did while being here. It was such a great choice to do a more intimate experience with just the 2 of us. Our driver David, was amazing. He was truly a vibe and made the experience more fun.
Read more
Wonderful experience!
New York City
Haleakala Downhill Bike Tour Self-Guided Ride with Maui Sunriders
Road194716, Aug 2026
Wonderful experience!
Wonderful bike ride! Enjoyed the views and seeing the towns along the way. Our guides were amazing-very helpful and provided a lot of information about the area.
Read more
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