Maui Luxury & Special Occasions

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Maui Activities

Attractions

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Calendar

Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai
5.0 (1)

Private Charter Sanity Vessel Tour Off Kaanapali Beach to Lanai

Unique Private Charter departing from Kaanapali Beach. This Eco Educational Fantasy Tour on Sanity Vessel holds 16 passengers. which is 1/2 capacity due to Covid-19...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$2,875
Sound of the Ocean Whale Watch Sail
5.0 (1)

Sound of the Ocean Whale Watch Sail

Step aboard a boat and experience whale watching like never before. On this special cruise, see humpback whales in their natural habitat and hear them...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$164
Scenic Road to Hana Adventure in AWD Mercedes
5.0 (1)

Scenic Road to Hana Adventure in AWD Mercedes

See a maui in a beautiful and fun AWD Mercedes-Benz Sprinter. Family owned and operated, deal directly with the owners and our family as we...

8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
8 to 10 hours • Free Cancellation
5.0 (1)
from
$1,600
Half way to Hana Maui Open Air Jeep Private Tour
5.0 (1)

Half way to Hana Maui Open Air Jeep Private Tour

Embark on an unforgettable journey along the iconic Road to Hana in your open-air Jeeps, where adventure meets luxury! Experience the breathtaking beauty of Maui's...

4 to 5 hours • Hotel pickup offered • Free Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$949
Self-Guided Hawaiian Islands Driving Audio Tour Bundle
5.0 (1)

Self-Guided Hawaiian Islands Driving Audio Tour Bundle

Download GuideAlong’s self-guided audio tour bundle to make the most of your Hawaiian Islands’ road trips. This ultimate collection of four iconic islands includes tours...

15 to 20 hours • Free Cancellation
15 to 20 hours • Free Cancellation
15 to 20 hours • Free Cancellation
5.0 (1)
from
$50
Full Day Small Group Tour of Maui Waterfall, Beach and Hana
5.0 (1)

Full Day Small Group Tour of Maui Waterfall, Beach and Hana

Explore enchanting sights on the MAUI Island during this shore excursion exploring Volcanoes National Park, waterfall, black sand beach, and more. Spend your day exploring...

8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$295
Private Road to Hana Tour in Maui with SUV
5.0 (1)

Private Road to Hana Tour in Maui with SUV

Enjoy the Road to Hana in a comfortable small-group SUV experience with a maximum of 4 travelers. This tour is designed to feel more personal...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,000
Private Road to Hana - Waterfalls, Red Sand & Hidden Gems
5.0 (1)

Private Road to Hana - Waterfalls, Red Sand & Hidden Gems

Experience the legendary Road to Hāna through the eyes of a local guide who shares insider stories, hidden gems, and the cultural roots of this...

7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
7 to 8 hours • Free Cancellation
5.0 (1)
from
$345
From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
4.4 (791)

From Ma'alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver

Sip on cocktails and take in the world-famous Maui sunset as our attentive crew serves you a delicious three-course meal table-side. Come aboard the Quicksilver...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
4.4 (791)
from
$140
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
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
Road To Hana Black Sand Beach Waterfalls & Turtles Tour
4.4 (550)

Road To Hana Black Sand Beach Waterfalls & Turtles Tour

This tour consists of a series of well packed beautiful events, all combined to give you the most fulfilling adventure experience that fills your Soul!...

6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
6 hours 30 minutes • Free Cancellation
4.4 (550)
from
$187
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
Award-winning Dinner Cruise: Four Course Dining Experience
Likely to Sell Out
Likely to Sell Out
4.4 (379)

Award-winning Dinner Cruise: Four Course Dining Experience

For a uniquely Maui dining experience, join the sunset dinner cruise, where you'll enjoy exquisite dining while surrounded by spell-binding views of the Pacific and...

2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
2 hours 30 minutes • Free Cancellation
4.4 (379)
from
$170
Haleakala Sunrise Best Guided Bike Tour with Bike Maui
4.7 (279)

Haleakala Sunrise Best Guided Bike Tour with Bike Maui

Experience one of nature's most memorable moments: Sunrise atop Haleakala! After sunrise, you begin the guided biking adventure at 6,500 ft. elevation just outside of...

8 hours • Free Cancellation
8 hours • Free Cancellation
8 hours • Free Cancellation
4.7 (279)
from
$318
Haleakala Express Self-Guided Bike Tour with Bike Maui
4.7 (269)

Haleakala Express Self-Guided Bike Tour with Bike Maui

For those who prefer to just go cruising down the slopes and switchbacks of the volcano, our Haleakala Express tour is the best bet. Guests...

5 hours • Free Cancellation
5 hours • Free Cancellation
5 hours • Free Cancellation
4.7 (269)
from
$146

Frequently Asked Questions

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

Recent activity reviews
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
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
Great experience
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
G6203WFdalel, Sep 2026
Great experience
“This trip was absolutely fantastic. The food was amazing, and the crew did an outstanding job. The ride was incredibly smooth, and getting on and off the boat was easy—even for two people in their 60s. We truly had a wonderful experience.”
Read more
Amazing
New York City
Award-winning Dinner Cruise: Four Course Dining Experience
607laceyv, Aug 2026
Amazing
Great staff, very friendly and welcoming. Big shout out to mckenna
Read more
Safe and Enjoyable on the Road to Hana
New York City
Private Road to Hana Tour in Maui with SUV
Jerome_B, Aug 2026
Safe and Enjoyable on the Road to Hana
Our driver, Kellen (substituting for Jonas), gave us a safe trip to Hana and back, with fun stops along the way and a comprehensive description of what we were seeing. It was a great day.
Read more
pride of Maui Sinset Dinner Cruise
New York City
Maui Sunset Dinner Cruise – A Hawaiian Hula Experience
Amy_V, Aug 2026
pride of Maui Sinset Dinner Cruise
The experience was delightful and captured what we want to achieve. Yoder the beautiful sunset. The brief entertainment was satisfactory and the crew was professional with captain providing adequate safety information and expectations.
Read more
Great family experience
New York City
Haleakala Sunrise Best Guided Bike Tour with Bike Maui
Adam_H, Aug 2026
Great family experience
Very friendly and knowledgeable staff, made sure that we all felt very comfortable. Despite the varied level of biking skills, catered to all our needs. Loved the share of Hawaiian culture and vegetation.
Read more
Beautiful cruise. Very...
New York City
Maui Sunset Dinner Cruise – A Hawaiian Hula Experience
Roshni_M, Aug 2026
Beautiful cruise. Very...
Beautiful cruise. Very friendly staff and good eats and drinks. A nice experience for friends or family
Read more
Make sure you bring a...
New York City
Road To Hana Black Sand Beach Waterfalls & Turtles Tour
Joseph_J, Aug 2026
Make sure you bring a...
Make sure you bring a changes of clothes & shoes. Have fun and laugh. The beach is small and rocky but the views are outstanding
Read more
The sunrise was...
New York City
Haleakala Sunrise Best Guided Bike Tour with Bike Maui
Brian_K, Aug 2026
The sunrise was...
The sunrise was beautiful. Well worth dealing with the wind and the cold. We brought layers but we still used their jackets and that helped a lot. Russel was great. I didn't expect to learn so much about the history and plant life of the mountain on our bike ride. We felt very safe during the guided tour. You had a vehicle behind the group so cars would only pass when we pulled over to stop for a quick break. Otherwise, you had the whole right side of the road to yourself.
Read more
Fun Day on Road to Hana
New York City
Full Day Small Group Tour of Maui Waterfall, Beach and Hana
Gregory_W, Aug 2026
Fun Day on Road to Hana
Driver was great. Very communicative, informative and helpful to make the day fun on the road to Hana. This is def not a tour for weak stomachs as you twist and turn on those roads but it’s great sites
Read more
Road to Hana Experience
New York City
Scenic Road to Hana Adventure in AWD Mercedes
Suzanne_F, Aug 2026
Road to Hana Experience
Family owned and operated experience that was completely personalized. The road to Hana is a scenic yet slightly scary experience and we felt safe the entire way. Heidi shared her love and knowledge of the island, allowing our family to expand our vacation horizons.
Read more
No regrets!
New York City
Road To Hana Black Sand Beach Waterfalls & Turtles Tour
Lee_G, Aug 2026
No regrets!
The experience was more than I expected, very informative. Our driver/host shared many historical points along the way.
Read more
What a fun and relaxing...
New York City
From Ma’alaea Harbor: Sunset Dinner Cruise Aboard the Quicksilver
Italo_T, Jul 2026
What a fun and relaxing...
What a fun and relaxing dinner. The crew and atmosphere were amazing. The live music and food made this a perfect evening
Read more
We named him Booger
New York City
Self-Guided Hawaiian Islands Driving Audio Tour Bundle
Kris_S, Jun 2026
We named him Booger
We used the tour on Maui, Kauai and the Big Island. We drove everywhere. Learned so much and found new things! We named him Booger!
Read more
Family fun
New York City
Haleakala Express Self-Guided Bike Tour with Bike Maui
FarAway54814, Jun 2026
Family fun
Awesome! Very personal and family friendly.
Read more
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Lowest Price Guarantee

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We guarantee the lowest price on all the activities available to book on our site. We'll refund the difference if you find the exact activity cheaper online until 48 hours before your activity starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
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  • If you find a lower retail or prepaid rate for the same activity, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Cool Hawaii and 48 hours before your trip starts, we will refund the difference.
  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased activity into one or more parts sold separately.
  • Cool Hawaii reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Cool Hawaii.

Sorting, ranking, and search results

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Cool Hawaii wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Cool Hawaii over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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