Maui Outdoor Activities

Private Charter Humpback Whale Watching & Dolphin Search

Our Exclusive Private Charter Sanity Vessel holds as many as 32 passengers.   Humpback Whale Watching and Dolphin Search minimum 2 hours with additional hourly rate...

2 to 8 hoursFree Cancellation
2 to 8 hoursFree Cancellation
2 to 8 hours • Free Cancellation
5.0 (2)
from
$1,992.67

Road to Hana Scenic Tour

We will pick you up and take you on a private Soulshine Maui Adventure Retreat of a lifetime. Experience 617 curves and 54 one lane...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$500

Private Sunset Surf Lesson in Kihei

Maui Surf Pros is different than other surf schools on Maui. We are the only surf school that provides complimentary transportation to the surf lesson....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (2)
from
$155

Semi-Private Surf Lesson on Maui South Shore
Likely to Sell Out
Likely to Sell Out

Learn to surf during this 2-hour, small group lesson for beginner to intermediate level surfers on Maui's south shore. Gain a new appreciation for Hawaii's...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$202.96

Lahaina Reef Snorkeling Adventure in Maui

Discover the vibrant marine life of Olowalu, Lahaina reef in Maui with a personalized snorkeling experience. Your knowledgeable guide will lead you to the best...

1 hour 45 minutesFree Cancellation
1 hour 45 minutesFree Cancellation
1 hour 45 minutes • Free Cancellation
5.0 (1)
from
$95

Maui Coast Slingshot Private Tour from Lahaina

Get ready for an exhilarating adventure along the narrow and winding Maui North Loop Coast Cruise. This tour takes you to some of Maui's most...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (1)
from
$422.33

Maui to Big Island : Big Island Volcano Helicopter Tour & Ground Tour

This is the best way to see the most active volcano in the world. This tour will fly you over to the Big Island for...

11 hours
11 hours
11 hours
5.0 (1)
from
$1,399.99

Private Full-Day of West Maui Guided Sightseeing Tour

In the past, this part of Maui was even considered the capital of the Hawaiian Kingdom. This is where you could find Hawaiian royalty. Today,...

8 hoursHotel pickup offered
8 hoursHotel pickup offered
8 hours • Hotel pickup offered
5.0 (1)
from
$2,050.19

Hana Tour Private

Our Road to Hana tour is completely custom tailored to you with many activities to explore depending on your desires, the weather and your energy...

7 to 8 hoursFree Cancellation
7 to 8 hoursFree Cancellation
7 to 8 hours • Free Cancellation
5.0 (1)
from
$1,000

Private Luxury Hana Tour in 7 Passenger SUV

My name is Kai Funes Smith, I am a 5 star rating tour driver on the island Maui. What makes my tour unique is I...

7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,450

Work with Native Reforestation and Polynesian Agriculture in Maui

Our tours at Kipuka Olowalu connect you to a real local organization dedicated to conserving native Hawaiian plants, cultivating and preserving Polynesian introduced food crops,...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$1,600

Haleakala Downhill Bike Rentals Summit to Sea

Rent a top-of-the-line Mountain Bike and ride down Haleakala, from Summit to Sea! Long considered to be the best adventure in Hawaii, riding a bike...

1 dayFree Cancellation
1 dayFree Cancellation
1 day • Free Cancellation
5.0 (1)
from
$39

Maui Haleakala Volcano Summit Slingshot Tour from Kihei

Embark on an unforgettable adventure with our Maui Haleakala Volcano Summit Slingshot Tour from Kihei! Feel the thrill as you drive the powerful and fun...

1 dayFree Cancellation
1 dayFree Cancellation
1 day • Free Cancellation
5.0 (1)
from
$541

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 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
5.0 (1)
from
$2,875

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 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$163.68

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 hoursHotel pickup offeredFree Cancellation
4 to 5 hoursHotel pickup offeredFree Cancellation
4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$949

Frequently Asked Questions

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

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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.