Maui Outdoor Activities

Maui Pineapple Tour: Farm and Feast Experience

Join us upcountry in beautiful Hali’imaile to experience a working pineapple farm and a delicious dinner at the acclaimed Hali'imaile General Store. Learn about the...

3 hours 30 minutesFree Cancellation
3 hours 30 minutesFree Cancellation
3 hours 30 minutes • Free Cancellation
4.9 (41)
from
$204.19

Private Road to Hana Tour with Pickup-Ultimate Package, Backside
Likely to Sell Out
Likely to Sell Out

We are proud to offer guests this option to experience the rarely-traveled "backside" of the Road to Hana- including the amazing landscapes of Kipahulu, Kaupo,...

9 hoursHotel pickup offeredFree Cancellation
9 hoursHotel pickup offeredFree Cancellation
9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$500

Half Day Private Road to Hana Tour with Pickup
Likely to Sell Out
Likely to Sell Out

For groups looking to experience the adventure of the Road to Hana, but not wanting to devote an entire day towards the full journey, we...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
4.4 (5)
from
$300

Paraglide Maui's 1K Tandem Paragliding Experience

Nowhere else in Hawaii can you enjoy the experience of free flight. Gliding like a bird without engine noise and just the wind in your...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (58)
from
$250

Private Surf Lesson for One Near Lahaina

Escape from the crowded tourist areas for a private, 90-minute, 1-on-1 surf lesson near Lahaina, Maui. Choose from an early-, mid-, or late-morning time frame....

1 hour 30 minutes
1 hour 30 minutes
1 hour 30 minutes
5.0 (38)
from
$269

Waterfall and Rainforest Adventure

We were one of the first private tour providers on the island and have been in business since 2007. We custom tailor each tour to...

5 to 6 hoursFree Cancellation
5 to 6 hoursFree Cancellation
5 to 6 hours • Free Cancellation
5.0 (6)
from
$405

Electric Foilboard rides/lessons/sessions at Sugar Beach, Maui

What's more fun than surfing and stand up paddleboarding? Electric foilboard rides! You can fly and surf at the same time! You can cruise along...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (29)
from
$325

West Side Discovery Kayak & Snorkel Tour
Likely to Sell Out
Likely to Sell Out

Soak up the beauty and colors of the Hawaiian landscape on a Maui snorkeling trip along the shoreline of Olowalu, one of Maui's biggest reef...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
3.8 (4)
from
$124

West Maui Adventure Tour with Private Guide

We were one of the first private tour providers on the island and have been in business since 2007. We custom tailor each tour to...

6 to 7 hoursFree Cancellation
6 to 7 hoursFree Cancellation
6 to 7 hours • Free Cancellation
5.0 (8)
from
$405

Fun and Creative Maui Photos

We are a professional photography studio with over 17+ years of experience Professionalism, Creativity, and Top of the line Equipment is our key of success...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (15)
from
$99

Private West Maui Coastline Open-Air Jeep Tour

At our Maui tour company, we stand out from the rest by providing an unparalleled experience tailored just for you. Our luxury Jeeps feature a...

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 (6)
from
$700

2.5-Hour Private Kiteboarding Lessons at Kanaha Beach in Kahului

Experience a 2.5-hour kiteboarding lesson in Maui by learning the basics from a professional Instructor. Learn how to set up a kite or fly a...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
5.0 (6)
from
$394.96

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

Private Hana Highway Highlights

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS: CRUISE SHIP PASSENGERS - KAHULUI PORT PICK UP HOTEL GUESTS - Tour picks up from...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$1,100

Private Tropics of Maui & Rainforest Valley

PRIVATE TOUR: PRICE IS PER VEHICLE - HOLDS 1-6 PASSENGERS. Pickup available from your accommodation in Kahului, Wailea, Kihei or Lahaina. Enjoy a private minivan...

5 hoursHotel pickup offeredFree Cancellation
5 hoursHotel pickup offeredFree Cancellation
5 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$800

PRIVATE Road to Hana Tour

We offer PRIVATE tours of the Road to Hana customized to our guests interests and activity levels. This tour will only be your group! Our...

8 to 12 hoursFree Cancellation
8 to 12 hoursFree Cancellation
8 to 12 hours • Free Cancellation
5.0 (13)
from
$489

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.