Hawaii Outdoor Activities

Private Charter Humpback Whale Watching & Dolphin Search
Maui, USA

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 and Haleakala Sunset Open-Air Jeep Private Tour
Lahaina, USA

Embark on an unforgettable adventure with our Open-Air Jeep tour, starting along the legendary Road to Hana and culminating in a breathtaking sunset at Haleakalā....

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,990
Hawaii's Magnificent Cliffs Photography
Oahu, USA

This Adventure photo session takes you to a stunning location. At the photo location, you have marvelous views of the ocean and cliffside views with...

30 minutes
30 minutes
30 minutes
5.0 (4)
from
$350
3-Day Private Kiteboarding Course at Kanaha Beach in Kahului
Maui, USA

This 3-lesson course includes 9.0 hours of private kiteboarding instruction spread over three days. This is a discounted package. This course is the fast track...

3 daysFree Cancellation
3 daysFree Cancellation
3 days • Free Cancellation
5.0 (2)
from
$1,371.40
Private Off Road Explorer's Tour
Oahu, USA

Experience Oahu's North Shore like never before with a private off-road tour at Gunstock Ranch! Explore scenic mountain trails, historic WWII sites, and a hidden...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.6 (5)
from
$128
Lahaina Reef Snorkeling Adventure in Maui
Maui, USA

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
$99.28
Umauma Falls Private Waterfall And River Swim
Big Island of Hawaii, USA

Experience Hawaii Islands premier private waterfall and river swim experience. So beautiful, the Bachelorette was once filmed here. Guest will check-in at the Umauma Visitor...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.0 (3)
from
$93.72
Volcanoes Hawaii Wonders National Park - Full Day
Big Island of Hawaii, USA

Explore the stunning volcanic landscapes of Hawaii’s Volcanoes National Park on a full-day tour. This adventure will guide you through ancient lava tubes, steamy craters,...

10 hoursHotel pickup offeredFree Cancellation
10 hoursHotel pickup offeredFree Cancellation
10 hours • Hotel pickup offered • Free Cancellation
4.4 (7)
from
$2,900
Waikoloa Turtle Catamaran Snorkel Sail
Big Island of Hawaii, USA

Set out from Anaeho‘omalu Bay for a 2-hour snorkeling adventure along Waikoloa’s beautiful Kohala Coast. Cruise aboard the Spirit of Aloha, a spacious catamaran designed...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (3)
from
$134.10
Private Road to Hana Tour with Pickup-Ultimate Package, Backside
Maui, USA

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
$400
Private All Inclusive Hawaii Volcanoes National Park Tour
Big Island of Hawaii, USA

Embark on an adventure like no other!! A tour to Hawaii Volcanoes National Park promises a journey into the heart of the earth’s most primal...

8 hours 30 minutesHotel pickup offeredFree Cancellation
8 hours 30 minutesHotel pickup offeredFree Cancellation
8 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,305
Jet Ski Solo Rental (1 Jet Ski Driver -16+years old)
Maui, USA

Unparalleled combination of speed, handling and agility. We give you full instructions before you go, and we have free life jackets to keep you safe....

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (4)
from
$168.16
Koko Head Crater Hike and Halona Beach Cove Relaxation
Honolulu, USA

Challenge yourselves with a rewarding hike up Koko Head Crater Trail, where stunning panoramic views of East Oahu await. After your hike, unwind at the...

4 hoursHotel pickup offeredFree Cancellation
4 hoursHotel pickup offeredFree Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$120
Deluxe Coffee Culture Tour from Berry to Brew in 60 Minutes
Big Island of Hawaii, USA

Uncover the secrets behind your daily cup of coffee on this engaging 60-minute tour. Discover how an earthy red berry transforms into the beloved beverage...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (2)
from
$99
Half Day Private Road to Hana Tour with Pickup
Maui, USA

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
4.5 (6)
from
$240
Private Oahu Grand Circle Island Tour: 8-Hr Deluxe Experience
Oahu, USA

Don't just see Oahu—drive it in style. Choose between a Jeep Wrangler or a Convertible Mustang or Jaguar (for groups of 1-4) and embark on...

8 hoursHotel pickup offeredFree Cancellation
8 hoursHotel pickup offeredFree Cancellation
8 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$1,449

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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.