Hawaii Outdoor Activities

Twilight Wine Tasting by Sea and Sunset Cruise in Honolulu
Oahu, USA

Highlights: • Intimate sunset cruise just minutes from Waikiki • Curated Artisan wine tasting! • Complimentary local samplings from the island of Oahu • Live...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
5.0 (1)
from
$119

2-Hour Surf Lessons with a Pro
Maui, USA

Our Instructors were born and raised on the Island and have been immersed in the ocean from a young age. We cater to all levels...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
3.7 (3)
from
$115

Private Town Tour with a Local from Honolulu to Diamond Head
Honolulu, USA

If you're looking for a private tour of the Historic Chinatown’s Maunakea Market Place, up to breathtaking Pali Lookout and around to Diamond Head Lookout,...

3 hours 30 minutesHotel pickup offeredFree Cancellation
3 hours 30 minutesHotel pickup offeredFree Cancellation
3 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$300

Oahu: SEABOB & Turtle Snorkeling Adventure
Oahu, USA

Join us for a spectacular ocean adventure aboard a SEABOB self-propelled, personal watercraft! Our SEABOBs will allow you to enjoy the crystal clear ocean water,...

2 hoursFree Cancellation
2 hoursFree Cancellation
2 hours • Free Cancellation
4.0 (1)
from
$223.20

3 Hours Private Hiking and Bushwalking in the Aiea Loop Trail
Oahu, USA

This hike is not strenuous and involves a stream crossing at the end of the trail. On this hike you may encounter the remnants of...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
3.0 (2)
from
$30

Private Snorkel Tour 3 Hrs 1 stop from Kaanapali Beach
Maui, USA

Be Amazed at our private custom charter to the Island of Lanai on "Sanity" (snorkel vessel). Lanai with it's breathtaking shoreline, cliffs, cave, secluded beaches. ...

3 to 10 hoursFree Cancellation
3 to 10 hoursFree Cancellation
3 to 10 hours • Free Cancellation
3.0 (2)
from
$3,000

Deep Sea Fishing on North Shore Of Oahu
Likely to Sell Out
Likely to Sell Out
Oahu, USA

The North Shore Of Oahu is home to the world's surf competitions. We are also known for our amazing Fishing grounds and scenic views. Our...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
from
$1,650

Oahu: The Dirt Bike Experience
Likely to Sell Out
Likely to Sell Out
Oahu, USA

What sets the Dirt Bike Experience apart is its unique combination of accessibility and exclusive terrain. Unlike traditional gas-powered bikes, our electric fleet offers smooth,...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
from
$142.82

Private Hilo Shore Excursion - Botanical Gardens & Waterfalls
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Experience the enchanting allure of nature’s finest treasures on this immersive tour, where lush botanical gardens, majestic waterfalls, and vibrant farmers markets await your exploration!...

7 hoursFree Cancellation
7 hoursFree Cancellation
7 hours • Free Cancellation
from
$1,265

Best of Kona Private Tour Excursion
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

The Big Island, known for its dramatic contrasts, offers an unparalleled array of experiences, from lush rainforests to arid deserts, from volcanic landscapes to pristine...

5 hoursFree Cancellation
5 hoursFree Cancellation
5 hours • Free Cancellation
from
$980

Private Morning Ceremony Sailing Charter
Oahu, USA

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
from
$1,000

Private Pipiwai Trail Maui Open-Air Jeep Tour
Maui, USA

Discover the breathtaking beauty of Maui on our exclusive open-air Jeep tour of the iconic Road to Hana and the stunning Pipiwai Trail! This luxurious...

6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hoursHotel pickup offeredFree Cancellation
6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,400

Private Luxury SUV Road to Hana Experience
Maui, USA

Explore the stunning Road to Hana in a private Luxury GMC YUKON with Panoramic Moonroof, enjoying breathtaking views and local stops along the way. This...

7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hoursHotel pickup offeredFree Cancellation
7 to 8 hours • Hotel pickup offered • Free Cancellation
from
$1,999

Private Open-Air Road to Hana Tour 5.5hr (max 14 guests)
Maui, USA

Experience the best of the Road to Hāna without the grind on this 5.5-hour open-air private jungle adventure, designed to be exciting, comfortable, and family-friendly....

5 hours 30 minutesFree Cancellation
5 hours 30 minutesFree Cancellation
5 hours 30 minutes • Free Cancellation
from
$1,750

Maui Dragonfruit Farm Alpaca Tour with Ocean Views
Maui, USA

Explore the fascinating world of alpacas at the Maui Dragonfruit Farm. This engaging 45-minute tour invites all ages to hand-feed and pet these friendly creatures...

45 minutesFree Cancellation
45 minutesFree Cancellation
45 minutes • Free Cancellation
5.0 (1)
from
$55

Road to Hana Halfway Tour
Maui, USA

Your adventure begins with complimentary round trip transportation from the lobby of your resort. Sit back, relax and enjoy the comfort of your air-conditioned luxury...

6 to 7 hoursFree Cancellation
6 to 7 hoursFree Cancellation
6 to 7 hours • Free Cancellation
from
$1,195

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.