Hawaii Outdoor Activities

Deluxe Whale Watching Sail on Maui
Likely to Sell Out
Likely to Sell Out
Maui, USA

This special three-hour informative and fun whalewatch is led by a team of Pacific Whale Foundation’s certified Marine Naturalists and Marine Biologists, who explain and...

2 hours 30 minutesFree Cancellation
2 hours 30 minutesFree Cancellation
2 hours 30 minutes • Free Cancellation
4.8 (60)
from
$147.83

Paraglide Maui's 1K Tandem Paragliding Experience
Maui, USA

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

Ultimate Hana Full-Day Adventure Tour
Likely to Sell Out
Likely to Sell Out
Maui, USA

You'll have an epic day with non-stop photo ops while experiencing Maui's famous Hana Highway. The entire day is packed with hiking and sightseeing. The...

11 hoursFree Cancellation
11 hoursFree Cancellation
11 hours • Free Cancellation
4.9 (57)
from
$292.15

Private Sea’fari Expedition • 8 Guests Included (Expandable)
Oahu, USA

Guided by those who know it best., weaving history, science, and tradition. Dolphins that have danced in these waters for generations, humpback whales navigating ancient...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.9 (56)
from
$1,900

Private Advanced Trail Ride
Oahu, USA

Everyone always wants to jump on and ride fast when they’re with horses, and that’s exactly what our advanced ride is for. Experienced riders can...

1 hour 30 minutesFree Cancellation
1 hour 30 minutesFree Cancellation
1 hour 30 minutes • Free Cancellation
5.0 (56)
from
$216

Oahu Grand Circle Island Experience Departing from the Big Island
Honolulu, USA

Big Island tour heads to the legendary North Shore, where world champions compete every November and December at famous Waimea Bay and Sunset Beach. The...

10 to 11 hoursFree Cancellation
10 to 11 hoursFree Cancellation
10 to 11 hours • Free Cancellation
5.0 (55)
from
$459.99

Private Luxury Tour of Kauai: North & East Shores
Kauai, USA

See the Best of Kauai's south and west shores on this private tour! You'll have the flexibility to customize your itinerary with the help of...

6 hoursHotel pickup offeredFree Cancellation
6 hoursHotel pickup offeredFree Cancellation
6 hours • Hotel pickup offered • Free Cancellation
4.8 (53)
from
$437.34

Kauai's Exclusive Morning Scuba Charter for Experienced Divers
Likely to Sell Out
Likely to Sell Out
Kauai, USA

With 37 years of experience exploring the Southern Reefs of Kauai, we know what the seasoned diver wants. The dive sites we frequent feature over...

4 hours 30 minutesFree Cancellation
4 hours 30 minutesFree Cancellation
4 hours 30 minutes • Free Cancellation
4.9 (52)
from
$259.11

Surf HNL: Ala Moana Surf Lessons!!!
Oahu, USA

A surfing lesson adds a great workout and a lot of fun to your Oahu vacation. Learn the art of how to hang 10 with...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
4.9 (52)
from
$159

Maui Road to Hana VIP Private Tour in Convertible Bronco or Jeep
Maui, USA

Book a private, custom Maui adventure of a lifetime. Our most popular experience is the Reverse Road to Hana Loop—a breathtaking full-circle journey that begins...

6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hoursHotel pickup offeredFree Cancellation
6 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (52)
from
$800

Private Island Volcano Tour in Hawaii with Pickup Included
Likely to Sell Out
Likely to Sell Out
Big Island of Hawaii, USA

Relaxing & Stress-free Sightseeing guided by local residents – the whole island of Hawai’i and it’s splendor is awaiting you. Relax and let us worry...

6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$930

Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Honolulu, USA

Afraid of missing out on the real Oahu? Don’t waste any time in Waikiki. Escape the tourist trap, ditch the crowds, and hop in with...

8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hoursHotel pickup offeredFree Cancellation
8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$225

Road to Hana Small-Group, Waterfalls, Black Sand Beach & Pickup
Likely to Sell Out
Likely to Sell Out
Kihei, USA

Sit back, relax, and enjoy a fully guided Road to Hana adventure while your local guide navigates 617 curves and 56 one-lane bridges. Travel in...

9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hoursHotel pickup offeredFree Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
4.8 (50)
from
$399

Kauai Private Baby Farm Animal Experience & Micro Dairy Immersion
Kauai, USA

Immerse into a developing working farm of 2+ year! Choose to play with goat kids, lambs, calf, and chicks, learn to milk, or walk a...

50 minutesFree Cancellation
50 minutesFree Cancellation
50 minutes • Free Cancellation
4.9 (50)
from
$125

Circle Island Tour with Snorkeling & Turtles
Honolulu, USA

See the secrets of Oahu through the eyes of a local guide! Born and raised on the island, Shane provides a personalized experience in a...

8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hoursHotel pickup offeredFree Cancellation
8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (50)
from
$185

Maui *PRIVATE* Air Tour: Aquamarine & Emerald Dream: (2-5 People)
Maui, USA

Your Most Awesome Maui Day is just a Click Away! Enjoy this Spectacular, Once-in-a-Lifetime, Award Winning Private Air Tour! Your Private Cabin Safely, Smoothly and...

30 minutesFree Cancellation
30 minutesFree Cancellation
30 minutes • Free Cancellation
4.9 (50)
from
$280

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.