Oahu Outdoor Activities

Private 45 Minute Helicopter Tour with Romantic Landing

Let us whisk you away to an exclusive landing spot at a stunning and private valley on the Windward coast of O'ahu. This beautiful, 4000-acre...

1 hourFree Cancellation
1 hourFree Cancellation
1 hour • Free Cancellation
5.0 (4)
from
$3,240
Private and Luxurious Sunset Cruise with Dolphin Watch

Departing from Ko Olina Marina, this private sunset charter is reserved entirely for your group of up to 25 guests to experience the absolute best...

3 hours 30 minutesFree Cancellation
3 hours 30 minutesFree Cancellation
3 hours 30 minutes • Free Cancellation
5.0 (5)
from
$2,875
2 Tank Private SCUBA Party Diving Charter from Waikiki Hawaii

Explore the waters off the coast of Oahu on a two tank dive, ideal for first-time divers. Board a private boat and head out to...

3 hoursFree Cancellation
3 hoursFree Cancellation
3 hours • Free Cancellation
4.7 (71)
from
$2,399
Full Day Private Professional Photo/Video Tour in Honolulu Island

This is the funny Hawaii experience! Explore the particular spot that is perfect for taking pictures. This unique tour not only gives you a circle...

6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hoursHotel pickup offeredFree Cancellation
6 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (9)
from
$2,000
Custom Private Multi Day Tours on the island of Oahu Hawaii

Your Multi-Day Tours make sure you have the most fun possible, see everything you want, as well as have a driver for things like dinner, golf,...

3 daysHotel pickup offered
3 daysHotel pickup offered
3 days • Hotel pickup offered
5.0 (5)
from
$1,997.50
Private Sea’fari Expedition • 8 Guests Included (Expandable)
Likely to Sell Out
Likely to Sell Out

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
Mesmerizing Private SCUBA Diving Charter in Paradise from Waikiki

Your dive your way. Explore the waters off the coast of Oahu on a two tank dive, ideal for first-time divers. Board a private boat...

3 hours
3 hours
3 hours
from
$1,899
Marry Me Banner Flyover - Helicopter Proposal Flight

Imagine a private helicopter flight soaring over a beautiful Hawaiian beaches with the love of your life. As you take in the beauty of the...

30 to 60 minutesFree Cancellation
30 to 60 minutesFree Cancellation
30 to 60 minutes • Free Cancellation
5.0 (1)
from
$1,820
Full Day Sport Fishing Charter Honolulu

What sets our luxury sportfishing charter apart is our commitment to flexibility and customer satisfaction. We understand that every fishing trip is different, and we're...

8 hoursFree Cancellation
8 hoursFree Cancellation
8 hours • Free Cancellation
5.0 (3)
from
$1,699
Ohana Yachts Sport Fishing & Luxury Charters
Likely to Sell Out
Likely to Sell Out

With the largest Sport Fisher in the Islands, we can accommodate your whole family with a personalized experience....

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
5.0 (21)
from
$1,675.39
Deep Sea Fishing on North Shore Of Oahu
Likely to Sell Out
Likely to Sell Out

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
Exclusive Private Island Adventure Oahu Your Way

Discover Oahu with your exclusive, fully customizable private island tour. This adventure allows you to craft your perfect day(s), guided by local experts who ensure...

4 to 9 hoursFree Cancellation
4 to 9 hoursFree Cancellation
4 to 9 hours • Free Cancellation
from
$1,500
Oahu to Big Island : Big Island Volcano Helicopter Tour & Hilo 1 Day Tour

This is the best way to experience a day trip to the Big Island. Go on a journey flying over volcanic landscapes on a helicopter...

4 hours
4 hours
4 hours
4.5 (10)
from
$1,499.99
Private Oahu Grand Circle Island Tour: 8-Hr Deluxe Experience

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
Waikiki Deep Sea Fishing Charter from Oahu
Likely to Sell Out
Likely to Sell Out

When it comes to deep-sea fishing experiences our tour stands out as a beacon of excellence: Our Luxurious State-of-the-Art Boat includes amenities such as Air-Conditioned...

1 day
1 day
1 day
4.9 (10)
from
$1,400
Private Luxury Sportfishing Experience Aboard Limitless

What sets our luxury sportfishing charter apart is our commitment to flexibility and customer satisfaction. We understand that every fishing trip is different, and we're...

4 hoursFree Cancellation
4 hoursFree Cancellation
4 hours • Free Cancellation
4.9 (106)
from
$1,399

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.