Cool Hawaii
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Groups About Contact
Start your search
Change your search
Place or activity
Select Dates

Oahu Outdoor Activities

313 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
284
172
63
Duration Clear
49
199
125
4
1
Price Clear
$0 $500+
Rating Clear
227
301
306
Specials Clear
283
73
0
110
7
Features Clear
110
143
256
24
206
34
Accessibility Clear
10
136
222
Families Clear
171
117
57

Oahu Activities

Attractions

Guides

Calendar

Circle Island tours - swim with turtles,Private & Small Group Tours

Take A Hike Oahu is the only private custom site seeing and adventure tour company on Oahu we’re the only company that will customize your …More

4.8 (12)

Circle Island tours - swim with turtles,Private & Small Group Tours

Take A Hike Oahu is the only private custom site seeing and adventure tour company on Oahu we’re the only company that will customize your...

8 hours • Hotel pickup offered • Free Cancellation
4.8 (12)
from
$150
Private Island Tour Up to 11 People

Make your own Itinerary or Choose from over 15 + popular attractions and activities. Below are some suggestions around South Shore, Winward and North Shore. …More

4.7 (6)

Private Island Tour Up to 11 People

Make your own Itinerary or Choose from over 15 + popular attractions and activities. Below are some suggestions around South Shore, Winward and North Shore....

9 hours • Hotel pickup offered • Free Cancellation
4.7 (6)
from
$1,100
Oahu Grand Circle Island Tour Departing from Waikiki

Enjoy Grand Circle Island experience tour with breathtaking views of Amelia Earhart Lookout on Diamond Head, snorkeling on the Turtle Beach, admire Chinaman’s Hat in …More

4.1 (28)

Oahu Grand Circle Island Tour Departing from Waikiki

Enjoy Grand Circle Island experience tour with breathtaking views of Amelia Earhart Lookout on Diamond Head, snorkeling on the Turtle Beach, admire Chinaman’s Hat in...

10 to 11 hours • Hotel pickup offered • Free Cancellation
4.1 (28)
from
$85
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 …More

5.0 (9)

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 hours • Hotel pickup offered • Free Cancellation
5.0 (9)
from
$2,000
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes …More

5.0 (9)

Self-Guided Kayaking Tour in Kailua Bay and Popoia Island

Meet in Kailua at the Active Oahu storefront where friendly staff will help you load your kayaks and gear. From there drive a few minutes...

4 hours • Free Cancellation
5.0 (9)
from
$82
Famed North Shore Tour

Our tour offers a unique and customizable experience that is different from most tour companies. We will take you to off-the-beaten-path locations so you can …More

5.0 (5)

Famed North Shore Tour

Our tour offers a unique and customizable experience that is different from most tour companies. We will take you to off-the-beaten-path locations so you can...

6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$300
Discover Scuba Diving in Hawaii - Non certified divers!

Turtles! Turtles! Turtles! We visit popular turtle-cleaning stations. What is a turtle-clean station? It says exactly what it says! Turtles visit these specific reefs to …More

5.0 (5)

Discover Scuba Diving in Hawaii - Non certified divers!

Turtles! Turtles! Turtles! We visit popular turtle-cleaning stations. What is a turtle-clean station? It says exactly what it says! Turtles visit these specific reefs to...

3 hours • Free Cancellation
5.0 (5)
from
$238
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu

Embark on an exhilarating 5-hour journey to the Mokulua Islands, led by our experienced guides! Say goodbye to car hassles—your transportation to Kailua Beach is …More

5.0 (7)

Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu

Embark on an exhilarating 5-hour journey to the Mokulua Islands, led by our experienced guides! Say goodbye to car hassles—your transportation to Kailua Beach is...

5 hours • Free Cancellation
5.0 (7)
from
$285
Waikiki Surf Lesson (Hawaiian Boy Surf School)

Escape to paradise and ride the turquoise waves with Hawaiian Boy Surf School. Born and raised on the sun-kissed shores of Hawaii, our passionate Native …More

3.8 (10)

Waikiki Surf Lesson (Hawaiian Boy Surf School)

Escape to paradise and ride the turquoise waves with Hawaiian Boy Surf School. Born and raised on the sun-kissed shores of Hawaii, our passionate Native...

1 hour • Free Cancellation
3.8 (10)
from
$75
Hawaii Beach Photography

This Beach photo session takes you to a stunning location. At the photo location, you have marvelous views of the coastline and mountain range in …More

5.0 (9)

Hawaii Beach Photography

This Beach photo session takes you to a stunning location. At the photo location, you have marvelous views of the coastline and mountain range in...

30 minutes
5.0 (9)
from
$350
Oahu's iconic hikes - Kuliouou with photography

Hike one of the most popular trails in Oahu and get photos at one or more iconic photo spots. You've probably seen at least one …More

5.0 (2)

Oahu's iconic hikes - Kuliouou with photography

Hike one of the most popular trails in Oahu and get photos at one or more iconic photo spots. You've probably seen at least one...

4 hours 30 minutes • Free Cancellation
5.0 (2)
from
$120
Afternoon Mountain Vista Horseback Trail Ride on Oahu

Exclusive Access — Ride through private land closed to the general public Stunning Views — Panoramic Southern and Western coastlines, plus roaming cattle Beginner-Friendly — …More

4.6 (14)

Afternoon Mountain Vista Horseback Trail Ride on Oahu

Exclusive Access — Ride through private land closed to the general public Stunning Views — Panoramic Southern and Western coastlines, plus roaming cattle Beginner-Friendly —...

1 hour 30 minutes
4.6 (14)
from
$172
Waikiki Beginner Surfing lessons: Private, Group, & Family Option

Learn to surf from A Skilled Hawaiian Waterman. If you are a beginner who never surfed and is interested in being part of a Private, …More

5.0 (9)

Waikiki Beginner Surfing lessons: Private, Group, & Family Option

Learn to surf from A Skilled Hawaiian Waterman. If you are a beginner who never surfed and is interested in being part of a Private,...

1 hour • Free Cancellation
5.0 (9)
from
$80
Deluxe Professional Photo Session: 2-Hr Oahu Look

Start your day in paradise with the perfect light. This mini-tour is designed for those who want incredible photos without a full-day commitment. We pick …More

4.9 (7)

Deluxe Professional Photo Session: 2-Hr Oahu Look

Start your day in paradise with the perfect light. This mini-tour is designed for those who want incredible photos without a full-day commitment. We pick...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (7)
from
$349
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 …More

5.0 (5)

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 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$1,449
Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket

A few things set this tour apart. Every ticket includes a free Green Line trolley return, so you can stay at the summit as long …More

4.7 (6)

Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket

A few things set this tour apart. Every ticket includes a free Green Line trolley return, so you can stay at the summit as long...

3 hours • Hotel pickup offered • Free Cancellation
4.7 (6)
from
$49

Frequently Asked Questions

These answers are based on answers previously given to Cool Hawaii customers' questions.

Recent activity reviews
Must try when in Oahu
New York City
Waikiki Beginner Surfing lessons: Private, Group, & Family Option
Stay216977, Sep 2026
Must try when in Oahu
Preston was great..it was my husbands first time surfing and he had a blast
Read more
Get the photos!
New York City
Deluxe Professional Photo Session: 2-Hr Oahu Look
Shana_B, Sep 2026
Get the photos!
I highly recommend professional photos if you are on vacation! Eric picked us up in a Jeep and took us to the most beautiful spots in Hawaii. He captured the most amazing shots and we have these memories to last forever. By far this was a main highlight of our trip!
Read more
Horse riding with amazing view of Ko Olina
New York City
Afternoon Mountain Vista Horseback Trail Ride on Oahu
eradach, Sep 2026
Horse riding with amazing view of Ko Olina
Every horse was calm and sweet. Thanks to the guide's friendly explanations, even a beginner like us could enjoy the scenery with peace of mind.I took the 4 PM ride before sunset. The breeze from the ocean was pleasant, and because it was a mountain path, there was shade here and there, so it wasn't too hot.An amazing view of Ko Olina and gentle horses. It was the best time. Thank you to the lovely guides and the horses!
Read more
Exceptional Guide, Wonderful Experience
New York City
Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket
Y3124GVadrianag, Aug 2026
Exceptional Guide, Wonderful Experience
We did the blue line with SAM Our tour was absolutely wonderful, and a huge part of that was because of our amazing guide! He was incredibly friendly, knowledgeable, patient, and genuinely made sure everyone was having a great time. His positive energy and attention to detail made the whole experience so enjoyable and memorable. We couldn’t have asked for a better guide. Highly recommend him and this tour!
Read more
Awesomely fun
New York City
Diamond Head Sunrise Hike and Summit Tour with Reservation Ticket
gilanthonya, Aug 2026
Awesomely fun
Very entertaining and informativeThanks a bunch to brother Sam
Read more
Great experience we were all happy with
New York City
Afternoon Mountain Vista Horseback Trail Ride on Oahu
Dreamer43245368722, Aug 2026
Great experience we were all happy with
The views were fantastic, our guide Angelic was wonderful, my horse Pono was on auto pilot so I could take in all the scenery 😁 The drive there took longer than we thought because of traffic…we were late but with a heads up, were still able to go out .
Read more
Highly Recommend
New York City
Oahu Grand Circle Island Tour Departing from Waikiki
Kendra_F, Aug 2026
Highly Recommend
Tour guide (Mala?) was excellent! Knowledgeable, friendly, helpful and fun. He memorized all of our names, provided a ton of information and made the trip meaningful.
Read more
Fun times!
New York City
Waikiki Beginner Surfing lessons: Private, Group, & Family Option
Chantale_P, Jul 2026
Fun times!
Paulo did an amazing job with our boys. It was their first time surfing and they were able to get up after a couple of passes. He was real attentive and they enjoyed it so much they want to go again!
Read more
Exceptional guide!
New York City
Oahu Grand Circle Island Tour Departing from Waikiki
Monique_W, Jul 2026
Exceptional guide!
Leena was AMAZING! Had a wealth of knowledge and always had a smile awaiting us. Mahalooooooo Leena!!!
Read more
Excellent communication and customer service. 10/10
New York City
Self-Guided Kayaking Tour in Kailua Bay and Popoia Island
Traveler189502, Jun 2026
Excellent communication and customer service. 10/10
Our family of six rented three, two person kayaks. Excellent communication by email with staff . Great pricing. Helped us get all three kayaks secured to our rental car not to mention gave us all the needed equipment and more. They couldn’t have been nicer or friendlier. We paddled out to the. Kaneohe sandbar and snorkel along the reef where we saw tons of tropical fish and honu sea turtles.
Read more
Great private Tour
New York City
Full Day Private Professional Photo/Video Tour in Honolulu Island
Niels_E, Jun 2026
Great private Tour
Great attention to details. Very attentive service both from driver and Tour guide. Great photography
Read more
memorable experience
New York City
Discover Scuba Diving in Hawaii – Non certified divers!
Alyssa_M, May 2026
memorable experience
scuba diving in not for the weak.. i am the weak. i lasted maybe 5 minutes in the water before i said i can't i can't , the instructors were very nice and encouraging.. and when i couldn't do it , they offered me snorkeling and i laid on the back of their boat like a dead seal lmao . i'm happy for the experience, something i can look back n laugh at myself
Read more
It was an activity in English, but easy to understand phrases...
New York City
Waikiki Surf Lesson (Hawaiian Boy Surf School)
Celia_H, Apr 2026
It was an activity in English, but easy to understand phrases...
It was an activity in English, but he explained it in an easy-to-understand way! It was a lot of fun and a great lecture and I was able to stand on the surfboard from the first shot! I'm going to ask you the next time!
Read more
Must try with the fam !!
New York City
Discover Scuba Diving in Hawaii – Non certified divers!
roberthV4833BQ, Mar 2026
Must try with the fam !!
Bridget, Charlotte and Captain garret were all amazing and made for a memorable adventure with the fam!!
Read more
Highly recommend
New York City
Deluxe Professional Photo Session: 2-Hr Oahu Look
_S88JH, Mar 2026
Highly recommend
We had an absolutely fantastic experience renting a convertible from Yaroslav in Hawaii. He took us to some of the most beautiful spots on the island, and the car itself was stunning—a Ford Mustang convertible with a memorable, unique design. Everything was top-notch: the service, the drive, and the overall vibe. I highly recommend Yaroslav if you’re looking for a special, unforgettable adventure—everything was perfect!
Read more
Perfect photo tour around Oahu
New York City
Private Oahu Grand Circle Island Tour: 8-Hr Deluxe Experience
Coastal51588332019, Mar 2026
Perfect photo tour around Oahu
Amazing experience! Driving around the island in this bright green Jeep was so much fun and truly unforgettable. The Jeep itself looks amazing and makes the whole experience feel even more special. The views around the island were absolutely incredible, with stunning ocean scenery, dramatic cliffs and beautiful coastal roads. We stopped at many different scenic locations along the coast to take photos, and every spot looked like something from a postcard. It felt like a real island adventure and a perfect way to explore Oahu in a fun and unique way. I loved how relaxed and enjoyable the whole experience was. Definitely one of the highlights of my trip and a memory I will always keep. Highly recommend this experience to anyone visiting Oahu who wants to see beautiful places and take amazing photos! 🌴📸
Read more
Oahu Activities
Attractions
Guides
Calendar
View more
View more