Oahu Kayaking & Canoeing

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Oahu Activities

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Custom Private Multi Day Tours on the island of Oahu Hawaii
Likely to Sell Out
Likely to Sell Out
5.0 (6)

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 days • Hotel pickup offered
5.0 (6)
from
$1,998
Oahu Private First, Last and Transfer Day Tours with Luggage
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Oahu Private First, Last and Transfer Day Tours with Luggage

Make the first or last day of your vacation the best one, without any hassle or wasted time.  We all know the feeling of an early...

6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$799
Uniquely Personalized Private Island Tour on Oahu, Hawaii
Likely to Sell Out
Likely to Sell Out
5.0 (46)

Uniquely Personalized Private Island Tour on Oahu, Hawaii

Plan Your Personalized Private Tours around any activity or event that you want.  You can even combine this option with other activities you find on...

6 to 12 hours • Hotel pickup offered
5.0 (46)
from
$699
Oahu Custom Private Circle Island and Mini Circle Island Tours
Likely to Sell Out
Likely to Sell Out
5.0 (20)

Oahu Custom Private Circle Island and Mini Circle Island Tours

See all O`ahu has to offer and enjoy a ride around the Ko`olau Mountain Range.  Visit the South or North Shore on a Mini Circle...

6 to 12 hours • Hotel pickup offered
5.0 (20)
from
$699
Private Oahu Pearl Harbor and Island Sightseeing Combination Tour
Likely to Sell Out
Likely to Sell Out
5.0 (15)

Private Oahu Pearl Harbor and Island Sightseeing Combination Tour

Combine any route or tour into one incredible, unforgettable day.  Visit Pearl Harbor, then head up to the North Shore, or even cruise around the...

6 to 12 hours • Hotel pickup offered
5.0 (15)
from
$699
Oahu Personalized Private North Shore Highlight Custom Tour
Likely to Sell Out
Likely to Sell Out
5.0 (7)

Oahu Personalized Private North Shore Highlight Custom Tour

Explore the Seven Mile Miracle known as O`ahuʻs North Shore.  Winter brings big waves and world-class surfing, while the summer is calm and perfect for visiting...

6 to 12 hours • Hotel pickup offered
5.0 (7)
from
$699
Personalized Private Pearl Harbor National Memorial Oahu Tours
Likely to Sell Out
Likely to Sell Out
5.0 (2)

Personalized Private Pearl Harbor National Memorial Oahu Tours

Visit the World War II Valor in the Pacific National Monument at Pearl Harbor to reflect, remember and understand the tragic events of December 7,...

6 to 12 hours • Hotel pickup offered
5.0 (2)
from
$699
Oahu Customizable Private Community Service Voluntourism Offer
Likely to Sell Out
Likely to Sell Out
5.0 (4)

Oahu Customizable Private Community Service Voluntourism Offer

Want to give something back to Hawai`i?  So do we!  We will each donate 1.5 hours of any tour on the cause of your choice,...

6 to 12 hours • Hotel pickup offered
5.0 (4)
from
$549
#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson
5.0 (4)

#1 eFoil 1.25 hr or 2 hr wing foil or windsurf or kayak lesson

You will receive special Ocean Safety training prior to your adventure. Our two way radio helmets help us to give precise specific info as needed...

2 hours • Free Cancellation
5.0 (4)
from
$450
Lanikai to Mokulua islands Stand Up Paddle Board Tour
5.0 (3)

Lanikai to Mokulua islands Stand Up Paddle Board Tour

A unique tour, where you can get a flavor or the real life style in Hawaii. Lanikai means "heavenly sea" and it is a beautiful...

4 hours • Hotel pickup offered
5.0 (3)
from
$400
Mahina Hawaii Full Day Adventure
Likely to Sell Out
Likely to Sell Out
5.0 (182)

Mahina Hawaii Full Day Adventure

Mahina Hawaii Adventures offers private customized adventures and tours. We take you to hidden and secret locations you wouldn’t find on your own. Let our...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (182)
from
$295
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
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
Island Hop! Mokulua Guided Kayak & Snorkel, Kailua Oahu
Likely to Sell Out
Likely to Sell Out
5.0 (412)

Island Hop! Mokulua Guided Kayak & Snorkel, Kailua Oahu

Enjoy the Island Life with a local guide in tropical Kailua. Experience the original Kailua Bay eco-tour, try kayak surfing, explore hidden tide pools and remote island sanctuaries....

5 hours • Free Cancellation
5.0 (412)
from
$275
Guided Kayak Tour to Kailua’s Twin Islands
5.0 (6)

Guided Kayak Tour to Kailua’s Twin Islands

Embark on an exhilarating guided kayak tour to the Mokulua Islands, led by our experienced guides! As we paddle towards Moku Nui, a designated bird...

3 to 5 hours • Free Cancellation
5.0 (6)
from
$219
Kailua 2-Hour Guided Kayaking Excursion, Oahu
Likely to Sell Out
Likely to Sell Out
5.0 (486)

Kailua 2-Hour Guided Kayaking Excursion, Oahu

Ideal for Beginners looking for a Hawaiian kayaking tour with the safety of a guide in sea turtle feeding grounds; All levels welcome from children...

2 hours • Free Cancellation
5.0 (486)
from
$200
Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu
4.8 (204)

Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu

Come aboard the newest boat in the harbor, our 2023 All-American Marine Catamaran, Poseidon for the adventure of a lifetime! On this special tour, you'll...

4 hours • Hotel pickup offered • Free Cancellation
4.8 (204)
from
$199

Frequently Asked Questions

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

Recent activity reviews
great trip!
New York City
Island Hop! Mokulua Guided Kayak & Snorkel, Kailua Oahu
thisGirl9800, Sep 2026
great trip!
We did the Twin Island Kayak tour, and the trip was great! We had a lot of fun. The guide was knowledgeable and helpful. I thought the tour left plenty of time for seeing the Moke island on which we stopped as well as snorkeling, and we were really happy!
Read more
Small group touring
New York City
Custom Private Multi Day Tours on the island of Oahu Hawaii
922ginaf, Sep 2026
Small group touring
Fabulous for a private tour, splitting costs with your own private group. Very knowledgeable, flexible and fun! Have used Halia tours both times on our visits here and will definitely use again, highly recommend.
Read more
Kayak
New York City
Island Hop! Mokulua Guided Kayak & Snorkel, Kailua Oahu
J453VUdavidm, Sep 2026
Kayak
Wesley was a great guide and we really had a good time. Recommend it to anyone.
Read more
Refund
New York City
Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu
msjt06, Sep 2026
Refund
My dolphin excursion was canceled due to weather by the company and I’m trying to get my refund back. How do I go about contacting someone from Cool Hawaii for that?
Read more
Just go! You won’t be disappointed!
New York City
Kailua 2-Hour Guided Kayaking Excursion, Oahu
L3101DOjennyv, Sep 2026
Just go! You won’t be disappointed!
Wesley was the best guide across some of the roughest 22 mile an hour winds/waves! He ensured our safety from the point of instruction on land to the water station back at the store. Best tour guide ever and the experience so worthwhile!! If you want to see turtles, crabs, blow holes, and some awesome reef, this tour is for you!!
Read more
2-hour kayak tour
New York City
Kailua 2-Hour Guided Kayaking Excursion, Oahu
jmallred, Sep 2026
2-hour kayak tour
Super fun! Very knowledgeable guide Wesley made it interesting to learn about the island.
Read more
Absolutely fantastic tour!!!! ❤️
New York City
Swim with Dolphins Catamaran with Waterslide & Lunch on Oahu
melissabrusie, Sep 2026
Absolutely fantastic tour!!!! ❤️
Absolutely wonderful start to finish! Early morning 7:30am start had calm waters and great visibility the day we went in August! The crew was welcoming and helpful to make the experience perfect! We got to swim with so many dolphins I couldn’t believe it, snorkeled with lots of fish and turtles, with option for waterside from the boat while I opted to continue snorkeling. Lunch provided on the way back was filling and easy to eat as we cruised back to the harbor. We even spotted dolphins on the way back and Stef was awesome enough to stop so we could watch them jump out of the water so high as we all cheered! The whole trip was very relaxed with plenty of space on the boat to move around and see everything that was happening. We saw what felt like hundreds of dolphins from the boat very close and in the water to enjoy them playing and swimming together as we observed them from a safe distance. I felt safe and had a blast on this tour. I will definitely book again and bring friends next time they visit Oahu. Our boat was operated by Stef, Koa, Ryan, Yuji, Keona, and Jess! Highly Recommend!!! 🤩
Read more
Best Day of Our Hawaii Vacation!
New York City
Mahina Hawaii Full Day Adventure
CoryJF, Sep 2026
Best Day of Our Hawaii Vacation!
Our family spent a full day exploring Oahu's North Shore with Ryan from Mahina Tours, and it ended up being the absolute highlight of our trip to Hawaii.Ryan came highly recommended, but somehow still managed to exceed our very high expectations. From the moment we met him, it was clear that he wasn't interested in giving us a standard tour. Instead, he created an incredible day tailored to our family's interests and abilities.We started the day snorkeling and were amazed by the fish and marine life we saw. Ryan then took us to a secluded area where we were able to see sea turtles without the crowds that gather at many of the more popular locations. We stopped for a great lunch at a local food truck, went kayaking, and later spent time boogie boarding in some fantastic North Shore waves.One of the most memorable parts of the day was watching Ryan work with our kids in the water. He patiently coached them on their technique, encouraged them every step of the way, and somehow managed to capture amazing photos throughout the day. His energy, enthusiasm, and genuine care for making sure everyone had a great experience were remarkable.What we appreciated most was that Ryan showed us a side of the North Shore we never could have discovered on our own. His local knowledge, passion for Hawaii, and ability to connect with people made the entire experience feel authentic and special.
Read more
Best Day Ever
New York City
Mahina Hawaii Full Day Adventure
rebekahk683, Aug 2026
Best Day Ever
I cannot overstate how absolutely amazing our day with Ryan was. He picked us up, and then we were off for a full day of activities in places I would never have been able to find on my own. I gave him a very loose idea of some activities we wanted (waterfalls, beach, boogie boarding, snorkeling). He took us to places I assume mostly locals know about, because none of them were crowded or touristy. He was so flexible with us, with 3 boys it was important to me that we did activities good for everyone, and I was concerned with how that would work out. He was right there with us, not standing off to the side, but in the water helping my kids jump off cliffs, or getting them on boards to surf. The kids absolutely loved him, and we loved that he had no issues changing plans when they wanted to spend more time on one activity than we thought. After our day he sent me a list of places we had either gone to and wanted to return, or places he had mentioned we would enjoy for the rest of our vacation. Both my husband and I were blown away with his services. The pictures do not do justice, except maybe for the fact that we were having such a great time that photos weren’t important. It is all of our favorite day of the entire trip.
Read more
Fantastic experience
New York City
Oahu Personalized Private North Shore Highlight Custom Tour
Resort14330456578, Jul 2026
Fantastic experience
An amazing experience and our tour guide was fantastic. I wouldn’t hesitate to recommend any tour with him.
Read more
Hali'a Tours is the best private tour for Oahu
New York City
Uniquely Personalized Private Island Tour on Oahu, Hawaii
Curiosity08643877030, Jun 2026
Hali'a Tours is the best private tour for Oahu
Booking our 2 tours was very easy and Michael was very accommodating. He is an amazing tour guide and made us feel like family. Our tours were totally customized to what we wanted to do. Michael went above and beyond in every aspect. He is very knowledgeable and kind. 100% recommend Michael for any tour needs you may have in Oahu.
Read more
Book with Michael and you’ll be glad you did
New York City
Custom Private Multi Day Tours on the island of Oahu Hawaii
mikewN5960QF, Jun 2026
Book with Michael and you’ll be glad you did
If you want a tour in Oahu do yourself a favor and book with Michael. He’s extremely knowledgable, fun, accommodating, and responsive. Our family of 10 did 2 custom tours and both were top notch. The stories he told, the local food spots, and activity recommendations were invaluable to making our first time Hawaii experience unforgettable.
Read more
First Time in Hawaii
New York City
Oahu Custom Private Circle Island and Mini Circle Island Tours
vanessacE3361BT, Jun 2026
First Time in Hawaii
This was the first time my husband and I had been to to Oahu and were excited to see much of the island. We booked a peivate Oahu circle tour with Michael and had a great time. He was very knowledgeable and friendly and provided a lot of flexibility based on out personal interests and preferences. This day trip was definitely a highlight of our trip and would absolutely recommend to others.
Read more
What a day for a day dream
New York City
Uniquely Personalized Private Island Tour on Oahu, Hawaii
normanb838, Feb 2026
What a day for a day dream
Michael was fantastic Great service excellent decisions on where to go. It was an absolute perfect day. He was very knowledgeable about the island and its history. If you are considering a tour guide for the island, you need Michael as your guide. You won't be disappointed.
Read more
Not what was booked but still Awesome!!
New York City
Guided E-Bike and Kayak Tour to Mokulua Islands in Kailua, Oahu
hopew581, Feb 2026
Not what was booked but still Awesome!!
The waves were too bad g to kayak so our guide Kyle took us on a hike, fed us, then we went snorkeling and everywhere we went we went on e-bikes!! It was awesome!! He kitted everyone out that needed equipment would definitely recommend them and Kyle! Thank you!!!
Read more
Beautiful adventure
New York City
Lanikai to Mokulua islands Stand Up Paddle Board Tour
michaelmE211UD, Jan 2026
Beautiful adventure
Wengotnpicked up with a Raptor F150 at our Hotel. After a quick ride over the beautiful island of Oahu we arrived at the beach. It was very good organized and with an experienced and friendly guide. We only can recommend this organization and this trip. We even saw a seal sunbathing on the little island which was a beautiful bonus.
Read more
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