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Oahu Private Sightseeing Tours

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Oahu Activities

Attractions

Guides

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Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

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 …More

4.9 (51)

Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls

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 hours • Hotel pickup offered • Free Cancellation
4.9 (51)
from
$175
Private Tour Oahu - Customizable - 1 to 4 Guest

This is a fully private tour of Oahu. The listed 8-hour itinerary is a carefully curated mix of the island’s highlights, designed for guests who …More

5.0 (6)

Private Tour Oahu - Customizable - 1 to 4 Guest

This is a fully private tour of Oahu. The listed 8-hour itinerary is a carefully curated mix of the island’s highlights, designed for guests who...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (6)
from
$600
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, …More

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
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 …More

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
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus …More

4.9 (10)

Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests

Explore Oʻahu your way on a fully private island tour designed around your group’s interests, pace, and priorities. This is not a shared circle-island bus...

6 to 8 hours • Hotel pickup offered • Free Cancellation
4.9 (10)
from
$723
Private Advanced Trail Ride

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 …More

5.0 (56)

Private Advanced Trail Ride

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 minutes • Free Cancellation
5.0 (56)
from
$216
Pony Rides For Kids

On our pony rides, your keiki (kids) have a chance to do something they'll always feel proud of. Riding a horse is an unforgettable experience …More

5.0 (47)

Pony Rides For Kids

On our pony rides, your keiki (kids) have a chance to do something they'll always feel proud of. Riding a horse is an unforgettable experience...

30 minutes • Free Cancellation
5.0 (47)
from
$77
VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life …More

5.0 (13)

VIP Aloha Style Private Island Tour

Experience Oahu through the eyes of an expert private guide who will provide a local insight about the island culture, history, nature and wild life...

6 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (13)
from
$987
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, …More

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
Private Fond Farewell Oahu Last Day Tour

Not sure what to do with the time between when you check out of your hotel or cruise ship and when your flight departs on …More

4.9 (7)

Private Fond Farewell Oahu Last Day Tour

Not sure what to do with the time between when you check out of your hotel or cruise ship and when your flight departs on...

7 hours • Hotel pickup offered • Free Cancellation
4.9 (7)
from
$225
Pearl Harbor Tour Arizona Memorial and USS Bowfin

This is the most efficient way to visit the Arizona Memorial and USS Bowfin Submarine and park at Pearl Harbor. What sets this tour apart …More

5.0 (24)

Pearl Harbor Tour Arizona Memorial and USS Bowfin

This is the most efficient way to visit the Arizona Memorial and USS Bowfin Submarine and park at Pearl Harbor. What sets this tour apart...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (24)
from
$1,118
6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR …More

5.0 (4)

6 Hour Local Food Plate Jeep Tour

This 6 HOUR LOCAL FOOD TOUR will get your taste buds going crazy! Step outside of your comfort and have some ONO HAWAIIAN GRINDZ! TOUR...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
from
$230
"Tour de Honolulu" Foodie Bike Tour

Get a real taste of Honolulu while enjoying Hawaii's outdoors. This Foodie-Historical bike tour is a 12-mile flat course through Honolulu's Culinary, Historical, and Hawaiian …More

4.9 (12)

"Tour de Honolulu" Foodie Bike Tour

Get a real taste of Honolulu while enjoying Hawaii's outdoors. This Foodie-Historical bike tour is a 12-mile flat course through Honolulu's Culinary, Historical, and Hawaiian...

4 hours 30 minutes • Free Cancellation
4.9 (12)
from
$189
Private Full-Day Circle Island Guided Small-Group up to 6 (Se habla Español)

Come and experience the top sightseeing tour on Oahu. This tour features Oahu's natural wonders and cultural sites. Be captivated by the unique beauty and …More

5.0 (5)

Private Full-Day Circle Island Guided Small-Group up to 6 (Se habla Español)

Come and experience the top sightseeing tour on Oahu. This tour features Oahu's natural wonders and cultural sites. Be captivated by the unique beauty and...

8 hours • Free Cancellation
5.0 (5)
from
$899
Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)

If you want something different to do in Hawaii this is the tour for you! Hike, get in a Mermaid cave, swim, have a picnic …More

5.0 (3)

Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)

If you want something different to do in Hawaii this is the tour for you! Hike, get in a Mermaid cave, swim, have a picnic...

8 to 9 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$899
Private Arizona Memorial Bowfin Submarine and Honolulu City Tour

Are you someone who does not like wasting precious vacation time and does not want to deal with sitting on a tour bus with 30-60 …More

Likely to Sell Out
Likely to Sell Out
5.0 (1)

Private Arizona Memorial Bowfin Submarine and Honolulu City Tour

Are you someone who does not like wasting precious vacation time and does not want to deal with sitting on a tour bus with 30-60...

7 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$895

Frequently Asked Questions

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

Recent activity reviews
Diego is the best!
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
899montanaf, Sep 2026
Diego is the best!
My family and I were on a vacation and booked a private tour. This was one of the best tours I have ever been on, even compared to other tours we did that same week while in Hawaii. Diego was an amazing guide, and I am looking at booking him again when we come back to the great state of Hawaii!!
Read more
Great afternoon of biking and dining
New York City
“Tour de Honolulu” Foodie Bike Tour
grant1333, Sep 2026
Great afternoon of biking and dining
Fantastic Food Tour. Kelly was our guide and we had 2 other couples. Great afternoon of riding and dining. Kelly was a wealth of information about Oahu. Great time had by all. Highly recommend!
Read more
Great way to see the...
New York City
Private Full-Day Circle Island Guided Small-Group up to 6 (Se habla Español)
Danielle_L, Aug 2026
Great way to see the...
Great way to see the whole island! Misha was our driver and guide and did a great job sharing history and details! Would recommend!
Read more
Highly Recommend!
New York City
Private Tour Oahu – Customizable – 1 to 4 Guest
Carolyn_I, Aug 2026
Highly Recommend!
John provides exactly what this tour promised - fully customizable sightseeing on Oahu, moving at your own pace, and guided by his local knowledge of where the weather and conditions will provide best opportunities for a great day. We came away with not only amazing pictures and experiences (including a great poke lunch!) but also more knowledgeable about Hawaii’s history and culture. Truly unforgettable!
Read more
Unmatched experience
New York City
Private Tour Oahu – Customizable – 1 to 4 Guest
T9730GHalexanderi, Jul 2026
Unmatched experience
Me and my family’s experience with John was nothing short of amazing. We had a blast of a time touring around Oahu. We got to see so many different lookout spots, with so many cool views and things to admire. John’s history and background knowledge with all of the sights and lookout points is unmatched. It was truly a wonderful day with me, my family, and John.
Read more
Friendly
New York City
Private Mermaid Caves and West Oahu with Ka’ena Point Hike (Se habla Español)
Jeffrey_B, Jul 2026
Friendly
Friendly flexible and informative Kind and gracious Respect for the island and the culture Local knowledge
Read more
Best guided trail ride ever!
New York City
Private Advanced Trail Ride
Coastal555167, Jun 2026
Best guided trail ride ever!
My daughter and I absolutely loved our private advanced ride with Beth! She was super knowledgeable and a fantastic guide, telling us the history of the ranch, all about its horses and their practices, and about the local plants and animals! We were able to trot and canter quite a bit and the horses were tip top! We would highly recommend this ride to anyone looking for more than just a trail walk. Best guided tour ever!
Read more
VIP style
New York City
VIP Aloha Style Private Island Tour
floriandandyg, Jun 2026
VIP style
For our 22nd wedding anniversary we came to Hawaii for the first time and wanted to learn, know and experience Oahu from a local perspective with a good service. I cannot express how much we enjoyed a full day around Oahu, seeing everything we wanted to see: Pearl Harbour, Honolulu town with Iolani Palace, Dole Plantation, Coffee Farm, North Shore, nice lunch at Turtle Bay and amazing scenery around the island. We will come back and love to be with this company again. Mahalo
Read more
Private Tour
New York City
Private Oahu Custom Tour by Sprinter Van | Up to 10 Guests
Brook_C, Jun 2026
Private Tour
Diego was great tour guide. Very nice and informative. Very clean vehicle. Provided bottled water for us. Loved that it was a private tour for our family so we weren’t rushed or on a time limit.
Read more
Fun way to explore Waikiki
New York City
“Tour de Honolulu” Foodie Bike Tour
George_D, Apr 2026
Fun way to explore Waikiki
A fantastic guide. Reliable bikes. And, you get to experience local sites and foods that you would not be able to find on your own
Read more
Perfection Day!
New York City
Private Full-Day Circle Island Guided Small-Group up to 6 (Se habla Español)
monica_s, Apr 2026
Perfection Day!
We requested a Spanish speaking driver and couldn’t have had a better one. Marilú was fantastic!! She made our day perfect!
Read more
Awesome day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
Rebecca_C, Apr 2026
Awesome day
Amanda was fantastic! She guided us on a couple of really fun hikes with incredible views, took us to a beautiful beach, and even brought us to a great lunch spot (not included). She truly tailors the day to you, putting together the perfect itinerary based on your survey responses. Highly recommend if you’re looking for a fun, adventurous day!
Read more
Beautiful day
New York City
Private Bucket List Adventure Day- Hikes, Beaches, Waterfalls
W4477STjessicac, Apr 2026
Beautiful day
Amazing!! Travis was great and showed us some really beautiful places with minimal crowds. It was so nice to have a custom day planned just for us. Definitely a highlight of our trip and would highly recommend.
Read more
Outstanding knowledge from our guide
New York City
Pearl Harbor Tour Arizona Memorial and USS Bowfin
Richandcas, Mar 2026
Outstanding knowledge from our guide
A bitter sweet experience with the sadness of war and the loss of life and to know that so many souls perished on that fateful day and that they rest beneath the memorial was really very sad .The memorial is laid out in a very dignified way.The tour started from the time we were picked up with a detailed and enlightening look back through history to the time when the pearl harbour attack started .When we arrived we visited a short movie theatre and then a briefing pre boarding the craft to the memorial.We then went through the submarines from WW2 with fascinating insights on the changing faces of the navy and how the war of the pacific was won and also modern day navy fleets and capabilities.Lui our guide shared his expert knowledge in a kind and caring way with great humility (from a veteran of service with the navy) . It really was a pleasure and the best way to understand what you are seeing .The tour then went on after lunch but sadly we had to leave at lunch time as I had double booked the day !
Read more
Pony ride for our daughter's 4th Birthday!
New York City
Pony Rides For Kids
Happiness544395, Feb 2026
Pony ride for our daughter's 4th Birthday!
The ranch is gorgeous, the horses are lovely, and Beth, who led our Pony tour was amazing!! They also have a petting zoo with goats and bunnies which was very fun! highly recommend!
Read more
Visit this ranch!
New York City
Private Advanced Trail Ride
Inspire427340, Dec 2025
Visit this ranch!
Wow! Best ranch ride ever. Gunstock Ranch is a legacy forest ranch, beautifully preserved, and they take care of their horses, wranglers, and guests. We signed up for the advanced ride and were not disappointed. Conner, our fantastic wrangler, evaluated us fairly and took us to his favorite spots on the ranch. Plenty of time to stretch the horses' legs, and very little nose-to-tail riding. What a treat!
Read more
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