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Oahu Private Sightseeing Tours

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Oahu Activities

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Full Day Private Customized Sightseeing Tour in Oahu Hawaii

Skip the bigger bus tour and take a PRIVATE tour, you won’t regret it! That's right, just YOU and your group tour Oahu's natural landscape …More

5.0 (90)

Full Day Private Customized Sightseeing Tour in Oahu Hawaii

Skip the bigger bus tour and take a PRIVATE tour, you won’t regret it! That's right, just YOU and your group tour Oahu's natural landscape...

7 hours • Hotel pickup offered • Free Cancellation
5.0 (90)
from
$1,299
Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of …More

Private Luxury Sunset Fireworks Cruise Aboard Limitless

Take your evening on the water to the next level with a private 3-hour Sunset + Fireworks Cruise. This trip combines the serene beauty of...

3 hours • Free Cancellation
from
$1,299
Private Customizable Oahu Grand Circle Island Tour from Waikiki

This activity stands out for its complete flexibility and personalization—you get to design your own itinerary on a private tour that lets you experience Oahu …More

5.0 (47)

Private Customizable Oahu Grand Circle Island Tour from Waikiki

This activity stands out for its complete flexibility and personalization—you get to design your own itinerary on a private tour that lets you experience Oahu...

10 to 11 hours • Hotel pickup offered • Free Cancellation
5.0 (47)
from
$1,200
Private Pearl Harbor and Mini Circle Island Tour from Waikiki

Take a private, customizable tour of Oahu’s best destinations, starting at the Pearl Harbor Historic Sites Visitor Center. Here, explore exhibits on the events of …More

5.0 (10)

Private Pearl Harbor and Mini Circle Island Tour from Waikiki

Take a private, customizable tour of Oahu’s best destinations, starting at the Pearl Harbor Historic Sites Visitor Center. Here, explore exhibits on the events of...

9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (10)
from
$1,200
Private Luxury Sunset Cruise Aboard Limitless

Set sail with on a private 2-hour sunset cruise, the perfect way to wind down your day in Hawaii. As the sun sinks toward the …More

Likely to Sell Out
Likely to Sell Out

Private Luxury Sunset Cruise Aboard Limitless

Set sail with on a private 2-hour sunset cruise, the perfect way to wind down your day in Hawaii. As the sun sinks toward the...

2 hours • Free Cancellation
from
$1,199
Private Circle Island Tour Across Oahu Paradise

Enjoy the enchanting Oahu circle island tour in small groups, with pickup and drop-off included. Oahu is known for being a sightseeing paradise, full of …More

5.0 (1)

Private Circle Island Tour Across Oahu Paradise

Enjoy the enchanting Oahu circle island tour in small groups, with pickup and drop-off included. Oahu is known for being a sightseeing paradise, full of...

9 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$1,150
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
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
Explore Pearl Harbor, USS Arizona Memorial & Battleship Missouri

Enjoy the pearl harbor historical tour in small-group with pickup and drop off included .The local tour guide will take you directly to Pearl Harbor …More

Explore Pearl Harbor, USS Arizona Memorial & Battleship Missouri

Enjoy the pearl harbor historical tour in small-group with pickup and drop off included .The local tour guide will take you directly to Pearl Harbor...

6 hours • Hotel pickup offered • Free Cancellation
from
$1,050
8-Hour Luxury Four Door Convertible Tour of Oahu's South and North Shores

Price is for car and driver and up to four passengers plus driver so the more passengers the better the deal! Enjoy an 8 hour tour …More

4.9 (8)

8-Hour Luxury Four Door Convertible Tour of Oahu's South and North Shores

Price is for car and driver and up to four passengers plus driver so the more passengers the better the deal! Enjoy an 8 hour tour...

8 hours • Hotel pickup offered • Free Cancellation
4.9 (8)
from
$1,010
Private Oahu Circle Island Tour (up to 14 people)

{$92/person+} Join us on a personalized Oahu, Hawaii experience! Explore beautiful spots like Dole Plantation, Haleiwa Town, Halona Blow Hole, and cruise along the North …More

4.9 (12)

Private Oahu Circle Island Tour (up to 14 people)

{$92/person+} Join us on a personalized Oahu, Hawaii experience! Explore beautiful spots like Dole Plantation, Haleiwa Town, Halona Blow Hole, and cruise along the North...

8 hours • Free Cancellation
4.9 (12)
from
$1,000
Private Morning Ceremony Sailing Charter

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to …More

Private Morning Ceremony Sailing Charter

This is a 90-minute sailing trip to attend to ceremonies, ash scatterings, organization charters, and more. We offer this experience at a discounted rate to...

1 hour 30 minutes • Free Cancellation
from
$1,000
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
Oahu Private Honeymooners and Lovers Tour

Discover the gems of Paradise on the beautiful Island of Oahu. Are you looking for the perfect honeymoon activity or romantic experience in paradise? This tour …More

5.0 (1)

Oahu Private Honeymooners and Lovers Tour

Discover the gems of Paradise on the beautiful Island of Oahu. Are you looking for the perfect honeymoon activity or romantic experience in paradise? This tour...

5 to 6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$987
Private Luxury Sunset Cruise in Waikiki

Experience the ultimate luxury and exclusivity with a private yacht cruise in Waikiki, where you can bask in the breathtaking beauty of the Hawaiian sunset …More

Private Luxury Sunset Cruise in Waikiki

Experience the ultimate luxury and exclusivity with a private yacht cruise in Waikiki, where you can bask in the breathtaking beauty of the Hawaiian sunset...

2 hours • Free Cancellation
from
$950
"Pearl Harbors" #1 Private Tour-The USS Arizona Memorial & More!

Experience the ultimate private Pearl Harbor memorial tour in the comfort of a chauffeured limousine. Your journey includes views and visits to the USS Arizona …More

5.0 (5)

"Pearl Harbors" #1 Private Tour-The USS Arizona Memorial & More!

Experience the ultimate private Pearl Harbor memorial tour in the comfort of a chauffeured limousine. Your journey includes views and visits to the USS Arizona...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (5)
from
$941

Frequently Asked Questions

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

Recent activity reviews
Darcy makes the experience wonderful!
New York City
Private Customizable Oahu Grand Circle Island Tour from Waikiki
U8795SDbrianw, Aug 2026
Darcy makes the experience wonderful!
Darcy was a fantastic guide. He gave my fiancée and I a wonderful experience around Oahu! We hit every spot we were hoping to see!
Read more
First Visit to Honolulu
New York City
Private Oahu Circle Island Tour (up to 14 people)
amandacE9261KO, Aug 2026
First Visit to Honolulu
This was my first time visiting Honolulu, and I couldn't have asked for a better guide. He made my experience truly memorable by preparing a well-planned tour schedule that allowed me to see some of Oahu's most breathtaking sights. We visited the spectacular Halona Blowhole coastal viewpoint and enjoyed the incredible views of Diamond Head. One of my favorite stops was the beautiful Kaiona Beach Park, where the peaceful scenery made for a perfect break. We also took a relaxing drive through Kailua Town, giving me a chance to experience the charm of the local community.What made this tour stand out was our guide's local knowledge. He knew exactly where the locals dine and introduced us to fantastic restaurants that we never would have found on our own. He also recommended magnificent coffee shops with stunning ocean views, making every stop special. His suggestions for shopping were excellent, leading us to great places to find unique local gifts and souvenirs.To top it all off, he recommended taking a tour of Shangri La, which was an unforgettable cultural experience and a wonderful addition to our visit.If you're visiting Honolulu for the first time, I highly recommend booking a tour with this guide. His thoughtful planning, extensive local knowledge, and genuine hospitality made this trip one I'll always remember.
Read more
Absolutely amazing tour, highly recommended
New York City
Private Customizable Oahu Grand Circle Island Tour from Waikiki
39MichelleK39, Jul 2026
Absolutely amazing tour, highly recommended
Absolutely amazing, very informative & places visited were fantastic, would highly recommend this tour.
Read more
Really nice trip
New York City
Full Day Private Customized Sightseeing Tour in Oahu Hawaii
577colep, Jul 2026
Really nice trip
Kiko is really nice buys donuts and other treats and knows a lot of good spots to visit I highly recommend
Read more
Unforgettable Oahu Experience with HI Private Tours
New York City
Private Oahu Circle Island Tour (up to 14 people)
tiffanyrZ7011OL, Jul 2026
Unforgettable Oahu Experience with HI Private Tours
We had a fantastic experience with HI Private Tours! Chris made our airport transfers smooth and stress-free, and Khuto was an outstanding guide for our day exploring Oahu.Our customized North Shore tour included a local coffee shop, pineapple plantation, lunch on the beach, the Polynesian Cultural Center, and scenic stops along the way. Khuto was incredibly knowledgeable, shared so much about Hawaiian history and culture, and gave us excellent local recommendations.The entire experience was professional, personalized, and one of the highlights of our trip. Highly recommend HI Private Tours!
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
Great experience
New York City
Private Pearl Harbor and Mini Circle Island Tour from Waikiki
TawnyaW7, May 2026
Great experience
Will the guide was so informative and full of fun kept everyone engaged
Read more
Great way to experience Oahu!
New York City
Full Day Private Customized Sightseeing Tour in Oahu Hawaii
texasdad2018, May 2026
Great way to experience Oahu!
We booked Kiko based on the numerous exceptional ratings and she did not disappoint. She picked us up at the agreed upon time at Aulani ready to tackle the day. We were a family with diverse expectations for the day and she was able to adapt the tour to provide something for everyone - malasadas, Dole Plantation, turtle beach, foodland for poke, beautiful beaches, fresh fruit market, punch bowl crater, etc. in addition, she has a tremendous amount of knowledge on the history of Hawaii. She has a wonderful personality which kept the entire group engaged. At our final dinner, we recapped our trip to Oahu and this tour consistently came up as the highlight for the trip. Great job Kiko!
Read more
Great inland intro
New York City
Private Pearl Harbor and Mini Circle Island Tour from Waikiki
Ldsdrew, Apr 2026
Great inland intro
This was a fun tour! Relaxed atmosphere, easy booking, and we got to see a lot of the island!
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
Wonderful experience. I...
New York City
“Pearl Harbors” #1 Private Tour-The USS Arizona Memorial & More!
David_R, Jan 2026
Wonderful experience. I...
Wonderful experience. I felt like we got much more out of our visit to Pearl Harbor with the help of our great guide David. Highly recommend.
Read more
Awesome Guide & Tour
New York City
Pearl Harbor Tour Arizona Memorial and USS Bowfin
Travel-to-you-Drop, Sep 2025
Awesome Guide & Tour
We booked the Pearl Harbor tour and our guide was Luis. He was awesome!!!! Very knowledgeable on history and a Navy veteran. Due to maintenance on the USS Arizona Memorial, we weren't sure we'd be able to get a boat that day but Luis was determined to try. We'd highly suggest taking this tour with Luis & Kaewe Adventures.
Read more
Great Experience...Limo was clutch
New York City
“Pearl Harbors” #1 Private Tour-The USS Arizona Memorial & More!
Scott_H, Jun 2025
Great Experience...Limo was clutch
David was an incredible wealth of knowledge as a veteran following the "official" Pearl Harbor Memorial tour. It was great to be picked up in limo and get to watch a video on the way to Pearl Harbor to ground ourselves (and inform my children) about the event. The limo was fully provisioned and made for a great overall experience. He provided a detailed tour service onboard the submarine (and answered all the questions an 8YO could throw at him). He also provided some cool going away gifts for the boys to help them remember the experience.
Read more
A Fantastic Island Tour Experience
New York City
8-Hour Luxury Four Door Convertible Tour of Oahu’s South and North Shores
Tour766647, May 2025
A Fantastic Island Tour Experience
This was our first family holiday to Hawaii and we chose this trip with Mark to gather a good insight into different parts of the island. It was great to have Mark as our personal tour guide, sharing knowledge, experience and a great insight in to the island's history. Mark took us to some fabulous places, including landmarks, beaches with some breathtaking views. We had delicious donuts from the famous Leonards bakery, plus tasted different varieties of nuts, delicious pineapple ice cream from the Dole plantation and fried banana fritters. We would highly recommend Mark as a personal tour guide, especially if it is your first time on the island. Nothing was too much trouble and we really had a full day's trip, finished off with some fantastic ariel views at sunset. Thanks Mark for a great experience.
Read more
Wonderful Tour With A Knowledgeable Guide
New York City
8-Hour Luxury Four Door Convertible Tour of Oahu’s South and North Shores
wesley b, Apr 2025
Wonderful Tour With A Knowledgeable Guide
Spent a beautiful day with Mark touring Oahu in his immaculate, fun and sporty Mercedes. Mark knows the island like the back of his hand, is incredibly personable and extremely flexible. We visited beautiful overlooks, scenic drives, lunch at a fabulous shrimp truck and enjoyed small communities tucked away on Oahu.With an interest in WW2 we visited (best we could) old battlegrounds outside of Pearl Harbor and with our mutual interests debated and discussed different facets of the attack and its ramifications. As well, the out of the way stops were exceptional and his suggestions were always spot on.I cannot suggest Mark highly enough. Book him. You won’t be disappointed.
Read more
Customized to fit your interests
New York City
Private Circle Island Tour Across Oahu Paradise
LINDA_S, Apr 2025
Customized to fit your interests
As a lifelong resident Robert was very accommodating to add or skip stops. He had great recommendations too.
Read more
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