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Oahu Private Sightseeing Tours

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Oahu Activities

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Oahu Personalized Private Tour

Our small group 6 to 8 hour long Private tour ( up to 7 ppl in a luxury vehicle ) is designed to immerse you in …More

4.9 (28)

Oahu Personalized Private Tour

Our small group 6 to 8 hour long Private tour ( up to 7 ppl in a luxury vehicle ) is designed to immerse you in...

6 to 8 hours • Hotel pickup offered • Free Cancellation
4.9 (28)
from
$687
Nature Hike to Waterfall

Want a tour with lots to see but no crowds? This is your tour. We have a maximum of 10 people so you get a …More

Likely to Sell Out
Likely to Sell Out
5.0 (26)

Nature Hike to Waterfall

Want a tour with lots to see but no crowds? This is your tour. We have a maximum of 10 people so you get a...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (26)
from
$99
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 luxury tour of Oahu island

You will see all in half day - a real Grand Circle Island Tour through the scenic world famous highlights, beaches and surf breaks. Coffee …More

5.0 (23)

Private luxury tour of Oahu island

You will see all in half day - a real Grand Circle Island Tour through the scenic world famous highlights, beaches and surf breaks. Coffee...

4 to 5 hours • Hotel pickup offered • Free Cancellation
5.0 (23)
from
$380
Private Pearl Harbor and Scenic Oahu Tour

Experience a full-day private tour of O‘ahu that blends history and natural beauty. Begin with a visit to Pearl Harbor, including the visitor center, documentary …More

5.0 (22)

Private Pearl Harbor and Scenic Oahu Tour

Experience a full-day private tour of O‘ahu that blends history and natural beauty. Begin with a visit to Pearl Harbor, including the visitor center, documentary...

7 hours 30 minutes • Hotel pickup offered • Free Cancellation
5.0 (22)
from
$225
Private Gondola Cruise Waikiki with cute tour guide & he sings!

Explore the Polynesian Riviera of Waikiki in small groups of 1 to 4 people per gondola and immerse your senses in this gentle, calm activity. …More

Likely to Sell Out
Likely to Sell Out
4.9 (21)

Private Gondola Cruise Waikiki with cute tour guide & he sings!

Explore the Polynesian Riviera of Waikiki in small groups of 1 to 4 people per gondola and immerse your senses in this gentle, calm activity....

45 to 60 minutes • Free Cancellation
4.9 (21)
from
$670
Private Waikiki Sunset Boat Tour: 6 passengers max

Experience the Magic of Waikiki: Sunset Boat Tour Join us for an unforgettable sunset boat tour in beautiful Waikiki, Oahu! As the sun dips below …More

5.0 (20)

Private Waikiki Sunset Boat Tour: 6 passengers max

Experience the Magic of Waikiki: Sunset Boat Tour Join us for an unforgettable sunset boat tour in beautiful Waikiki, Oahu! As the sun dips below...

1 hour 30 minutes • Free Cancellation
5.0 (20)
from
$314
18 Minutes Private Helicopter Tour in Honolulu

Honolulu’s most famous stretch marks the first leg of your 30-minute Oahu helicopter journey. The flight takes you over the shoreline and up to the …More

Likely to Sell Out
Likely to Sell Out
5.0 (20)

18 Minutes Private Helicopter Tour in Honolulu

Honolulu’s most famous stretch marks the first leg of your 30-minute Oahu helicopter journey. The flight takes you over the shoreline and up to the...

18 minutes • Free Cancellation
5.0 (20)
from
$269
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden

Our private North Shore tour centers around Waimea Valley and Waterfall. Enjoy a 1.6-mile paved walk through a tropical botanical garden, where your guide shares …More

5.0 (20)

Private Tour Oahu featuring Waimea Waterfall & Botanical Garden

Our private North Shore tour centers around Waimea Valley and Waterfall. Enjoy a 1.6-mile paved walk through a tropical botanical garden, where your guide shares...

8 hours • Hotel pickup offered • Free Cancellation
5.0 (20)
from
$140
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 …More

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
North Shore, Kailua Distillery Brewery V.I.P circle island tour

We've created a fair marketed up to 6 group size priced tour. There are 3 options. (North). North Shore, Dole pineapple, Haleiwa Town for Hawaii …More

4.8 (19)

North Shore, Kailua Distillery Brewery V.I.P circle island tour

We've created a fair marketed up to 6 group size priced tour. There are 3 options. (North). North Shore, Dole pineapple, Haleiwa Town for Hawaii...

5 hours • Hotel pickup offered • Free Cancellation
4.8 (19)
from
$441
Private Circle Island Oahu Tour with Custom Itinerary

Are you ready to escape the city and experience the true essence of Oahu? At Private Hawaii Tours, we offer more than just typical sightseeing—we …More

4.9 (18)

Private Circle Island Oahu Tour with Custom Itinerary

Are you ready to escape the city and experience the true essence of Oahu? At Private Hawaii Tours, we offer more than just typical sightseeing—we...

8 to 10 hours • Hotel pickup offered • Free Cancellation
4.9 (18)
from
$300
Private Walking Food Tour in Honolulu With Secret Food Tours

Dive into the enchanting blend of cultures and flavors that define Honolulu's iconic Waikiki neighborhood. Nestled against the backdrop of the legendary Diamond Head, Waikiki …More

5.0 (18)

Private Walking Food Tour in Honolulu With Secret Food Tours

Dive into the enchanting blend of cultures and flavors that define Honolulu's iconic Waikiki neighborhood. Nestled against the backdrop of the legendary Diamond Head, Waikiki...

3 hours
5.0 (18)
from
$147
Family-friendly Pearl Harbor and Honolulu Downtown with private transportation

MSH offers exclusive, high-end tours that can be customized according to your own personal preferences. Pearl Harbor visitor center is all about the history of …More

4.9 (18)

Family-friendly Pearl Harbor and Honolulu Downtown with private transportation

MSH offers exclusive, high-end tours that can be customized according to your own personal preferences. Pearl Harbor visitor center is all about the history of...

3 hours • Hotel pickup offered • Free Cancellation
4.9 (18)
from
$220
Family-Friendly Private Circle Island Tour of Oahu

Experience the full spectrum in just half a day! Embark on an authentic Grand Circle Island Tour that will immerse you in the world-renowned scenic …More

4.8 (18)

Family-Friendly Private Circle Island Tour of Oahu

Experience the full spectrum in just half a day! Embark on an authentic Grand Circle Island Tour that will immerse you in the world-renowned scenic...

4 to 6 hours • Hotel pickup offered • Free Cancellation
4.8 (18)
from
$389
Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples …More

Likely to Sell Out
Likely to Sell Out
5.0 (17)

Waikiki private Day Tour and Sunset sail for couples

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples...

2 hours • Free Cancellation
5.0 (17)
from
$300

Frequently Asked Questions

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

Recent activity reviews
Great tour of local food and lots of fun.
New York City
Private Walking Food Tour in Honolulu With Secret Food Tours
ohpruenella, Sep 2026
Great tour of local food and lots of fun.
Stella is the most awesome foodie tour guide ever. She’s cool and funny and very knowledgeable. She knew all the secret spots and gave tons of extra advice on top of that. An afternoon with her is something that can’t be beat.
Read more
Food tour review
New York City
Private Walking Food Tour in Honolulu With Secret Food Tours
G7302LTalexr, Sep 2026
Food tour review
Stella was an awesome tour guide! Super friendly and knowledgeable about Hawaii’s history and made the experience very personable. Food options were great, well paced, and very helpful for anyone just arriving to the island and slightly overwhelmed by all the food options available and what to pick for the best experience.
Read more
Amazing sunset cruise!
New York City
Private Waikiki Sunset Boat Tour: 6 passengers max
T2972EDxx, Sep 2026
Amazing sunset cruise!
Captain Phil was great! The cruise was smooth, the island vibe music was nice, and the sunset views were amazing. You can bring your own food and cocktails. We gifted this awesome sunset cruise to our newly married friends, they loved it. We’ll definitely do this again. Mahalo Captain Phil! 🤙
Read more
Individualized and Fantastic!
New York City
Oahu Personalized Private Tour
Anne_G, Sep 2026
Individualized and Fantastic!
Gordon was a wonderful guide! He individualized our tour to our liking! We swam at the bottom of a waterfall in a 30foot tidal pool...Fantastic!
Read more
Best experience
New York City
18 Minutes Private Helicopter Tour in Honolulu
Tattoobyjeremylooney, Aug 2026
Best experience
⭐⭐⭐⭐⭐Such an amazing experience! We did the doors-off helicopter tour and it was definitely one of the highlights of our Hawaii trip. My husband and son went up on one flight, and then my daughter and I went on the next. We all absolutely loved it!Flying doors-off made the experience even more incredible, the views of Oahu were breathtaking and it was such a fun way to experience the island together as a family, even on separate flights. The staff made us feel comfortable and safe from start to finish. This is one of those memories we’ll be talking about for years. 100% recommend!
Read more
Nice way to see the island and learn about the history
New York City
Oahu Personalized Private Tour
J3159YAtomt, Aug 2026
Nice way to see the island and learn about the history
Gregory did a great job of touring us around the island and explaining the sites. Enjoyed the donut and lunch stop at local establishments. His knowledge of the history of each beach and what makes each site unique made the trip very memorable. He had a great horticultural background as well.
Read more
Amazing
New York City
18 Minutes Private Helicopter Tour in Honolulu
lindafW3545FE, Jul 2026
Amazing
The best experience in Hawaii!
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
A day with Noelani
New York City
Private Pearl Harbor and Scenic Oahu Tour
Kendra_M, Jun 2026
A day with Noelani
Excellent tour guide with so much wonderful history and information to share about the beautiful island. We had a wonderful tour of Pearl Harbor and a lovely day with lunch and multiple stops per our Interests and requests. Highly recommend!
Read more
We are not fluent English...
New York City
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden
AKARI_S, Jun 2026
We are not fluent English...
We are not fluent English speakers, but John's English was very clear and easy to understand, so we had a wonderful time on the tour. He knows a lot about Hawaii’s plants, birds, and beautiful places. We had a long list of spots we wanted to visit, and he thoughtfully arranged the schedule to fit in as many as possible. We would be happy to tour with him again on our next trip to Hawaii.
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
Great day in Oahu!
New York City
Private Tour Oahu featuring Waimea Waterfall & Botanical Garden
Steve_T, Feb 2026
Great day in Oahu!
Great tour of the Waimea Valley and the North Shore. John was a great driver and very knowledgeable about all of the different birds and flowers at the botanical gardens and waterfall. He also brought us to a surfing competition at Pipeline Beach which was incredible! John is very flexible and allowed us to customize our itinerary since we preferred a shorter experience. Highly recommended!
Read more
Great Day!!
New York City
Nature Hike to Waterfall
jeffreypc2019, Feb 2026
Great Day!!
This tour was absolutely outstanding and ended up being one of the highlights of our entire Oahu trip. We were the only ones who booked that day, so it turned into a private tour with Troy, the owner, which made the experience even more special. From the moment we started driving up Old Pali Road through the Nuuanu Valley rainforest, it felt like stepping into another world. The canopy forming a tunnel overhead was magical, and Troy shared fascinating stories and history along the way. The stop at Nu’uanu Pali Lookout was breathtaking — sweeping views across the windward side, from Kualoa Ranch and Chinaman’s Hat to Kaneohe Sandbar and Kailua. Troy took time to explain the historical significance and made sure we had plenty of opportunities for photos. The Likeke Falls hike was a perfect balance of easy and adventurous. Walking under the rainforest canopy with the sounds of birds and rushing water was incredible, and getting up close to the waterfall felt intimate and unspoiled. Troy pointed out native plants, kukui nuts and ginger, which added a great educational element. We made many stops since there were only the 2 of us and we got thru the hiking portion quicker than if it were a large group. We stopped at Makapu‘u Point, where the coastal views were stunning — lighthouse trail, Sealife Park, Makapu‘u Beach, and even whale-spotting potential since we were in the right season... but alas... they were too shy that day. Then on to the Halona Blowhole, with the potential for dramatic ocean spray if the waves were running the right direction (they weren't), views of Sandy Beach, and a look down at famous Eternity Beach. What truly sets this tour apart is Troy himself. He’s knowledgeable, passionate, relaxed, and genuinely loves sharing Hawaii. He never rushed us, tailored the pace to our interests, and made the whole day feel personal rather than scripted. If you’re looking for an authentic, scenic, and memorable way to experience Oahu beyond the typical tourist stops, book this tour.
Read more
Private North Shore tour with Max
New York City
Private luxury tour of Oahu island
Cheryl_X, Jan 2026
Private North Shore tour with Max
Max was fabulous! He gave us a private tour of the North Shore of Oahu including all the stops to see all the best photo ops! Highly recommend
Read more
An Oahu Tour We’d Absolutely Book Again!
New York City
Private luxury tour of Oahu island
iAmACorbray, Jan 2026
An Oahu Tour We’d Absolutely Book Again!
We booked a private South Shore tour with Massimo and it was easily one of the highlights of our time on Oahu. Every location felt serene and thoughtfully chosen, never rushed. The conversation was just as good as the views. Easy, engaging, and personal.The attention to detail really stood out. From pacing the tour perfectly to literally dusting the sand off our shoes before getting back into the car, Massimo went above and beyond in a way that felt genuine and thoughtful. We will book again!If you are looking for a private tour that feels personal, peaceful, and well worth the time, this is it. A true 10 out of 10 experience.
Read more
Pearl Harbor
New York City
Family-friendly Pearl Harbor and Honolulu Downtown with private transportation
843ileanav, Jan 2026
Pearl Harbor
Had a wonderful time at Pearl Harbor. Was able to tour the USS Arizona and the USS Bowfin. Had enough time to enjoy Massimo was very knowledgeable and trustworthy. He kept our luggage in his car the whole time .
Read more
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