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Oahu Private Sightseeing Tours

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Oahu Activities

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5 Hour Romantic Hawaii Jeep Tour

This 5 HOUR ROMANTIC HAWAII TOUR is great for honeymooners, anniversaries or when wanting to Pop the Question etc – We’ll greet you with Flower …More

4.9 (29)

5 Hour Romantic Hawaii Jeep Tour

This 5 HOUR ROMANTIC HAWAII TOUR is great for honeymooners, anniversaries or when wanting to Pop the Question etc – We’ll greet you with Flower...

5 hours • Free Cancellation
4.9 (29)
from
$276
Private Pearl Harbor USS Arizona and USS Missouri

On this tour visit the site of the infamous attack on Pearl Harbor. One of our nation's most tragic sites of honor and sacrifice. You …More

5.0 (1)

Private Pearl Harbor USS Arizona and USS Missouri

On this tour visit the site of the infamous attack on Pearl Harbor. One of our nation's most tragic sites of honor and sacrifice. You...

6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
from
$289
Oahu East Coast to Mountain Slingshot Tour

Embark on an unforgettable journey through Oahu's breathtaking east coast and majestic mountains with our exclusive Oahu East Coast to Mountain Tour. Setting out from …More

5.0 (4)

Oahu East Coast to Mountain Slingshot Tour

Embark on an unforgettable journey through Oahu's breathtaking east coast and majestic mountains with our exclusive Oahu East Coast to Mountain Tour. Setting out from...

8 hours • Free Cancellation
5.0 (4)
from
$298
Northshore ocean adventure and circle islandJeep Tour- Guaranteed to see turtles

PICK UP and RETURN AT YOUR HOTEL We will pick you up from your hotel or Airbnb in a Jeep Gladiator. On the way to …More

5.0 (38)

Northshore ocean adventure and circle islandJeep Tour- Guaranteed to see turtles

PICK UP and RETURN AT YOUR HOTEL We will pick you up from your hotel or Airbnb in a Jeep Gladiator. On the way to...

8 to 10 hours • Hotel pickup offered • Free Cancellation
5.0 (38)
from
$299
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
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 Circle Island Tour we build your dream Itinerary

Aloha there new family. We pride ourselves on giving the most unique, custom tours on the island. Do you want waterfalls, EASY! Lulumahu, Manoa, Maunawili …More

4.7 (66)

Private Circle Island Tour we build your dream Itinerary

Aloha there new family. We pride ourselves on giving the most unique, custom tours on the island. Do you want waterfalls, EASY! Lulumahu, Manoa, Maunawili...

10 to 12 hours • Hotel pickup offered • Free Cancellation
4.7 (66)
from
$300
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
Oahu friendly hiking experience

SPECIAL DISCOUNT for direct booking in our website: https://www.mshawaiitours.com/ We offer private tours customized to the client. We are flexible for pick up and drop …More

4.7 (14)

Oahu friendly hiking experience

SPECIAL DISCOUNT for direct booking in our website: https://www.mshawaiitours.com/ We offer private tours customized to the client. We are flexible for pick up and drop...

2 to 4 hours • Hotel pickup offered • Free Cancellation
4.7 (14)
from
$300
Private Town Tour with a Local from Honolulu to Diamond Head

If you're looking for a private tour of the Historic Chinatown’s Maunakea Market Place, up to breathtaking Pali Lookout and around to Diamond Head Lookout, …More

4.0 (1)

Private Town Tour with a Local from Honolulu to Diamond Head

If you're looking for a private tour of the Historic Chinatown’s Maunakea Market Place, up to breathtaking Pali Lookout and around to Diamond Head Lookout,...

3 hours 30 minutes • Hotel pickup offered • Free Cancellation
4.0 (1)
from
$300
East Honolulu and Windward Island Specialty Tour

This East Honolulu and Windward Oahu Tour will take you along one of the most beautiful drives of your life. Our tours are highly customizable …More

East Honolulu and Windward Island Specialty Tour

This East Honolulu and Windward Oahu Tour will take you along one of the most beautiful drives of your life. Our tours are highly customizable...

6 to 8 hours • Hotel pickup offered • Free Cancellation
from
$300
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
Oahu - Waikiki: 99.9% Custom Island Tour

Experience O'ahu on a 99.9% customizable Waikiki: Personal and Custom Tour. This tour lets you customize and explore iconic landmarks and majestic beaches with breathtaking …More

5.0 (131)

Oahu - Waikiki: 99.9% Custom Island Tour

Experience O'ahu on a 99.9% customizable Waikiki: Personal and Custom Tour. This tour lets you customize and explore iconic landmarks and majestic beaches with breathtaking...

9 hours • Hotel pickup offered • Free Cancellation
5.0 (131)
from
$330
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
30 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 (34)

30 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...

30 minutes • Free Cancellation
5.0 (34)
from
$359
Passport to Pearl Harbor "Private"

Visit All 4 Museums in One day on this tour, tickets and admissions are included. See how the US entered into and ended World War …More

4.9 (9)

Passport to Pearl Harbor "Private"

Visit All 4 Museums in One day on this tour, tickets and admissions are included. See how the US entered into and ended World War...

8 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (9)
from
$365

Frequently Asked Questions

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

Recent activity reviews
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
Just book it!
New York City
30 Minutes Private Helicopter Tour in Honolulu
Kristen_S, Sep 2026
Just book it!
We had an absolute blast! Our pilot Scott was friendly, knowledgeable and made our experience top notch! We’d definitely do it again…you’ll see sights of Hawaii that you couldn’t see otherwise. WOW!! Mahalo!
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
Bella is the BEST!
New York City
Private Circle Island Tour we build your dream Itinerary
Yolanda_S, Sep 2026
Bella is the BEST!
Through this whole process planning our trip before entering Hawaii. Jacob has been really helpful and responsive. Bella was our tour guide and we really couldn’t have asked for a better day. I would do it all over again and again! My group had the best time Bella! She was so helpful and planned our day our way, with suggesting must do’s. We did got to see so much in the timeframe we did. Thank you guys!
Read more
Very beautiful tour and...
New York City
30 Minutes Private Helicopter Tour in Honolulu
Gianmarco_M, Aug 2026
Very beautiful tour and...
Very beautiful and interesting tour. Our driver was very attentive and helpful regarding what we could see, although there was slight cloudiness in the southern part of the island during the tour. Exciting and definitely to be done again. Recommended.
Read more
The Best Way to Experience Oahu in a day!
New York City
Private Circle Island Tour we build your dream Itinerary
Lauren S, Jul 2026
The Best Way to Experience Oahu in a day!
We had an absolutely fantastic private tour of Oahu! Our driver, Giovana, picked up my husband and me at our hotel in Honolulu and made the day feel completely personalized. She tailored the tour to our interests and happily took us wherever we wanted to go.We drove along the breathtaking coastline, stopping at stunning viewpoints to take in the mountains, beaches, and incredible scenery. We enjoyed lunch at a local restaurant in Kahuku, then visited the Dole Plantation and drove past miles and miles of pineapple fields.One of the highlights was visiting the North Shore and seeing the famous Banzai Pipeline beach, home to one of the world’s most iconic surfing competitions. Giovana shared interesting local knowledge along the way and made the entire experience relaxed, enjoyable, and unforgettable.She even dropped us off at our dinner reservation right on time, making the entire day seamless from start to finish.If you’re looking for a private, flexible, and memorable way to experience Oahu, I highly recommend this tour—especially Giovana. She truly made our day on the island special!
Read more
Great island tour
New York City
Oahu East Coast to Mountain Slingshot Tour
littry65, Jul 2026
Great island tour
This was an awesome trip, the slingshot GPS is a bit tricky to follow but when we switched to my phone we were fine. We visited several beautiful sites, some listed, and some we added. Well worth the rental fee.
Read more
Funnnn
New York City
Oahu East Coast to Mountain Slingshot Tour
Jeese b, May 2026
Funnnn
The staff was awesome the slingshot was soo much fund
Read more
Pearl Harbor is a must...
New York City
Passport to Pearl Harbor “Private”
Mark_J, May 2026
Pearl Harbor is a must...
Pearl Harbor is a must see, and this tour was terrific. We were able to see every aspect of the Memorial. Will our guide was great. He was extremely knowledgeable and helpful.
Read more
My husband and I booked...
New York City
5 Hour Romantic Hawaii Jeep Tour
Kaylee_B, May 2026
My husband and I booked...
My husband and I booked this tour on our honeymoon, and we had the best time! Our tour guide, Wayde, was so kind and fun to talk to and the best photographer. I would highly recommend booking this tour to see local favorites on the island!
Read more
Exceeded our expectations!!
New York City
Passport to Pearl Harbor “Private”
Susan_M, May 2026
Exceeded our expectations!!
This experience gives you an entire understanding of the details of Pearl Harbor. Seeing the USS Arizona, Bowfin Submarine, USS Missouri and the Aviation Museum covers so many areas of the attack and eventually peace. Robert, our tour guide, was extraordinary!! Great communication with such amazing details. Also, gave us helpful tips to make our tour extra special! Highly recommend this tour and Robert!!!
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
Wonderful day on Oahu
New York City
Oahu – Waikiki: 99.9% Custom Island Tour
James M, Mar 2026
Wonderful day on Oahu
Jimmy showed us Oahu in a very comfortable car. He was engaged, animated, very knowledgeable and a great conversation list. We had a great time.
Read more
Wear swimwear, bring a...
New York City
5 Hour Romantic Hawaii Jeep Tour
Laura_P, Jan 2026
Wear swimwear, bring a...
Wear swimwear, bring a towel, walking shoes and sandals to change into and come hungry! Beautiful scenery, guide was very knowledgeable, fabulous back drops for photos!
Read more
Amazing boat cruise
New York City
Private Waikiki Sunset Boat Tour: 6 passengers max
I6942PVkarima, Dec 2025
Amazing boat cruise
Amazing experience, very relaxing.Phil is a great guy who really makes this expierence even better.I highly recommend.
Read more
Great Sailing Experience!
New York City
Waikiki private Day Tour and Sunset sail for couples
970nellyx, Dec 2025
Great Sailing Experience!
Amazing experience! The sailing boat was a fantastic experience to sightsee Diamond Head, Waikiki area, and the open ocean. Captain Tony is extremely friendly and will put you on good spots to check out on the island. Highly recommend!!
Read more
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