Private Luxury Oahu Island Tour: Scenic Journey through Beaches, Highlights, and Local Cuisine

Embark on a private luxury Oahu Island tour and experience a scenic journey through stunning beaches, iconic highlights, and delicious local cuisine. Discover coffee farms, pineapple plantations, historical towns, and indulge in mouthwatering dishes like kalua pork and haupia chocolate pie. Explore turtle beach, Waimea bay, sharks cove, Pipeline, and…

Duration: 5 hours
Cancellation: 24 hours
Highlights
  • Green World Coffee Farms - a small farm situated on the famous North Shore of Oahu Hawaii. It consists of 7 acres of land with approximately +3,000 arabica coffee trees. A wide range of coffee and tea samples are offered daily for the guests as well as a self guided tour through the coffee garden where you can learn exactly where coffee comes from and how it gets from the tree to your cup!
What's Included
  • Exclusive private transportation
Additional Information

Experience the essence of the island in half a day with our Grand Circle Island Tour, where we guide you through the picturesque landscapes, world-renowned landmarks, beaches, and popular surfing spots. Our journey incorporates a coffee farm, Pineapple plantation, the historic town of Haleiwa, and local delicacies like kalua pork, shrimps, and the…

Location
‘Alohilani Resort Waikiki Beach
Kalākaua Avenue
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.8
(18 Ratings)
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Darka_h
Aug 12, 2025
Private Luxury Tour of Oahu - Our last minute decision to book a private luxury tour of Oahu with MSH Massimo Tours was wonderful. Our guide, Daniella, met us at our hotel the next morning and based on her understanding of our interests and her superb knowledge of what Oahu had to offer, she customized our day’s itinerary to meet our needs. The day was amazing as we toured beautiful beaches and lush botanical gardens on our schedule. Daniella’s knowledge, energetic personality, and love of the island, made the day perfect and we wouldn’t have changed a thing.
Review provided by Viator
448igals
Aug 11, 2025
Family friendly tour of North Shore - We did Massimo’s Oahu island tour during our trip, and wow… what an amazing day! It was a North Shore private tour, just for our family, and it honestly felt like exploring with a local friend. Massimo picked us up in a comfy, kid-friendly minivan—plenty of space, great A/C, and thoughtful touches like towels and car chargers. He was incredibly understanding of our dietary restrictions and even planned stops at vegan-friendly places so we could enjoy great food along the way. We hit all the must-see spots along the North Shore, plus some hidden gems we never would’ve found on our own. The best part? There was no rushing. If the kids wanted more time at a beach or to watch turtles, we stayed. If we wanted to grab snacks at a food truck, we did. It was completely family oriented and flexible. By the end of the day, the kids were smiling ear to ear, and we felt like we had a deeper connection to the island. If you want a family friendly Oahu experience that’s easy, fun, and stress-free, this is it.
Review provided by Tripadvisor
Deborah_j
Jul 30, 2025
Awesome Day in an Awesome Place - It was relaxing. The tour driver/guide was extremely informative and knowledgeable about the areas we visited.
Review provided by Viator
I7341clchristinab
Jul 20, 2025
- Pietra took my my mom and I on a beautiful customized tour of the island that included both the typical stops (e.g., Dole Plantation, coffee farm) as well as local spots she selected based on our interests. Her 30+ years on Hawaii and easygoing, personable nature makes her an excellent tour guide, so happy we ended up with her as our guide!
Review provided by Tripadvisor
Lisaq7218nt
Apr 6, 2025
Friendly and Knowledgeable - We had a wonderful private tour with Petra. She tailored the tour to our interests and had lots if interesting facts and stories to share along the way.
Review provided by Tripadvisor
Tim_g
Mar 25, 2025
This Private Tour of Oahu is A MUST! - Ask for Daniela! - When researching things to do on Oahu, I honestly bypassed this tour at first because of the price. It is a bit more expensive than most. However, just before the trip, I decided that since we had only three days in Oahu (two of them had to be IN Honolulu), and since we hadn't rented a vehicle, and since we would never be back to Hawaii - those three reasons made me take the plunge and book this private tour for my husband and me. Let me plainly DECLARE - out of 16 days in Hawaii (3 in Oahu, 7 in Maui, 6 on Kauai) - this was one of the two best days of our whole entire trip! The tour guide, Daniela, called me the day before the tour, introduced herself and made sure the pick-up spot was understood. When she picked us up, we instantly knew that Daniela was very personable and so easy to talk to. She first went over the day's agenda, and asked if it was suitable for us. She asked if we wanted it altered in any way. A plan was made - and away we went. She talked along the way, told us interesting facts, talked of historical events, pointed out important buildings, and gave us info on things that were unique to all the areas. She took our picture at SEVERAL locations (and they are SO good!), stopped at all the tourist attractions like Dole, the coffee plantation, all the famous beaches, the garlic shrimp food truck, a few other popular eateries, but more importantly took us to some of her favorite out-of-the-way places - and I must say, the views were INCREDIBLE! Daniela was just so pleasant, and eager to please our travel needs. We, as tourists, came first. Our wants, and needs, came first. She made sure we had food and drink - and restrooms as needed! She showed us flowers, she showed us lilikoi fruit and other foods unique to the island, ways to cook island dishes. She spoke of famous locals, how important surfing is to the culture, etc. Honestly, the topics and conversations just flowed easily - ALL DAY! She just knew how to time everything to make it a perfect day. My husband and I never regretted ONCE, spending the money. As a matter of fact, she made the visit to Oahu enjoyable, and made it a beautiful lifetime memory. We appreciated it so much, that we gave her a generous tip! And I would do it over again if I could! The day will definitely fill many pages in my photo book. (The visit to Pearl Harbor on the day prior, was a must, but it was sombering and thought provoking. I wouldn't call that enjoyable) - but THIS day - THIS day was truly enjoyable and unforgettable! I will never forget Daniela and the great hostess she was. Please don't think it costs too much. You really DO get what you pay for- and MORE... Even the husband agrees :)
Review provided by Viator
Jasweeney
Mar 14, 2025
Whales on our honeymoon - My husband and I visited Oahu for our honeymoon. We loved this tour! Our guide was very knowledgeable and was able to stop where ever we asked him to. He even knew a secret “local” spot to take us that we were able to watch the whales leaping from the water. The vehicle was very clean & fresh. They also helped us purchase our tickets for the Pearl Harbor tour. I highly recommend this company. They were fantastic!
Review provided by Tripadvisor
Annmw4925uz
Jan 29, 2025
Southern Oahu Island tour - The views were amazing and Massimo was the perfect guide; very friendly and engaging. Thoroughly enjoyed the experience.
Review provided by Tripadvisor
Momof2andaformerwife
May 28, 2024
Perfect Oahu Tour experience! - We selected this tour for the comfort of being on our own schedule to see the beauty of Oahu. Dan was an excellent tour guide and really made the experience meaningful for us! We even got to see the Waimea Falls. My husband and I really enjoyed our tour and the food stop and shaved ice stop were perfect and non touristy! Thank you Dan!! We even brought our yellow mug!! Haha
Review provided by Tripadvisor
Jackie_h
Dec 4, 2024
Scam, please be aware - This is a scam. I booked my private island 2 months in advance for the day after thanksgiving. I have only gotten a text from the provider at 8:54 am the day prior which was Thanksgiving day. (Note, my tour starts at 9 am the next day) the guide asked me to have a phone conversation to discuss itinerary. I called him back as soon as I saw the text, and the first thing he said to me was if I knew there would be additional $200 transportation fee to be picked up from my hotel (outside Honolulu) I told him no, and it never stated anywhere when I booked this tour or no one has ever reached out to me prior to notify the fee. The tour was $880 and I am asked to pay additional $200 or I am not getting picked up. At this time, the 24 hour cancellation period has passed because it was over 9 am. I was basically put into a position I either agree to the $200 extra or no one will show up for the tour (still have to pay $880) after a couple minutes. The guidance said everything is fine. He will pick me up at nine another two hours went by, I receive a text from provider and email from viator asking me to pay $200. I emailed viator back 3 times before I had gotten them saying they are not refunding me and no one will pick us up. Just be aware of this company. I am sure this is not their first time. It was very disappointing that happened to us on our first Hawaii thanksgiving trip. $880 is a lot of money and to be asked for $200 additional the day prior it’s not right. I have included all the email and text screen shot on this and will file a claim.
Review provided by Viator
From $190
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).