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
(20 Ratings)
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Grams13
Oct 12, 2025
MASSIMO Tours - HIGHLY RECOMMEND MASSIMO TOURS Pietra was our driver and she took us where we wanted to go. We had so much fun! She was so pleasant, personal and informative but still professional. The price paid was very reasonable. The beaches are so beautiful. If I’m ever back to Honolulu, I would book them again and ask for Pietra. Thank You for a wonderful day!
Review provided by Tripadvisor
Joshua
Aug 15, 2025
Great Bespoke Tour of Pearl Harbor and Greater Honolulu - Pietra did a great job take us around Pearl Harbor and arranged all of our tickets. Then she gave us a really great tour of Honolulu and showed us and told us all of the interesting history, architecture, business and other unique aspects of Honolulu. If you want to learn about Oahu and Honolulu in a comfortable experience this is the way to do it! She also gave us extra time to see everything we wanted to see, which was really nice.
Review provided by Tripadvisor
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
From $190
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).