Oahu Circle Tour: Discover Island Highlights

Discover Oahu’s hidden gems with our intimate Circle Island tour. Enjoy breathtaking views, local insights, and free macadamia nuts. Book your adventure today.

Duration: 9 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Diamond Head State Monument - Visitors embark on their adventure at the base of this iconic volcanic crater, enjoying breathtaking views of the Honolulu skyline and the vast Pacific Ocean. This stop sets a dramatic tone for the day, showcasing one of Hawaii’s most famous natural wonders.
  • Kahala - As the tour progresses through Kahala, guests…
What's Included
  • Bottled water
  • Entrance fees
  • Use of snorkeling equipment
Additional Information

Discover Oahu as locals do with their friends. This intimate Circle Island tour, limited to 14 participants, is designed around captivating stories, positive energy, and guides who welcome you like family from the moment you enter the van. The itinerary includes the island’s most memorable highlights in a seamless, enjoyable day: breathtaking lookouts,…

Location
Diamond Head State Monument
18th Ave., Waikiki
Cancellation Policy

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

Customer Ratings
4.5
(8 Ratings)
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1 star
Xiomara_c
Apr 2, 2026
Wonderful trip I recommend - Great family trip Tyron the guide tour he’s the best the experience in Hawaii is amazing we love every place we go and the food is delicious and we have great memories
Review provided by Viator
Robert_b
Mar 10, 2026
Great time - The experience was great, Amazing stops, ample time at our stops and comfortable van. I would recommend this tour to anyone!
Review provided by Viator
Luis
Mar 7, 2026
Great experience - This was a great experience for me and my family. The tour was exactly what is advertised and Nikki was a perfect tour guide.
Review provided by Tripadvisor
Phillip_j
Mar 1, 2026
Ryan was an amazing tour... - Ryan was an amazing tour guide, knowledgeable, accommodating, smart and gave good recommendations. He even gave a gift at the end of the tour! How nice of him!! Pineapple express, give this man a promotion, he deserves it!!
Review provided by Viator
Pia_f
Feb 7, 2026
“Soul-o Trip” - Overall, my island tour was an amazing experience! Our true guide Tyrone was very knowledgeable, very accommodating and great sense of humor!
Review provided by Viator
Michelle_s
Jan 4, 2026
Fabulous Tour - Ryan was professional, knowledgeable, kind, and funny. We had some serious rain but he made the tour great! I highly recommend! Worth every penny and cost much better than others I reviewed..
Review provided by Viator
Maisie_s
Dec 19, 2025
Our tour guide, Ryan, was... - Our tour guide, Ryan, was super friendly and easy to talk to. The van was comfortable enough for the 9.5 hour tour. I would totally recommend it to anyone who is interested in taking an organized tour in Oahu.
Review provided by Viator
969dorao
Feb 22, 2026
Do NOT book with Circle Island Pineapple Express. - Do NOT book with Circle Island Pineapple Express. We traveled 9 hours to Hawaii and booked this tour as a major part of our trip. They left us after a 3-minute wait. When they came back, there was no room for my husband and me to sit together on an 8-hour tour — they expected us to sit separated the entire day. We refused and spoke to the owner, who promised a refund. It has now been 4 months. No refund. Calls ignored. Constant “we’ll call you back” with no follow-up. Because of this, we couldn’t rebook anything else that day. Our time in Hawaii was wasted, and you don’t get vacation days back. Unprofessional, disorganized, and no accountability. Save yourself the stress and book elsewhere.
Review provided by Tripadvisor
From $99
up to 13 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).