Join our Oahu 10 Stop Circle Island Tour and experience personalized attention, small tour groups, and a personable atmosphere. Enjoy a free Dole Pineapple and don’t miss the locally grown Kahuku Shrimp!
Join our Oahu 10 Stop Circle Island Tour and experience personalized attention, small tour groups, and a personable atmosphere. Enjoy a free Dole Pineapple and don’t miss the locally grown Kahuku Shrimp!
- Diamond Head State Monument - Imagine driving on the very road that Amelia Earhart used as her runway in 1935. That’s our first stop! Diamond Head lookout offers breathtaking views of Oahu’s southern shore and Waikiki.
- Kahala - Dreaming is encouraged as we pass through the luxurious Kahala neighborhood, home to the annual Sony Open. The…
- Diamond Head State Monument - Imagine driving on the very road that Amelia Earhart used as her runway in 1935. That’s our first stop! Diamond Head lookout offers breathtaking views of Oahu’s southern shore and Waikiki.
- Kahala - Dreaming is encouraged as we pass through the luxurious Kahala neighborhood, home to the annual Sony Open. The stunning estates here might inspire some life reflections.
- Halona Blowhole - Halona means “Of Happy Fortune,” and this incredible sight is one of only three in the world! We’re thrilled to share this with you!
- Sandy Beach Park - As we cruise to Makapu’u Lookout, we’ll pass Sandy Beach, the island’s top bodysurfing spot, even favored by presidents. Don’t be deceived by the smaller waves; the water is quite rough!
- Hanauma Bay Nature Preserve - Known as “The Dragon,” these cliffs will leave you in awe. Your tour guide will be eager to show you why! Although closed to commercial vehicles, you can still admire The Dragon.
- Nu’uanu Pali Lookout - Experience Hawaii’s natural “wind bath” at Nuʻuanu Pali Lookout, where strong trade winds, towering cliffs, and stunning Windward Coast views make it an unforgettable stop.
- North Shore - Feeling hungry? The North Shore’s Fumis shrimp truck is the perfect lunch spot! The shrimp are so delicious, you’ll want to call home about them. Not a shrimp fan? No worries, there are other options, including a tempting vegetarian noodle plate.
- North Shore - Time to put on those swimsuits! If swimming or snorkeling isn’t your thing, there’s plenty of shade to relax and enjoy a good book. Plus, snorkel gear is free to rent!
- Makapu’u Point - Interested in cliff walking? It’s entirely up to you; you can stay safely behind the railing and still enjoy the stunning view. Makapu’u Lookout’s cliffs are a visual delight, and not just because “bulging eye” is its Hawaiian meaning.
- Waimea Bay - The first place a foreigner landed in Hawaii was here in the 1700s, with Captain Cook and his crew. Waimea Bay is truly majestic, with rainforest-kissed cliffs and a prominent rock at its center.
- Sunset Beach - Originally called Paumalū, Sunset Beach is famous for its big wave surfing during winter. Keep an eye out for surfers riding the massive waves!
- Haleiwa Town Center - Let’s travel back to the 1800s in Historic Haleiwa Town. While Matsumoto’s Shave Ice is a highlight, there’s so much more to discover!
- Dole Plantation - Our final stop is the sweet Dole Plantation, home of the world-famous DOLE WHIP. Ask your guide how you can win a free one!
- North Shore Macadamia Nut Company - Before a beach nap, visit the North Shore Macadamia Nut Farm for free samples of macadamia nuts and coffee!

- Waikiki hotel pickup and drop off
- Water
- Live Commentary
- Use of snorkeling equipment
- In-vehicle air conditioning
- Waikiki hotel pickup and drop off
- Water
- Live Commentary
- Use of snorkeling equipment
- In-vehicle air conditioning
In December and January, this tour kicks off with a breathtaking sunrise viewing from a specially selected spot, perfectly timed to witness the sun rising over Oahu. It’s a serene and unforgettable way to start the day, offering a distinctive seasonal experience not commonly found on other tours.
Following the sunrise, the tour continues with an…
In December and January, this tour kicks off with a breathtaking sunrise viewing from a specially selected spot, perfectly timed to witness the sun rising over Oahu. It’s a serene and unforgettable way to start the day, offering a distinctive seasonal experience not commonly found on other tours.
Following the sunrise, the tour continues with an exploration of Oahu’s top attractions, emphasizing comfort, culture, and connection. The groups are kept intentionally small, allowing for questions, story-sharing, and the opportunity to connect with the guide and fellow travelers. Guests will feel like welcomed visitors rather than just part of a crowd.
At The Pineapple EXP, quality is a priority. While not the largest company on the island, the team is dedicated to ensuring every guest feels valued. For those visiting in winter seeking a Circle Island experience with stunning views, excellent company, and authentic hospitality, this tour is an ideal choice.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.