• 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 Blowhole, meaning “Of Happy Fortune,” is a rare sight, one of only three in the world! We’re thrilled to share this incredible experience with you.
• Sandy Beach Park - As we head to Makapu’u Lookout, we’ll pass Sandy Beach, a top spot for bodysurfing, even among presidents. Don’t be deceived by the smaller waves; the water is quite challenging!
• Hanauma Bay Nature Preserve - Known as “The Dragon,” these cliffs will leave you in awe. Although closed to commercial vehicles, you can still witness this magnificent sight.
• Nu’uanu Pali Lookout - Located in the Koʻolau Mountains, Nuʻuanu Pali Lookout provides panoramic views of Oʻahu’s Windward Coast, lush valleys, and Kāneʻohe Bay. This historic site marks King Kamehameha I’s pivotal battle for Hawaiian unification, offering stunning views and cultural significance.
• North Shore - Feeling hungry? The North Shore’s Fumis shrimp truck is the perfect lunch spot, offering delicious shrimp that you’ll rave about. Non-shrimp options, including a delightful vegetarian noodle plate, are also available.
• North Shore - Time to put on those swimsuits! Whether you swim, snorkel, or relax in the shade with a book, there’s something for everyone. Plus, snorkel gear is free to rent!
• Makapu’u Point - Enjoy a cliff walk or stay safely behind the railing for stunning views. Makapu’u Lookout’s cliffs are a visual delight, living up to its Hawaiian name meaning “bulging eye.”
• Waimea Bay - The first foreign landing in Hawaii occurred here in the 1700s with Captain Cook. Waimea Bay is a majestic sight, surrounded by rainforest-kissed cliffs and a prominent rock centerpiece.
• Sunset Beach - Originally called Paumalū, Sunset Beach is famous for its massive winter waves. Keep an eye out for surfers riding the crests!
• Haleiwa Town Center - Step back to the 1800s in Historic Haleiwa Town. While Matsumoto’s Shave Ice is a highlight, there’s much more to discover!
• Dole Plantation - Our final stop is the sweet Dole Plantation, home of the world-renowned DOLE WHIP. Ask your guide how to win a free one!
• North Shore Macadamia Nut Company - Before a beach-induced nap, visit the North Shore Macadamia Nut Farm for free samples of macadamia nuts and coffee!

• Waikiki hotel pickup and drop off
• In-vehicle air conditioning
• Live Commentary
• Use of snorkeling equipment
• Whole Dole pineapple (limit one per party)
• Water

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.