• 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 panoramic views of Oahu’s southern shore and Waikiki.

• Kahala - Dreaming is encouraged as we pass through the luxurious neighborhood of Kahala, 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! It’s a privilege to share this amazing view with you.

• Sandy Beach Park - As we cruise to Makapu’u Lookout, we’ll pass Sandy Beach, the island’s premier 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. Although closed to commercial vehicles, you can still witness this stunning site.

• Nu’uanu Pali Lookout - Nestled in the Koʻolau Mountains, the Nuʻuanu Pali Lookout provides sweeping views of Oʻahu’s Windward Coast, lush valleys, and Kāneʻohe Bay. This historic site marks King Kamehameha I’s pivotal battle that united the Hawaiian Islands, offering incredible 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 eaters can enjoy a delightful vegetarian noodle plate.

• North Shore - Time to don those swimsuits! Whether swimming or relaxing in the shade with a book, there’s something for everyone. Plus, snorkel gear is free to rent!

• Makapu’u Point - Fancy a cliff walk? Whether you stay behind the railing or venture out, Makapu’u Lookout offers stunning views. Its name means “bulging eye” in Hawaiian, and the scenery is truly eye-catching.

• Waimea Bay - The first place a foreigner landed in Hawaii was here in the 1700s with Captain Cook. Waimea Bay is majestic, surrounded by rainforest-kissed cliffs and featuring a prominent rock in the center.

• Sunset Beach - Originally known as 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 - Step back in time 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-famous DOLE WHIP. Ask your guide how to win a free one!

• North Shore Macadamia Nut Company - Before a nap, visit the North Shore Macadamia Nut Farm for free samples of macadamia nuts and coffee!

• Waikiki hotel pickup and drop off
• Complimentary water
• Whole Dole pineapple (one per party)
• Snorkeling equipment provided
• Air-conditioned vehicle
• Live Commentary

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.