Premium Oahu Circle Island Tour – Small Group, No Crowds
Description
During December and January, this tour begins with a sunrise viewing from a beautiful, hand-picked location, timed so you actually get to watch the sun come up over Oahu. It’s a peaceful and memorable start to the day, and a unique seasonal experience you won’t find on most tours. After sunrise, we explore Oahu’s top highlights with a focus on comfort, culture, and connection. Our groups are intentionally small so you can ask questions, share stories, and get to know your guide and fellow travelers. You’ll feel like a welcomed guest, not part of a crowd. At The Pineapple EXP, we believe quality matters. We might not be the biggest company on the island, but we work hard to make every guest feel cared for. If you’re visiting in winter and want a Circle Island experience with great views, good company, and genuine hospitality, this is the tour for you.
Tour Options
Itinerary
Have you ever thought you would be driving on the exact same road that Amelia Earhart used as her runway in 1935? Well, that is our FIRST stop! Diamondhead lookout is an amazing location that offers panoramic views of the southern shore of Oahu and Waikiki!
Sometimes it is good to dream and day dreaming is what most of us will be doing as we pass by the luxurious neighborhood of Kahala wherein the Sony Open is played every year. The estates here will have most of us rethinking our life choices.
Halona Blowhole. Halona means “Of Happy Fortune” this amazing sight is one of just three in the world! And what happy fortune we have to be able to show it to YOU!
Cruzen over to Makapu’u Lookout we will be passing by the most sought out bodysurfing beach on the island-even by presidents; Sandy Beach! Don’t let the smaller waves fool you, that water is ruff!
Some call this place “The Dragon” These cliffs whereupon The Dragon lay will loosen the jaw in awe! I’m sure your tour guide will be more than happy to explain way! Well, SHOW you why! It’s an amazing site! Unfortunately this place is closed to commercial vehicles. However, you can still see The Dragon!
Perched in the Koʻolau Mountains, the Nuʻuanu Pali Lookout offers sweeping views of Oʻahu’s Windward Coast, lush valleys, and Kāneʻohe Bay. This historic site is also where King Kamehameha I won a pivotal battle that helped unite the Hawaiian Islands. A stop with incredible views, strong cultural significance, and unforgettable photo opportunities.
Are you hungry yet? Well, you will be. And what better place to get lunch than the North Shores’ Fumis shrimp truck! These generously sized shrimp has taste you will call home about. If you are not a shrimp eater it’s completely okay; there are other options. Including a very inviting Vegetarian noodle plate that might have you driving to the north shore for more the next day!
Now, let us get those swimsuits on! If you don’t want to swim or snorkel it is completely fine; there is plenty enough shade to stretch, relax and read that favorite book! Don’t forget; the snorkel gear is FREE to rent!
Cliff walking anyone? of course it is completely up to you; you can always stay on the safe side of the railing and still get to see an amazing view. Makapu’u Lookouts’ amazing cliffs make a feast for your eyes. Not only because it means “bulging eye” in Hawaiian, either.
The very first place a foreigner landed in Hawaii was here in the 1700's! That was Capitan Cook and his crew. Waimea Bay is beyond majestic. From the beautiful, rainforest kissed cliffs that surround it to the proud protruding rock in the center. You will see nothing but beauty.
The original Hawaiian name for this place is Paumalū. Sunset Beach is known for big wave surfing during the winter season and I mean BIG. Keep your eyes open, you may see some surfers on the tops of the waves!
Let us time travel back to the 1800’s. Back to a little place now called Historic Haleiwa Town. Matsumoto’s Shave Ice isn’t the only thing cool about this place! Just wait and see!
Our last location is sweet to say the least; The Dole Plantation. Home of the world famous, oh yes, DOLE WHIP. Ask your Guide how you can win a FREE one!
Food and beach usually equates to a long nap but not yet! We are headed to the North Shore Macadamia Nut Farm! And yes, there are FREE samples of both macadamia nuts AND coffee!
Highlights
What's included
Pickup Locations & Times
Aloha! Please be advised that we only do pickups in Waikiki and Ala Moana Area. Also, your pickup time may be subject to change and is at your drivers discretion (we do sunrise pickups during winter months). We DO NOT do pickups outside of Waikiki / Ala Moana area. We DO NOT pickup from Airport hotel, or Ko'olina area. Correctly input your location and, as long as your hotel is in Waikiki / Ala Moana area, we will be able to pick you up. If you purchase tickets and your location is outside of Waikiki / Ala Moana area, you must find a way to a Waikiki hotel. Pickups start at 7am. If you are driving to Waikiki, please email us so that we can guide you to a place where you can park for free. Please be advised that snorkeling / swimming time will be allotted at North Shore beach stop. See you soon!
Traveller Ratings
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Reviews(1,792)
Our tour guide Tyrone was great! It allowed to see additional sites to visit, unique places to eat, and cultural spots.
Tytonne was very informative, friendly, great sense of humor, safe driver, attentive and accommodating. Thank you Tyronne for a wonderful tour.
Provided lots of good knowledge. Plenty of time at all the places. I would have liked more time at North Shore. Time for both beach and shopping
Leonani- our tour guide and bus driver from the Pineapple Exp is the bomb. As a native Hawaiian, she so knowledgeable, giving us the history and stories alone the circle tour. Her ability to drive and simultaneously give such eloquent deliver is amazing. The small group tour is the way to go. Whichever group that ends up with her will be super lucky. Such a caring and kind person. Kevin SF, CA
We had a wonderful tour that highlighted the beauty of the island of O’ahu. The tour guide was the best. She told us great stories and her personality made us feel like she was family.
Le-o was great! She provided a lot of details and stories of the island!. She was a wealth of information. Definitely recommend this tour.
We are so happy to have booked this tour on the first full day of our trip! Even though it rained on us, the experience was amazing and our guide was incredibly informative, helpful, and fun. She showed us so many fun places we would never have otherwise seen and gave us excellent advice about the activities we had planned for the remainder of our trip. I can’t recommend this tour or our guide strongly enough. So thankful for this experience!!!
This is an all day experience filled with multiple opportunities to take beautiful and scenic pictures. Our guide Leonani was amazing! Not only did Leo provide stories and "must knows" about the island, but she also knew when to give us our space and time to enjoy with the family. She greated us with flowers at different stops, played our music requests, and was just the kindest. We greatly enjoyed out times snorkeling and at Dole. Our pictures are all amazing. I also appreciated the small group tour versus the giant tour buses we saw on the way.
Great full day tour of the island with beautiful lookouts! Our guide Ryan made the day wonderful with lots of great stories and lots of humour, and volunteered often to take some pictures of us. Thank you Ryan!
Very good trip. Tour guide Justin was very helpful and knowledgeable. Would highly recommend this trip
