Premium Oahu Circle Island Tour – Small Group, No Crowds

1,748 Reviews 4.85 out of 5 stars Based on 1,748 adventurer reviews collected by Top10Adventures® and TripAdvisor | Recommended by 97% of reviewers |
Badge of Excellence |Badge of Excellence This adventure is highly rated and has met our top quality standards.
Honolulu, USA

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On average, this is booked 127 (108) days in advance.

9 hours 30 minutes (approx.)
Hotel pickup offered
Mobile ticket
Instant confirmation
Offered in: English

Overview

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.

What's Included

  • Waikiki hotel pickup and drop off
  • Water
  • Live Commentary

    Meeting and Pickup

    Pickup point
    Pickup details

    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!

    What To Expect

    Book Online

    Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your adventure begins.
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    Safe & secure • Easy breezy • Hassle-free

    Diamond Head State Monument

    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!
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    10 minutes • Admission Ticket Free

    Kahala (pass by)

    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.
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    Halona Blowhole

    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!
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    15 minutes • Admission Ticket Free

    Sandy Beach Park (pass by)

    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!
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    Hanauma Bay Nature Preserve (pass by)

    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!
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    Nu'uanu Pali Lookout

    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.
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    20 minutes • Admission Ticket Included

    North Shore

    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!
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    35 minutes • Admission Ticket Free

    North Shore

    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!
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    1 hour • Admission Ticket Free

    Makapu‘U Point

    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.
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    15 minutes • Admission Ticket Free

    Waimea Bay (pass by)

    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.
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    Sunset Beach (pass by)

    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!
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    Haleiwa Town Center

    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!
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    15 minutes • Admission Ticket Free

    Dole Plantation

    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!
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    20 minutes • Admission Ticket Free

    North Shore Macadamia Nut Company

    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!
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    15 minutes • Admission Ticket Free

    Show 13 more stops

    Additional Info

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants are required to sit on an adult’s lap
    • This tour/activity will have a maximum of 13 travelers

    Frequently Asked Questions

    (7)

    Q: What is the cancellation policy for the Premium Oahu Circle Island Tour – Small Group, No Crowds?

    A: You can cancel up to 24 hours in advance of the adventure for a full refund. For a full refund, you must cancel at least 24 hours before the adventure start time.If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the adventure start time will not be accepted.Cut-off times are based on the adventure local time (HST).This adventure requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

    Cancellation Policy

    You can cancel up to 24 hours in advance of the adventure for a full refund.

    Still have questions?

    We're here to help.
    Activity code: C-166842P1

    Traveler Photos

    Reviews

    4.85
    1,748 reviews

    Average 4.85 out of 5 stars based on 1,748 adventurer reviews collected by Top10Adventures® and partner sites such as Cool Destinations and TripAdvisor

    5 stars
    1,584
    4 stars
    107
    3 stars
    35
    2 stars
    11
    1 star
    11

    Loading Options
    Don't miss out!
    On average, this is booked 127 (108) days in advance.

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    What's Included

    Activity name

    • Waikiki hotel pickup and drop off
    • Water
    • Live Commentary
    • Use of Snorkelling equipment
    • Air-conditioned vehicle

    Additional Info

    Activity name

    • Confirmation is instant and will be received at time of booking
    • Service animals allowed
    • Public transportation options are available nearby
    • Suitable for all physical fitness levels
    • Infants are required to sit on an adult’s lap
    • This tour/activity will have a maximum of 13 travelers

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    Free Cancellation

    100% refund
    No refund

    You can cancel up to 24 hours in advance of the adventure for a full refund.

    • For a full refund, you must cancel at least 24 hours before the adventure start time.
    • If you cancel less than 24 hours before the adventure start time, the amount you paid will not be refunded.
    • Any changes made less than 24 hours before the adventure start time will not be accepted.
    • Cut-off times are based on the adventure local time (HST).
    • This adventure requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
    • This adventure requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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