
Small-Group Oahu Circle Island Tour with Professional Photography
Traveler rating
4.8/5
Based on 1,816 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Small-Group Oahu Circle Island Tour with Professional Photography worth booking?
Small-Group Oahu Circle Island Tour with Professional Photography is a 9.5-hour experience in Honolulu, United States, from $99 per person. It scores 89 out of 100 on the Outty Ranking, which we label “Exceptional”, based on a 4.8/5 rating across 1,816 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 89 / 100
- Rating
- 4.8/5 (1,816)
- Duration
- 9.5 hours
- From
- $99 per person
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 you get
About this experience
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
Included
- Waikiki hotel pickup and drop off
- Water
- Live Commentary
- Use of snorkeling equipment
- In-vehicle air conditioning
What you'll see and do
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!
10 minutes here
Kahala
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.
Pass by without stopping
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!
15 minutes here
Sandy Beach Park
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!
Pass by without stopping
Hanauma Bay Nature Preserve
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!
Pass by without stopping
Nu'uanu Pali Lookout
Experience Hawaiʻi’s natural “wind bath” at Nuʻuanu Pali Lookout, where powerful trade winds, towering cliffs, and panoramic Windward Coast views create one of Oʻahu’s most unforgettable stops.
20 minutes here · Admission 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!
35 minutes here
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!
60 minutes here
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.
15 minutes here
Waimea Bay
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.
Pass by without stopping
Sunset Beach
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!
Pass by without stopping
Hale‘iwa 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!
15 minutes here
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!
20 minutes here
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!
15 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 15 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 14 travelers per booking
- Operated by
- The Pineapple EXP
Know before you go
- 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
Photos






What travelers are saying
Outty’s summary of the themes that recur across 1,815 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
6 mentionsReviewers describe the commentary as informative rather than scripted.
The guide
5 mentionsTravelers single out the guide as the reason the experience works.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Organization
2 mentionsPickup, timing, and logistics are described as running smoothly.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Traveler reviews
1,815 verified traveler reviews for Small-Group Oahu Circle Island Tour with Professional Photography. Ratings and reviews provided by Viator and Tripadvisor.
10/10 Oahu Tour
What an amazing tour, I would highly recommend this tour to anyone looking for a full day seeing Oahu! I went as a solo traveler and I felt safe and comfortable during my time with the group. My guide, Tyrone, was the best guide anyone could ask for. He was knowledgable, personable, and an overall great person to be around; if you get him as your guide, just know you’re in for a fun time! The hotel pickup was another great aspect to this tour as you have the convenience of being picked up and dropped off at your hotel rather than having to go to a meeting point. If you’re looking for a smaller group that offers you a more exclusive tour, look no further and book this tour ASAP!
via Viator
Definitely a good bang...
Definitely a good bang for your buck. You get to see a lot of attractive lookout points and areas!!!
via Viator
Great small group tour of Oahu with a tremendous guide
Great tour of the island, went to and saw many highlight spots on Oahu. Van was comfortable and AC worked well. Group was small 12 total and we were picked up at our hotel right on time. The biggest highlight of the tour was the guide Alaura. A funny and very friendly young lady; Hawaiian born and very knowledgeable of the island and its history. You may want to have water shoes if you plan to swim at the beach. The lunch, although not included was reasonably priced and was very tasty, several different types of shrimp from which to chose. Multiple shopping opportunities amongst the many stops. Many great photo opportunities. Great way to see the island in one all day tour.
via Viator
Wonderful tour of Oahu with many stops.
Pick up was right on time and right at the hotel where we stayed. The van was comfortable and AC worked well. Small group just myself, wife, and ten others. The highlight of the tour was the guide Alaura a wonderful young lady; Hawaiian born and raised. She was very knowledgeable of the island of Oahu and its history which, she shared while traveling from stop to stop. The tour itself took us to many highlight locations on the island and was very immersive. Lunch although not included, was reasonably priced and was very good. Again the best part was the guide - get Alaura if you can.
via Tripadvisor
Great experience!
We had a great time! PE was so knowledgeable. Loved her stories. I would highly recommend this Island overview.
via Viator
Good to know
- Duration
- 9.5 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 636
- Verdict
- Exceptional
Who runs this experience
Operated by The Pineapple EXP, who run 6 experiences we rank across 2 cities, with an average Outty Ranking of 65.3.
See everything The Pineapple EXP runsWhy this scores 89
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Small-Group Oahu Circle Island Tour with Professional Photography: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Honolulu.
How much does Small-Group Oahu Circle Island Tour with Professional Photography cost?
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Prices start at $99 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Honolulu usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Small-Group Oahu Circle Island Tour with Professional Photography take?
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Plan for about 9.5 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Honolulu is not rushed.
Is Small-Group Oahu Circle Island Tour with Professional Photography worth it?
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It holds an Outty Ranking of 89 out of 100, which we label "Exceptional". That score blends traveler sentiment (4.8/5 across 1,816 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in Honolulu, and how flexible the cancellation terms are.
Can I cancel or reschedule Small-Group Oahu Circle Island Tour with Professional Photography?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Small-Group Oahu Circle Island Tour with Professional Photography suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9.5-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Small-Group Oahu Circle Island Tour with Professional Photography?
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Around 636 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Honolulu can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Honolulu and add a light layer if any part of the 9.5-hour experience runs outdoors or after sunset.
Where does Small-Group Oahu Circle Island Tour with Professional Photography start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Honolulu within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Honolulu?
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Honolulu and greater Oahu run on early starts. Pearl Harbor memorial tickets release on a fixed schedule, the North Shore circle-island loop needs a full day, and the catamaran and snorkel runs off Waikiki fill fast in season. We rank on whether the operator secures Pearl Harbor entry themselves and how tight the circle-island itinerary really is. On Outty we rank every Honolulu experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Pearl Harbor, USS Arizona Memorial & Honolulu Deluxe Coach Tour, Oahu Small-Group Circle Island Tour with Turtle Snorkeling, Oahu: North Shore Tour with Waimea Waterfall. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Honolulu?
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April to June and September to November, between the wet season and peak crowds. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Honolulu?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
What is included in Small-Group Oahu Circle Island Tour with Professional Photography?
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Included: Waikiki hotel pickup and drop off; Water; Live Commentary; Use of snorkeling equipment; and In-vehicle air conditioning. Always check the voucher for the final list before you travel.
Does Small-Group Oahu Circle Island Tour with Professional Photography include hotel pickup?
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Yes, pickup is offered for every traveler from 81 listed pickup locations in and around Honolulu. Be ready about 15 minutes before the start time.
What languages is Small-Group Oahu Circle Island Tour with Professional Photography offered in?
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It runs in English. Pick your language when choosing a date and time, as not every departure runs in every language.
Will I get instant confirmation and a mobile ticket for Small-Group Oahu Circle Island Tour with Professional Photography?
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Confirmation is sent by the operator after booking, usually within 48 hours; if it is not confirmed you are not charged. Mobile tickets are accepted, so you can show the voucher on your phone.
Is Small-Group Oahu Circle Island Tour with Professional Photography wheelchair or stroller accessible?
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The operator notes: Infants are required to sit on an adult’s lap. If accessibility is critical, contact the operator after booking to confirm arrangements for your date.
What happens to Small-Group Oahu Circle Island Tour with Professional Photography if the weather is bad?
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This experience depends on good weather. If it is canceled because of poor weather, you are offered a different date or a full refund.
What do travelers say about Small-Group Oahu Circle Island Tour with Professional Photography?
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Across 1,816 reviews averaging 4.8 out of 5, recurring themes include knowledge and storytelling, the guide, small groups. Reviewers describe the commentary as informative rather than scripted.
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