Oahu Circle Island Tour Great for Solo Travelers and Small Groups
The Pineapple EXP
5.0
Amy_C
9 days ago
Awesome amazing trip around the island. Early start time put us ahead of nearly everyone which was great. Tyrone is hilarious knowledgeable and absolutely professional. I cannot recommend you travel with him enough.
Learn so many things about the island of Oahu I had no idea about and visited such beautiful places I think the Temple was my favorite so peaceful.
Dole whip was absolutely delicious and we even got sprinkled on a tiny bit which made it feel like home to me. Fell in love with the rainbow eucalyptus trees.
First trip to Hawaii and this was an amazing introduction Thank you so much Tyrone.
We keep our groups small with no more than 14 guests so the experience feels relaxed, personal, and easy to join, especially for solo travelers. Local guides adjust the pace, share genuine island insight, and make sure everyone feels comfortable without forced interaction. Instead of crowded bus tours, you will enjoy scenic stops with time to explore, take photos, and ask questions at your own pace. Many of our guests join us on their own, and our guides naturally create a welcoming and low pressure atmosphere. Small touches like complimentary local macadamia nuts make the day feel thoughtful and unrushed.
Duration9 hours and 30 minutesLanguages Available
- Human tour guide - English
Points of Interest
Stop At: Diamond Head State MonumentDiamond Head Road - 18th Ave., Honolulu, HawaiiHave 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! Duration: 10 minutesStop At: KahalaKahala, HawaiiSometimes 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.Duration: Not AvailableStop At: Halona BlowholeKalanian'ole Highway, , HawaiiHalona 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! Duration: 15 minutesStop At: Sandy Beach ParkHawaiiCruzen 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! Duration: Not AvailableStop At: Hanauma Bay Nature Preserve100 Hanauma Bay Rd, Honolulu, HawaiiSome 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! Duration: Not AvailableStop At: Byodo-in Temple47-200 Kahekili Hwy, , Kaneohe, HawaiiIf you are into meditation and/or calm energy you will absolutely love the Byodo-Inn Temple. Black Swans glide effortlessly across the steady waters of its extensive Koi pond. There is a fee, but worry not, we have you covered!Duration: 20 minutesStop At: North ShoreHawaiiAre 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! Duration: 35 minutesStop At: North ShoreHawaiiNow, 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! Duration: 1 hourStop At: Makapu‘U PointLighthouse Trail, Turnout Above Makapu'u Beach, HawaiiCliff 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.Duration: 15 minutesStop At: Waimea BayKamehameha Hwy, , Haleiwa, HawaiiThe 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.Duration: Not AvailableStop At: Sunset BeachSunset Beach, HawaiiThe 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! Duration: Not AvailableStop At: Haleiwa Town Center66-125, 66-145, 66-165, 66-197 Kamehameha Hwy, Haleiwa, HawaiiLet 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!Duration: 15 minutesStop At: Dole Plantation64-1550 Kamehameha Hwy, Dole Plantation, Wahiawa, HawaiiOur 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! Duration: 20 minutesStop At: North Shore Macadamia Nut Company67-330 Kamehameha Hwy, Haleiwa, HawaiiFood 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!Duration: 15 minutesAdditional Information
- Infants are required to sit on an adult’s lap
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Waikiki hotel pickup and drop off
- Water
- Whole Dole pineapple (limit one per party)
- Live Commentary
We keep our groups small with no more than 14 guests so the experience feels relaxed, personal, and easy to join, especially for solo travelers. Local guides adjust the pace, share genuine island insight, and make sure everyone feels comfortable without forced interaction. Instead of crowded bus tours, you will enjoy scenic stops with time to explore, take photos, and ask questions at your own pace. Many of our guests join us on their own, and our guides naturally create a welcoming and low pressure atmosphere. Small touches like complimentary local macadamia nuts make the day feel thoughtful and unrushed.
Duration9 hours and 30 minutesLanguages Available
- Human tour guide - English
Points of Interest
Stop At: Diamond Head State MonumentDiamond Head Road - 18th Ave., Honolulu, HawaiiHave 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! Duration: 10 minutesStop At: KahalaKahala, HawaiiSometimes 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.Duration: Not AvailableStop At: Halona BlowholeKalanian'ole Highway, , HawaiiHalona 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! Duration: 15 minutesStop At: Sandy Beach ParkHawaiiCruzen 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! Duration: Not AvailableStop At: Hanauma Bay Nature Preserve100 Hanauma Bay Rd, Honolulu, HawaiiSome 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! Duration: Not AvailableStop At: Byodo-in Temple47-200 Kahekili Hwy, , Kaneohe, HawaiiIf you are into meditation and/or calm energy you will absolutely love the Byodo-Inn Temple. Black Swans glide effortlessly across the steady waters of its extensive Koi pond. There is a fee, but worry not, we have you covered!Duration: 20 minutesStop At: North ShoreHawaiiAre 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! Duration: 35 minutesStop At: North ShoreHawaiiNow, 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! Duration: 1 hourStop At: Makapu‘U PointLighthouse Trail, Turnout Above Makapu'u Beach, HawaiiCliff 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.Duration: 15 minutesStop At: Waimea BayKamehameha Hwy, , Haleiwa, HawaiiThe 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.Duration: Not AvailableStop At: Sunset BeachSunset Beach, HawaiiThe 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! Duration: Not AvailableStop At: Haleiwa Town Center66-125, 66-145, 66-165, 66-197 Kamehameha Hwy, Haleiwa, HawaiiLet 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!Duration: 15 minutesStop At: Dole Plantation64-1550 Kamehameha Hwy, Dole Plantation, Wahiawa, HawaiiOur 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! Duration: 20 minutesStop At: North Shore Macadamia Nut Company67-330 Kamehameha Hwy, Haleiwa, HawaiiFood 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!Duration: 15 minutesAdditional Information
- Infants are required to sit on an adult’s lap
- Service animals allowed
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Waikiki hotel pickup and drop off
- Water
- Whole Dole pineapple (limit one per party)
- Live Commentary
Need To Know Info
For a full refund, cancel at least 24 hours in advance of the start date of the experience.
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5.0
based on Groupon 5 reviews
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Amy_C
Awesome amazing trip around the island. Early start time put us ahead of nearly everyone which was great. Tyrone is hilarious knowledgeable and absolutely professional. I cannot recommend you travel with him enough.
Learn so many things about the island of Oahu I had no idea about and visited such beautiful places I think the Temple was my favorite so peaceful.
Dole whip was absolutely delicious and we even got sprinkled on a tiny bit which made it feel like home to me. Fell in love with the rainbow eucalyptus trees.
First trip to Hawaii and this was an amazing introduction Thank you so much Tyrone.
Paradise66058797688
Tyrone was an amazing tour guide, so genuinely cheerful & friendly. I've done a similar tour of O'ahu before but being the first tour bus to arrive at all the stops helped me amazing photos before the crowds!
100% would recommend.
Q8949OTjohnf
Tyron was amazing as were the views and the narratives! All the stops were interesting and/or beautiful. Enjoyed it a ton!
tim t
The Circle Island Tour with The Pineapple Exp has been the highlight of my wife and my honeymoon in Oahu! We were led by “Hawaiian Ryan” who was an amazing guide who shared stories, great conversation and was able to answer all our questions with ease.
What separates the Pineapple Exp from other companies was the intimate size of the group. Our van had 12 participants where so many of the tours on the island are much bigger. I felt this allowed our entire group to connect and become friends during the trip which was an added bonus.
This tour took us to see so many awesome spots in Oahu that I know we would not have otherwise saw while on the island. We were able to watch the sunrise at Diamond Head, enjoy some amazing lunch at Tanaka Shrimp, and of course have Dole Whip at the Dole Plantation.
Ryan and his entire team truly care about showing off their home island and giving an amazing experience. I could not recommend this experience to any and all people visiting Oahu! Ryan even gave my wife and I an AMAZING Thai food dinner rec on Waikiki for dinner that we loved called Siam Square. Mahalo Pineapple Exp for an amazing tour of Oahu!
martinfC1196PJ
We had a wonderful day. Nikki, our guide understands how to create community so that we were "family" for the day. Knowledgeable, friendly, the tour hit all the highlights. High praise and a great memory.