If you’re planning a trip to Oahu and want to see the island’s highlights without the stress of navigating it all yourself, a private tour like this one from Anaba Hawaii might be just what you need. While we haven’t taken this specific tour ourselves, the glowing reviews and detailed itinerary suggest it’s a solid option for those seeking a personalized experience.
What really caught our eye? First, the focus on customization. With a guide who tailors the day to your interests and a small group setting, you get the flexibility to explore at your own pace. Second, the tour hits some of the most iconic sights, from Diamond Head to North Shore, all sprinkled with fun stops like local farms and hidden gems.
However, a point to consider is the price point—at $300 per person, it’s definitely on the premium side. That said, given the private nature, knowledgeable guiding, and the variety of stops, many travelers find it to be a worthwhile splurge. This tour suits anyone wanting a comprehensive day with the freedom to choose what’s most appealing, especially those who value comfort and local insights over crowds and rushed schedules.
Key Points

- Flexibility and customization make this a standout private experience.
- Small group size ensures personalized attention and a relaxed vibe.
- Many iconic sights are included, with plenty of opportunities for photo ops.
- The local guide adds valuable context and makes the day more engaging.
- Price reflects the private, tailored nature of the tour, making it a good value for those seeking comfort and exclusivity.
- It’s suitable for travelers who appreciate learning about Hawaii from a knowledgeable local.
An In-Depth Look at the Itinerary

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Starting at Diamond Head State Monument
The tour kicks off with a drive through Waikiki, offering a chance to soak in the bustling city vibe before heading to the first major stop: Diamond Head. While admission ($1 per person, $5 per vehicle) isn’t included, it’s easy to plan around this or skip the entrance if you prefer. The views from outside the monument are stunning, and this iconic crater is a must-see for first-timers.
Halona Blowhole: Nature’s Geyser
Next, you’ll visit the Halona Blowhole, where ocean waves surge into a lava tube and burst through the water’s surface, creating a spray that resembles a geyser. This is a quick stop, about 30 minutes, but one that’s well worth it for the dramatic nature spectacle. It’s free and offers fantastic photo opportunities—just be cautious of the waves if you’re close to the spray.
Makapuʻu Point for Coastal Views and Whale Watching
A favorite among visitors, Makapuʻu Point provides sweeping views of the Pacific and is a prime whale-watching spot during migration season. Even outside whale season, the scenery alone makes this stop worthwhile. Expect around 30 minutes here to take in the vistas and snap some photos.
Kualoa Ranch: Quick Break
The tour makes a brief stop at Kualoa Ranch for a bathroom break. This famous ranch is known for its movie and TV show appearances, though the tour doesn’t go inside. It’s a convenient stop, giving you a chance to stretch and prepare for the next part of the journey.
North Shore: Surf, Turtles, and Hidden Gems
The highlight for many is a two-hour cruise along North Shore, famous for its world-class surf breaks. Depending on the season, you might see massive winter waves or serene summer waters. Turtles are often spotted here, adding to the fun. Along the way, you’ll find fruit stands and small shops—perfect for a quick snack or souvenir. The guide often shares some local secrets, making this part feel especially authentic.
Mokolii Island (Chinamans Hat)
Next, you’ll stop for photos at Mokolii Island, affectionately called “Chinamans Hat” because of its distinctive shape. It’s a great spot for pictures and to appreciate the surrounding Koolau Mountain range, which creates a stunning backdrop.
Tropical Farms and Macadamia Nuts
One of the tour’s sweet spots is Tropical Farms, where you can see how macadamia nuts are harvested and enjoy tasting freshly cracked nuts. It’s a relaxed, educational stop that adds a taste of local agriculture and flavor to your day.
Haleiwa Town for Local Vibes and Food
Haleiwa Town offers a laid-back atmosphere filled with surf shops, galleries, and boutiques. You’ll have about an hour here to explore, shop, and sample local eats. Food trucks abound with seafood options, making it an ideal spot to indulge in casual, fresh Hawaiian fare.
Dole Plantation and Pineapple Fun
A visit to the Dole Plantation combines fun and flavor. You can take a quick train ride through pineapple fields, stroll the gardens, and enjoy some of the famous pineapple treats. It’s a classic Oahu stop, especially for those who love fruity snacks.
Green World Coffee Farms
Finally, the tour wraps up with a visit to Green World Coffee Farms, where you can explore the coffee cultivation process from bean to cup. If you’re a coffee lover, this is a relaxing way to end a busy day, and it offers another photo-worthy moment.
How the Private Tour Works for You

Given the itinerary, what do you get? Essentially, you receive a personalized day on Oahu, tailored to your interests and pace. The tour’s small size (from 1 to 14 people) ensures you won’t be stuck in a crowded bus—that’s a big plus if you prefer intimacy and flexibility. The inclusion of hotel pickup and private transportation means you don’t have to worry about logistics, which can be a relief when you’re in a new place.
The guide, described as local and knowledgeable, adds depth to the experience. As one reviewer noted, the guide shared many local spots and made sure even teenagers were engaged. This kind of personal touch can often make a big difference in how much you enjoy your day.
Cost and Value
At $300 per person, this private experience isn’t cheap, but it’s crucial to weigh what you’re getting. Compared to group tours or self-driving, you’re paying for convenience, comfort, and customization. Many find the value in having a dedicated guide who curates your highlights and ensures you don’t miss out. Plus, with free stops at many sites, you control how long you linger at each location.
Who Should Consider This Tour?

This tour best suits travelers who value personalized service and local insight. It’s ideal for those wanting to see a broad range of Oahu’s sights without feeling rushed or crowded. If you’re traveling with a group that prefers a flexible schedule and appreciates comfort, this could be a perfect fit.
It’s also well-suited for first-time visitors who want a rundown, but seasoned travelers will still appreciate the chance to go at their own pace and explore hidden corners. The tour’s focus on iconic sights combined with off-the-beaten-path gems makes it versatile.
While the price might seem high, many guests feel it’s worth the investment for the ease and quality of the experience. Plus, the small group and private guidance can turn a standard sightseeing day into something memorable.
Private Oahu Circle Island Tour
“Jody was very knowledgeable about the Hawaiian history. He shared many local spots and made sure the teenage boys in the group stayed engaged.”
FAQ: Your Practical Questions Answered

Is the tour suitable for children?
While not specifically marketed as a family tour, all travelers are welcome, and the stops are generally suitable for most ages. However, consider children’s comfort with walking and outdoor weather.
How long is the tour?
It lasts approximately 8 hours, making it a full day of sightseeing with plenty of time at each stop.
Are meals included?
No, meals aren’t included. You’ll have time in Haleiwa for food, and snacks are available at various stops.
What’s the pricing?
It costs about $300 per person, which covers private transportation, a knowledgeable guide, bottled water, and all the planned stops.
Can I customize the stops?
Yes, the tour is 100% flexible, and your guide will tailor the day based on your interests.
Is admission to sites included?
Some sites, like Diamond Head, require a small fee ($1 per person, $5 per vehicle). Others are free, and your guide will help you plan accordingly.
What if I need to cancel?
You can cancel free of charge up to 24 hours in advance for a full refund.
Is pickup available from my hotel?
Yes, hotel pickup is included in the package, making logistics easier.
What makes this tour stand out?
Its private, customizable nature combined with a knowledgeable local guide and the variety of iconic and hidden spots on Oahu.
Would I recommend this tour?
If you’re after an easy, tailored, and relaxed way to see Oahu’s highlights, definitely. It’s a bit pricier, but for many, the comfort and personal attention are worth it.
This private Oahu circle island tour stands out because of its flexibility, small-group intimacy, and the chance to explore at your own pace. You’ll visit some of the island’s most famous sights, enjoy beautiful vistas, and have a guide who knows the ins and outs of Oahu. The stops at farms, local towns, and scenic spots give you a well-rounded view of what makes this island special.
It’s perfect if you want a hassle-free day with an expert guiding the way and a bit of personal customization. The price might seem high, but considering the private transportation, guided insights, and flexible schedule, many find it a good value for a memorable day.
Whether you’re on your first trip or returning for a deeper look, this tour offers a balanced mix of iconic sights and local flavor, all with the comfort of knowing someone’s got your day covered. It’s a solid choice for travelers seeking a relaxed, authentic, and tailored Oahu experience.
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