When planning a trip to the Scottish islands, Orkney often gets overlooked behind the more famous landmarks of mainland Scotland. But those who make the journey are rewarded with a treasure trove of prehistoric sites, stunning landscapes, and a warm local welcome. If you’re considering a private tour, this Historic Orkney Private Odyssey led by a native islander offers a highly personalized way to see the best of what these islands have to offer.
What we love about this experience? First, the customization — you’re not stuck on a rigid itinerary. Second, the local guide’s insider knowledge elevates the experience and adds a personal touch. The only real consideration? It’s a five-hour tour, so if you’re after a very deep dive into every corner, you might want additional time or separate visits. This tour is perfect for travelers who value authentic stories, scenic variety, and a flexible pace—especially those arriving on a cruise or with limited time in Orkney.
Key Points

Flexible and personalized itinerary tailored to your interests.
Led by a local guide born and raised on the islands for authentic insights.
Visit iconic sites like Skara Brae, Ring of Brodgar, and the Italian Chapel.
All transportation included so you can relax without worrying about driving or parking.
Ideal for cruise passengers or day-trippers wanting a comprehensive taste of Orkney.
Value for money — a private tour for up to 4 people offers intimacy and customization at a reasonable cost.
An Introduction to the Tour Experience
This private 5-hour Orkney tour is designed for small groups seeking a tailored experience. The beauty of choosing a private guide is that you can focus on the sites that interest you most, whether that’s ancient relics or scenic vistas. The tour is led by Callum, a local who knows the islands inside-out, and his enthusiasm and deep knowledge shine through in every stop.
What stands out immediately is the ease of logistics — there’s no need to rent a car, as private transportation is included, and the pickup and drop-off are straight from Kirkwall, the main town. This makes it an especially convenient choice for cruise travelers or those with limited time. Plus, the option to enter Skara Brae and the Italian Chapel adds a layer of flexibility that enhances the overall experience.
However, keep in mind that this is a shorter tour—five hours—so you’ll want to prioritize your must-see spots. For lovers of history, landscape, and local tales, it hits the right notes. For those wanting a leisurely, in-depth exploration of every site, some additional time might be necessary.
You can also read our reviews of more private tours in Scotland
Why We Think This Tour Works Well

One of the strongest points of this experience is the guide’s local expertise. As multiple reviews highlight, Callum’s knowledge and enthusiasm make the sites come alive. “Callum is THE BEST guide on Orkney,” someone wrote, emphasizing his pride in his homeland and his ability to share stories that textbooks can’t quite capture.
The scenic drive over the Churchill Barriers and around the islands offers excellent photo opportunities, especially at the Italian Chapel. Speaking of which, visiting this notable World War II monument provides context and a sense of the island’s layered history. Your time here is flexible — you can spend as long as you like exploring the chapel and capturing photos.
Next, the Neolithic sites like Unstan Chambered Cairn and Skara Brae are highlights. Skara Brae, being a UNESCO World Heritage Site, is a must-see. The tour’s flexibility allows for a leisurely exploration, which is a significant advantage over larger bus tours. A reviewer mentions, “Skara Brae was the highlight of this very personal tour,” capturing the universal appeal of these ancient dwellings.
The Yesnaby Cliffs and Ring of Brodgar are breathtaking examples of Orkney’s rugged coastline and stone monument culture. While some sites may be quick stops, the personalized pace ensures you can soak in the views, take photos, or ask questions.
For those interested in a touch of local life, the final stop in Kirkwall provides a chance for some free time, shopping for souvenirs like local Scotch or exploring the town’s charming streets.
In-Depth Look at the Itinerary

The Italian Chapel
The tour kicks off with a visit to the Italian Chapel, an extraordinary WWII structure built by prisoners of war. The scenic drive over the Churchill Barriers to reach the chapel adds to the visual appeal. Photos here capture the contrasting blue water and stark concrete. While the admission fee (£4) isn’t included, many find the story behind the chapel’s construction and its serene atmosphere worth the visit.
Unstan Chambered Cairn
Next, you’ll explore the Neolithic Unstan Cairn, a 5,300-year-old tomb. It’s a great chance to walk through a truly ancient site—and it’s free of charge. The review notes that mobility might be an issue here, so if you have mobility concerns, it’s worth considering whether this stop suits your needs.
You can also read our reviews of more historical tours in Scotland
Skara Brae
The crown jewel of Orkney’s ancient sites, Skara Brae is a well-preserved Stone Age village. You’ll have about an hour, which is enough for a relaxed self-guided exploration. The site’s fascinating stone dwellings, some with original furniture, make it a highlight for history and archaeology buffs.
Yesnaby Cliffs & Ring of Brodgar
The Yesnaby Cliffs offer dramatic coastal views, perfect for short walks and photos. The Ring of Brodgar stone circle, though a quick pass-by, provides a chance for a quick photo or a short walk among the standing stones, which date back thousands of years. One review emphasizes that the guide took us to sites larger tours might overlook, highlighting the advantage of a private experience.
Kirkwall Free Time
If time permits, you’ll get about 30 minutes in Kirkwall, ideal for a quick stroll, buying some local whisky, or just soaking up the town’s welcoming atmosphere before heading back.
The Value of a Private Guided Tour

The cost of $618.18 for up to four people might seem high at first glance, but it’s quite reasonable considering the personalized service, flexible itinerary, and inclusion of private transport. You’re paying for the expert knowledge of a local guide, which transforms a standard sightseeing trip into a storytelling experience.
Multiple reviewers praise Calum’s enthusiasm and depth of knowledge. One mentions, “His stories of his youth and the island’s history made the sites even more meaningful.” This personal connection often enhances the visit far beyond what a bus tour can deliver.
The comfort and convenience are also significant. No worries about parking or navigating narrow roads; the air-conditioned vehicle makes the day comfortable, even on warmer days.
Who Will Love This Tour?

This private tour is perfect for history lovers, small groups, or couples looking for an intimate experience. It’s especially suitable for cruise passengers or day-trippers who want a hassle-free way to see the highlights without feeling rushed. Travelers who enjoy learning from locals and customizing their day will find this tour delightful.
It’s not tailored for travelers seeking long, in-depth explorations of every site or those with mobility issues, but for most visitors wanting a balanced mix of history, scenery, and personal stories, this tour hits the mark.
Final Thoughts

Choosing a private tour with a local guide offers authentic insights and flexibility that large bus groups just can’t match. You’ll get to see iconic sites like Skara Brae and Ring of Brodgar with the comfort of private transportation and the benefit of a guide who genuinely loves sharing his homeland.
The value lies in the personalized experience and the chance to customize your visit based on your interests. The tour’s timing, with only four participants, ensures a relaxed, engaging atmosphere where questions are encouraged, and stories are plentiful.
For travelers eager to connect deeply with Orkney’s past and present, this private Odyssey is a smart choice. It’s perfect for those who want to see the sights, hear the stories, and do it all at their own pace—with a local who truly knows and loves the islands.
FAQ

How long is the tour?
It’s approximately 5 hours, giving you enough time to see multiple sites without feeling rushed.
What’s included in the price?
Private transportation, a private guide, and pick-up/drop-off from Kirkwall are included. Wet weather clothing and an air-conditioned vehicle are also provided.
Are entrance fees included?
No, entrance fees for Skara Brae (£15) and the Italian Chapel (£4) are not included. You should budget around £19 for these.
Can I customize the tour?
Yes, you can further tailor your visit with options to enter Skara Brae and the Italian Chapel, making the experience more personal.
Is this suitable for cruise passengers?
Absolutely. It’s designed with cruise travelers in mind, offering a hassle-free way to see the highlights.
Are there opportunities for photos?
Yes, stops like the Italian Chapel and Yesnaby Cliffs are particularly photogenic.
What about mobility?
Mobility may be an issue at some sites like Unstan Cairn, so consider your comfort level if you have mobility concerns.
How far in advance should I book?
Most bookings are made around 129 days in advance, so plan ahead if you want to secure your preferred date.
What’s the group size?
Up to four people, ensuring a very personal and flexible experience.
Is there a cancellation policy?
Yes, free cancellation up to 24 hours before the tour. Refunds are available if canceled in time.
To sum it up, this Private Odyssey Tour of Orkney offers an engaging, authentic, and flexible way to experience the islands with a knowledgeable local. Whether you’re a history buff or simply seeking scenic beauty and local stories, this tour is a compelling choice that balances value with a personal touch.
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