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Discover Greece’s East Macedonia with a private, flexible tour from Thessaloniki. Visit Philippi, Kavala, and Amphipolis with expert guides and authentic sights.
Discover Greece’s East Macedonia: Private Trip to Philippi and Kavala
Exploring Greece often means focusing on iconic islands or Athens, but the East Macedonia region offers some truly compelling sights and stories. This private tour from Thessaloniki to Philippi and Kavala promises an 8-hour journey through ancient ruins, Ottoman treasures, and lively seaside streets—all tailored to your interests. With knowledgeable drivers, flexible itineraries, and authentic experiences, it’s perfect for history buffs and culture lovers alike.
One of the standout features of this tour is the variety it offers: from the imposing Lion of Amphipolis to the spiritual footprints of Apostle Paul, and finishing in the vibrant, historically layered city of Kavala. The ability to customize the stops and enjoy a relaxed, guided exploration makes this a great value for those seeking a deep dive into Greece’s lesser-trodden but equally captivating corners.
However, travelers should keep in mind that entrance fees to sites are not included, which means a few extra euros and some planning. Also, as a private experience, it’s best suited for those who prefer comfort, flexibility, and a more intimate group setting over large tour buses. If you love uncovering local stories at your own pace, this trip could be just right.


For a more personal experience, these private Thessaloniki tours deliver individual attention
The journey begins with complimentary pickup from your hotel or Airbnb in Thessaloniki, making the start of your day smooth and stress-free. The driver, fluent in English and Greek, will serve as your guide, sharing insights along the way. This personalized approach means fewer crowds and a more relaxed pace, ideal for soaking up the atmosphere rather than rushing through sites.
The first photo stop is at the Lion of Amphipolis, a striking monument originally perched atop the Great Tomb of Amphipolis. Moving it several kilometers away, this impressive sculpture offers a glimpse into the area’s ancient funerary customs and artistic prowess. Reviewers like Melanie appreciated the experience, noting that Ioannis, the driver and guide, was “a safe driver, friendly, and extremely knowledgeable.”
This stop is around 10 minutes, enough to snap some photos and appreciate the size and detail of this stone lion. Its commanding presence makes it a perfect introduction to the region’s archaeological significance.
Next, the tour takes you to Philippi, a city founded by Philip II of Macedon, the father of Alexander the Great. Its archaeological site is one of Greece’s most important and well-preserved, earning UNESCO World Heritage status.
Your visit is typically self-guided for about an hour. You’ll see the remains of the Basilica, the theatre, and the Roman Forum—each offering a window into Roman and Greek life. A highlight includes the cell where Apostle Paul was imprisoned, adding a spiritual dimension to your exploration.
Adding to the appeal, the Octagon Church, recognized as the first Christian church in Europe, underscores Philippi’s religious importance. Reviewers like Keren shared that “every city we visited was enchanting,” and appreciated the driver’s knowledge, especially when he translated Greek plaques for them, enriching their understanding of the sites.
Following the archaeological immersion, your journey continues to Kavala, a city layered with Byzantine, Ottoman, Jewish, and modern influences. The city’s tobacco warehouses and neoclassical buildings tell stories of prosperity and cultural diversity.
You’ll have about three hours here—long enough to enjoy lunch, stroll through the streets, and soak in the atmosphere. Many travelers recommend sitting in the lively center near the castle or around the port, watching boats bobbing and locals going about their day.
From reviews, George, the driver, made the trip extra enjoyable by being punctual, friendly, and well-informed—translating Greek plaques and sharing stories. Hannah described her experience as “absolutely amazing,” noting she would definitely repeat the trip and recommended bringing essentials like a hat and fan to stay comfortable.
While entrance fees are not included, they can be purchased on-site, giving you flexibility and control over your budget. If you desire a more in-depth experience, you can request a licensed guide or multilingual escort for an additional fee, making this tour adaptable for different interests.
The total duration of 8 hours includes travel, site visits, and free time, balancing sightseeing with relaxation. The private group setting ensures personalized attention and the ability to tailor the experience.
After an enriching day, you’ll be dropped off at your hotel or Airbnb in Thessaloniki, refreshed and full of stories. The comfort of private transport and the flexibility of the schedule make this trip perfect for those who value a hassle-free, personalized adventure without the crowds.

If you’re interested in deepening your understanding of Greece beyond Athens and the islands, this trip offers a perfect snapshot of the region’s diverse history. It’s especially appealing if you appreciate guided insights from knowledgeable drivers who bring the sites alive through stories and translation.
The flexible nature of the tour, with options for guides and customizable stops, means you can focus more on what interests you most—be it religious history, ancient ruins, or local culture. The inclusion of well-preserved archaeological sites and lively city streets balances education and fun.
It’s well-suited for history enthusiasts, culture seekers, or small groups who want comfort and authenticity in one package. If your travel style leans toward relaxed, private adventures with insider knowledge, this tour ticks all the boxes.
“Excellent tour. Ioannis was a safe driver, friendly and extremely knowledgeable. All the sites were amazing and worth visiting. The tour is able to…”

Is hotel pickup included?
Yes, the tour includes hotel pickup and drop-off from all accommodations in Thessaloniki, making the start and end of your day very convenient.
Can I customize the stops?
While the itinerary covers key sites, you can request a licensed tour guide or multilingual escort for an additional fee, allowing some customization.
Are entrance fees included?
No, entrance fees to attractions are not included but can be purchased on-site. This gives you flexibility to choose which sites to visit more thoroughly.
How long is the stop at each site?
You get about 10 minutes at Amphipolis, an hour at Philippi, and around three hours in Kavala for lunch, sightseeing, and shopping.
Is lunch included?
No, lunch is not included, but you’ll have ample time in Kavala’s lively center to enjoy local restaurants or cafes.
How knowledgeable is the driver?
Drivers like Ioannis and George are noted for their friendliness, punctuality, and local knowledge, including translating Greek plaques and providing insightful commentary.
What should I bring?
Bring essentials like a hat, water, a camera, and perhaps a fan, especially during warmer months, based on reviewers’ recommendations.
Is this tour suitable for children or elderly travelers?
Yes, given its relaxed pace, private transport, and comfortable stops, it’s suitable for families and elderly travelers looking for a culturally rich day trip.
To sum it up, this private tour from Thessaloniki offers a well-rounded, authentic glimpse into Greece’s East Macedonia region. From the awe-inspiring Lion of Amphipolis to the vibrant streets of Kavala and the historic ruins of Philippi, it’s an excellent way to connect with the country’s layered past and present. The flexibility, personalized attention, and knowledgeable guides make it a standout option for those who want more than just a quick overview—they want a meaningful and enjoyable experience.
Whether you’re a history lover, a curious traveler, or someone eager to explore Greece’s lesser-known treasures at your own pace, this trip is likely to leave you with stories, photos, and memories that will last long after you return home.