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Embark on a spectacular journey from Romania to Bulgaria, ending it all in Istanbul. Absorb Bucharest’s atmosphere on a guided walking tour, compare age-old places of worship in Sofia, breathe in crisp alpine air on a hike in the Pirin Mountains and meander back in time in the Old Town of Plovdiv. End it all in transcontinental Istanbul, where you can choose to extend your adventure through Turkey. This nine-day trip is a fascinating insight into just how much regions can change as you cross national borders!

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Eastern Europe Express

Deal number: 3282158

Intrepid

This deal expires 17 Aug 2025

From 15/08/2025 to 02/11/2027


Bulgaria


9-day tour

Price from

$2,280*

per person

Call 1300 018 390

Deal number: 3282158

Call 1300 018 390
Learn about the communist past and vibrant present of Bucharest – the capital of Romania that’s often underrated by travellers!
Travel through the scenic Rila Mountains in Bulgaria, mingling with monks at the 10th-century Rila Monastery.
Indulge in local Bulgarian cheese and wines with a local chef in Veliko Tarnovo, at their family-owned spot in the Old Town.
Take a trip on the last operational narrow-gauge line in Bulgaria, from Bansko to Plovdiv. Grab a window seat if you can, the scenery is worth it!
Breathe the crisp mountain air on a short hike in the Pirin Mountains in Bulgaria, stopping at a small blue lake surrounded by towering peaks.
Breakfasts Included: 6
Hotel (8 nights)
Private Mini-bus,Public Bus,Private vehicle,Metro,Taxi,Train
Age: min 15
Group Size: 1 - 12
Veliko Tarnovo- Orientation Walk
Veliko Tarnovo- Local Cheese and Wine Workshop
Veliko Tarnovo - Tsarevets Fortress
Rila - Monastery Visit
Pirin Mountains - Hike
Rhodope Narrow-Gauge Railway
Plovdiv-Private Transfer from Plovdiv Train Station to Plovdiv Hotel
Plovdiv - Walking Tour with Local Guide
Istanbul- Private Transfer from Istanbul Bus Station to Istanbul Hotel
Plovdiv- Private Transfer from Plovdiv Hotel to Plovdiv Bus Station
1 Bucharest
Salut! Welcome to Romania. Your adventure begins in Bucharest – home to one of Europe's biggest squares and the Palace of Parliament, the second largest building in the world. If you arrive early, maybe take a tour of the palace (former dictator Nicolae Ceausescu ordered the construction of this 12-storied building and it includes 1100 rooms and 4500 chandeliers), or visit his former residence where he lived with his family. Consider an Urban Adventures day tour, like the Bohemian Bucharest tour, for the perfect city introduction. Later, you’ll have a welcome meeting at about 6 pm. Then, why not seek out some traditional Romanian fare with the group.
2 Veliko Tarnovo
Travel across the friendship bridge into Bulgaria and on to the town of Veliko Tarnovo – founded in 4500 BC by the Neolithic people, the Romans later built the first fortress walls. In the 6th century, a Byzantine capital was established on Tsarevets Hill by Emperor Justinian. After the foundation of the second Bulgarian empire, it became the second most important city in the region (after Constantinople) and trade and culture flourished for the next 200 years. In 1393, the town fell to the Turks who held the city until the Russians liberated it in 1877. When you arrive, head out with your leader for an orientation walk, finishing in the Old Town at a family-owned establishment. Here, a local chef will invite you to an authentic and interactive experience that will showcase the rich history of Bulgarian cheese and wine making. The menu includes tasty items such as truffle cheese, cold cuts and locally produced premium wine – what could be a better introduction to the country?
3 Veliko Tarnovo
This morning, visit Veliko Tarnovo's imposing Tsarevets Fortress, which overlooks the city. This once-magnificent fortress was built in the 7th century and the ruined citadel is the perfect spot to wander. The rest of the day is free for you to explore the City of Tsars. Wander through the Old Quarter, with its preserved Renaissance houses and handicraft workshops, or relax in one of the town's cafes or vinarnas (wine bars)
4 Sofia
In the morning, take a public bus to Sofia – Bulgaria's capital is a cosmopolitan city with wide tree-lined boulevards and parks. You've got the rest of the day to wander, so maybe begin with a browse around the cured meats and cheese of the Central Market Hall, then take a walk through the city and see the gold-domed Alexander Nevski Church. You might want to sate your cultural curiosity at the National History Museum, discover artefacts at the National Archaeological Museum, or spend a couple of hours staring at the local artworks in the National Art Gallery.
5 Bansko
Today, journey into the Rila Mountains, where you'll visit the impressive Rila Monastery. Tucked away in a valley, this UNESCO World Heritage site is the largest and holiest of Bulgaria's orthodox monasteries. Founded in 927, the entire complex is a work of art in itself. Check out murals, the 14th-century Hrelyo Tower, the five-domed Birth of the Blessed Virgin Church and the original 19th-century monastery kitchen. Then, carry on to Bansko. Set at the base of the Pirin Mountains, Bansko is home to more than 150 cultural monuments and many of its stone houses have been transformed into mehanes (taverns). Wander through Vazrazhdane and check out the frescoes of the Church of Sveta Troitsa or the paintings in the Rilski Convent. Tonight, indulge in some local cuisine and try filet elena (spicy cured meat) or kapama (simmered meat, rice and sauerkraut), washing it down with some delicious melnik (dark red wine).
6 Plovdiv
Drive to Vihren Chalet – the starting point of today’s hike in the Pirin Mountains. You’ll head to a small but picturesque Okoto Lake (2000 m above the sea level) for clear views over the valley with Mt Vihren, the range's highest peak, to the west. If you’re feeling up to it, you can continue to Banderitsko Lake, or opt to stay in Bansko and visit the thermal baths. In the afternoon, board the only operational gauge line in Bulgaria – Rhodope Railway – to Septemvri. After the scenic ride, you’ll continue to Plovdiv – on the Maritsa River, this city was once the meeting point of two ancient transportation routes. In the evening, maybe try some of the local grilled meats and vegetables on skewers.
7 Plovdiv
This morning, join a local guide for a tour of the main sights of Plovdiv. The most remarkable being the ancient Roman theatre, accidentally ‘discovered’ after a landslide exposed the site in the early 1970s. Built in the 2nd century BC during the reign of Trajanus, the theatre seats about 6000 people and is now back in use! From here, wander up to the site of the former hilltop fortress of Nebet Tepe, where you can enjoy excellent views of the city. Head back down to visit the 15th-century Dzhumaya Mosque, which is still in use today. Then, enjoy a free afternoon to explore the city at your own pace.
8 Istanbul
Get ready for a long day of travel today that takes you from Europe to Asia. Grab a window seat if you can and watch the scenery pass you by or get stuck into a good book. You'll be travelling how the locals do – on a bus along the Tsarigrad Road, also named the Road to Istanbul. When you arrive in the continent-straddling metropolis that the Greeks, Romans, Byzantines and Ottomans have called home, you'll have some free time to settle in. Tonight, maybe join your new friends for an optional dinner and bask in the beauty of a real Turkish kebab (yum!).
9 Istanbul
With no further activities planned, your adventure officially comes to an end. If you would like to extend your stay in Istanbul, and it’s recommended that you do, just get in touch with your booking agent to book additional accommodation.

Enquire to book this trip


Deal number: 3282158

Eastern Europe Express

Intrepid


From 15/08/2025 to 02/11/2027


Bulgaria


9-day tour

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