Eastern Europe Express - 9 Days



Who is this trip for
Genders
- Female60%
- Male40%
Average age
Start / End
- Bucharest
- Istanbul
Physical rating
Group size
1 - 12Meals included
6Highlights
- 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.
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Summary
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!
Itinerary
Day 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.
Day 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?
Day 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)
Day 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.
Day 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).
Day 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.
Day 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.
Day 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!).
Day 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.
What's Included
Accommodation
Hotel (8 nights)
Meals
Breakfasts: 6, Lunches: 0, Dinners: 0
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Aug 25
from £1,113Sep 25
from £1,054Oct 25
from £1,534Apr 26
from £1,431May 26
from £1,529Jun 26
from £1,431Jul 26
from £1,431Aug 26
from £1,431Sep 26
from £1,544Oct 26
from £1,431Apr 27
from £1,431May 27
from £1,431Jun 27
from £1,431Jul 27
from £1,431Aug 27
from £1,431Sep 27
from £1,431Oct 27
from £1,431
- Save 22%Mon 1 Sep 2025 > Tue 9 Sep 2025Guaranteed Departure6+ spaces of 12 left£1,500£1,176
- Save 31%Mon 8 Sep 2025 > Tue 16 Sep 20256+ spaces of 12 left£1,535Best offer£1,054
- Save 17%Fri 12 Sep 2025 > Sat 20 Sep 2025Guaranteed Departure6+ spaces of 12 left£1,540£1,283
- Save 2%Mon 15 Sep 2025 > Tue 23 Sep 2025Guaranteed Departure🔥3 spaces of 12 left£1,545£1,514
Customer reviews & ratings
This trip was a great way to really experience an underrated destination and learn a lot!
Lindsay Jul, 2025 VerifiedThe Eastern Europe Express adventure from Bucharest to Istanbul is a perfect introduction to Bulgaria. Two days are very long travel days but you really get a taste of the country. We were lucky enough to have Petar as our leader, he is very knowledgeable, well organised and very approachable. Nothing was a bother, a fabulous leader and his laugh is even better. Loved the hike in the Pirin Mountains, the Rila Monastery to the wonderful restaurants and food Petar suggested. I would certainly come back to Bulgaria to explore some more.
Diane Jul, 2025 Verified
Essential trip information
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