Gateway to Eastern Europe Travel Itinerary (Travel Time: 2-4 Weeks)

Eastern Europe has a lot of offer visitors — an interesting history, unique architecture, amazing nightlife, post-soviet edge, cheap prices, and just the right amount of grit. Our ‘Gateway To Eastern Europe’ itinerary is great for first time visitors, people wanting to add some Eastern European flair to a bigger European adventure, or travelers wanting stretch their travel money a little further.

This particular itinerary starts in Berlin and goes south to end in Dubrovnik. It should take you around 22-32 days depending on your speed of travel and if you choose to visit every city on the list. Toward the second half of the trip the towns tend to be smaller so many people feel that a full day / 1.5 days is enough to see everything they need to see.

No itinerary is going to be perfect (including this one), and this route skips some amazing cities and towns — but this should serve as a good framework for your trip.

Also, you may consider using a rail pass for this trip — but the second half of the trip is mostly serviced by bus so plan accordingly.

Note: I used Rome2Rio to map my course and to get an idea of the travel times. The site also shows multiple travel options (trains, planes, buses, driving, etc.) and price estimates.  

Ok, here we go!


Approx. 4+ days

If you haven’t already been, I suggest starting in Berlin as it’s a great segue from Western Europe to Eastern Europe thanks to it’s strong communist era influence. Berlin is a physically large city with multiple neighborhoods so you’ll want to give yourself multiple days to explore everything.

If you’ve already been to Berlin then start in Krakow, Poland.


Approx. 2-3 days

Take a train from Berlin to the small Polish city of Kraków. This well-preserved medieval city is a great place to explore for a few days. Plus, it’s know for its nightlife and cheap drinks. Kraków is also near the Auschwitz concentration camp so that’s a popular/sobering day trip option.


Approx. 3-4 days

Take an overnight train from Krakow to Prague (which arrives around 6:30am). You can also take a long distance coach that will take about 8-9 hours.

Prague is often said to be the most beautiful city in Europe so it’s no wonder it’s a popular destination. It also has a solid nightlife scene thanks to its reasonably affordable prices (although they higher than most other eastern European cities). It’s a fairly compact city so you can see the highlights in a few days.

Český Krumlov is popular side trip for people visiting Prague… it’s basically a mini-Prague but with fewer people. If you have the time, it’s a good place to spend a day but you can skip it if your time is limited.

Vienna (optional)

Approx. 2-3 days

Travel via bus or train to get to Vienna from Prague — both options take about 4 hours but bus will probably cost half as much.

Vienna has traditionally been the crossroads of Central Europe so it’s a mix of multiple cultures… I think of it as an opulent gateway to eastern Europe. It’s known as the City of Music so if you’re into classical music or opera then you’ll want to check that out. It’s also consistently ranked as one of the best places to live.

However, if you’re looking for “gritty” eastern Europe destinations then you might want to skip Vienna and go straight to the next city — Budapest.


Approx. 3-4 days

If you’re coming from Vienna via train it will take about 2.5 hours. If you’ve decided to skip Vienna, the train from Prague to Budapest it’s about a 7-8 hour train ride (there are both day and overnight trains available).

Budapest is called the “Paris of the East” and it’s one of my favorite cities in Europe. It has everything you’d want in a city (architecture, great nightlife, shopping, restaurants, etc.) and it’s affordable. Budapest is also know for its natural thermal baths — which are popular with locals and visitors.

NOTE: If you have limited time in Europe we suggest sticking to the destinations above, as they serve as a good two-week introduction to Eastern Europe.


Approx. 2 days

Take an overnight train from Budapest to the Slovenian capital of Ljubljana. This city is known for its green space, outdoor cafes and large number of university students.

The picturesque Lake Bled is about an hour away via train or bus and it makes a great day trip from Ljubljana. Many people spend a night or two in Lake Bled to enjoy the outdoor activities if time allows.


Approx. 2 days

Take either a train or bus from Ljubljana to Zagreb as they both take about 2.5 hours. Spend a few days soaking up the city’s famous 18th- and 19th-century Austro-Hungarian architecture.

Zadar (optional)

Approx. 1-2 days

If you have time, Zadar is a great coastal town known for its Roman and Venetian ruins of its peninsular old town. It’s about a 3.5-4.5 hour bus ride from Zagreb. However, if you’re short on time you may wish to skip Zadar and head directly to Split.


Approx. 2 days (maybe add a day if you want to spend extra time on the islands)

Split is about a 5.5-6hr train or bus ride from Zagreb (or about 3hr bus from Zadar).

This beautiful city is located along the Dalmatian Coast and boasts a fortresslike city center and beautiful beaches — so stay a while and work on your tan.

Split is also in close proximity to many of Croatia’s beautiful islands so stick around for an extra day or two or ten if you want to explore the islands.


Approx. 1-2 days

Mostar is about a 4 hour bus ride from Split.

Mostar, which is located in southern Bosnia and Herzegovina, is most famous for its iconic Stari Most (Old Bridge). This medieval town is a great place to spend a few peaceful nights enjoying the old architecture, surrounding forested mountains, waterfalls, and city ruins.


Approx. 2-3 days

Dubrovnik is a 2.5-3 hr bus ride from Mostar or a 5 hour bus from Split.

Perched on the Adriatic Sea, Dubrovnik is a true jewel of Croatia and shouldn’t be missed. It’s famous for its Old Town and its massive city walls that were completed in the 16th century. George Bernard Shaw once claimed said, “those who seek paradise on Earth should come to Dubrovnik” so do yourself a favor and visit.

Total Trip Length 21 Days – 33 Days

If you skip the optional cities as noted, you can do this trip comfortable in about 21-24 days. And, of course, you can always tweak this itinerary to add/subtract destinations from your trip.


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