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Eastern Europe Vacation Packages

Travel and LeisureFodorsNew York TimesUSA TodayTrip AdvisorVogue
Travel and LeisureFodorsNew York TimesUSA TodayTrip AdvisorVogue

A private tour of Eastern Europe will have you venturing into the countries of the former Soviet Union, three decades after its demise. Besides the remnants of Communism, this is a region whose history and cultures stretch back much further and by visiting two or more of these fascinating countries you’ll gain an understanding not just of their recent past but also what makes each of them special and unique. The countries you’ll find included in sample itineraries shown on this page are: Belarus, Moldova, Russia and Ukraine. While often considered part of Eastern Europe, the Baltic States or Estonia, Latvia, and Lithuania are best explored as a trio, so we have excluded them for the purposes of this page. The same is true for the Caucasus region comprising Georgia, Armenia and Azerbaijan.

Popular Itineraries for Eastern European Tours

Although every Eastern Europe vacation package we create is unique, there are some popular routes and itineraries that we are asked for frequently. Our sample itineraries provide some ideas for you to consider as a basis for your own private tour combining all several Eastern European countries. For each of these itineraries you can get a rough idea of the price using the Price Guide function. We cover many more destinations in these three countries than those listed here, and our expert trip planners will work with you to incorporate any places in the Eastern Europe region or several neighboring countries you want to see.

Eastern Europe Vacation Reviews

4.9 / 5

Average of our Guest's Ratings of our Eastern Europe Vacation Packages
Based on 7 reviews

Our Eastern Europe vacation packages provide a hassle-free way to see these captivating countries. We take care of all the details, all you have to worry about is enjoying the one-of-a-kind experiences that will make this the vacation of a lifetime. Below you’ll find the most recent three reviews and testimonials from guests who have visited Eastern Europe with our help recently.

Review by Peter, Elsa, Michael & Mary

Peter, Elsa, Michael & Mary

Arizona

A wonderful way to see this area. As a traveler you can be independent but still get tours and access to sites and recommendations for things to do. Great, friendly and knowledgeable JayWay Travel representatives.

A wonderful way to see this area. As a traveler you can be independent but still get tours and access to sites and recommendations for things to do. Great, friendly and knowledgeable JayWay Travel representatives.

Year : 2018
Visited : Poland, Latvia, Estonia, Russia
Itinerary : Krakow, Warsaw, Riga, Tallinn, St. Petersburg
Rating :
4.8 / 5
Year : 2018
Visited : Poland, Latvia, Estonia, Russia
Itinerary : Krakow, Warsaw, Riga, Tallinn, St. Petersburg
Rating :
4.8 / 5
Review by Carolyn & Sarah

Carolyn & Sarah

Maryland

It was a fabulous trip. JayWay is just the right mix of independent travel and hand holding when needed.

It was a fabulous trip. JayWay is just the right mix of independent travel and hand holding when needed.

Year : 2018
Visited : Lithuania, Latvia, Estonia, Russia, Finland
Itinerary : Vilnius, Riga, Tallinn, St. Petersburg, Helsinki
Rating :
4.8 / 5
Year : 2018
Visited : Lithuania, Latvia, Estonia, Russia, Finland
Itinerary : Vilnius, Riga, Tallinn, St. Petersburg, Helsinki
Rating :
4.8 / 5
Review by Maureen & Genrik

Maureen & Genrik

California

All the staff at JayWay Travel were not only extremely knowledgeable and proficient but they were really fun to work with and helped me plan the perfect trip! They listened, suggested, listened more, answered all my questions and gave me the choices to make the trip my own. I loved the process as well as the trip itself!

All the staff at JayWay Travel were not only extremely knowledgeable and proficient but they were really fun to work with and helped me plan the perfect trip! They listened, suggested, listened more, answered all my questions and gave me the choices to make the trip my own. I loved the process as well as the trip itself!

Year : 2018
Visited : Estonia, Finland, Latvia, Lithuania, Poland, Russia
Itinerary : Tallinn, Helsinki, Tallinn, Riga, Klaipeda, Vilnius, Krakow, Warsaw, Moscow
Rating :
5 / 5
Year : 2018
Visited : Estonia, Finland, Latvia, Lithuania, Poland, Russia
Itinerary : Tallinn, Helsinki, Tallinn, Riga, Klaipeda, Vilnius, Krakow, Warsaw, Moscow
Rating :
5 / 5

Talk to one of our Eastern Europe travel experts

Talk to an expert about where you want to go and what you want to do on your tour of Eastern Europe.

We’ll work with you to prepare a customized itinerary for your dream vacation.

Contact us for your free no-obligation trip consultation today.

Beyond the Iron Curtain

Eastern Europe is a far cry from the drab gray place we were shown on newsreels in our youth. Lively cities and lush green countryside are for more common. You’ll find some throwbacks in the form of architecture and attitudes in places, but that’s a large part of the attraction to exploring this region.

Traces of Empires and Dictators

Shaped by centuries of history, from monarchies to empires to communist dictators, Eastern Europe has plenty of stories to tell. Castles, palaces and fortresses are everywhere, alongside more than a few monasteries. Experience the height of the Russian Empire in St. Petersburg. Head to Ukraine for quirky Lviv and elegant Odessa. Step back into the 1980s in Transnistria, a breakaway republic on the territory of Moldova that wishes the USSR was still around. Go through the looking glass in Belarus, Europe’s last official dictatorship and see the ‘what if’ scenario for all the other ex Soviet republics that became democracies.

Rich Culinary Traditions

If you come to Eastern Europe unsure about the cuisine, rest assured you’ll eat well and deliciously. The Belarusians might have a reputation as ‘the potato people’ but there’s an amazing variety of ways they prepare the humble spud. Russia’s savory pelmeni dumplings are incredibly moreish. Moldova’s a wine country and the Romanian-influenced cuisine pairs well with the rich reds. Ukraine is the origin of borscht, but the biggest surprise might just be the fruit-filled varenyky dumplings served for dessert.

You’re in the best hands

Our expert Eastern Europe travel advisors and trip planners will work with you to create your dream vacation itinerary. You’ll stay at the very best hotels, apartments or villas. You choose how you want to spend your days, either enjoying day trips and city tours with our trusted partners or taking a day off to wander on your own. Before you arrive and during your trip our on-the-ground staff throughout the region are on hand by phone or email for any help you need. With our years of experience in arranging trips in Eastern Europe we’re perfectly placed to create the most memorable trip you’ve ever experienced.

Why Travel with JayWay?

Precious Time

Planning an amazing trip takes time. Our friendly travel advisors and experienced trip planners will listen to your needs and craft your personal dream itinerary. We will maximize your vacation time and enjoyment – we know the best way to get around and how to spend your hard-earned time off.

Peace of Mind

You’re in safe hands from the very beginning. Even before you arrive your dedicated tour manager in Europe will be in touch to help you prepare. When you arrive they’ll meet you and be available by phone, email and IM for the rest of your journey with us, for anything you need.

Memories Forever

Travel can create memories that last a lifetime. You’ll return home with indelible recollections of beautiful sunsets, magical vistas, fascinating stories, and meals so delicious you’ll want to fly back every time you think of them. This is why we do what we do.

Want to know a secret? Your next trip with us will be even better! Based on what we’ve learned from working together, your second, third and tenth trip will get better every time. We treat our dedicated and hard-working staff like family and that’s how they look after our guests. We keep expanding our family, and our map, with 30 countries and counting, because once you’ve traveled the JayWay, anything else just isn’t good enough.

Frequently Asked Questions about Travel to Eastern Europe

  • What is the best way to travel to Eastern Europe?

    Most of our guests travel to the Eastern Europe from the US by air, unless they are already traveling in a neighboring country. There are direct flights from the US between New York and Moscow or Kyiv. We usually recommend getting an “open jaw” ticket which has you flying in to the first city on your trip and out of the last. This will save time and usually cost less when you factor in the cost of returning to the first city on your itinerary. Although we don't sell airfare, our travel advisors will help you pick out the best fare and routing.

  • Where should I start my tour of Eastern Europe?

    With so many potential routes, it all depends on which cities you want to see on your custom tour. Our travel advisors and expert trip planners will help you decide when we prepare your initial itinerary. Any of our sample itineraries can also be taken in reverse.

  • When is the best time of year to visit Eastern Europe?

    Spring, early summer and early fall are the very best times of year to visit Central Europe if you're visiting for a primarily cultural and historical interest trip. The weather is not dissimilar to that of New York. July and August can be very warm. Late fall and mid January through mid March are the low season. The cities experience another busy period with Christmas markets visitors from mid December until Orthodox Christmas in early January.

  • How many days do I need to see Eastern Europe?

    It is very difficult to see all of Eastern Europe in one trip, especially if you want to visit multiple countries as usually this means flying between cities. With just a week we suggest no more than two big cities, such as Moscow and St Petersburg. With ten days you could spend three nights in each of three cities, adding on Minsk, capital of Belarus, to the aforementioned Russian cities. In Ukraine a popular itinerary is Lviv, Kyiv and Odessa. Add on a couple of days to incorporate Moldova. Three nights in each place gives you enough time to experience the city itself and take a day trip somewhere close by to get more of a sense for the country as a whole. With two weeks you would have enough time to see two or more countries, combining Russia and Ukraine for example.

  • Which other countries could I combine with a trip to Eastern Europe?

    Being on the edge of our map, there are plenty of possible extensions to the south and west, if you have time. Head west from Russia or Belarus and add on Finland or the Baltic States. With good flight connections between Kyiv and Tbilisi, Ukraine and Georgia makes for a great pairing.

  • What's the best way to get around Eastern Europe?

    Some of the distances between cities in this part of the world are vast and are best traveled by plane. Where suitable we will make recommendations for trains or private transfers. Your travel advisor and trip planner will put together the optimal route for your tour and present options where available.

  • How many different currencies do I need to worry about?

    Each of the countries of Eastern Europe uses its own currency. Your personalized Guest Page is full of advice on how to work with the local currency in each country.

  • What about Hungary, Poland, the Czech Republic and other “Eastern European” countries?

    We think these countries are best grouped as Central Europe, along with other countries in the middle of the continent: Austria, Germany and Switzerland.