Central & Eastern Europe Travel Specialists since 2006
Get Free Trip Plan

Estonia Vacation & Tour Packages

Estonia is no longer Europe's best kept travel secret. The country has more visitors than ever. But it's a long way from the popularity of Central European capitals. A holiday in Estonia is a rare treat. Everyone who visits Estonia says it's enjoyable and affordable.

After occupations by the Danish, Swedish, Russians and Germans, Estonia loves its independence, declared in 1991. Estonia is a forward-thinking member of the Central and Eastern European countries that joined the EU in 2004. Estonia switched to the Euro in 2011. It is a developed country that loves hosting travellers. It is also comfortable and welcoming. That forward-thinking is demonstrated in the way that the country has embraced technology and fostered some of the world's most disruptive startups.

Estonia's best destinations

The highlight of Estonia for us is Tallinn, the capital. It's a coastal city with a strong trading history. It has a gorgeous medieval walled Old Town packed with cafes and restaurants. Tallinn is a great base to explore the surrounding countryside and coast. You can see interesting historic sites nearby like a Soviet military base. Tallinn enjoys excellent ferry links to Helsinki and road links to Riga. It is an essential stop on a wider tour of the Baltic region. If you want to see another side of Estonia, take some time in Parnu. This is one of our favorite places to travel in Estonia.

Visit neighboring countries

Hotels in Estonia are comfortable and affordable. Our local guides will be on-hand to assist all vacationers. Wherever you want to travel in Estonia, we can make it happen. From Tallinn much of the country can be visited on day trips and neighboring countries can be reached in a matter of a few hours.

Get your customized Estonia trip plan

Contact us for a free travel consultation and we'll start planning the perfect Estonia vacation, just for you.

Top vacation destinations in Estonia


  Average guest ratings of our Estonia vacation packages:
(4.8/5 based on 12 reviews)

"JayWay is a unique, full service boutique travel company, and provides a very high level of customer service.  They have the information and resources an independent traveler to a new country would need for a memorable adventure."

Margaret & Michael

Margaret & Michael


"I am fairly independent and like to go off and walk and explore on my own. If you like this method of travel, JayWay does a good job. The staff in each hotel was very friendly and very helpful and Darja made me feel as if I were her only client. Very diligent in her efforts."



Scottsbluff, Nebraska

Popular Estonia Vacation Itineraries

Our suggested itineraries in Estonia and neighboring countries allow you to enjoy a multi-destination tour with ease. Our Estonia vacation packages make traveling in Central & Eastern Europe hassle-free. We take care of getting you from place to place, accommodation, excursions and activities.

10 Days Baltic Capitals Tour: Tallinn, Riga & Vilnius

We start in the medieval city of Tallinn which is highlighted by its charming old town. Then we travel onto the exquisite port city of Riga with its impressive collection of Art Nouveau architecture. We finish up in glorious Vilnius with the largest surviving old town in Northern Europe. read full itinerary

2 Week Baltic Capitals & St. Petersburg Tour

Over the course of two weeks, you can take in the capitals of the three Baltic states as well as St Petersburg. Start from quirky Vilnius, then it's big-city Riga and on to the medieval coziness of Tallinn. A short ferry across the Baltic Sea gets you to design-forward Helsinki. Finish up with a high speed train ride to St Petersburg, the magnificent imperial city in western Russia. read full itinerary

Latest articles about Estonia from the JayWay Travel Blog   -   read more

A Worthwhile Wait: The Baltic Song and Dance Festivals

The largest events held in the Baltic States are the UNESCO-listed song and dance festivals held in mid-summer every five years in Estonia and Latvia, and four years in Lithuania. These mass more...

Spring Festivals in Central and Eastern Europe

Spring is a big deal in Central and Eastern Europe. That's not only because many of these countries were once pagan, but also because they have to put up with a long, more...

Souvenir Shopping in the Baltic States

Even if you're traveling on a budget, buying souvenirs is always one of the highlights of going on holiday. We always recommend buying local. Choosing products from local artisans is one sure way more...

Tourist Board Partners Learn more