Tallinn

Where Scandinavia meets Russia. Just 50 miles from Helsinki, Tallinn is a unique mix of East and West.

Make Tallinn the first stop on your trip.

Add cities to your trip and we will prepare a customized quote for you based on your selections.

Wandering through Tallinn's medieval Old Town, you might feel like you've lost a century. The oldest capital city in Northern Europe, Tallinn never fails to amaze visitors with its cobblestone streets, church spires and beguiling vibrancy. But don't think there's nothing new or modern to see in Tallinn. Two decades ago Estonia regained independence following the 1988 Singing Revolution. Since then the city has modernized without losing its historical charm. Located just 50 miles and 2 hours by ferry from Helsinki, Tallinn, like all of Estonia, is a unique mix of East and West. You'll see this effect in Tallinn's art, architecture and even Estonian cuisine. It's hearty and delicious.

The city's UNESCO World Heritage Listed medieval walls contrast perfectly with the Old Town's chic boutiques, courtyard cafes, art-deco patisseries and elegant bistros. The pleasant summer climate and long days encourage strolls and lingering cafe visits. And did we mention the beach? Tallinn has a two-kilometer sand beach bordering its bay. Be sure to explore outside Tallinn's city walls too. There is a peaceful park along the ramparts. Going past the railway station will put you in the Bohemian Kalamaja neighborhood. Need a reminder of this century? Tallinn is widely recognized as one of the world's most tech-orientated cities. It has a modern business district that reflects this.

Average guest ratings of our Tallinn vacation packages:
(4.9/5 based on 8 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

Alaska

JayWay was excellent in that they kept in touch with us for many months exchanging ideas and making the best plans. We have taken 10 Jayway trips since 2007 so that says enough!! Looking forward to the next one. Health and the Lord willing!

Bill and Anglie

Tennessee

Where to stay in Tallinn

Tallinn's medieval old town is where you'll find all the accommodation options we offer, from apartments and three star hotels to five star historic boutique properties that will have you Facebooking your room's decor. Once we start preparing your customized itinerary we will present our recommended options for you to select from.

Things to do in Tallinn

With a rich history and an enviable location on the Baltic coast there's plenty to see in and around Tallinn. At a minimum we recommend taking a walking tour of the Old Town to both get your bearings and learn of the city's past, but 20th century history buffs will want to learn more about the Soviet era and our Communist Tallinn private tour gives you the chance to do just that. Nature lovers should head for Laheema National Park, a nature reserve consisting mostly of bogs that you go walking on with snow-shoe-like attachments. When we send you your customized itinerary you will be able to choose additional excursions to included in your vacation package or consider for adding later.

Kevin
Travel Advisor

What I love about Tallinn...

“I moved to Estonia in part because I fell in love with the old city, one of the largest and best preserved in Europe, but take the time to wander beyond the medieval towers (one of which was once the tallest building in the world), and explore the creativity in the hip Kalamaja district, walk down the Culture Kilometer to the award-winning Seaplane Museum, spot the president in her garden at the Kadriorg Palace or walking along the neighboring bay, and get to know a country that is both one of the most high-tech in the world, but has many flea markets and ruins reminiscent of the Soviet occupation.”

Popular Tour Itineraries Featuring Tallinn

Spend some time in Tallinn on a tour that takes in other cities in Estonia and neighboring countries. Our vacation packages including Tallinn and other destinations 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 Grand 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