A visit to Tallinn, the oldest capital city in Northern Europe, is a trip back in time. The cobblestone streets, UNESCO-listed medieval walls, and stunning church spires give it an Old World charm you’ll love exploring. But there are all the modern amenities here too, and today Tallinn is a truly unique destination with the best of the old and the new. You’ll also see influences of both the east and west in the architecture and cuisine, as Estonia is a short ferry ride from Helsinki. The restaurants, quaint cafes and chic boutiques are places you’ll love to linger, while the long coastline is ideal for strolling. There are so many different ways to see the city, because Tallinn is so rich in history. See how beer influenced local history, or explore the reminders of life under the Soviet regime. Take a walking tour of the beautiful Old Town, or a driving tour to see more of the city. There are distinct neighborhoods here and each one feels distinct. Tallinn is very tech-savvy, so the business district is always modern and bustling. The bohemian Kalamaja neighborhood is a great place to have a drink or a bite to eat. The picturesque Lahemaa National Park is one of the best day trips from Tallinn, and you’ll have fun wandering through nature here before returning to the city to find more of its charms.

It’s hard to find a more medieval landscape than Saaremaa, Estonia’s largest island (its name translates to “Island Land”). With its windmills, 13th century churches, thatched roofs, and ancient stone walls, Saaremaa seems to have escaped the Soviet era intact. However, its preservation is due to Soviet border policy, which forbade entrance to this island by anyone not directly related to its inhabitants. This island’s rugged coast features bunkers and lighthouses, one of which is now surrounded by the sea, and leans far to its side. Much of Saaremaa's west coast is protected by Vilsandi National Park, which includes an island that can only be visited by an occasional ferry, or by taking a Soviet truck at low tide. Estonia has more meteorite craters per square mile than anywhere else, chief among them Saaremaa's Kaali crater, which hit the island during the Bronze Age with a force equal to the first atomic bomb. Viewed as holy since prehistory, this crater is thought to be the site where the sun falls to Earth in the Kalevala, the Finnish national epic. Saaremaa’s capital, Kuressaare, is a charming small town, with a tall, rectangular castle that sits within renaissance bastions. Kuressaare is best enjoyed with a quiet stroll along the coast and between the charming wooden villas near the castle. We also recommend visiting the Sorve Peninsula. Here, at the island's southern tip, the northern edge of Latvia is visible, especially from the top of the Baltics' tallest lighthouse. Thanks to a clerical error, the neighboring village of Torgu found itself legally independent in the 90s, and comically declared itself a kingdom.

Among beach lovers in Eastern Europe, Parnu has been legendary since the late 19th century. You’ll find a variety of different beaches here and places to enjoy the natural beauty of the landscape. But there aren’t only beaches here. Parnus is also a spa resort where you can enjoy a variety of world-class wellness treatments. There’s also a rich history here, as Parnu was the first place the Estonian Declaration of Independence was read publicly, in 1918. All of this makes it a unique destination combining relaxation, history and gorgeous nature. There’s plenty to do here, whether Parnu is your final destination or just a stop off in a longer tour of the region. The city has numerous museums dedicated to its vibrant history, as well as its modern culture. You’ll definitely want to visit a spa while you’re here, and of course the beaches are second-to-none. Most of the restaurants here offer lovely seafood that can’t be fresher, so enjoying the local gastronomy and wine is always a fun way to spend a day. Relaxation and nature come together here in perfect harmony. We can certainly provide a private walking tour, but if you're looking to see something special, we recommend a day trip to the island of Kihnu. Although home to only a few hundred people, Kihnu's cultural heritage is complete intact, from its dances to unique games and music, and people still wear folk costume in daily life.

The “City of Good Thoughts,” Tartu is Estonia’s cultural and intellectual capital. This city is home to the University of Tartu, one of Europe’s oldest universities, and one of the most prestigious in Eastern Europe. The central role students play here is symbolized by the “Kissing Students” statue in front of the town hall. Tartu is centered around Toomemagi, a steep hill that hosted a pagan fort, followed by a Crusader castle. Toomemagi is Tartu’s gem, especially in September's foliage. Covered in forest and filled with paths, this hill contains a half-ruined cathedral, one of Europe’s oldest observatories, an anatomical theater, and Czarist bridges and fortifications, as well as statues, plaques, a cafe, and more. Toomemagi has excellent views of the city, especially from the cathedral towers, while beneath it lies a bar and restaurant built in a former gunpowder cellar, featuring a 40-foot ceiling.

Few cities are a better reminder of the divide between East and West than Narva. Here two castles face each other across the river dividing Russia from Estonia. We recommend Narva for those looking to get off the beaten path and explore Eastern Europe’s Soviet legacy. The Swedes developed the city, building a Baroque Old Town and extensive fortifications in addition to the castle. Largely destroyed during World War II, Narva was rebuilt and resettled by Soviet citizens. We recommend visiting the border, where one of Imperial Russia’s largest factories sits on an island between waterfalls. When the weather is warm, visit the beach near the two castles, one of Estonia’s most photographed spots. The seaside district of Narva-Joesuu, with its pine forest and fine sand, is the best place in town to stay, due to its calm surroundings and higher quality accommodations than available in the center of town. Next to Narva’s surviving Baroque town hall is an impressive new university building, with a roof that slopes outwards beyond the floor area of the building, and plenty of cozy places for travelers to rest. Photographers are fond of Narva’s Soviet architecture and Russian Orthodox and Lutheran churches, but the surrounding countryside has its own scenic and historic beauty.

A visit to Tallinn, the oldest capital city in Northern Europe, is a trip back in time. The cobblestone streets, UNESCO-listed medieval walls, and stunning church spires give it an Old World charm you’ll love exploring. But there are all the modern amenities here too, and today Tallinn is a truly unique destination with the best of the old and the new. You’ll also see influences of both the east and west in the architecture and cuisine, as Estonia is a short ferry ride from Helsinki. The restaurants, quaint cafes and chic boutiques are places you’ll love to linger, while the long coastline is ideal for strolling. There are so many different ways to see the city, because Tallinn is so rich in history. See how beer influenced local history, or explore the reminders of life under the Soviet regime. Take a walking tour of the beautiful Old Town, or a driving tour to see more of the city. There are distinct neighborhoods here and each one feels distinct. Tallinn is very tech-savvy, so the business district is always modern and bustling. The bohemian Kalamaja neighborhood is a great place to have a drink or a bite to eat. The picturesque Lahemaa National Park is one of the best day trips from Tallinn, and you’ll have fun wandering through nature here before returning to the city to find more of its charms.