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Traveling Huntleys

Inspiring travel stories, tips, and guides from a couple exploring the world one destination at a time.

Tallinn, Estonia: Medieval Old Town, Town Wall, Kadriorg Palace & Baltic Cruise

October 5, 2024 by Michael Huntley

Last Updated: May 2026

Tallinn, the capital of Estonia, is a captivating blend of ancient medieval charm and modern Scandinavian-style vibrancy. With a population just under 500,000, this compact Baltic city boasts one of the most remarkably well-preserved Old Towns in all of Europe — a UNESCO World Heritage Site that transports visitors back to the Middle Ages. Evidence of human settlement here dates back to at least 3000 BC, when early ceramic pottery was crafted on these shores. Situated on the southern coast of the Gulf of Finland, Tallinn sits just 50 miles south of Helsinki by boat and has long served as a strategic crossroads between Scandinavia, Russia, and the rest of Europe. We visited Tallinn after leaving Stockholm, and it quickly became one of the most memorable stops of the entire Baltic cruise.

Tallinn Old Town skyline with medieval towers and spires, Estonia

Tallinn, Estonia

Colorful buildings and cobblestone street in Tallinn Old Town, Estonia
Michael Huntley exploring Tallinn Old Town, Estonia
Seagull perched above the rooftops of Tallinn, Estonia
Sandy Huntley in Tallinn Old Town, Estonia

Tallinn has warm, rainy summers and cold, snowy winters — a classic Baltic climate that gives the city an atmospheric, slightly misty quality even in summer. Cobblestone streets, towering medieval spires, and quaint merchant houses create a fairytale atmosphere unlike anywhere else on the Baltic coast. The Old Town is divided into two distinct historic zones: the upper town of Toompea Hill, dominated by the ancient Toompea Castle (now the seat of the Estonian parliament) and the onion-domed Alexander Nevsky Cathedral; and the lower town, a dense medieval street grid of guild houses, Gothic churches, and trading halls that has been continuously inhabited for over 800 years.

Tallinn Old Town medieval architecture and towers, Estonia
Sandy Huntley at a viewpoint overlooking Tallinn, Estonia
Tallinn Old Town street and historic buildings, Estonia
Sandy Huntley in the streets of Tallinn Old Town, Estonia
Colorful flowers in Tallinn Old Town, Estonia

Despite its deeply medieval appearance, Tallinn is also one of Europe’s most forward-looking capitals. The country of Estonia is a world leader in digital governance — it pioneered e-residency, online voting, and digital public services, and was the birthplace of Skype. Tallinn has been ranked among the top 10 digital cities in the world and is home to one of the highest concentrations of tech startups per capita in Europe. The contrast between the 13th-century towers of the Old Town and the fiber-optic, blockchain-enabled government running behind them is quintessentially Tallinn.

Tallinn medieval town wall with watchtowers, Estonia
Preserved medieval town wall and towers of Tallinn, Estonia

The first wall around Tallinn was ordered built by Margrave Dietrich of the Marca Brandenburgensis in 1265. Over the following centuries, as Tallinn grew in strategic and commercial importance as a member of the Hanseatic League trading network, the walls were repeatedly enlarged, strengthened, and heightened. At their peak in the 16th century, the fortifications included over 46 towers and stretched several kilometers around the city. Today, approximately 2 kilometers of wall and 20 towers remain standing — making it one of the best-preserved medieval town fortifications in all of northern Europe. You can walk stretches of the wall and climb several towers, getting a spectacular view over the Old Town’s rooftops and spires.

Town Hall Pharmacy, one of Europe's oldest continuously operating pharmacies, Tallinn Old Town, Estonia

The Town Hall Pharmacy — Raeapteek — is one of the oldest continuously operating pharmacies in Europe, with documented records of its operation dating back to 1422, though it may have been functioning even earlier. Located on Tallinn’s main Town Hall Square (Raekoja plats), the pharmacy served the citizens of Tallinn through the Black Death, the Livonian War, Swedish and Russian occupation, and two World Wars. In the medieval period, it sold remedies that seem alarming today — including burnt hedgehog, powdered unicorn horn, and eye of frog — but it gradually modernized over the centuries. Today it operates as both a working pharmacy and a small museum. Stepping inside feels like stepping back through centuries of history.

Ornate medieval wooden door in Tallinn Old Town, Estonia
Decorative lantern on a medieval building in Tallinn Old Town, Estonia
Medieval-themed pub in Tallinn Old Town, Estonia
Decorative wooden clock for sale in Tallinn Old Town, Estonia
Staff in medieval period costumes at a Tallinn Old Town pub, Estonia
Medieval pub interior with period costumes in Tallinn Old Town, Estonia
Historic building facade in Tallinn Old Town, Estonia
Medieval street scene in Tallinn Old Town at dusk, Estonia

The Old Town contains numerous buildings dating from the 13th to 16th centuries, and the medieval atmosphere is ever-present — in the wooden architecture, the narrow winding lanes, the carved stone doorways, and the hand-crafted goods sold in the market stalls. At one particularly entertaining pub, the staff dressed in full medieval period costume, adding to the immersive sense of time travel. Remarkably, Allied bombing during World War II destroyed only about 10% of the Old Town — largely sparing the medieval fabric that makes it so extraordinary today. The rest of Tallinn’s historic center was listed as a UNESCO World Heritage Site in 1997 in recognition of its outstanding universal value as a medieval trading city.

Kadriorg Palace baroque facade built by Peter the Great, Tallinn, Estonia
Classic Vespa scooter parked on a Tallinn street, Estonia
Classic car on a street in Tallinn, Estonia
Sandy Huntley enjoying coffee at a café in Tallinn, Estonia
Decorative carriage figure -street performer in Tallinn, Estonia

Beyond the Old Town, Tallinn offers a vibrant and welcoming contemporary scene. Stylish cafés, independent design shops, and innovative restaurants cater to modern tastes while maintaining the city’s warm, unhurried character. The coffee and pastries were absolutely delicious — Tallinn has a strong café culture that wouldn’t feel out of place in Copenhagen or Helsinki. With its seamless blend of medieval history and modern livability, Tallinn is a city that leaves a lasting impression on every visitor.

Kadriorg Palace gardens and baroque architecture, Tallinn, Estonia

Kadriorg Palace is one of Tallinn’s most elegant and historically significant landmarks. Built in the baroque style by order of Tsar Peter the Great of Russia in 1718–1725, the palace was intended as a summer residence for his wife Catherine I. Tragically, Peter died in 1725 — the same year the palace was completed — at just 52 years of age, and never lived to enjoy it. Catherine, for her part, had little interest in the seaside property and rarely visited. The palace became a secondary imperial residence and then, after Estonia’s declaration of independence in 1918, was converted into the official residence of the Estonian head of state. Today it houses the Kadriorg Art Museum, part of the Art Museum of Estonia, displaying European and Russian art from the 16th to 20th centuries within its beautifully restored baroque interiors and surrounding gardens.

Visitor Information

Getting There: Tallinn Airport (TLL) connects to major European cities. Baltic cruise ships dock at the Old City Harbour (Vanasadam), within easy walking distance of the Old Town. Tallinn is also served by regular ferry connections from Helsinki (2.5 hours) and Stockholm (overnight).

Currency: Euro (€). Estonia adopted the Euro in 2011. Cards are widely accepted throughout the city, including in the Old Town.

Getting Around: The Old Town is compact and best explored on foot. Kadriorg Palace is about 2 km east of the Old Town — reachable by tram (line 1 or 3), taxi, or a pleasant 25-minute walk through Kadriorg Park. The city also has buses and a well-developed ride-sharing scene.

Language: Estonian; English is widely spoken, especially in the tourist-oriented Old Town.

Best Time to Visit: May through September for the warmest weather. The Old Town is magical at any time of year — in winter it has a particularly moody, atmospheric quality with snow on the medieval towers.

Frequently Asked Questions

Is Tallinn’s Old Town a UNESCO World Heritage Site?

Yes. Tallinn’s historic Old Town was inscribed as a UNESCO World Heritage Site in 1997 in recognition of its outstanding universal value as a medieval trading city. It is considered one of the best-preserved medieval city centers in northern Europe, with most of its historic fabric dating from the 13th to 16th centuries still intact.

How old is the Tallinn Town Hall Pharmacy?

The Town Hall Pharmacy (Raeapteek) has documented records of operation dating to 1422, making it one of the oldest continuously operating pharmacies in Europe. It may have operated even earlier. Located on Tallinn’s Town Hall Square, it has served as a pharmacy through centuries of war, plague, and political change, and today functions as both a working pharmacy and a small museum.

What is Tallinn known for in the tech world?

Estonia is a global pioneer in digital governance — the first country to allow online voting in national elections and the creator of the e-residency program allowing anyone in the world to start an EU company digitally. Tallinn is the birthplace of Skype and has one of the highest concentrations of tech startups per capita in Europe. The country has been ranked among the world’s most digitally advanced nations despite its small size.

Who built Kadriorg Palace and why?

Kadriorg Palace was commissioned by Tsar Peter the Great of Russia and built between 1718 and 1725 as a gift for his wife, Empress Catherine I. It was designed by Italian baroque architect Nicola Michetti. Peter died in 1725 — the same year of completion — at age 52, before ever living there. Catherine showed little interest in the property. Today the palace is an art museum and one of Tallinn’s most visited attractions.

How well-preserved are Tallinn’s medieval town walls?

Approximately 2 kilometers of the original medieval town walls and 20 of the original towers still stand — making it one of the best-preserved medieval town fortifications in northern Europe. At their peak in the 16th century, the walls included over 46 towers. Several tower sections are open to visitors with panoramic views over the Old Town rooftops.

How close is Tallinn to Helsinki?

Tallinn is just 80 km (50 miles) south of Helsinki across the Gulf of Finland. Regular high-speed ferries make the crossing in approximately 2–2.5 hours, making a day trip between the two capitals very feasible. This is one of the most popular short international ferry routes in Europe.

What traditional Estonian foods should I try in Tallinn?

Estonian cuisine is hearty and rooted in Baltic and Nordic traditions. Look for verivorst (blood sausage), mulgikapsad (sauerkraut with pork and barley), rosolje (beetroot and herring salad), smoked fish from the Baltic, and kama (a traditional grain flour dessert). The café culture in Tallinn is strong — pastries, rye bread, and excellent coffee are highlights. The Old Town has a wide range of restaurants, from medieval-themed pubs to modern Estonian fine dining.

Practical Tips

Wear comfortable shoes. The Old Town’s cobblestone streets are beautiful but uneven — sturdy, flat shoes will make a full day of sightseeing much more enjoyable.

Arrive early in the Old Town. The cruise ship crowds peak by mid-morning. Arriving at the Old Town gates early gives you a much quieter, more atmospheric experience of the medieval streets.

Climb a tower for the best views. Several of Tallinn’s medieval towers are open to visitors. The view from the top of the town walls over the red-tiled rooftops and spires of the Old Town is extraordinary and worth the climb.

Visit Town Hall Square. Raekoja plats — the central square of the Old Town — is the social heart of Tallinn and home to the medieval Town Hall and the historic Town Hall Pharmacy. It’s the perfect place to sit with a coffee and soak up the medieval atmosphere.

Take the tram to Kadriorg. Tram lines 1 and 3 connect the city center to Kadriorg in about 10 minutes. The palace and its surrounding park make for a wonderful half-hour detour from the Old Town.

Budget at least half a day for the Old Town. The Old Town is small enough to walk in a morning, but rewarding enough to linger in all day. If you’re on a cruise with limited time, the Old Town itself — with the town walls, Town Hall Pharmacy, and Town Hall Square — is the priority.

Try a medieval pub. Several pubs in Tallinn’s Old Town operate with full period decor and staff in medieval costume. It’s great fun and the food — roasted meats, dark bread, mead — is genuinely good.

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Filed Under: Estonia, Tallinn Tagged With: Baltic Cruise, Estonia, Kadriorg Palace, Medieval City, Sky Princess, Tallinn, Tallinn Estonia, Tallinn Old Town

About Michael Huntley

Travel photographer and blogger at Traveling Huntleys. Documenting adventures across the American Southwest and beyond since 2016.

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