Tallinn may be small, but it packs centuries of history, a creative pulse, and seaside calm into one unforgettable city break. This 3-day itinerary blends the best of its medieval charm with its modern edges, so you can experience Tallinn the Wanderlab way.
Highlights
- Wander the medieval Old Town and climb Toompea Hill for sweeping views.
- Explore Telliskivi Creative City and the colorful wooden houses of Kalamaja.
- Step inside Kadriorg Palace or the interactive Seaplane Harbour Museum.
- Escape to Pirita Beach for Baltic Sea air and pine forest walks.
- Taste Estonian flavors — from hearty rye bread to craft beers and kohuke.
Day 1 – Medieval Magic in the Old Town
Arrive and head straight for Tallinn’s Old Town, a UNESCO World Heritage Site that feels like a living storybook. Wander through cobblestone alleys, climb the towers along the city wall, and take in the sweeping view from Toompea Hill. Step inside the striking Alexander Nevsky Cathedral, then warm up with coffee in a hidden courtyard café.
Evening brings a taste of tradition: dine in a medieval-style tavern with flickering candles, hearty Estonian dishes, and perhaps a sip of mead.
Food tip: Try verivorst (Estonian blood sausage) or go lighter with fresh Baltic herring.
Day 2 – Creative Tallinn & Seaside Escape
Shift gears and explore the city’s creative side. Start in Telliskivi Creative City, where street art, indie shops, and converted factories show off Tallinn’s modern spirit. From there, wander into Kalamaja, with its colorful wooden houses and cozy microbreweries.
In the afternoon, make your way to the Seaplane Harbour, one of Europe’s most impressive maritime museums, or take a tram to Kadriorg Palace & Park for art and nature combined.
End the day with craft beer tasting in Kalamaja or a sleek Nordic-inspired dinner in Telliskivi.
Wanderlab tip: Rent an e-scooter to zip between Old Town, Telliskivi, and the seaside like a local.
Day 3 – Slow Mornings & Baltic Horizons
Spend your final morning at Pirita Beach, where pine forests meet the Baltic Sea. Stroll the sandy shore, watch the sailboats, or simply breathe in the coastal calm. If you prefer staying in town, climb another tower (like Kiek in de Kök) for one last panoramic view.
Use your afternoon for last wanderings — pick up Estonian design souvenirs in Telliskivi or sip coffee in Town Hall Square, watching the rhythm of the city go by.
Food tip: Grab a kohuke, the beloved Estonian chocolate-covered curd snack, for the journey home.


