Tallinn Long Weekend: Old Town, Art and the Waterfront

Destination: Tallinn, EstoniaCreated by: Moo_The_TrotterLast updated: 4th October 2026
Tallinn suits travellers who want medieval streets and a creative city beyond the walls. Spend three days between the old town, Kadriorg’s art museums and Kalamaja’s waterfront, with extra ideas for a longer stay.
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Day 1 — Old Town and Toompea

Day 1 — Old Town and Toompea

Tallinn Town Hall

Historic Site
Start in Town Hall Square for the Gothic town hall and surrounding merchant houses. The square is a year-round stop; the town hall’s ordinary interior visits are a summer option.
Image of St. Catherine's Passage

St. Catherine's Passage

Historic Site
Walk through the narrow passage off Vene Street before climbing towards Toompea. The stone arches and craft workshops make this a good short detour through the lower old town.
Image of Alexander Nevsky Cathedral

Alexander Nevsky Cathedral

Place of Worship, History Landmark
Climb to Toompea for the Orthodox cathedral’s domes and interior. It faces the parliament building, so the two sights belong together rather than as separate trips up the hill.

Toompea Castle

Castle, History Landmark
See the pink parliament façade from the square, then continue through Toompea’s lanes towards the viewpoints. Treat this as an exterior stop; a parliament tour is a separate arranged visit.

Kohtuotsa Viewing Platform

Viewpoint, Core Attraction
Finish the hilltop loop at Kohtuotsa for views across the old town roofs towards the harbour. Walk back down for lunch, then spend the afternoon exploring the lower town at your own pace.

Day 2 — Kadriorg Art and Park

Day 2 — Kadriorg Art and Park

Kadriorg Park

Park
Take a tram to Kadriorg for the second morning, then walk through the gardens towards the palace. The park connects the day’s art visits and gives you space between the galleries.
Image of Kadriorg Palace

Kadriorg Palace

Museum, Museum Gallery
The palace’s baroque rooms house European art. Choose a short palace visit before Kumu, or enjoy the gardens and façade if you prefer to keep the day to one substantial museum.
Image of Kumu Art Museum

Kumu Art Museum

Museum, Museum Gallery
Make Kumu the main museum visit for Estonian art in a striking modern building. Its galleries are a good contrast to the palace; afterwards, walk back through the park towards the coast.

Russalka Memorial

Monument
End the Kadriorg loop by the angel-topped memorial on the seafront. Follow the promenade for a coastal walk, then take public transport back to the centre for dinner.

Day 3 — Kalamaja and the Waterfront

Day 3 — Kalamaja and the Waterfront

Telliskivi Creative City

Attraction, Core Attraction
Begin among the former factory buildings, murals and independent shops of Telliskivi. Pick a café or lunch spot here, then walk through Kalamaja’s wooden-house streets towards the waterfront.
Image of Kalamaja Cemetery Park

Kalamaja Cemetery Park

Park
Use the former cemetery’s green paths as a quieter pause on the way to the harbour. It is a small neighbourhood park, rather than a separate major attraction.

Seaplane Harbour

Museum, History Museum
Make the hangar museum the afternoon’s main visit for ships, maritime history and the submarine Lembit. It closes on Mondays from October to April; for a winter Saturday-to-Monday trip, swap this day with the old town day.
Image of Noblessner

Noblessner

Marina
Finish along the redeveloped shipyard waterfront, with harbour views and places to eat among the brick buildings. Walk here from Seaplane Harbour, then take a bus or taxi back if you do not want the return walk.

Optional extras

Optional extras
Image of Fotografiska

Fotografiska

Museum, Museum Gallery
Choose the photography exhibitions in Telliskivi instead of part of the maritime day. It makes a useful indoor alternative if contemporary photography appeals more than ships and submarines.
Image of Kiek in de Kök

Kiek in de Kök

Attraction, Core Attraction
Add the fortifications museum to the old town day for towers and Tallinn’s defences. Choose it instead of a longer church visit or book a bastion-passage tour as a separate museum experience.
Image of St Olaf's Church

St Olaf's Church

Place of Worship, History Landmark
Choose the tower for another old town viewpoint between April and October. The climb has 232 steps; Kohtuotsa gives you a good outdoor alternative without a church tower ticket.