Sights: In Tallinn, the old town is worth a good walk but the castle district becomes particularly crowded when a cruise ship is in town so we preferred heading out to the suburbs during the day and then the more central areas in the evening. We also had a lovely hour sitting on a bench at 7am watching the main square come alive.
The Museum of the Occupations is well worth a couple of hours to learn more about Estonia’s past; it’s an excellent (if challenging) museum exploring the German & Russian occupations through videos and carefully chosen exhibits in a modern building.
For something a bit different, see the modern, entrepreneurial side to Estonia and visit the shops and eateries around Kalmaja, in particular Telliskivi where artisan shops & hipster bars/restaurants meet in a new district (Telliskivi 60).
Travel: We arrived by ferry in to Tallinn and the port is 10-15 minutes walk from the centre.
Accommodation: The Solo Sokos Hotel Estoria (Viru väljak 4) is an extention to Tallinn’s first high rise block, the Hotel Viru. Despite some nice touches (coffee machines, bathrobes), it feels a little dated but the good views over the old town make up for it. http://www.booking.com/hotel/ee/solo-sokos-estoria.html?aid=1222377&no_rooms=1&group_adults=2&room1=A%2CA
I have previously stayed at the Merchant’s House Hotel which is in an excellent location though starting to show its age but the luxury touches of this boutique hotel are still good. http://www.booking.com/hotel/ee/merchantshousehotel.html?aid=1222377&no_rooms=1&group_adults=2&room1=A%2CA
Food & Drink: In Tallinn, the food was OK but it was the coffee shops and bars that we particularly remember. If you need early morning coffee, then Maiasmokk Cafe (Pikk 16) is atmospheric; it’s an old school coffee house with wood panels with good coffee & pastries.
We enjoyed the variety of real ales served at Porgu (Rüütli 4) which is located in an atmospheric cellar which is quiet in the afternoons but I suspect a little less so in the evenings.
Frank’s (Sauna 2) has cool people with cocktails to match. It’s hipster and worth a visit.
For even more hipster options head out to Telliskivi where there is some great food and drink options in among the trendy shops. There’s also quite a collection of real/craft ale houses in the area which are worth a walk around.
Guide books: I travelled using Lonely Planet Estonia, Latvia & Lithuania (Travel Guide) which has good maps and details as well as their usual good travel tips for the Estonian capital.
Podcasts: The Indie Travel Podcast produced a documentary style report on Tallinn and Estonia which is worth a listen. http://indietravelpodcast.com/estonia/four-days-travel-estonia/
Social Media: The Visit Tallinn twitter feed (@VisitTallinn) along with their website were helpful (https://www.visittallinn.ee/)
On Instagram I enjoyed these pictures and tips: https://www.instagram.com/olga_poliakova_/
And this blog gave us some good Breakfast tips: https://theculturetrip.com/europe/estonia/articles/the-10-best-brunch-and-breakfast-spots-in-tallinn/