Tallinn is a gorgeous old city that straddles the border of Russia and offers a glimpse into that world, while retaining its own uniquely Estonian flavor. A key city in the Hanseatic League, Tallinn has felt the influences of German, Swedish, Russian and Danish culture. The first sight you will likely see in Old Tallinn is the gates of the city walls, which are largely intact. A walk around them is a must for any visitor. The main gate, the Viru gate, leads you directly into the heart of the Old City, which offers many traditional sights: the Alexander Nevsky Cathedral, St. Nicholas Church, The Toompae (castle hill), the Town Hall and square. Of the tourist cites, I most enjoyed the City Museum which provided a history lesson for Tallinn.
However, my most memorable moments in Tallinn were not spent in pursuit of some cultural or historical goal. The best time I had was walking the streets and enjoying the architecture and feel of the city. As Tallinn is fairly small, its no problem to walk everywhere and the atmosphere and people are so inviting I highly recommend just striking out on your own and getting lost.
Quick Tips:
Most visitors from Western Europe and the US do not need a visa for Estonia. You do not need to burden yourself with a large amount of cash or traveler's checks, as ATMs are everywhere and in English. English is the lingua franca of tourism in Estonia and you will find that most signs are in English and that the majority of people can speak at least a little.
Internet cafes are everywhere, so it's very easy to keep in touch with your friends and family. There are international phones readily available as well.
While Summer is the high season for Talllinn, do not be dissuaded from a visit during other times. I visited in the dead of Winter and found a beautiful city that was almost bereft of tourists. The proximity to the Baltic keeps temperatures moderate and visiting during the off-season allows you more room to breathe in the charm of the city.
For visitors who do not have a student discount card, the Tallinn Card (offered by the tourist bureau - see link above) allows free use of public transport, as well as access to the museums and discounts in restaurants and shops.
Best Way To Get Around:
The most practical way to get around Tallinn is on foot. All of the old city can be easily manueverd on foot. However, be aware that the roads are steep and can get slippery in rain. If you have problems with walking in such conditions, it may be advisable to find an organized tour.
The bus station and airport are a bit out from the city. If you are arriving by plane (quite cheap from most of Europe), you will need to take a bus into the city and the buses can be quite full. A taxi ride is not terribly expensive and to be recommended. Moving on from Tallinn is quite easy: trains and buses connect the city with St. Petersburg, Moscow, and all the capitals of Eastern and Western Europe.