Dubrovnik and Tallinn both offer unique and enticing experiences, but which one should you choose for your city break or holiday?

We understand your dilemma. There is an abundance of travel guides for both cities, but few actually comparing them, and advising you which is the better for your trip.
This article will provide our unbiased and independent views of Tallinn and Dubrovnik, hopefully making your choice that little easier.

The article is structured into several sections, each of which can be directly accessed through the following links:
• Introduction to the cities
• Scores and ratings
• Which one should I, friends, or family visit?
• When to visit and weather
• Who is the city suited for?
• The perfect 48hours (with map)
• Tourism details (where to stay? airport details?)

Dubrovnik, a jewel of the Adriatic, beckons modern travellers with its sublime blend of medieval charm and contemporary allure. Encircled by iconic stone walls, this UNESCO World Heritage site offers a timeless journey through cobbled streets and baroque buildings, each telling tales of a rich, turbulent history.

Yet, beyond its historical treasures, Dubrovnik embraces the present with open arms, offering a plethora of chic restaurants, trendy boutiques, and vibrant nightlife. The stunning coastline, dotted with pristine (stone) beaches and crystal-clear waters, provides a tranquil escape from the city’s bustling heart.
For the discerning traveller seeking a blend of culture, history, and natural beauty, Dubrovnik stands unrivalled—a truly captivating destination.

You could be forgiven for thinking you'd been plucked from the 21st century and dropped back in the 1300s when you step foot in Old Town Tallinn. Cobblestone lanes braid their way through stooped taverns with drooping roofs, chimney stacks, and grey stone keeps that echo The Lord of the Rings.
Aged Toompea Hill is the anchor of it all, erupting above the capital with its muscular castles and onion-domed churches. Below, the Lower Town buzzes with energy, pitting beer bars next to Baltic eateries and church steeples.

Tallinn has also established itself as one of Europe's most cutting-edge cities in recent years. It's a digital powerhouse with start-ups and creative agencies galore. They fuel areas like Kalamaja, which is all roaster coffee joints in Soviet tenements and funky bars in rundown prisons that spill into the Baltic Sea, proving it's not all about the history in these parts…

Medieval towers dominate the skyline of central Tallin

Dubrovnik is one of the most picturesque cities in Europe, so long as your happy to share the experience with thousands of other tourists.

Summary
Where would I journey for a personal escape?
Tallinn
Where would I send my parents for a memorable visit?
Dubrovnik
Where's the ideal destination for my adventurous 19-year-old cousin?
Tallinn
Where should my food-obsessed friend indulge their culinary passions?Dubrovnik
Note: The above comparisons are weather-independent and are based on travel during the most opportune times of the year. Details about the ideal travel seasons are elaborated upon later in this article.

In the sections that follow, you'll find a comprehensive comparison between these two fascinating cities. This includes recommendations on the duration of stay, the best times to visit, and tailored 48-hour itineraries for each city.
The final segment delves into practicalities for your travels, such as the best airport to fly into, the optimal districts for your accommodation, and insider tips, for when you come to explore the city.

We hope that you find all of this information useful, in planning your next exciting trip!

Tallinn might not be the biggest European capital, but it's a place that always seems to have another secret up its sleeve. Yes, two days might be enough to see the old city walls, wander Toompea Hill and sample the delights of the Estonian kitchen, but there's certainly enough to fill trips of four, five or even more nights.

Have a think about what you're after from your travels and then decide. If you're eager to squeeze in a few nights on the town (a good shout, as Tallinn is downright hedonistic), daytrips to the wonderful forests and coast swamps of Lahemaa, and a couple of the museums, you'll probably want to give yourself some extra time.

Choosing how long to spend in Dubrovnik really depends on what you want out of your city break. A fly-in whirlwind tour of the Old Town can be great if you're on the hunt for culture and history. The museum collections of the Sponza Palace and the Rector's House, walking routes of the City Walls, and sightings of landmarks like Large Onofrio Fountain can all be packed into just a day or two.

But it might be best to allow a little extra time. With all the castles and churches here, it's easy to forget that Dubrovnik is an Adriatic riviera destination at heart. You've got pine forests, olive groves, rakija distilleries and the lost-paradise island of Mljet to think about. You certainly won't want to rush those during the warmer months, so consider staying a week or more to explore the city itself and those stunning surroundings.

The Suur Rannavärav (Great Coastal Gate) protected Tallinn from seaward invasion

The Stradun is the characterful main street of Dubrovnik

The summer is considered to be the finest time in the Tallinn. From around May onwards, the temperature picks up to the high teens and early 20s, there's more sun, and the days are longer. From June onwards, the travellers and the crowds come, lending a buzz to the bars of the Lower Town.

There's no question that Tallinn looks downright gorgeous under plumes of snow in the midwinter. Some say it's the most enchanting time of all, as the nights draw in and there's ice glinting like diamonds on the roofs of the old churches. On the main Town Hall Square, you'll also be able to enjoy the delights of the Tallinn Christmas Market from early December onwards – think handmade Estonian decorations, hot wine, and traditional pastries. Don't expect to be warm, though. The Baltic gets sub-zero and bitter winds all throughout the season.

Summer might seem like the perfect time to put together a trip to Croatia's castle city. However, temperature highs in the low 30s and strong midday sun can make things a little tiring. And that's not even mentioning the whopping great big crowds. Recent protests by Dubrovnik's locals have really highlighted the problem of summertime tourism – there's hardly an inch to move in the Old Town, especially when huge cruise ships are docked at port.

Things might improve thanks to recent laws barring any more than two large vessels per day, but we still think September and October come up trumps. This southern corner of the Balkans stays pleasantly warm well into the autumn, so you shouldn't have to worry about having the weather to laze on Lapad Beach. What's more, visitor numbers, hotel rates, and flight prices all plummet following the end of the summer vacations.

If you're keen to go a little off the beaten path and discover somewhere laced with rich history and culture, Tallinn is beckoning. With more and more low-cost flights now serving the local airport, a trip to this north-eastern corner of the continent isn't the chore it once was.
So, anyone eager to ditch the mainstay cities of Western Europe is in luck. Adding to that is an Old Town that's been called the best-preserved medieval quarter in the world, so there's loads for fans of original architecture and atmospheric neighborhoods.

Being so far north means there's nothing like the warmth of the Med or southern Europe up in these reaches of the Baltic. Yes, the summer months can get hot and the sea is only a stone's throw from the city, but Tallinn is hardly a beach destination.
Also remember that this is a small capital by global standards. It's certainly not the pick for anyone on the hunt for a colossal, electrifying metropolis.

If you're one for enthralling tales of warring republics and battles with the Ottomans, Dubrovnik has you covered. If you're the sort who loves jaw-dropping European old towns with enough castles and churches and cobbled alleys to keep you going for a whole trip, it's also perfect.

Oh, and Dubrovnik takes care of globetrotters who come in search of a little Mediterranean sand, sun and sea. You won't have to venture far to find a cove to swim in, a yacht charter, or even a remote island villa where you can crank up the R&R.

If you're not big on crowds, then summer trips (as noted above) to Dubrovnik are surely best avoided. And it's hardly the place for anyone in search of big-metropolis vibes. For a city, Dubrovnik is relatively small and compact.

The pretty harbout of Dubrovnik

The Baroque wing of the Toompea Castle, is also the parliament building for Estonia