9-Day Estonia City Break in Tallinn With Itinerary

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Photo of aerial cityscape with Medieval old town, St. Olaf Baptist Church and Tallinn city, Estonia.
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Discover Tallinn with this 9-day city break in Estonia, blending cultural richness with exhilarating adventures.

Tallinn blends medieval charm with modern creativity. Wander the cobbled streets of Old Town and explore the Telliskivi creative district. Visit local cafes and discover Estonian design shops. The city invites visitors to experience history, innovation, and a welcoming local culture.

With this perfectly planned holiday package, you will experience 8 nights in Tallinn. It's the the ultimate 9-day Tallinn city break.

The home for your 9-day holiday in Tallinn will be one of the city’s best hotels. You’ll choose from a great selection of places to stay, all conveniently located in downtown Tallinn, close to many of the top attractions and best restaurants in the city.

Tallinn offers excellent hotels for every budget, ensuring travelers a fantastic city break. You can rest assured that we will always recommend the best available places to stay in the city.

During your vacation in Tallinn, you'll get the chance to experience some of the best things to see and do in the city.

Maximize your holiday experience in Tallinn by customizing each day with exciting tours and tickets. Whether you're tracing history on guided tours or savoring the rich flavors of Estonia's traditional cuisine, the city offers a range of immersive experiences. Your time in Tallinn is sure to be anything but ordinary!

Between sightseeing and activities, you will enjoy plenty of time to wander through Tallinn's best shopping streets and markets. Let the unique souvenirs you find serve as fond reminders of your city break in Estonia.

This travel plan is designed to include everything you need to experience the best of Tallinn. By booking this vacation package, you can avoid spending hours researching and planning your city break and jump straight to enjoying it. Let the experts take care of the details so you can relax and make the most of your time in Estonia.

To make sure the city break is fully tailored to your interests and preferences, you can easily customize each day of your journey. Our intuitive trip planning puts you in control, ensuring that every moment in Tallinn reflects your unique travel style.

Book with us to get an expertly curated step-by-step travel itinerary and access to 24/7 personal travel support before, during, and after your city break in Tallinn.

The best hotels, flights, activities, and tours in Tallinn fill up quickly. Select a date and start planning your city break in Tallinn as early as today!

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Day1

Day 1

  • Tallinn - Arrival day
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  • Linnahall
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Your exciting city break begins as soon as you arrive in the beautiful city of Tallinn. You’ll stay here for 8 nights and take time to discover what to see in Tallinn, along with enjoying the city’s best dining and cultural experiences.

Tallinn is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Linnahall. Taking a stroll in the city center is a great alternative. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

When the afternoon arrives, make your way to the hotel of your choice in downtown Tallinn. Check-in at hotels in Estonia normally starts around 2 to 3 PM. Each accommodation option in Tallinn offers a unique blend of comfort and style in addition to prime access to the city’s top attractions.

You have plenty of options for restaurants and bars in Tallinn. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Enjoy a lovely meal at MuSu resto, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Restaurant Manna La Roosa is another top choice with a popular menu. You could also check for a table at Restoran Mimosa. As an establishment that consistently gains high praises from customers, it’s an ideal choice in Tallinn tonight.

Cap off your dinner by heading to Koht, ideal for a leisurely evening with a drink in hand. Noku is another bar that offers an enjoyable setting. Similarly, Derevjaška (tram Bar) is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate the start of your 9-day city break in Tallinn with a toast!

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Day2

Day 2

  • Tallinn
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  • Kohtuotsa viewing platform
  • Patkuli viewing platform
  • Town Hall Square
  • Tallinn Town Hall
  • Old Town (Vanalinn)
  • Pikk Street
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Rise and shine for day 2 of your city break in Tallinn! Delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 7 nights remaining, there's ample time to explore.

Set aside time today to explore Old Town (Vanalinn), a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day. You might also want to visit Pikk Street, a street offering another perspective on the city.

Catch Kohtuotsa Viewing Platform before the crowds roll in. This romantic observation deck is sure to ignite your curiosity. Next, dive into the enchanting features of Patkuli Viewing Platform, a must-visit observation deck in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Town Hall Square, a locally appreciated public square. For a change of scene, check out Tallinn Town Hall, known for its picture-perfect features.

After or in between exploring, treat yourself to a delicious meal. Tallinn offers many excellent restaurants to choose from.

Begin your culinary exploration in Tallinn by securing a reservation at NOA Chef’s Hall. This renowned restaurant holds 1 Michelin star and offers an exceptional menu of creative cuisine. Or, for a change of pace, Restaurant Rae boasts a menu that's sure to impress.

Extend your evening after a delightful meal by visiting Old Irish, which offers the perfect atmosphere for a night out. Moreover, Uba Ja Humal is another popular option for a drink or two. Likewise, Vana Villem Pub also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

No matter where in Tallinn you end up, an amazing evening of relaxation and enjoyment is guaranteed.

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Day3

Day 3

  • Tallinn
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  • Art Museum of Estonia
  • Kadriorg Park
  • Kadriorg Art Museum
  • Japanese Garden
  • Russalka Memorial
  • Kadriorg
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Wake up to day 3 of your exciting city break in Tallinn. You still have 6 nights left in Tallinn, and we recommend that you spend this day relaxing, sightseeing, and dining at the most wonderful places the city has to offer. Here's how you can make the most of today!

A visit to Kadriorg is a must on the agenda today. This neighborhood is full of hidden gems and character, perfect for a leisurely stroll. Plus, you’ll be close to some of the city’s most famous sights.

Kumu brings Tallinn's character to life. This photogenic museum is a highlight of any visit in the city. Then, enjoy Kadriorg Park, another masterful attraction that never fails to captivate visitors. Next, head over to Kadriorg Art Museum, one of the city’s most curiosity-inducing attractions, known for its standout features.

If you’re looking for more, spend time soaking in the atmosphere of Japanese Garden. This eye-catching park is frequented by locals and tourists alike. To complete your memorable day, make sure to visit Russalka Memorial, a frequently visited monument, and take a stroll around the area.

Exploring the most popular attractions in Estonia can make you lose track of time. Be sure to grab something to eat at one of the best restaurants in Tallinn.

Make sure to reserve a table at Mix, an iconic dining spot in Tallinn. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Restaurant Argentina, a popular restaurant in Tallinn. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Mack Bar-B-Que, Rocca al Mare, a hidden gem nestled in Tallinn. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Barbar, known for its inviting atmosphere. Labor Baar is another great option if you’re looking for a place to get the night started. Similarly, Teras Beach Tallinn Indoor Beach provides a great setting to enjoy the night away.

Raise your glass and relax after another amazing day in Tallinn, Estonia.

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Day4

Day 4

  • Tallinn
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  • Freedom Square
  • Vabamu Museum of Occupations and Freedom
  • Deer's Park
  • Pikk Hermann
  • Toompea Castle
  • Alexander Nevsky Cathedral
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On day 4 of your city break, you will set out to discover Tallinn, including some of the most amazing things to see and do in the city. You’ll stay 5 nights in Tallinn and enjoy plenty of time for exploring.

To truly experience Tallinn, make sure to drop by Freedom Square. This popular public square is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Vabamu Museum Of Occupations And Freedom, one of the city’s best highlights.

Next, check out Deer's Park, one of the most often recommended places to see in Tallinn. This park is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Tall Hermann. Wander around and soak in the historic atmosphere this monument offers. Then, head to Toompea Castle, a top-rated castle that adds another dimension to your day. Finally, visit the frequently visited Alexander Nevsky Cathedral, the last of our attraction recommendations for today.

After a long day of sightseeing, try one of the best restaurants in Tallinn.

Treat yourself to an extraordinary dining experience at NOA, a Bib Gourmand restaurant offering an incredible modern menu. Alternatively, if your taste buds call for something different, Armudu is another top choice with a popular menu.

Keep the excitement of the evening going by visiting a bar or two. The Black Mount Pub is an excellent place to start. You could also check out Sigmund Freud Bar, offering a different kind of charm. A last recommendation for the day is Von Krahli Teater & Baar. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Reflect on the adventures of the day as you unwind in the comfort of your hotel in Tallinn. Tomorrow is a new day!

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Day5

Day 5

  • Tallinn
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  • Patarei prison exhibition "Communism is Prison"/ Patarei vangla näitus "Kommunism on vangla"
  • Seaplane Harbour
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Get ready for another exciting day in Tallinn on day 5 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 4 nights ahead, make the most of your time and create unforgettable memories in Tallinn.

Patarei Prison Exhibition "communism Is Prison"/ Patarei Vangla Näitus "kommunism On Vangla" leaves a lasting impression. This museum is one of the most locally appreciated places to visit in Tallinn. Next, head to Seaplane Harbour, a notable maritime museum, known for its gorgeous features.

You have plenty of options for restaurants and bars in Tallinn. So when you’re hungry or need a break from exploring, all you have to do is take your pick.

Treat yourself to a delightful dinner at Swissôtel Tallinn, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Rixwell Collection Savoy Boutique Hotel? It's another excellent option with a diverse menu. Consider reserving a table at Restoran Sardiinid as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Tallinn.

Let the evening flow smoothly from dinner to drinks at Hell Hunt, a top-rated bar in the area. For other recommendations, Depeche Mode Baar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Buldog offers a memorable night with diverse drink options and excellent service.

Wind down and recharge for tomorrow's escapades in Estonia.

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Day6

Day 6

  • Tallinn
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  • Estonian Open Air Museum
  • Tallinn Zoo
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As day 6 dawns in Tallinn, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 3 nights left, the possibilities for discovery are endless.

Estonian Open Air Museum makes a great addition to your morning plans. This beloved museum is an awe-inspiring place to see in Tallinn. Continue your discovery at Tallinn Zoo, an eye-catching zoo with stories to tell.

Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Tallinn.

When it’s time for dinner, try one of the most popular restaurants in Tallinn. Make sure to reserve a table in advance, as the best restaurants fill up quickly.

Have a memorable dining experience in Tallinn by booking a table at Tuljak, a Bib Gourmand restaurant presenting an exceptional modern menu. Immerse yourself in the culinary delights of Suliko Restaurant, a popular restaurant in Tallinn. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Cap off your dinner by heading to Valli Bar, ideal for a leisurely evening with a drink in hand. Scotland Yard Pub is another bar that offers an enjoyable setting. Similarly, Pudel is also a popular place to go on a night out, perfect for relaxing and socializing.

As the day draws to a close, enjoy Tallinn at night. Rest well for more adventures tomorrow.

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Day7

Day 7

  • Tallinn
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  • Telliskivi Creative City
  • Estonian Museum of Natural History
  • St Olaf's church
  • Estonian Maritime Museum
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Wake up to day 7 of your vacation in Tallinn. With 2 nights left, you'll have ample time to explore and savor all Tallinn has to offer.

Tallinn is brimming with adventures.

One of the most increasingly popular attractions included on the itinerary is Telliskivi Creative City. This romantic cultural center will help you start your sightseeing on top. Then, take a leisurely stroll to Estonian Museum Of Natural History and learn what makes this eye-catching museum unique.

Throughout the day, make sure to take breaks to appreciate the surroundings. Next up, visit the locally appreciated St Olaf's Church. After exploring the church, head to Estonian Maritime Museum. This locally appreciated maritime museum is a highlight in Tallinn.

Before you know it, it’s time to head out for dinner. Treat yourself to a delicious meal at a nice restaurant in Tallinn.

Enjoy a lovely dining experience at Restaurant Kolm Sibulat, a popular restaurant in Tallinn. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Tallinn at Kitchen Rõõm, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Al Mare Grill. It’s yet another ideal choice to enhance your time in Tallinn tonight.

Following your dinner, dive into the local bar culture at Bar Sveta. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Drink Bar & Grill, the perfect place for those looking to experience the best of the nightlife.

Savor the memories of an amazing day in Tallinn, Estonia!

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Day8

Day 8

  • Tallinn
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  • Maarjamäe Castle
  • Victims of Communism Memorial
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On day 8 of your fun city break in Tallinn, you’ll experience more of the best attractions and activities in the city. You now have 1 night left in Tallinn.

Visiting Maarjamäe Castle is always a good idea. This beloved castle is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the historic wonders of Victims Of Communism Memorial, a must-see war memorial in the city.

When you’re ready to eat, treat yourself to a nice meal at a top-rated restaurant in the city.

Enjoy a delicious meal at Restaurant Lido, a highly-rated dining destination in Tallinn. If you're eager to try something different, consider HÜGGE Resto, another top spot with a tantalizing menu. You might also want to secure a reservation at Kalevi Jahtklubi resto. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Tallinn this evening.

Get some rest at your hotel in preparation for another wonderful day of your vacation to come!

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Day9

Day 9

  • Tallinn - Departure day
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  • Viru Gate
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Your city break in Tallinn is coming to an end, and it's soon time to say goodbye to the city. Before you leave, make sure to capture a few last moments to cherish your rejuvenating vacation in Estonia.

If you're up for some more sightseeing, we recommend visiting Viru Gate, a romantic historical landmark before you head out.

Depending on how much time you have to spare on your departure day, you may want to do some last-minute shopping at downtown Tallinn. It's the perfect place for browsing souvenirs and gifts to bring back home with you.

Before you conclude your city break in Tallinn, drop by a top-rated restaurant for your last chance at a memorable dining experience in the city. Savor the destination's local atmosphere over a delicious meal.

If you're in the mood for something new, try Ingver Restoran, another premier location with a delectable menu.

As you prepare to leave Tallinn, remember the moments of joy, discovery, and connection you've experienced in Estonia. Carry them with you as souvenirs of your journey, guiding you as you continue to explore and create new memories.

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Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.
Secure your spot
Confirm your package instantly and lock in the best rate with secure payment and guaranteed availability.
Get instant confirmation
Shortly after booking, you’ll receive your full itinerary, including schedules, locations, and everything you need for a stress-free trip.
Personalize your itinerary
Each package includes a professionally crafted itinerary you can tailor to your travel style. A dedicated travel expert will make sure every detail fits your needs perfectly.
Easily make changes
Need to update plans? No problem. Whether before your trip or mid-journey, we’re just seconds away to help with quick adjustments.
Enjoy seamless planning
With everything from accommodations to activities pre-arranged, our packages save you hours of research—so you can spend more time enjoying your trip, not planning it.
Explore with confidence
From scenic road trips to city-hopping adventures, we’re here 24/7 to support you across Europe—before, during, and after your trip.

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