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14-Day Estonia City Break in Tallinn With Itinerary

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Photo of scenic summer aerial view of the old town and sea port harbor in Tallinn, Estonia.

Photo of aerial cityscape with Medieval old town, St. Olaf Baptist Church and Tallinn city, Estonia.

14-Day Estonia City Break in Tallinn With Itinerary

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Revel in the splendor of Tallinn on this exciting 14-day city break in Estonia!

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 13 nights in Tallinn. It's the the ultimate 14-day Tallinn city break.

The home for your 14-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 13 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.

Savor the flavors at MuSu resto, a top pick for dinner tonight. Alternatively, Restaurant Manna La Roosa beckons with its unique menu offerings. Also, consider Restoran Mimosa. With its consistent customer satisfaction, it’s an excellent option for dining in Tallinn tonight.

Continue your evening by exploring the vibrant nightlife scene at Koht, a prime destination for a thrilling night out.

Celebrate the start of your 14-day city break in Tallinn with a toast!

Day2

Day 2

Tallinn
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Tallinn Town Hall
Town Hall Square
Patkuli viewing platform
Kohtuotsa viewing platform
Old Town (Vanalinn)
Pikk Street
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As day 2 dawns in Tallinn, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 12 nights left, the possibilities for discovery are endless.

Old Town (Vanalinn) is a fantastic place you can explore today in Tallinn. This neighborhood is a testament to the city’s character, and it's easy to spend hours just walking around and admiring the surroundings. Soak in the Tallinn-way-of-life and visit all the nearby sights. You should also check out Pikk Street, a street offering more opportunities to enjoy the city’s vibrant atmosphere and landmarks.

Start your day at Tallinn Town Hall. This breathtaking city hall is an up-and-coming place to see in Tallinn. Then, wander over to Town Hall Square. If romantic sites excite you, this public square will be right up your alley. Nearby, you’ll also find Patkuli Viewing Platform. This awe-inspiring observation deck is a favorite among visitors.

Tallinn offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Kohtuotsa Viewing Platform is a beloved spot in the city that will captivate you with its unique charm.

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

Have a memorable dining experience in Tallinn by booking a table at NOA Chef’s Hall, a 1-star Michelin restaurant presenting an exceptional creative menu. Immerse yourself in the culinary delights of Restaurant Rae, a popular restaurant in Tallinn. With a menu designed to delight, it ensures a dining experience that transcends the ordinary.

Continue your evening by exploring the vibrant nightlife scene at Noku, a prime destination for a thrilling night out.

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

Day3

Day 3

Tallinn
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Kadriorg Art Museum
Kadriorg Park
Art Museum of Estonia
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Rise and shine for day 3 of your city break in Tallinn! Delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 11 nights remaining, there's ample time to explore.

Visiting Kadriorg Art Museum is always a good idea. This increasingly popular museum is a place that is appreciated by travelers and locals alike. Next, immerse yourself in the awe-inspiring wonders of Kadriorg Park, a must-see park in the city.

Consider stopping for a small bite to eat or a drink at a local eatery to keep your energy going. When you’re ready, continue your discovery with a visit to Kumu. This underrated museum offers an enriching experience.

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 fantastic dining experience at Mix, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurant Argentina offers an enticing alternative with its varied menu. Additionally, Mack Bar-B-Que, Rocca al Mare is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Tallinn.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Derevjaška (tram Bar), a well-loved spot among locals and tourists.

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

Day4

Day 4

Tallinn
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Japanese Garden
Russalka Memorial
Kadriorg
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Get ready for another exciting day in Tallinn on day 4 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 10 nights ahead, make the most of your time and create unforgettable memories in Tallinn.

Whether you decide to explore Tallinn on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Make sure to visit Kadriorg, a popular neighborhood in Tallinn. Spend some time wandering around the area and soak in its distinctive charm. You’ll also discover that several of the city’s must-see attractions are just around the corner.

One of the most increasingly popular attractions included on the itinerary is Japanese Garden. This eye-catching park will help you start your sightseeing on top. Then, take a leisurely stroll to Russalka Memorial and learn what makes this detailed monument unique.

Throughout the day, make sure to take breaks to appreciate the surroundings.

When it’s time to eat, Tallinn has restaurants and bars to suit all budgets.

Prepare for an extraordinary culinary adventure in Tallinn by booking a table at NOA, a Bib Gourmand restaurant that boasts an exceptional modern menu. If you're eager to try something different, consider Armudu, another top spot with a tantalizing menu.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Old Irish stands out as an excellent choice for a post-dinner cocktail.

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

Day5

Day 5

Tallinn
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Seaplane Harbour
Patarei prison exhibition "Communism is Prison"/ Patarei vangla näitus "Kommunism on vangla"
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Wake up to day 5 of your exciting city break in Tallinn. You still have 9 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!

Whatever your travel style is, Seaplane Harbour is an essential stop in Tallinn. This captivating maritime museum provides an insightful glimpse into the city's identity. Next, discover Patarei Prison Exhibition "communism Is Prison"/ Patarei Vangla Näitus "kommunism On Vangla", a symbolic museum, promising a delightful encounter.

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

Savor the flavors at Swissôtel Tallinn, a top pick for dinner tonight. Alternatively, Rixwell Collection Savoy Boutique Hotel beckons with its unique menu offerings. Also, consider Restoran Sardiinid. With its consistent customer satisfaction, it’s an excellent option for dining in Tallinn tonight.

If you’re not ready to end the night just yet, Uba Ja Humal offers a perfect venue to relax and savor a drink.

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

Day6

Day 6

Tallinn
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Estonian Open Air Museum
Tallinn Zoo
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On day 6 of your fun city break in Tallinn, you’ll experience more of the best attractions and activities in the city. You now have 8 nights left in Tallinn.

Your adventure in Tallinn is only getting started when you visit Estonian Open Air Museum, a frequently visited local hot spot. Another notable attraction to explore is Tallinn Zoo. This intriguing zoo is known for its picture-perfect appeal.

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

Enjoy an outstanding dining experience at Tuljak, a Bib Gourmand restaurant offering an exceptional modern menu. Alternatively, experience a taste of Tallinn at Suliko Restaurant, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated.

Round off your dining experience by visiting Vana Villem Pub, a prime location for a drink.

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

Day7

Day 7

Tallinn
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The War of Independence Victory Column
Freedom Square
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On day 7 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 7 nights in Tallinn and enjoy plenty of time for exploring.

Tallinn is brimming with adventures.

The War Of Independence Victory Column leaves a lasting impression. This war memorial is one of the most increasingly popular places to visit in Tallinn. Next, head to Freedom Square, a well-known public square, known for its breathtaking features.

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.

Treat yourself to a delicious dinner at Restaurant Kolm Sibulat, an excellent option for tonight's dining. Looking for something different? Kitchen Rõõm offers a tantalizing alternative with its diverse menu. And don’t miss Al Mare Grill. Known for great service, it’s a fantastic choice for tonight in Tallinn.

Unwind after your meal by stepping into Barbar. This venue is celebrated for its extensive drink selections and cozy vibes.

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

Day8

Day 8

Tallinn
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Energy Discovery Centre
Estonian Maritime Museum
St Olaf's church
Estonian Museum of Natural History
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Wake up to day 8 of your vacation in Tallinn. With 6 nights left, you'll have ample time to explore and savor all Tallinn has to offer.

To truly experience Tallinn, make sure to drop by Energy Discovery Centre. This increasingly popular science center is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Estonian Maritime Museum, one of the city’s best highlights.

Next, check out St Olaf's Church, one of the most intriguing places to see in Tallinn. This church is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Estonian Museum Of Natural History. Wander around and soak in the photogenic atmosphere this museum offers.

Exploring can easily make you lose track of time. Make sure to grab something to eat and use this opportunity to learn more about Tallinn's food culture.

Don’t miss out on dining at Restaurant Lido, a top-rated dining destination in Tallinn. If you're in the mood to try something new, consider HÜGGE Resto, another top spot with a mouthwatering menu. You might also want to secure a reservation at Kalevi Jahtklubi resto. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Tallinn this evening.

Cap off your dinner by heading to Labor Baar, ideal for a leisurely evening with a drink in hand.

Raise a toast and celebrate another memorable day in Tallinn, Estonia!

Day9

Day 9

Tallinn
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Toompea Castle
Alexander Nevsky Cathedral
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As day 9 dawns in Tallinn, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 5 nights left, the possibilities for discovery are endless.

Toompea Castle is perfect for a self-paced visit during the day. This historic castle is sure to impress. Next on your list is Alexander Nevsky Cathedral, another must-visit landmark and worthwhile church renowned for its culturally significant 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.

Dine in style at Restaurant Kaerajaan, a top recommendation for dinner tonight. Or, for a change of pace, Ingver Restoran boasts a menu that's sure to impress. Also, be sure to check out Restaurant Odessa. Known as a local hotspot, it’s a great choice for tonight in Tallinn.

After enjoying a fulfilling meal, continue your evening at Teras Beach Tallinn Indoor Beach, ideal for those looking to unwind with a drink in a comfortable setting.

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

Day10

Day 10

Tallinn
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Museum of Estonian Architecture
Telliskivi Creative City
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Rise and shine for day 10 of your city break in Tallinn! Delve deeper into the city's offerings, from its iconic landmarks to its hidden gems. With 4 nights remaining, there's ample time to explore.

Make a stop at Museum Of Estonian Architecture. This underrated museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Telliskivi Creative City located in Tallinn for another exciting encounter.

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

Make sure to reserve a table at Karja Kelder, 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 Farm, 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 Kreutzwald Hotel Tallinn, a hidden gem nestled in Tallinn. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Explore the vibrant nightlife at The Black Mount Pub after your meal, a hub for lively evenings and memorable moments.

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

Day11

Day 11

Tallinn
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Victims of Communism Memorial
Maarjamäe Castle
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Get ready for another exciting day in Tallinn on day 11 of your city break! From historical sites to modern attractions, there's something for everyone to enjoy. With 3 nights ahead, make the most of your time and create unforgettable memories in Tallinn.

Experience Victims Of Communism Memorial, a beloved war memorial in the city. Then, head to Maarjamäe Castle and soak in the ambiance of this awe-inspiring castle.

When you’re ready for dinner, we recommend you try one of the best restaurants in Tallinn.

Treat yourself to a delightful dinner at Soo Uulits Tänavagurmee, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try NOA Restaurant? It's another excellent option with a diverse menu. Consider reserving a table at Restaurant Cru as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Tallinn.

To truly maximize your evening out, consider visiting Sigmund Freud Bar after dinner. This bar is known for offering some of the best drinks and vibes in the city.

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

Day12

Day 12

Tallinn
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Deer's Park
Vabamu Museum of Occupations and Freedom
National Library of Estonia
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Wake up to day 12 of your exciting city break in Tallinn. You still have 2 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!

Look forward to a unique sightseeing adventure at the frequently visited Deer's Park and allow yourself time to explore. Just a short distance away you'll find your next stop, Vabamu Museum Of Occupations And Freedom, a standout museum that draws visitors from far and near.

Continue your journey to Eesti Rahvusraamatukogu, one of the city’s most intriguing spots that you shouldn’t miss.

After a full day of exploring, we recommend you try one of the best places to eat in Tallinn. Enjoy the local flavors, unwind, and reflect on the day's adventures.

Enjoy a delicious meal at Restaurant Pegasus, a top-rated dining destination in Tallinn. If you're in the mood to try something new, consider Estonian Burger Factory, another top spot with a mouthwatering menu. You might also want to secure a reservation at Tchaikovsky. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Tallinn this evening.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Von Krahli Teater & Baar, known for its inviting atmosphere.

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

Day13

Day 13

Tallinn
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Pirita Beach
Pirita adventure park
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On day 13 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.

Check out the beloved beach, Pirita Beach. Afterward, continue to Pirita Adventure Park, an adventure park every traveler should visit. As you explore Tallinn’s charming streets, take in the lively atmosphere and get to know the character of the city.

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

Treat yourself to a wonderful meal at Varblane Terrace, a top-rated dining spot in Tallinn. If you're in the mood for something new, try MEAT Resto & Butchery, another premier location with a delectable menu. You might also want to book a table at Restaurant Olde Hansa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Tallinn.

Keep the excitement of the evening going by visiting a bar or two. Hell Hunt is an excellent place to start.

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

Day14

Day 14

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, begin at Viru Gate. This interesting historical landmark is a hotspot among locals.

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.

Savor the flavors at Butterfly Lounge, a top pick for dinner tonight. Alternatively, Elevant resto beckons with its unique menu offerings.

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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