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City breaks in Estonia

5-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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Explore Tallinn on this 5-day city break in Estonia and experience a fusion of culture and excitement.

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 4 nights in Tallinn. It's the the ultimate 5-day Tallinn city break.

The home for your 5-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 4 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.

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

Make sure to reserve a table at MuSu resto, 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 Manna La Roosa, 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 Restoran Mimosa, a hidden gem nestled in Tallinn. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Extend your evening after a delightful meal by visiting Koht, which offers the perfect atmosphere for a night out. Moreover, Noku is another popular option for a drink or two. Likewise, Derevjaška (tram Bar) also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

This is the time to raise a toast for your 5-day city break in Tallinn! Look forward to immersing yourself in the vibrant culture, stunning sights, and local delicacies of the city for the next few days to come!

Day2

Day 2

Tallinn
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Patkuli viewing platform
Kohtuotsa viewing platform
Alexander Nevsky Cathedral
Town Hall Square
Old Town (Vanalinn)
Pikk Street
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On day 2 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 3 nights in Tallinn and enjoy plenty of time for exploring.

A top thing to do today is to explore Old Town (Vanalinn), a must-see neighborhood in Tallinn. It's the perfect starting point for touring the top attractions in the area. You can also visit Pikk Street, an ideal street for continued sightseeing.

Experience Patkuli Viewing Platform, an underrated observation deck in the city. Then, head to Kohtuotsa Viewing Platform and soak in the ambiance of this romantic observation deck.

There are many interesting places to see in Tallinn, and when you are ready for more, go to Alexander Nevsky Cathedral. This is one of the city’s most curiosity-inducing stunning spots of interest. After exploring the church, visit the often recommended Town Hall Square.

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

Start 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. 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.

If you’re not ready to end the night just yet, Old Irish offers a perfect venue to relax and savor a drink. Similarly, Uba Ja Humal is well-suited for those looking to unwind in a social setting. Vana Villem Pub is another excellent spot to enjoy a nightcap after a delightful meal.

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

Day3

Day 3

Tallinn
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Russalka Memorial
Japanese Garden
Kadriorg Art Museum
Kadriorg Park
Art Museum of Estonia
Kadriorg
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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 2 nights remaining, there's ample time to explore.

Don’t miss Kadriorg today, a must-see neighborhood that offers a glimpse into the city’s vibrant character. Take your time to explore its best features, and enjoy the convenience of nearby top-rated landmarks.

To truly experience Tallinn, make sure to drop by Russalka Memorial. This locally appreciated monument is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Japanese Garden, one of the city’s best highlights.

Next, check out Kadriorg Art Museum, one of the most worthwhile places to see in Tallinn. This museum is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Kadriorg Park. Wander around and soak in the visually striking atmosphere this park offers. Then, head to Kumu, a top-rated museum that adds another dimension to your day.

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

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, Restaurant Argentina is another top choice with a popular menu.

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.

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

Day4

Day 4

Tallinn
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Viru Gate
St Olaf's church
Estonian Maritime Museum
Telliskivi Creative City
Seaplane Harbour
Viru Street
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Wake up to day 4 of your vacation in Tallinn. With 1 night left, you'll have ample time to explore and savor all Tallinn has to offer.

A visit to Viru Street is a must on the agenda today. This street 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.

Make a stop at Viru Gate. This interesting historical landmark is a must-visit for travelers looking for a unique holiday experience. Make your way to St Olaf's Church located in Tallinn for another exciting encounter.

Next, immerse yourself in the setting of Estonian Maritime Museum. Its breathtaking features will captivate you. After the maritime museum, continue your tour of the city with a visit to Telliskivi Creative City. Visitors usually appreciate the romantic features of this cultural center. Next up is Seaplane Harbour, a highly recommended maritime museum.

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.

Get ready for an unforgettable culinary journey in Tallinn by reserving a table at Tuljak. Renowned as a Bib Gourmand restaurant, it offers an exceptional modern menu. If you're in the mood to try something new, consider Armudu, another top spot with a mouthwatering menu.

Continue your lively evening at The Black Mount Pub, a perfect place for winding down or revving up the night, depending on which mood you’re in. Sigmund Freud Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Von Krahli Teater & Baar ensures a night out tailored to your taste.

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

Day5

Day 5

Tallinn - Departure day
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Freedom Square
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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 Freedom Square, an awe-inspiring public square 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.

As your city break in Tallinn draws to a close, cherish the memories you've made. With your travel plans in place, you're all set for a safe journey home.

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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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