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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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Embark on a memorable 5-day city break in Tallinn, 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 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. Kadriorg Park, Seaplane Harbour, and Freedom Square are only a few of the many spectacular attractions and sights you’ll find on your carefully planned travel itinerary.

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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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, or just taking a stroll in the city center. 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.

Treat yourself to a wonderful meal at MuSu resto, a top-rated dining spot in Tallinn. If you're in the mood for something new, try Restaurant Manna La Roosa, another premier location with a delectable menu. You might also want to book a table at Restoran Mimosa. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Tallinn.

Unwind after your meal by stepping into Koht. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Noku offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Derevjaška (tram Bar), another top-rated bar in the area.

Celebrate the start of your 5-day city break in Tallinn with a toast!

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 fun city break in Tallinn, you’ll experience more of the best attractions and activities in the city. You now have 3 nights left in Tallinn.

Don’t miss Old Town (Vanalinn) 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. While you’re in the area, consider visiting Pikk Street, another street that adds to the charm of Tallinn.

Patkuli Viewing Platform is perfect for a self-paced visit during the day. This enchanting observation deck is sure to impress. Next on your list is Kohtuotsa Viewing Platform, another must-visit landmark and frequently visited observation deck renowned for its enchanting features.

While exploring and sightseeing, take time to savor the culture of Tallinn by sampling some local delicacies. When you’re ready for more sightseeing, head to Alexander Nevsky Cathedral. This picture-perfect church is an essential place to visit for anyone looking for the full Tallinn experience. We also recommend visiting Town Hall Square, a worthwhile public square.

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

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.

Keep the evening going at Old Irish, a great choice for enjoying the after-dinner hours with a drink. You could also go to Uba Ja Humal, which offers a similarly pleasant setting and great drinks. Another option is Vana Villem Pub, which provides an inviting environment for unwinding after a busy day out.

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

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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Wake up to day 3 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!

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.

Make time for Russalka Memorial, an increasingly popular monument that is worthwhile a visit in the city. Nearby, you’ll find Japanese Garden, enchanting visitors with its romantic appeal. Continue your exploration at Kadriorg Art Museum. This museum is one of the city’s most worthwhile spots.

Enjoy the freedom of exploring Tallinn at your own pace and find hidden gems along the way. If you want to see more picture-perfect spots, make sure to visit Kadriorg Park. After exploring the park, head to the underrated Kumu.

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

Discover the culinary delights of Tallinn by securing a reservation at NOA. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of modern cuisine. Alternatively, Restaurant Argentina beckons with its unique menu offerings.

To truly maximize your evening out, consider visiting Barbar after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Labor Baar, another bar with an inviting ambiance. Similarly, Teras Beach Tallinn Indoor Beach also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

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

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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As day 4 dawns in Tallinn, discover the city's vibrant culture, delicious cuisine, and captivating sights at your own pace. With 1 night left, the possibilities for discovery are endless.

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 Viru Street, a popular street 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.

Look forward to a unique sightseeing adventure at the well-known Viru Gate and allow yourself time to explore. Just a short distance away you'll find your next stop, St Olaf's Church, a visually striking church that draws visitors from far and near.

Continue your journey to Estonian Maritime Museum, one of the city’s most increasingly popular spots that you shouldn’t miss. Another great site to visit is the underrated Telliskivi Creative City. When you're finished at the cultural center, Seaplane Harbour awaits your visit. This maritime museum is a standout highlight on today's itinerary.

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

Set out on a gastronomic journey in Tallinn by reserving a table at Tuljak. Renowned for its Bib Gourmand award, this restaurant presents an outstanding menu of modern cuisine. Looking for something different? Armudu offers a tantalizing alternative with its diverse menu. Known for great service, it’s a fantastic choice for tonight in Tallinn.

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.

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

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, begin at Freedom Square. This notable public square 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 Swissôtel Tallinn, a top pick for dinner tonight. Alternatively, Rixwell Collection Savoy Boutique Hotel beckons with its unique menu offerings.

As you conclude your city break in Tallinn, treasure the memories you've made. May they accompany you on your journey homeward!

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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.

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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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