Travel packages in Estonia

Road trips in Estonia

5-Day Estonia Self-Drive Road Trip With Itinerary from Tallinn traveling south to Viljandi

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

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Experience the freedom of the open road in Estonia as you embark on an unforgettable 5-day road trip! This experience caters to every traveler, featuring destinations like Tallinn, Viljandi, and Tartu.

This perfectly planned road trip itinerary in Estonia takes you through some of the best places to see in the country. You will spend 3 nights in Tallinn and 1 night in Viljandi. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Estonia. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Tallinn, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Estonia on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Estonia. Kadriorg Park and Seaplane Harbour are just a couple of the bucket-list attractions that await your discovery. Marvel at the remarkable Freedom Square, learn more about the unique Viru Gate, and immerse yourself in the vibrant atmosphere of Ahhaa Science Centre.

As you hit the open road and drive through Tallinn, Viljandi, and Tartu, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Estonia. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Estonia.

Throughout your road trip in Estonia, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Estonia.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Estonia fill up quickly, so book your spot early. Select a date and start planning your road trip in Estonia today!

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Driver’s age is 30 - 65

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Days

Destination

Attractions

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Day

City & Overnight

Attractions

Day 1

Kadriorg

Day 2

Kadriorg Art Museum•Kadriorg Park•Seaplane Harbour•Tallinn Zoo

Day 3

Tallinn Town Hall•Viru Gate

Day 4

AHHAA Science Centre•Tagurpidi Maja (Peapeal OÜ)•Town Hall Square•Skulptuur "Suudlevad tudengid" / 'The Kissing Students' sculpture and fountain

Day 5

Freedom Square

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Day 1

Tallinn - Arrival day
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Kadriorg
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Welcome to Tallinn, the perfect starting point for your road trip in Estonia! Pick up your rental car and let the adventure begin. You will spend 2 nights immersing yourself in Tallinn's charm before embarking on the next leg of your journey.

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 Kadriorg, a must-see neighborhood, and taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Tallinn. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat. If you are looking to dine at a popular restaurant in Tallinn, it's often a good idea to reserve a table in advance.

Treat yourself to a delicious dinner at MuSu resto, an excellent option for tonight's dining. Looking for something different? Restaurant Manna La Roosa offers a tantalizing alternative with its diverse menu. And don’t miss Restoran Mimosa. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Tallinn.

Continue your evening by exploring the vibrant nightlife scene at Koht, a prime destination for a thrilling night out. Also, don’t forget to check out Noku, a bar that offers unique local touches. Likewise, Derevjaška (tram Bar) provides an excellent alternative for a fun evening.

Raise a toast to the start of your 5-day road trip in Estonia!

Day 2

Tallinn
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Drive 24 km, 1 hour 3 min

Kadriorg Art Museum
Kadriorg Park
Seaplane Harbour
Tallinn Zoo
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Day 2 of your road trip will take you to the best attractions Tallinn has to offer. Cherish the 1 night you have left in Tallinn by discovering the best things there are to see and do in the city.

Get ready to discover some of the most iconic wonders in Tallinn, including a museum, a park, a maritime museum, a zoo and much more! Start your day at Kadriorg Art Museum. This instagrammable museum is an intriguing place to see in Tallinn. Then, wander over to Kadriorg Park. If respected sites excite you, this park will be right up your alley. Nearby, you’ll also find Seaplane Harbour. This eye-catching maritime museum 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, Tallinn Zoo is a frequently visited spot in the city that will captivate you with its unique charm.

Don’t forget to check out all the popular tours and activities you can add to your road trip itinerary. Estonia is a beautiful travel destination that offers plenty of unique tours that will enhance your vacation experience. Explore and select your activities below.

After a day of adventure, treat yourself to an exquisite dinner at one of Tallinn's best restaurants.

Start your culinary exploration in Tallinn by securing a reservation at NOA. This renowned restaurant holds a Bib Gourmand award and offers an exceptional menu of modern cuisine. For another dining delight, visit NOA Chef’s Hall, celebrated for its delectable creative menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, making it a must-visit during your holiday. Looking for a different experience? Discover Tuljak, a top local spot known for its tantalizing modern menu. With a Bib Gourmand recognition, it guarantees an exceptional dining adventure.

Explore the vibrant nightlife at Old Irish after your meal, a hub for lively evenings and memorable moments. Or, head to Uba Ja Humal for a great selection of flavorful drinks and a charming setting. Furthermore, Vana Villem Pub is perfect for those looking to extend their night with a touch of local flavor.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Estonia.

Day 3

Tallinn
Viljandi maakond
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Drive 154 km, 1 hour 53 min

Tallinn Town Hall
Viru Gate
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Dive into day 3 of your remarkable road trip in Estonia. Today you will explore Tallinn, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Viljandi. You’ll stay here for 1 night.

Today’s agenda in Tallinn includes a city hall and a historical landmark. Tallinn Town Hall is must-visit city hall and a great starting point for the day. Next, continue your journey to Viru Gate, an interesting historical landmark, located just a leisurely stroll away.

At the end of the day, you will drive to Viljandi, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

Indulge in a memorable dining experience at one of Viljandi's most popular restaurants, and connect with friendly locals for an authentic adventure.

Dive into a culinary adventure like no other in Viljandi by booking a table at Fellin. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of traditional cuisine. If you're in the mood to try something new, consider Fellin, another top spot with a mouthwatering menu.

Take some time to reflect on your day and savor another beautiful night in Estonia.

Day 4

Viljandi maakond
Tallinn
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Drive 265 km, 3 hours 40 min

AHHAA Science Centre
Tagurpidi Maja (Peapeal OÜ)
Town Hall Square
Skulptuur "Suudlevad tudengid" / 'The Kissing Students' sculpture and fountain
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Experience an unparalleled adventure on day 4 of your road trip in Estonia. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Tartu. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Tallinn. You will spend 1 night here for some well-deserved relaxation.

Today’s well-planned self-sightseeing route offers several fun adventures, photo-friendly spots, and romantic experiences. Whether you decide to explore Viljandi on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss. Ahhaa Science Centre is the first of them. Spend some time admiring this instagrammable science center before continuing your journey. Tagurpidi Maja (peapeal Oü) is your next stop. This underrated museum is one of the best-rated sights in Viljandi.

Consider grabbing some lunch or a light snack to keep your energy going. Beyond the above-mentioned attractions, today is also the perfect time to visit Town Hall Square. This romantic public square is a sight to behold. To round off your sightseeing experience, visit Skulptuur "suudlevad Tudengid" / 'the Kissing Students' Sculpture And Fountain.

After soaking up all the sights of today's itinerary, you'll be ready to head in the direction of your accommodation in Tallinn. Tallinn offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Tallinn. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Enjoy a lovely meal at Mix, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Restaurant Argentina is another top choice with a popular menu. You could also check for a table at Mack Bar-B-Que, Rocca al Mare. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Tallinn tonight.

Keep the evening going at Barbar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Labor Baar, which offers a similarly pleasant setting and great drinks. Another option is Teras Beach Tallinn Indoor Beach, which provides an inviting environment for unwinding after a busy day out.

Raise your glass and celebrate another amazing day of your road trip in Estonia!

Day 5

Tallinn - Departure day
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Freedom Square
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Day 5 of your road trip in Estonia is your departure day. This is your chance to catch a last glimpse of Tallinn before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

If you're up for some more sightseeing, begin at Freedom Square. This interesting public square is a popular place to see in the city.

Explore local shops for souvenirs to remember your trip or find unique gifts for loved ones.

Before you conclude your road trip in Estonia, drop by another restaurant for a last chance at a memorable dining experience in Tallinn.

You’ll then say farewell to Tallinn. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Estonia!

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