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

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Escape the ordinary with this exciting 5-day road trip through Estonia. Explore the diverse landscapes, lively cities, and beyond. Pack your bags, hit the road, and prepare for an unforgettable journey!

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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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
Kadriorg
Kadriorg Art MuseumKadriorg ParkSeaplane HarbourTallinn Zoo
Tallinn Town HallViru Gate
AHHAA Science CentreTagurpidi Maja (Peapeal OÜ)Town Hall SquareSkulptuur "Suudlevad tudengid" / 'The Kissing Students' sculpture and fountain
Freedom Square

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Day 1

Day 1

  • Tallinn - Arrival day
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  • Kadriorg
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Your road trip adventure in Estonia begins as soon as you reach Tallinn and pick up your car. You’ll stay in Tallinn for 2 nights and explore the best things to see and do, sample the local cuisine, and choose from a curated selection of the best hotels and places to stay in the city.

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.

As afternoon approaches, head to your chosen hotel in Tallinn. Check-in typically starts around 2 to 4 PM at hotels in Estonia. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

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 delightful dinner at MuSu resto, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Restaurant Manna La Roosa? It's another excellent option with a diverse menu. Consider reserving a table at Restoran Mimosa as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Tallinn.

Round off your dining experience by visiting Koht, a prime location for a drink. Alternatively, explore the distinctive characteristics of Noku, a bar catering to every mood and preference. Derevjaška (tram Bar) likewise offers a unique atmosphere, perfect for a memorable night out.

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

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Day 2

Day 2

  • Tallinn
  • More

Drive 24 km, 1 hour 3 min

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

On day 2 of your road trip, you will have an entire day to explore Tallinn. You’ll stay in Tallinn for 1 night and discover all the best things to see and do in the area.

Savor the day by visiting some of the best places to see in Tallinn, including a museum, a park, a maritime museum, a zoo and much more! Start your adventure at Kadriorg Art Museum. This curiosity-inducing museum is a must-visit for travelers looking for a unique holiday experience. Make your way to Kadriorg Park located in Tallinn for another exciting encounter.

Next, immerse yourself in the setting of Seaplane Harbour. Its breathtaking features will captivate you. After the maritime museum, continue your tour of the city with a visit to Tallinn Zoo. Visitors usually appreciate the picture-perfect features of this zoo.

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.

As you explore more of Tallinn, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Dive into a culinary adventure like no other in Tallinn by booking a table at NOA. This popular restaurant holds a Bib Gourmand award and offers an exceptional menu of modern cuisine. For another culinary dining option, venture to NOA Chef’s Hall, celebrated for its delectable creative menu. This acclaimed 1-star Michelin-recipient consistently leaves guests satisfied, ensuring an essential addition to your holiday itinerary. Seeking an alternative? Discover Tuljak, a top local restaurant known for its tantalizing modern menu. With a Bib Gourmand recognition, it promises an exceptional dining experience not to be missed.

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.

Get a good night's sleep and look forward to another great day on the road in Estonia!

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Day 3

Day 3

  • Tallinn
  • Viljandi maakond
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Drive 154 km, 1 hour 53 min

  • Tallinn Town Hall
  • Viru Gate
  • More

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 adventure in Tallinn promises more breathtaking discoveries and enriching experiences! Begin at Tallinn Town Hall. This UNESCO world heritage-designated city hall is a highlight of any visit in the city. Then, enjoy Viru Gate, another history-steeped attraction that never fails to captivate visitors.

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.

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

Experience a taste of local culinary excellence while in Viljandi by securing a table at Fellin. An esteemed Bib Gourmand restaurant, it features an exceptional traditional menu. If you're in the mood for something new, try Fellin, another premier location with a delectable menu.

Raise your glass to another unforgettable day in Estonia!

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Day 4

Day 4

  • Viljandi maakond
  • Tallinn
  • More

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
  • More

On day 4 of your exciting self-drive vacation in Estonia, you’ll soak in the magnificence of 1 destination, Tartu. When you’re not sightseeing, take time to relax at your selected hotel in Tallinn, where you’ll be staying for 1 night.

Prepare for a day full of family-friendly attractions, photo-friendly spots, and romantic experiences. When you’re ready, kick off your sightseeing adventure at Ahhaa Science Centre. This underrated science center is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Tagurpidi Maja (peapeal Oü), one of the city’s best highlights.

Next, check out Town Hall Square, one of the most frequently visited places to see in Viljandi. This public square is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Skulptuur "suudlevad Tudengid" / 'the Kissing Students' Sculpture And Fountain. Wander around and soak in the detailed atmosphere this art installation offers.

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 explore more of Tallinn, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

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.

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.

Celebrate another amazing day of your road trip adventure in Estonia!

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Day 5

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, we recommend visiting Freedom Square, a respected public square before you head out.

Maximize your last day in Estonia and go on a shopping spree in Tallinn’s shopping center, the lively Viru Keskus. Browse for souvenirs to remind you of your wonderful journey in Estonia.

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

If you're in the mood to try something new, consider Armudu, another top spot with a mouthwatering menu.

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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