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 on an unforgettable 5-day road trip in Estonia! Embark on a self-drive tour that caters to every traveler, featuring destinations like Tallinn, Viljandi, and Tartu.

This perfectly planned road trip itinerary takes you through some of the best places to see in Estonia. 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 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.

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, accommodations, 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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Day1

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 discovering what to see in Tallinn before embarking on the next leg of your journey.

Tallinn is a beautiful city with plenty to discover. 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.

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 central location for easy access to key areas 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.

Have a fantastic dining experience at MuSu resto, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Restaurant Manna La Roosa offers an enticing alternative with its varied menu. Additionally, Restoran Mimosa is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Tallinn.

After enjoying a fulfilling meal, continue your evening at Koht, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Noku offers a welcoming atmosphere for easing into the nightlife. Similarly, Derevjaška (tram Bar) provides an excellent environment for a relaxed and enjoyable evening.

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

Day2

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 across Estonia promises a magnificent time exploring what to see in Tallinn. You have 1 night left in Tallinn. Take the opportunity to experience more of the best attractions and activities in the city.

To truly experience Tallinn, make sure to drop by Kadriorg Art Museum. This often recommended museum is a must-visit for anyone seeking a unique vacation experience. Another sight you shouldn’t miss is Kadriorg Park, one of the city’s best highlights.

Next, check out Seaplane Harbour, one of the most captivating places to see in Tallinn. This maritime museum is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Tallinn Zoo. Wander around and soak in the breathtaking atmosphere this zoo offers.

Don’t forget to check out all the popular tours and experiences you can add to your travel plans in Estonia. You can explore and select activities under each day of your itinerary.

Bring home unique finds from Tallinn's bustling shopping hub, Viru Keskus. Enjoy a leisurely exploration of unique stores where locals shop. Don’t forget to browse souvenirs and local specialties that make perfect gifts for your loved ones. Beyond shopping, Viru Keskus offers plenty of options, including primary services, unique landmarks, and community events.

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.

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, NOA Chef’s Hall is one of the best restaurants for creative cuisine in Tallinn. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Tuljak. As a top-rated establishment with a Bib Gourmand status, it is an ideal choice for modern cuisine in the city.

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.

Relax and recharge in preparation for another adventurous day in Estonia!

Day3

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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Your itinerary for day 3 of your road trip in Estonia includes 1 stop and features some of the highlights of Tallinn. At the end of the day, enjoy the comforts of a top-rated hotel in Viljandi, where you'll spend 1 night.

Check out the often recommended city hall, Tallinn Town Hall. Afterward, continue to Viru Gate, a historical landmark 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 soaking up all the sights on today's itinerary, you'll be ready to head to your accommodation in Viljandi. Viljandi offers plenty of top-rated hotels for every travel budget. Take some time to relax before you go out again.

Viljandi is a place where the culinary landscape is as diverse as its attractions. So before the day ends, treat your palate to a taste of local cuisine at one of the best restaurants in Viljandi.

Discover the culinary delights of Viljandi by securing a reservation at Fellin. Esteemed for its a Bib Gourmand award, this restaurant offers a remarkable selection of traditional cuisine. Alternatively, Fellin beckons with its unique menu offerings.

Relax and look forward to more memorable moments to come!

Day4

Day 4

Viljandi maakond
Tartu
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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On day 4 of your road trip in Estonia, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Tartu are on today's agenda. In the evening, you’ll end up in Tallinn, where you will stay for 1 night.

Tartu’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Viljandi behind. This drive usually takes around 1 hour 7 min. Tartu welcomes you with a multitude of unique vacation experiences.

Our first attraction recommendation in Tartu is Ahhaa Science Centre, a frequently visited science center that draws attention for its picture-perfect features. Spend some time soaking in the atmosphere before continuing to Tagurpidi Maja (peapeal Oü), an eye-catching museum that stands out in the city.

Time flies when you're having fun! But don't forget to stop for a bit to eat and drink between your adventures. When you're rested and recharged, head to Town Hall Square, an up-and-coming public square that offers a unique experience. Be sure to also explore Skulptuur "suudlevad Tudengid" / 'the Kissing Students' Sculpture And Fountain, a nearby art installation, highly recommended by other travelers.

At the end of the day, you will drive to Tallinn, 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 Tallinn's most popular restaurants, and connect with friendly locals for a true cultural experience.

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.

Continue your evening by exploring the vibrant nightlife scene at Barbar, a prime destination for a thrilling night out. Also, don’t forget to check out Labor Baar, a bar that offers unique local touches. Likewise, Teras Beach Tallinn Indoor Beach provides an excellent alternative for a fun evening.

As the sun sets, rest up and recharge for the next leg of your road trip in Estonia.

Day5

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 culturally significant public square before you head out.

For a last-minute shopping spree in Tallinn, Solaris Centre is nearby. Enjoy a variety of retail stores, dining options, and essential services in one convenient location.

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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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.

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.

We guarantee

Your trip is protected, personalized, and priced right. No surprises, no stress.

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