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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Description

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

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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Pick-up: 10:00
Drop-off: 10:00

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Day1

Day 1

  • Tallinn - Arrival day
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  • Kadriorg
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Say hello to Tallinn! Your exciting road trip through Estonia is just about to start. Navigating the top places to see in the region is a breeze with a car. The rental vehicle of your choice will be ready for pickup upon your arrival in the city. You will stay in Tallinn for 2 nights before you continue your adventure!

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.

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

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Day2

Day 2

  • Tallinn
  • More

Drive 24 km, 1 hour 3 min

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

Day 2 offers an itinerary packed with the best things to see in Tallinn. You’ll stay in Tallinn for 1 night more, offering you enough time to explore at a relaxed pace.

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.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Tallinn. Enjoy a satisfying meal that will recharge you for tonight's adventures.

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

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Day3

Day 3

  • Tallinn
  • Viljandi maakond
  • More

Drive 154 km, 1 hour 53 min

  • Tallinn Town Hall
  • Viru Gate
  • More

On day 3 of your road trip in Estonia, your travel plans include 1 stop at the most scenic, wondrous, and interesting places in the region. Tallinn are on today's agenda. In the evening, you’ll end up in Viljandi, where you will stay for 1 night.

When you’re done exploring for the day, you’ll drive to your hotel in Viljandi. Check in and relax before you head out to tour the town.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Viljandi. Enjoy a relaxing evening as you savor delicious local cuisine.

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

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Day4

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

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 place, which are Tartu. At the end of the day, you will retreat to the hotel of your choice in Tallinn, where will spend 1 night.

After soaking up all the sights on today's itinerary, you'll be ready to head to 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.

Tallinn 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 Tallinn.

Head back to your accommodation in Tallinn and get some rest to prepare for another magical day of your road trip in Estonia.

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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. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

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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How it works

Book your journey with Europe’s biggest travel platform—expert itineraries, instant confirmation, and full flexibility with 24/7 support.

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.
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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