Relaxed 9-Day Estonia Self-Drive Road Trip With Itinerary from Tallinn to Pärnu

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Sit back and enjoy a relaxed 9-day self-drive holiday in Estonia. Along the way, Tallinn, Haapsalu, Pärnu, and Kilingi-Nõmme linn invite you to discover their unique blend of culture, scenery, and memorable experiences.

Travel freely with this relaxed self-drive package in Estonia, designed for comfort and exploration. Spend 6 nights in Tallinn and 2 nights in Pärnu, staying at top-rated hotels near the heart of each city. Between drives, indulge in local cuisine, sip refreshing drinks, and enjoy the vibrant atmosphere at popular restaurants and bars along your road trip route in Estonia.

Your journey starts in Tallinn, where your rental car with CDW insurance will be ready for pickup. Choose a vehicle that suits your style, then set off on your 9-day relaxed road trip in Estonia to explore its rich culture, fascinating history, and stunning landscapes.

Every stop on this leisurely self-drive holiday comes with handpicked accommodations that make relaxation effortless. Choose from elegant 5-star hotels with breathtaking views or comfortable 3-star stays that offer excellent value, all providing a welcoming retreat after a day on the road.

With your self-drive itinerary in Estonia already planned, you’ll enjoy the country’s most celebrated sights without the rush. Marvel at the stunning Kadriorg Park, wander through the remarkable Freedom Square, and soak in the atmosphere of the magnificent Seaplane Harbour.

Continue your journey with a visit to the iconic Viru Gate, a highlight that captures the spirit of the destination. Visit the spectacular Tallinn Zoo and Tallinn Town Hall. Enjoy each stop as you explore the history, architecture, and character of each destination on this Estonia road trip itinerary for 9 days.

As you travel between destinations, you’ll have plenty of time to explore local markets and boutique shops. These stops give you the chance to find unique souvenirs, taste regional specialties, and experience everyday life in Estonia.

If you want to make your 9-day relaxed self-drive tour in Estonia even more memorable, add optional tours or activities. Join a guided excursion, discover hidden neighborhoods, or spend an afternoon in your favorite market. Each choice deepens your connection to the places you visit.

Alongside these experiences, your laid-back self-drive package in Estonia includes 8 nights in comfortable hotels, a rental car for 9 days, and convenient access to nearby dining options. You can also add flights and entry tickets to shape the trip exactly how you want it. With 24/7 travel support and a mobile app keeping your itinerary and documents organized, you can enjoy a relaxed drive and savor every mile of the road ahead.

Turn your travel plans into reality. Book your 9-day relaxed self-drive road trip in Estonia today and enjoy a journey filled with discovery, freedom, and unforgettable moments!

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Driver’s age is 30 - 65
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Pick-up: 10:00
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Day 1

Day 1

  • Tallinn - Arrival day
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  • Linnahall
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Your relaxed road trip through Estonia starts when you reach the incredible city of Tallinn, where you'll stay for 5 nights. You'll pick up your rental car in Tallinn and begin your adventure in Estonia.

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. 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.

Find your way to your hotel in Tallinn. We recommend choosing a hotel in a central location for easy exploring. Check-in typically starts between 2 and 4 PM at hotels in Estonia. Settle in and make plans for the evening.

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.

Enjoy a delicious meal at MuSu resto, a highly-rated dining destination in Tallinn. If you're eager to try something different, consider Restaurant Manna La Roosa, another top spot with a tantalizing menu. You might also want to secure a reservation at Restoran Mimosa. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Tallinn this evening.

Before calling it a day, visit one of the best bars in Tallinn. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Explore the vibrant nightlife at Koht after your meal, a hub for lively evenings and memorable moments. Or, head to Noku for a great selection of flavorful drinks and a charming setting. Furthermore, Derevjaška (tram Bar) is perfect for those looking to extend their night with a touch of local flavor.

Raise a toast as you look back on the highlights of today’s relaxed road trip in Estonia. Enjoy your first taste of Tallinn as you soak in the city’s unique vibe.

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Day 2

Day 2

  • Tallinn
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Drive 0.6 km, 8 min

  • Kohtuotsa viewing platform
  • Tallinn Town Hall
  • Town Hall Square
  • Old Town (Vanalinn)
  • Pikk Street
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Day 2 introduces you to many popular attractions and activities in Tallinn, further proving that leisurely self-drive tours in Estonia are extraordinary.

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.

Kohtuotsa Viewing Platform is must-visit observation deck and a great option for a daytime tour of the area. Continue your journey to Tallinn Town Hall, a worthwhile city hall, located just a leisurely stroll away. Next, head to Town Hall Square, a romantic public square, also available for your discovery today.

Gain a one-of-a-kind experience on your unhurried and relaxed road trip across Estonia by joining a traveler-approved tour in Tallinn. There are so many fun and eye-opening activities to try out in Tallinn that will make your slow-paced self-drive tour in Estonia more memorable. Check out all the most recommended and top-rated tour options in the city of Tallinn to find the best options for you!

Exploring new places makes you hungry. Luckily, Tallinn has multiple restaurants that offer fantastic dining experiences to continue your laid-back and stress-free discovery of the city.

Enjoy an outstanding dining experience at NOA, a Bib Gourmand restaurant offering an exceptional modern menu. Alternatively, if you're in the mood for something different, consider the nearby 1-star Michelin-awardee, NOA Chef’s Hall, known for its delicious creative cuisine. Another highly-recommended place to eat in Tallinn is Tuljak, a renowned Bib Gourmand restaurant and a delicious modern menu.

Before calling it a day, visit one of the best bars in Tallinn. There, you can look back on the highlights of today’s pleasant and invigorating travel experiences, have friendly conversations with locals, and unwind.

Unwind after your meal by stepping into Old Irish. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Uba Ja Humal offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Vana Villem Pub, another top-rated bar in the area.

Savor the rest of the night and celebrate another incredible, relaxed road trip adventure in the magical Tallinn!

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Day 3

Day 3

  • Tallinn
  • More

Drive 11 km, 50 min

  • Russalka Memorial
  • Kadriorg Art Museum
  • Kadriorg Park
  • Art Museum of Estonia
  • Kadriorg
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On day 3 of your leisurely self-drive tour across Estonia, you’ll go deep into Tallinn, where you'll stay for 3 nights, and see some of the city’s unforgettable attractions. To learn more of the city's culture, you'll also dine at the most popular restaurants in Tallinn, and meet locals along the way!

Set aside time today to explore Kadriorg, a standout neighborhood that reflects the essence of the city. While you're there, you'll also be within reach of some of the city's top landmarks, making it easy to maximize your day.

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

Next, check out Kadriorg Park, one of the most popular places to see in Tallinn. This park is a favorite among locals and travelers alike. Enjoy some downtime and refreshments before continuing to your next stop, Kumu. Wander around and soak in the heritage-rich atmosphere this museum offers.

Make the most of your time in the country by joining activities that let you discover more about Estonia. Check out all of the tours you can join this day of your leisurely self-drive holiday in Estonia and ensure the experience of a lifetime.

Exploring the food culture in Tallinn offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Don’t miss out on dining at Mix, a top-rated dining destination in Tallinn. If you're in the mood to try something new, consider Restaurant Argentina, another top spot with a mouthwatering menu. You might also want to secure a reservation at Mack Bar-B-Que, Rocca al Mare. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Tallinn this evening.

A visit to a top-rated local bar is one of the most refreshing ways to cap off a beautiful night in Tallinn.

After your meal, keep the night alive at a bar like Barbar, known for its lively atmosphere. Labor Baar is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Teras Beach Tallinn Indoor Beach offers an excellent atmosphere for those looking to amp up the evening.

Raise your glass and toast to another unforgettable, laid-back road trip adventure in Estonia!

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Day 4

Day 4

  • Tallinn
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Drive 19 km, 58 min

  • Seaplane Harbour
  • Freedom Square
  • Alexander Nevsky Cathedral
  • Tallinn Zoo
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Day 4 of your relaxed road trip through Estonia means 24 hours of making the best memories in Tallinn. You’ll go sightseeing at famous attractions in Tallinn. In the evening, you will experience one of the most popular dining spots in the city. So buckle up and prepare to be blown away by Tallinn!

Let Seaplane Harbour set the tone for the day. Spend some time admiring this instagrammable maritime museum before continuing your journey. Freedom Square is your next stop. This notable public square is one of the best-rated sights in Tallinn.

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 Alexander Nevsky Cathedral. This picture-perfect church is a sight to behold. To round off your sightseeing experience, visit Tallinn Zoo.

Another way to make your easygoing and relaxed road trip in Estonia more special is by joining unique tours and activities. Tallinn offers a wide selection of experiences for every traveler.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Estonia. When you're not appreciating the best places to visit in Tallinn, explore the city like a local by trying out the best restaurants in the area.

Treat yourself to a wonderful meal at Dubliner, a top-rated dining spot in Tallinn. If you're in the mood for something new, try Armudu, another premier location with a delectable menu. You might also want to book a table at Restaurant Rataskaevu 16. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Tallinn.

If you feel like it, head out to a bar to celebrate another fantastic day in Tallinn and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

After enjoying a fulfilling meal, continue your evening at The Black Mount Pub, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Sigmund Freud Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Von Krahli Teater & Baar provides an excellent environment for a relaxed and enjoyable evening.

Soak in the unique atmosphere of Tallinn as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Estonia!

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Day 5

Day 5

  • Tallinn
  • More

Drive 210 km, 3 hours 14 min

  • Ilon's Wonderland
  • Haapsalu linnuse vaateplatvorm
  • Haapsalu Castle
  • Ungru lossi varemed
  • More

Your relaxed road trip in Estonia continues on day 5 with more unforgettable memories to make. Today, you’ll get to know Estonia better by exploring the top attractions of Tallinn and beyond. With 1 night left in Tallinn, you’ll still have time to eat and unwind at popular restaurants and bars in the city.

Ilon's Wonderland leaves a lasting impression. This museum is one of the most beloved places to visit in Tallinn. Next, head to Haapsalu Linnuse Vaateplatvorm, a beloved observation deck, known for its romantic features.

In between the sights, don’t hesitate to take small detours to explore local stores and eateries. When you’re ready to continue your adventure, head to Haapsalu Castle. This romantic castle is a highly recommended experience. Nearby, you'll also find Ungru Lossi Varemed. Visit these for an interesting touch to your journey.

When you’re done exploring for the day, you’ll return to Tallinn and your accommodation.

Exploring the food culture in Tallinn offers you an exciting chance to connect with locals and experience diversity along your relaxed road trip. When you’re ready to eat, we recommend you visit one of the best dining spots in the city.

Enjoy a delicious meal at Swissôtel Tallinn, a highly-rated dining destination in Tallinn. If you're eager to try something different, consider Rixwell Collection Savoy Boutique Hotel, another top spot with a tantalizing menu. You might also want to secure a reservation at Restoran Sardiinid. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Tallinn this evening.

Take a stroll around the area, head back to your accommodation for the night, or continue your evening at one of the best-rated bars in the city.

Following your dinner, dive into the local bar culture at Hell Hunt. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Depeche Mode Baar, the perfect place for those looking to experience the best of the nightlife. Similarly, Buldog provides excellent drinks and a great atmosphere, ensuring a memorable night out.

Raise your glass to celebrate another day of your laid-back and relaxed road trip experience in Estonia!

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Day 6

Day 6

  • Tallinn
  • Pärnu
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Drive 137 km, 2 hours 8 min

  • Automuuseum
  • Alpakafarm OÜ
  • Pärnu Beach
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On day 6 of your laid-back road trip adventure in Estonia, you can visit several remarkable places. With the freedom and flexibility of a self-drive tour, you decide how much time to spend in each, making the most of these memorable destinations.

Whatever your travel style is, Automuuseum is an essential stop in Tallinn. This curiosity-inducing museum provides an insightful glimpse into the hamlet's identity. Next, discover Alpakafarm Oü, a picturesque farm, promising a delightful encounter.

Continue your sightseeing with a visit to Pärnu Beach, a worthwhile beach.

Continue your laid-back road trip in Estonia as you make your way to Pärnu. Here, you’ll find top hotels and accommodations in the city, perfect for relaxing and recharging.

When you’re not driving and exploring some of the best places in Estonia, it’s time to make your relaxed road trip even more comforting. Sit down for a lovely meal at one of the best restaurants in Pärnu.

Enjoy a delicious meal at Jahtklubi Restoran, a top-rated dining destination in Pärnu. If you're in the mood to try something new, consider Kohvik-Restoran Hea Maa - mõnus söögikoht Pärnus, another top spot with a mouthwatering menu. You might also want to secure a reservation at Restaurant Piparmünt. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Pärnu this evening.

If you feel like it, head out to a bar to celebrate another fantastic day in Pärnu and take the pulse of the city’s nightlife. Enjoy the night without rushing to fully appreciate it.

Cap off your dinner by heading to Aloha Surf, ideal for a leisurely evening with a drink in hand. ¿qué Pasa? is another bar that offers an enjoyable setting. Similarly, C. F Hahn Pub is also a popular place to go on a night out, perfect for relaxing and socializing.

Raise your glass and relax after another big day of your leisurely paced road trip in Estonia!

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Day 7

Day 7

  • Pärnu
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Drive 157 km, 2 hours 16 min

  • Soomaa National Park
  • Lotte Village Theme Park
  • Caves & springs of Allikukivi
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On day 7 of your relaxed road trip in Estonia, you’ll start your self-paced adventure in Pärnu and visit amazing attractions in Sindi, Häädemeeste, and Kilingi-Nõmme linn, just outside the city. You still have 1 night left in Pärnu, so today is another excellent opportunity to dine at some of the top-rated restaurants and bars in the area.

Whether you decide to explore Sindi on foot, use public transport, or join a guided tour, there are a few attractions you don’t want to miss.

Check out the up-and-coming national park, Soomaa National Park. Afterward, continue to Lotte Village Theme Park, an amusement park every traveler should visit. As you explore Pärnu’s charming streets, take in the lively atmosphere and get to know the character of the region.

Next, make your way to Caves & Springs Of Allikukivi. This curiosity-inducing cave system is an essential stop.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Pärnu.

Mealtimes are the perfect opportunities to immerse yourself in the local culture of Estonia. When you're not appreciating the best places to visit in Pärnu, explore the city like a local by trying out the best restaurants in the area.

Savor the flavors at Ferro kohvik, a top pick for dinner tonight. Alternatively, Kohvik Florinda beckons with its unique menu offerings. Also, consider Restaurant NOOT - ESTONIA Resort Hotel & Spa. With its consistent customer satisfaction, it’s an excellent option for dining in Pärnu tonight.

Hang out and unwind at some of the top bars in Pärnu.

Cap off your dinner by heading to Bum-bum Pubi, ideal for a leisurely evening with a drink in hand. Veerev Õlu is another bar that offers an enjoyable setting.

Soak in the unique atmosphere of Pärnu as you commemorate this day of your relaxed road trip with a toast. Cheers to a memorable, leisurely self-drive holiday in Estonia!

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Day 8

Day 8

  • Pärnu
  • Tallinn
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Drive 134 km, 2 hours 23 min

  • Valli Park
  • MiniZoo
  • Beach Park
  • Pärnu Coastal Meadow Hiking Trail
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Day 8 of your easy, relaxed road trip through Estonia lets you travel at your own pace and visit multiple places in a single day. Begin by exploring the best sights in Pärnu. By evening, drive toward the Tallinn, where you’ll stay at a top-rated hotel of your choice for 1 night.

Start your day at Valli Park. This scenic park is an increasingly popular place to see in Pärnu. Then, wander over to Minizoo. Nearby, you’ll also find Beach Park. This romantic park is a favorite among visitors.

Pärnu offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Pärnu Coastal Meadow Hiking Trail is a curiosity-inducing spot in the city that will captivate you with its unique charm.

In Tallinn, you’ll find plenty of places to unwind after a day on the road. Our top recommendations go perfectly with your laid-back road trip in Estonia.

When it’s time to eat, the city has a variety of restaurants and cuisines to suit your palate and complement your relaxed road trip experience. Take a leisurely walk around Tallinn, while looking for a place to eat. Or, check out our top recommendations and treat yourself to a nice meal.

Make sure to reserve a table at Pirosmani Restaurant, 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 Suliko Restaurant, 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 Mon Repos, a hidden gem nestled in Tallinn. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

If you’re not yet ready to call it a night, head back out to celebrate your vacation with a drink. This is a great time to slow down, look back at your day, and raise a toast to your wonderful holiday in Estonia.

Continue your evening by exploring the vibrant nightlife scene at Valli Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Scotland Yard Pub, a bar that offers unique local touches. Likewise, Pudel provides an excellent alternative for a fun evening.

Raise your glass in celebration of your freedom and relaxed road trip adventure in Estonia!

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Day 9

Day 9

  • Tallinn - Departure day
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  • Viru Gate
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Day 9 of your relaxed road trip in Estonia is your departure day. If you’re flying home, return your rental car with time to spare. For a stress-free farewell, book a later flight and enjoy a final, relaxed day in Tallinn.

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.

If you're up for some more sightseeing, begin at Viru Gate. This notable historical landmark is a hotspot among locals.

Over a good meal, take a moment to unwind and reflect on the past 9 days of your relaxed road trip. Savor one last traditional dish in Tallinn, or keep it light with a quick bite before you go.

Treat yourself to a delicious dinner at Restaurant Kolm Sibulat, an excellent option for tonight's dining. Looking for something different? Kitchen Rõõm offers a tantalizing alternative with its diverse menu. And don’t miss Al Mare Grill.

Give yourself enough time to wave goodbye to Tallinn and begin your journey home. The unforgettable experiences you’ve collected along your 9-day relaxed road trip in Estonia is a story you will tell for the rest of your life.

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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.
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.

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