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

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Photo of aerial cityscape with Medieval old town, St. Olaf Baptist Church and Tallinn city, Estonia.
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Embark on this 9-day relaxed road trip in Estonia, as Tallinn, Haapsalu, Pärnu, and Kilingi-Nõmme linn welcome you with stunning sights, fun activities, and the freedom of a laid-back self-drive holiday!

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 and soak in the atmosphere of the magnificent Seaplane Harbour.

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
Drop-off: 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. 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.

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.

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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Estonia makes the perfect setting for a calming but fun road trip experience. Aside from amazing sights, Estonia also offers plenty of tours to enhance your relaxed road trip experience.

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 Tallinn.

After dinner, you can choose between heading back to your hotel to recharge, taking a leisurely stroll, or going out to a bar for a relaxed drink in great company.

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 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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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 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.

Experience the amazing nightlife in Tallinn and unwind at the coolest bars in the city.

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

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Day 4

Day 4

  • Tallinn
  • More

Drive 19 km, 58 min

  • Seaplane Harbour
  • Freedom Square
  • Alexander Nevsky Cathedral
  • Tallinn Zoo
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Another way to make your easygoing and relaxed road trip in Estonia more special is by joining unique tours and activities.

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.

After dinner, it’s time to fall in love with the amazing nightlife in Tallinn and unwind at some of the best bars in the city.

Cherish every minute of your relaxed road trip vacation across Estonia.

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Day 5

Day 5

  • Tallinn
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Drive 210 km, 3 hours 14 min

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

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

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 Tallinn.

As the day is coming to an end, retreat to your hotel for some rest, or head out to a bar to celebrate your time in Tallinn. The bars in Tallinn make the perfect setting for a laid-back drink and chilled hangout with your travel companions.

Free your mind of worries as you enjoy the taste of freedom on your laid-back road trip adventure across 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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Day 6 of your self-drive tour in Estonia offers a chance to experience the country’s diversity. You’ll stay in Pärnu for 2 nights. Along the way, you’ll glimpse local life and explore some of the most remarkable places in Estonia.

You'll be staying in Pärnu on this laid-back road trip through Estonia. You'll stay here for 2 nights.

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.

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

Look back at an amazing day filled with adventure in Estonia. And don’t forget to get some rest so you can continue your relaxed holiday in Estonia tomorrow with new energy.

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Day 7

Day 7

  • Pärnu
  • More

Drive 157 km, 2 hours 16 min

  • Soomaa National Park
  • Lotte Village Theme Park
  • Caves & springs of Allikukivi
  • More

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.

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

After a laid-back day of exploring top attractions in the area, it’s an excellent idea to sit down for a lovely and peaceful dinner. We’ve collected the most recommended restaurants in the city for you, so you can check out the menus and make your reservation in advance.

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

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

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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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On day 8 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.

Continue your laid-back road trip in Estonia as you make your way to Tallinn. 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 Tallinn.

As the day is coming to an end, stop at some of Tallinn’s best bars to celebrate this day of your slow-paced adventure in Estonia.

Cherish every minute of your relaxed road trip vacation across 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.

Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing vacation.

Over a good meal, take a moment to unwind and reflect on the past 9 days of your relaxed road trip.

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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How it works

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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.

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

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