Luxury 9-Day Estonia Road Trip Vacation from Tallinn traveling south to Tartu, Viljandi, and Pärnu

Your luxury holiday in Estonia begins as soon as you reach the city of Tallinn. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

The first destination of your luxury vacation in Estonia is Tallinn - a city with many fantastic attractions to explore. Catch an early flight to enjoy as much time as possible discovering Tallinn.

Start your sightseeing in the city with a visit to the fantastic Freedom Square. This square is a popular stop on travelers’ itineraries in Tallinn, with an average rating of 4.6 out of 5 stars by 13,412 visitors.

Tonight you will be treated to a stay at one of best luxury hotels in Tallinn. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

Exploring new places can make you hungry. When you’re ready for dinner, we recommend trying one of the finest restaurants in Tallinn.

For a culinary experience you will remember, have a look at the menu at Vegan Restoran V. With an average rating of 4.8 out of 5 stars by 1,852 customers, it’s truly one of the best restaurants in the whole of Tallinn.

This is one of the most recommended restaurants in the city.

As your day in Tallinn is coming to an end retreat to a bar where you can celebrate the start of your exciting luxury holiday in Estonia.

Make your way to Hell Hunt. This bar promises a great atmosphere for your celebrations and has an average rating of 4.5 out of 5 stars by 4,122 customers.

Or, why not continue your evening at Dubliner, rated an average of 4.4 out of 5 stars among 3,126 guests.

Another bar where you can have a great time tonight is Vana Villem Pub. This bar has an average rating of 4.5 out of 5 stars by 2,775 customers.

Raise a toast to the start of your 9-day luxury vacation in Estonia and look forward to more fantastic days to come!

On day 2 of your exciting luxury holiday across Estonia you will continue exploring the city of Tallinn. You still have 4 nights left in the city. Enjoy your break from the road and spend this day sightseeing and eating at some of the best restaurants in Tallinn. Your accommodation will be conveniently located close to several of the best attractions in the city.

Start your sightseeing of the day with a visit to the fantastic Russalka Memorial. This attraction is a monument and has an average rating of 4.7 out of 5 stars by 3,792 visitors.

Next up on your agenda, you’ll find the extraordinary Kadriorg Park. This attraction is rated an average of 4.8 out of 5 stars by 15,630 visitors.

If you, like many others, have been feeling curious about the spectacular Kadriorg Art Museum museum, then you should definitely take the opportunity to visit this attraction today.

This is a highly recommended attraction in the city.

Exploring new places makes you hungry. Luckily Tallinn has multiple restaurants that offer fantastic dining experiences you’ll appreciate after a long day of sightseeing.

If you’re curious about the best restaurant in Tallinn, make sure to check out Restaurant Olde Hansa. This restaurant is a local favorite and has an average rating of 4.5 out of 5 stars by 7,293 customers.

If you’re not yet ready to head back to your hotel, check out some of the bars in the area and experience the local nightlife.

Scotland Yard Pub is one of the best bars in Tallinn and the perfect place for an after-dinner drink. This bar has an average rating of 4.4 out of 5 stars by 2,434 customers.

You may also want to check out Restaurant Manna La Roosa. Equally popular, this bar offers a great drink list and a nice atmosphere for your celebrations. Restaurant Manna La Roosa is rated an average of 4.4 out of 5 stars by 1,578 customers.

Alternatively, head out to Pööbel. Pööbel has an average rating of 4.6 out of 5 stars by 1,318 customers and is a top choice among travelers as well as locals.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in Estonia has plenty more in store for you.

Day 3 of your luxury road trip Estonia offers you another day to explore the magnificent city of Tallinn. Today you will continue your luxury holiday in the best possible way - by discovering the best sights, most exciting activities, and finest restaurants in the city.

One of the best travel destinations you can visit in Tallinn today is the stunning Tallinn Town Hall. This rathaus has an average rating of 4.7 out of 5 stars in 8,262 reviews.

Next up, make your way to the spectacular Kohtuotsa viewing platform. This attraction is an observation deck and has an average rating of 4.7 out of 5 stars by 6,203 visitors.

When you’re ready for your next sight of the day, continue to the incredible Patkuli Viewing Platform. This attraction is a landmark and has an average rating of 4.7 out of 5 stars by 4,225 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Town Hall Square. This square and travel destination is rated an average of 4.7 out of 5 stars by 6,452 visitors.

You will be excited to learn that there are plenty of options for luxury tours and bespoke activities in Tallinn. Add the best tours to your luxury vacation package before or after booking.

After a long day of discovering the unique quirks of Tallinn, it’s an excellent idea to sit down for a lovely meal. 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.

According to reviews, Restaurant Rataskaevu 16 is one of the absolute best places to eat in Tallinn. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Restaurant Rataskaevu 16 is rated an average of 4.8 out of 5 stars by 3,444 customers.

Alternatively, if you’re curious to try a local favorite, check out Peppersack. This restaurant is rated an average of 4.4 out of 5 stars by 3,212 customers and guarantees you a nice dining experience to end your day.

When your taste buds call for something different, you may want to pay Dubliner a visit instead. This restaurant is a top recommendation often mentioned by both travelers and locals. Dubliner has an average rating of 4.4 out of 5 stars by 3,126 customers.

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.

To get a drink at one of the best bars in the city, go to Sigmund Freud Bar. This bar has an average rating of 4.6 out of 5 stars by 1,158 customers.

If you’d like to continue your evening somewhere else, we recommend heading to Bar Sveta. This bar is rated an average of 4.4 out of 5 stars by 976 customers.

Raise a toast to another amazing day of your luxury holiday in Tallinn, Estonia and seize the opportunity to celebrate.

Day 4 of your luxury road trip Estonia offers you another day to explore the magnificent city of Tallinn. Today you will continue your luxury holiday in the best possible way - by discovering the best sights, most exciting activities, and finest restaurants in the city.

One of the best travel destinations you can visit in Tallinn today is the stunning Seaplane Harbour. This port has an average rating of 4.8 out of 5 stars in 15,158 reviews.

Next up, make your way to the spectacular Alexander Nevsky Cathedral. This attraction is an eastern orthodox cathedral and has an average rating of 4.6 out of 5 stars by 6,569 visitors.

When you’re ready for your next sight of the day, continue to the incredible Telliskivi Creative City. This attraction is a bakery and has an average rating of 4.6 out of 5 stars by 4,400 visitors.

Beyond the above-mentioned attractions, you also have the opportunity to visit the fantastic Estonian Open Air Museum. This museum and travel destination is rated an average of 4.7 out of 5 stars by 4,443 visitors.

You will be excited to learn that there are plenty of options for luxury tours and bespoke activities in Tallinn. Add the best tours to your luxury vacation package before or after booking.

After a long day of discovering the unique quirks of Tallinn, it’s an excellent idea to sit down for a lovely meal. 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.

According to reviews, Restaurant Pegasus is one of the absolute best places to eat in Tallinn. At this restaurant, you’ll enjoy a great atmosphere and a fantastic food and drinks menu. Restaurant Pegasus is rated an average of 4.6 out of 5 stars by 1,896 customers.

This restaurant is a top recommendation often mentioned by both travelers and locals.

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.

To get a drink at one of the best bars in the city, go to Depeche Mode Baar. This bar has an average rating of 4.5 out of 5 stars by 863 customers.

If you’d like to continue your evening somewhere else, we recommend heading to Butterfly Lounge. This bar is rated an average of 4.5 out of 5 stars by 721 customers.

A third bar where you could have a great time tonight is Suveterrass. This bar has an average rating of 4.4 out of 5 stars by 776 customers.

Raise a toast to another amazing day of your luxury holiday in Tallinn, Estonia and seize the opportunity to celebrate.

Get ready for day 5 of your luxury vacation in Estonia. On this day of your exciting road trip holiday, you will have the most wonderful time discovering Tallinn and Kõrveküla. You’ll stay in Tartu for 1 night. Enjoy a flexible travel itinerary and choose how much time you want to spend at each destination.

Start your day with one of travelers’ favorite attractions in Tallinn, the incredible Rakvere Castle. This popular attraction is a castle that has been rated an average of 4.7 out of 5 stars by 3,101 visitors.

To experience the local culture, see the best attractions, and meet new people at the same time, add a tour or activity to your luxury holiday package in Estonia. As a luxury traveler, you will choose among only the best experiences available to you on this day of your exclusive road trip vacation in Tallinn.

It’s now time to get back on the road and continue to the next destination of your day, the city of Kõrveküla.

Make your way to the incredible Estonian National Museum for some unforgettable sightseeing in Kõrveküla. This popular attraction is a national museum and has an average rating of 4.7 out of 5 stars by 5,158 visitors.

Today you’ll check in at one of the most exclusive hotels in the city of Tartu. Luxury hotels in Tartu offer fantastic facilities and wonderful rooms. In combination with staff that is generous with both their time and recommendations, you’re guaranteed a pleasant

Stay in Tartu.

After a long day of traveling and sightseeing, we recommend you try one of the best restaurants in Tartu, Gunpowder Cellar of Tartu. This restaurant offers a fantastic menu and impeccable service, deserving of its average rating of 4.5 out of 5 stars from 2,564 reviews.

Locals also recommend La Dolce Vita as one of the best restaurants to have dinner at in Tartu. The La Dolce Vita is rated an average of 4.6 out of 5 stars by 2,318 customers, including locals as well as travelers.

For a slightly different culinary experience, book a table at Pahad Poisid. This popular restaurant has an average rating of 4.4 out of 5 stars by 2,286 customers.

Depending on your plans for tomorrow, you might want to head back to your hotel for some relaxation. If not, this is your chance to take the temperature of Tartu's nightlife.

If you’re not quite ready for bed yet, head off to a popular bar like Barlova. This bar is rated an average of 4.7 out of 5 stars from 502 customers.

Often recommended by locals, this bar is an excellent place to check out tonight.

Celebrate another great day of your luxury holiday in Estonia with a toast! Enjoy a good night’s sleep at your lovely hotel and get ready for another fun day to come.

On day 6 of your luxury road trip holiday in Estonia you will have the opportunity to experience two destinations in one day, the city of Tallinn and the city of Viljandi. You’ll stay in Viljandi for 1 night.

Your day starts in Tallinn. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Town Hall Square your first stop of the day. The average rating of 4.8 out of 5 stars by 2,865 visitors gives you an idea of what to expect from this square and attraction before you head there.

Next up, make a stop at the incredible University of Tartu Botanical Gardens. With an average rating of 4.8 out of 5 stars by 2,911 visitors, it's easy to understand why so many people visit this botanical garden and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding Tagurpidi Maja (Peapeal OÜ). This museum has an average rating of 4.6 out of 5 stars by 3,317 visitors.

When you’re finished at the museum, the perfect next stop is the popular AHHAA Science Centre. This spectacular museum and attraction is rated an average of 4.8 out of 5 stars in 8,832 reviews.

If you’re keen to explore even more, then consider a visit to the fantastic Ruins of Tartu Cathedral. This top-tier point of interest is a remarkable attraction with an average rating of 4.7 out of 5 stars from 666 visitors.

Make the most of your day in Tallinn by joining exclusive tours and activities that take your luxury holiday in Estonia to the next level. This is only one of many experiences you can include in your luxury travel package in Estonia. So make sure to check out the other options too, to find the best way to spend your time in Tallinn today.

By the end of the day, you will drive to the city of Viljandi, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Rohelise Maja pood ja kohvik, one of the best restaurants in Viljandi. This restaurant has an average rating of 4.8 out of 5 stars by 714 customers.

If you feel like having something else, locals also recommend Fellin as one of their top choices in the city. Fellin is rated an average of 4.6 out of 5 stars by 929 customers.

Another restaurant you could try in Viljandi is Tegelaste Tuba. This lovely restaurant has a fantastic menu and has been rated an average of 4.3 out of 5 stars by 1,073 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

Legend is one of the best bars you can visit in Viljandi tonight. This bar is rated an average of 4.3 out of 5 stars by 878 customers.

You can also enjoy a glass or two at a popular place like Vinoteek Mulks. This bar has an average rating of 4.8 out of 5 stars from 146 customers.

Raise a glass in celebration of your fantastic luxury holiday in Estonia! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

On day 7 of your luxury road trip holiday in Estonia you will have the opportunity to experience two destinations in one day, the city of Tallinn and the city of Pärnu. You’ll stay in Pärnu for 1 night.

Your day starts in Tallinn. Give yourself time to see some of the city’s very best attractions before it's time to hit the road.

Make the amazing Kondas Centre your first stop of the day. The average rating of 4.7 out of 5 stars by 274 visitors gives you an idea of what to expect from this museum and attraction before you head there.

Next up, make a stop at the incredible Viljandi vana veetorn. With an average rating of 4.6 out of 5 stars by 295 visitors, it's easy to understand why so many people visit this top-tier point of interest and attraction.

Another unforgettable travel destination you can visit on this day of your luxury holiday is the outstanding St. Paul's Church. This church building has an average rating of 4.6 out of 5 stars by 123 visitors.

Make the most of your day in Tallinn by joining exclusive tours and activities that take your luxury holiday in Estonia to the next level. This is only one of many experiences you can include in your luxury travel package in Estonia. So make sure to check out the other options too, to find the best way to spend your time in Tallinn today.

By the end of the day, you will drive to the city of Pärnu, where you will choose among some of the best luxury hotels.

After a long day of driving and exploring, we recommend you try Steffani, one of the best restaurants in Pärnu. This restaurant has an average rating of 4.5 out of 5 stars by 8,680 customers.

If you feel like having something else, locals also recommend Sweet Rosie Irish Pub as one of their top choices in the city. Sweet Rosie Irish Pub is rated an average of 4.5 out of 5 stars by 2,430 customers.

Another restaurant you could try in Pärnu is Restoran Edelweiss. This lovely restaurant has a fantastic menu and has been rated an average of 4.5 out of 5 stars by 1,746 customers.

If you’re not yet ready to head back to your hotel, we recommend you check out the nightlife of the city.

C. F Hahn pub is one of the best bars you can visit in Pärnu tonight. This bar is rated an average of 4.4 out of 5 stars by 1,443 customers.

You can also enjoy a glass or two at a popular place like Restoran Mack Bar-B-Que BeachClub. This bar has an average rating of 4.4 out of 5 stars from 554 customers.

Raise a glass in celebration of your fantastic luxury holiday in Estonia! Head back to your hotel for some much-needed rest in preparation for tomorrow’s adventures.

On day 8 of your luxury holiday in Estonia, wonderful attractions await. Today you have the opportunity to discover two places in one day, the city of Tallinn and the city of Haapsalu. You’ll stay in Tallinn for 1 night.

Begin your adventures of the day with a visit to the outstanding Pärnu Coastal Meadow Hiking Trail. This attraction is an educational trail and has an average rating of 4.6 out of 5 stars by 1,792 visitors.

Next up, make a stop at the incredible Beach Park. This park and travel destination has received an average rating of 4.6 out of 5 stars in 8,146 reviews.

The wonderful Valli Park is another popular attraction you can explore on this day of your vacation in Tallinn. This well-known attraction, and spectacular park, has an average rating of 4.7 out of 5 stars by 1,544 visitors.

Joining a top-rated tour in Tallinn is another excellent way to spend your luxury holiday in Estonia. The best tours in this destination will take you on a discovery of some of Estonia’s most well-known attractions and best-kept secrets.

It’s now time to hit the road again and travel to your next destination, the city of Haapsalu.

Make your way to the incredible Haapsalu Castle in Haapsalu for some sightseeing. This popular attraction is a castle and has been rated an average of 4.7 out of 5 stars by 3,798 visitors.

For the night, you’ll have the choice of the best luxury hotels and places to stay in the city of Tallinn.

After a long day of experiencing some of the most fantastic attractions and sights in Estonia, we recommend you try Restaurant Moon, one of the best restaurants in Tallinn. This restaurant has an average rating of 4.6 out of 5 stars by 1,437 customers.

After dinner, you can enjoy some downtime at your hotel or head out to a bar for a couple of drinks.

If you’re not yet ready to call it a day, pop into the top-rated Drink Bar & Grill. This bar is considered one of the best in Tallinn and is rated an average of 4.5 out of 5 stars by 606 customers.

You can also enjoy drinks at a popular bar like NoKu. This bar has an average rating of 4.6 out of 5 stars by 501 customers.

Go over your photos from the day, raise a toast, and rest your tired legs. A new adventurous day of your luxury road trip in Estonia awaits!

Today is the last day of your 9-day luxury holiday in Estonia and it’s soon time to start your journey home. This is your chance to get one last glimpse of Tallinn before saying goodbye.

Catch a later flight to enjoy some extra time for exploring. If you have a late departure, we recommend doing some last-minute shopping or sightseeing.

Make the most of what’s left of your luxury vacation in Estonia by heading out to the stunning Viru Gate. This extraordinary city gate and attraction is rated an average of 4.7 out of 5 stars in 10,029 reviews, and is an excellent choice for your last sightseeing in Tallinn.

Don’t end your vacation hungry.

You will then say farewell to Tallinn and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in Estonia in your luggage!