One-Week Self-Drive Road Trip in Bulgaria, Greece, and North Macedonia With Itinerary from Sofia to Plovdiv, Thessaloniki, and Skopje

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Explore Bulgaria, Greece, and North Macedonia on an epic 8-day European road trip. Sofia, Plovdiv, Thessaloniki, Kastraki, Skopje, and Sveta Petka await!

With this ultimate European tour package, you'll experience the essence of 3 incredible countries, each offering a tapestry of experiences that will leave you with lasting memories. You'll stay 4 nights in Bulgaria, 2 nights in Greece, and 1 night in North Macedonia.

In the first leg of your journey, you'll find yourself in the heart of Bulgaria, a land filled with treasures waiting to be discovered. You’ll collect your chosen rental car in the city of Sofia and begin your adventure from there. Explore Sofia, Plovdiv, and Kyustendil, where picturesque vistas and cultural gems await your exploration.

Next, prepare to be mesmerized by the diverse and vibrant landscapes of Greece. Immerse yourself in the allure of Thessaloniki and Kastraki, where every street tells a story.

Continuing your journey, you'll step into the captivating realm of North Macedonia. This country's charm is boundless, and you'll be impressed by the wonders of Skopje and Sveta Petka.

Your multi-country road trip brings you close to some of Europe’s most iconic attractions and landmarks, such as Thessaloniki’s White Tower Of Thessaloniki and Skopje's iconic Old Bazaar. From must-see attractions to breathtaking viewpoints, this meticulously crafted itinerary promises you a glimpse into the unique features of this region in Europe.

Throughout your tour, you’ll stay at some of the best accommodations along your route. Our recommendations always include options with varying levels of comfort, ranging from 3 to 5-star hotels that cater to various preferences and budgets.

Your ultimate multi-country road trip across Bulgaria, Greece, and North Macedonia will not be complete without indulging in some retail therapy! Embark on a quest for a rare souvenir in each destination. Beyond the thrill of buying unique goods, it’s also an amazing opportunity to immerse yourself in local customs and interact with friendly locals at every stop.

By booking this holiday package, you can save yourself from the tedious task of researching and planning your road trip in Europe. We'll handle all the travel arrangements for your 8-day self-drive adventure in Bulgaria, Greece, and North Macedonia. With our expertise, you can enjoy a hassle-free experience and focus on immersing yourself in incredible destinations without the stress of organizing every detail. This holiday deal also comes with 24/7 travel support and a step-by-step guide accessible via our mobile app to assist you throughout your journey.

Discover breathtaking landscapes, diverse cultures, and iconic landmarks in multiple European countries on one epic road trip! Travel across borders and experience the freedom of the open road as you create lifelong memories in Bulgaria, Greece, and North Macedonia.

Choose your travel dates today and start planning your unforgettable multi-country road trip with Guide to Europe!

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Itinerary summary

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Days
Destination
Attractions
Overnight
Day
City & Overnight
Attractions
National Palace of Culture
Regional History Museum SofiaSt Alexander Nevsky CathedralBoyana ChurchVitosha
Bistritsa WaterfallAncient Theatre of PhilippopolisOld Town Of Plovdiv - Architectural ReserveTsar Simeon Garden
White Tower of ThessalonikiThe Umbrellas by ZongolopoulosAristotelous Square
The Great Meteoron Holy Monastery of the Transfiguration of the SaviourMonastery of VarlaamMain Observation Deck of Meteora
Old BazaarNational Gallery Chifte AmamSkopje ZooMemorial House of Mother Teresa
Square „Macedonia“Stone BridgeVrelo CavePirgov tower (medieval tower defense)Hisarlaka Fortress
South Park

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Day 1

Day 1

  • Sofia - Arrival day
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  • National Palace of Culture
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Your unforgettable multi-country road trip in Bulgaria, Greece, and North Macedonia begins the moment you arrive in the awe-inspiring city of Sofia in Bulgaria. You’ll check in at a top-rated hotel and stay in Sofia for 2 nights.

Catch an early flight to Bulgaria to enjoy as much time as possible exploring Sofia before it’s time to hit the road and drive to your next destination. Discover the city’s rich history, breathtaking sights, and lively atmosphere with visits to the most popular attractions.

Sofia 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 National Palace Of Culture, or just taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Sofia. Make yourself at home and enjoy some downtime before heading out again.

As the day slows down and turns into evening, we encourage you to indulge your taste buds at one of the top-rated restaurants in Sofia. After a delicious dinner, experience the local nightlife or unwind at one of the city’s most popular bars.

Make sure to reserve a table at Restaurant Vodenitzata, an iconic dining spot in Sofia. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Saffron Indian Restaurant, a popular restaurant in Sofia. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Island Restaurant, a hidden gem nestled in Sofia. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After enjoying a fulfilling meal, continue your evening at Grijn Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Cairo Relax Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar National provides an excellent environment for a relaxed and enjoyable evening.

Your multi-country road trip in Bulgaria, Greece, and North Macedonia has only just begun. Brace yourself for more exciting days to come as you cross country borders in the comfort of your rental car and discover the most unique attractions, activities, and foods of each destination.

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Day 2

Day 2

  • Sofia
  • More

Drive 104 km, 2 hours 19 min

  • Regional History Museum Sofia
  • St Alexander Nevsky Cathedral
  • Boyana Church
  • Vitosha
  • More

On day 2 of your European tour in Bulgaria, Greece, and North Macedonia, you’ll start and end your day in Sofia, but spend the day exploring what’s beyond the city. Since you will return to Sofia for 1 night more, there’s no need to rush. Experience Sofia in Bulgaria to the fullest today with this curated day itinerary!

Sofia is brimming with adventures. Today’s wonderful stops include a museum, a church, and a nature reserve. Begin your sightseeing adventure at the beloved Regional History Museum Of Sofia and allow yourself time to explore. Just a short distance away you'll find your next stop, Patriarchal Cathedral Of St. Alexander Nevsky, a respected church that draws visitors from far and near.

Continue your journey to Boyana Church, one of the city’s most intriguing spots that you shouldn’t miss. Another great site to visit is the often recommended Vitosha Nature Park.

As the day slows down and turns into evening, we encourage you to indulge your taste buds at one of the top-rated restaurants in Sofia. After a delicious dinner, experience the local nightlife or unwind at one of the city’s most popular bars.

Savor the flavors at Turkish Restaurant "Fidan", a top pick for dinner tonight. Alternatively, Hotel Forum beckons with its unique menu offerings. Also, consider Turquoise Restaurant. With its consistent customer satisfaction, it’s an excellent option for dining in Sofia tonight.

Continue your evening by exploring the vibrant nightlife scene at Kathrine Cocktail - Bar, a prime destination for a thrilling night out. Also, don’t forget to check out The Cocktail Bar, a bar that offers unique local touches. Likewise, Urban Rebel provides an excellent alternative for a fun evening.

As the night falls in Sofia, take a moment to savor the experiences of the day. Wash away your fatigue with a drink, or lie back and relax at your hotel, and look forward to another thrilling day of your multi-country journey across Europe.

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Day 3

Day 3

  • Sofia
  • Plovdiv
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Drive 263 km, 4 hours 45 min

  • Bistritsa Waterfall
  • Ancient Theatre of Philippopolis
  • Old Town Of Plovdiv - Architectural Reserve
  • Tsar Simeon Garden
  • More

Experience an unparalleled adventure on day 3 of your multi-country journey across Bulgaria, Greece, and North Macedonia. This exciting part of your road trip invites you to discover the renowned landmarks in 1 vibrant destinations - Dupnitsa in Bulgaria. After a day filled with exploration and new experiences, you will retreat to Plovdiv where you'll spend 1 night of well-deserved relaxation.

Get ready to discover some of the most iconic wonders in Sofia, including a waterfall, an archeological site, a historical landmark, a park and much more! Start your day at Bistritsa Waterfall. This serene waterfall is a frequently visited place to see in Sofia. Then, wander over to Ancient Theatre Of Philippopolis. If picture-perfect sites excite you, this archeological site will be right up your alley. Nearby, you’ll also find Old Town Of Plovdiv. This visually striking historical landmark is a favorite among visitors.

Sofia offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, “tsar Simeon Garden” Park is a captivating spot in the region that will captivate you with its unique charm.

After a long day of driving and exploring, you’ll check in at a top-recommended hotel in Plovdiv of your choice.

As the sun sets on day 3 of your multi-country road trip in Europe, prepare for a culinary journey. Navigate through Plovdiv's top restaurants and eateries, each offering a local taste of Bulgaria to remember your trip by. After a fulfilling dinner, dive into the city’s local nightlife. Whether you prefer the bustling energy of popular pubs or want to take in the ambiance of a quiet bar, Plovdiv has them.

Have a fantastic dining experience at Salt & Pepper, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Rahat Tepe offers an enticing alternative with its varied menu. Additionally, KFC is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Plovdiv.

Keep the excitement of the evening going by visiting a bar or two. Rock Bar Download is an excellent place to start. You could also check out North Star, offering a different kind of charm. A last recommendation for the day is Morado Bar & Dinner. This bar promises an enjoyable experience with tasty drinks and a vibrant setting.

Take in the ambiance of Plovdiv as this vacation day slowly comes to an end. Whether you’re going bar hopping or you decide on a quiet night at your hotel, you have another exciting day of your road trip to look forward to!

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Day 4

Day 4

  • Plovdiv
  • Thessaloniki
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Drive 438 km, 5 hours 45 min

  • White Tower of Thessaloniki
  • The Umbrellas by Zongolopoulos
  • Aristotelous Square
  • More

On day 4 of your exciting European self-drive vacation in Bulgaria, Greece, and North Macedonia, you’ll soak in the magnificence of 1 destination, Thessaloniki in Greece. When you’re not exploring the city and its surrounding areas, take time to relax at your selected hotel in Thessaloniki, where you’ll be staying for 2 nights.

Immerse yourself in Plovdiv’s rich culture with today's sightseeing itinerary. Start your journey at White Tower Of Thessaloniki. This culturally significant monument is sure to ignite your curiosity. Next, dive into the enchanting features of The Umbrellas Sculpture By Zogolopoulos, a must-visit art installation in the city.

In between sights, stop by local stores, picturesque photo spots, and small eateries. When you’re ready for your next attraction, proceed to Aristotelous Square, a well-known public square.

After an exciting day of sightseeing, it’s time to check in at your accommodation in Thessaloniki. This is not only a place to sleep but your home away from home, offering a warm welcome after a long day on the road.

By dinnertime, you’ll be ready to savor the tastiest bites and enjoy the lively vibes in central Thessaloniki. From mouthwatering restaurants to happening bars, we've got the inside scoop on where to eat and drink at this stop on your multi-country road trip across Bulgaria, Greece, and North Macedonia.

Make sure to reserve a table at Kitchen Bar, an iconic dining spot in Thessaloniki. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of The Greek, a popular restaurant in Thessaloniki. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Phanós, a hidden gem nestled in Thessaloniki. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Unwind after your meal by stepping into Beetle Bar. This venue is celebrated for its extensive drink selections and cozy vibes. Alternatively, Vogatsikou 3 offers a dynamic and energetic atmosphere for a glass or two. Don’t overlook Souel, another top-rated bar in the area.

Celebrate day 4 of your multi-country road trip in Europe with a toast, and look forward to more memorable moments to come!

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Day 5

Day 5

  • Thessaloniki
  • More

Drive 461 km, 6 hours

  • The Great Meteoron Holy Monastery of the Transfiguration of the Saviour
  • Monastery of Varlaam
  • Main Observation Deck of Meteora
  • More

Greet day 5 of your multi-country road trip across Bulgaria, Greece, and North Macedonia with a smile and start your day with a hearty breakfast. You will return to Thessaloniki for your remaining 1 night in the city later today, but first, it’s time for some exploring! On the agenda for this day, you’ll find only the best things to see and do in Kastraki in Greece.

Brace yourself for today’s incredible lineup of attractions in Thessaloniki, featuring family-friendly attractions, breathtaking views, and picturesque spots. Start at Holy Monastery Of The Great Meteoron -transfiguration Of The Saviour, an increasingly popular monastery in the village. Then, head to Monastery Of Varlaam and soak in the ambiance of this picture-perfect monastery.

There are many interesting places to see in Thessaloniki, and when you are ready for more, go to Main Observation Deck Of Meteora. This is one of the village’s most worthwhile standout spots of interest.

After a day of exploration and awe-inspiring sights, it’s time to replenish your strength. Make the most of this stop on your multi-country road trip across Bulgaria, Greece, and North Macedonia by rewarding yourself with a taste of Thessaloniki’s local cuisine. After dinner, head out to a bar to relax or mingle with the locals and raise a toast to your exciting road trip adventure.

Treat yourself to a delightful dinner at Mamalouka, highly recommended for tonight's dining. Or, if you're feeling adventurous, why not try Clochard? It's another excellent option with a diverse menu. Consider reserving a table at Sofi's House Restaurant as well. Known for its consistent customer satisfaction, it’s an ideal pick for tonight in Thessaloniki.

Extend your evening after a delightful meal by visiting Castra- All Day Terrace Bar, which offers the perfect atmosphere for a night out. Moreover, Barbaben - Bar/ba/ben is another popular option for a drink or two. Likewise, Apallou also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Savor the moment and raise a toast to yet another amazing day of your vacation in Bulgaria, Greece, and North Macedonia! Enjoy your evening in Thessaloniki to the fullest by mingling with the locals at a bar, taking a stroll around the city center, or simply relaxing.

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Day 6

Day 6

  • Thessaloniki
  • Skopje
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Drive 237 km, 3 hours 2 min

  • Old Bazaar
  • National Gallery Chifte Amam
  • Skopje Zoo
  • Memorial House of Mother Teresa
  • More

Dive into day 6 of your remarkable multi-country road trip across Bulgaria, Greece, and North Macedonia. Today's main destinations are Skopje in North Macedonia, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Skopje. You’ll stay here for 1 night.

Today’s route brings family-friendly attractions, picturesque spots, and historic treasures. The first attraction of today is Old Bazaar. This interesting market is a respected place to see in Thessaloniki. Continue your discovery at Čifte Hammam, an eye-catching art gallery with stories to tell.

As you stroll around Thessaloniki, take in the distinct atmosphere and learn what makes this city so unique. Maximize your sightseeing with a visit to Skopje Zoo. This frequently visited zoo offers a picture-perfect encounter with Thessaloniki. Next, make your way to Mother Theresa Memorial House to add another highlight to your day. Whether you decide to get entrance tickets for all attractions or you prefer admiring from a distance, amazing experiences await on this day in Thessaloniki.

An exhilarating day of exploring and driving will have you longing for a comfortable bed at the end of the day. Fortunately, Skopje’s top hotels offer a lovely retreat at day’s end. Choose from options ranging from budget to luxury.

If you're eager to sample culinary delights during your multi-country road trip in Bulgaria, Greece, and North Macedonia, you'll be excited to head out for dinner and get a taste of the local cuisine in Skopje. After dinner, head out to a bar to reminisce about your day and raise a toast to this stop on your road trip.

Dine in style at Tribeca Restaurant & Bar, a top recommendation for dinner tonight. Or, for a change of pace, Balilla boasts a menu that's sure to impress. Also, be sure to check out Sidro. Known as a local hotspot, it’s a great choice for tonight in Skopje.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Mosh, known for its inviting atmosphere. Café Capri is another great option if you’re looking for a place to get the night started. Similarly, Badu Bar provides a great setting to enjoy the night away.

Go to bed happy and look forward to a good night’s sleep as soon as your head hits the pillow. Your European tour continues tomorrow!

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Day 7

Day 7

  • Skopje
  • Sofia
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Drive 290 km, 5 hours 15 min

  • Square „Macedonia“
  • Stone Bridge
  • Vrelo Cave
  • Pirgov tower (medieval tower defense)
  • Hisarlaka Fortress
  • More

On day 7 of your multi-country road trip across Bulgaria, Greece, and North Macedonia, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places to see in Skopje in North Macedonia and Kyustendil in Bulgaria. In the evening, you’ll end up in Sofia, where you will stay for 1 night.

Get ready for an exciting day in Skopje. Today’s sightseeing agenda includes a public square, a historical landmark, a cave, a castle and much more! Begin your adventure at Macedonia Square. This is a locally appreciated public square you should not miss. Another must-see is Stone Bridge In Skopje, an increasingly popular historical landmark in Skopje.

When you’re ready for the next sight, head to Vrelo Cave. From there, take a leisurely stroll to Pirkov Tower, another of the city’s intriguing attractions. We recommend continuing your self-guided tour at Hisarlaka Fortress, a breathtaking place of interest in the city.

Take some time off from the road, it’s time to check in at a top-rated stay in Sofia. Choose a hotel where you can gently let go of the day’s excitement and enjoy some peace and relaxation.

After a day of exploration and awe-inspiring sights, it’s time to replenish your strength. Make the most of this stop on your multi-country road trip across Bulgaria, Greece, and North Macedonia by rewarding yourself with a taste of Sofia’s local cuisine. After dinner, head out to a bar to relax or mingle with the locals and raise a toast to your exciting road trip adventure.

Enjoy a delicious meal at Sofiyska Banitsa, a highly-rated dining destination in Sofia. If you're eager to try something different, consider Hotel ZOO Sofia, another top spot with a tantalizing menu. You might also want to secure a reservation at Bar & Dinner Relax. With a reputation for consistently satisfying customers, it’s an excellent choice to enhance your stay in Sofia this evening.

Keep the evening going at One More Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Teos Bar, which offers a similarly pleasant setting and great drinks. Another option is Bsd 2 Ndk, which provides an inviting environment for unwinding after a busy day out.

As the night falls in Sofia, take a moment to savor the experiences of the day. Wash away your fatigue with a drink, or lie back and relax at your hotel, and look forward to another thrilling day of your multi-country journey across Europe.

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Day 8

Day 8

  • Sofia - Departure day
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  • South Park
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On day 8 you have reached the last destination of your European road trip. Catch one last glimpse of Sofia before it’s time to leave.

Depending on how much time you have before your departure, you may want to engage in some last-minute shopping or souvenir hunting. Get some unique items to remind you of your great European road trip across Bulgaria, Greece, and North Macedonia. If shopping isn’t your thing, visit some of the lesser-known attractions you have yet to discover.

Maximize your last day in Bulgaria and go on a shopping spree in Sofia’s shopping center, the lively Vitosha Boulevard. Browse for souvenirs to remind you of your wonderful journey in Bulgaria.

If you're up for some more sightseeing, we recommend visiting South Park, a romantic park before you head out.

Get a last taste of Bulgaria’s tasty traditional food. Choose from a curated list of the best local food and drink spots in Sofia and enjoy what may be your last vacation meal of this trip. Look forward to recreating these distinct culinary experiences in your own kitchen later to remind you of your unforgettable road trip across Bulgaria, Greece, and North Macedonia.

The time has come to say farewell to Sofia for now. You will realize that you’re traveling home with more than you came with as you look back at your 8-day European road trip in Bulgaria, Greece, and North Macedonia with fond memories. Safe travels!

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