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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Photo of Alexander Nevski Cathedral in Sofia, Bulgaria.
BulgariaGreeceNorth Macedonia
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Embark on an unforgettable 8-day multi-country road trip across Bulgaria, Greece, and North Macedonia! If traveling through picturesque landscapes and immersing yourself in the captivating cultures of destinations like Sofia, Plovdiv, Thessaloniki, Kastraki, Skopje, and Sveta Petka sounds like your idea of a great vacation, this iconic European tour is for you.

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.

As afternoon approaches, head to your chosen hotel in Sofia. Check-in typically starts around 2 to 4 PM at hotels in Bulgaria. We recommend staying at a hotel in a central location for easy access to the best attractions, restaurants, and bars in the city.

As the sun sets on day 1 of your multi-country road trip in Europe, prepare for a culinary journey. Navigate through Sofia'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, Sofia has them.

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

Continue your lively evening at Grijn Bar, a perfect place for winding down or revving up the night, depending on which mood you’re in. Cairo Relax Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Bar National ensures a night out tailored to your taste.

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
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Drive 104 km, 2 hours 19 min

  • Regional History Museum Sofia
  • St Alexander Nevsky Cathedral
  • Boyana Church
  • Vitosha
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Greet day 2 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 Sofia 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 Sofia in Bulgaria.

A blend of family-friendly attractions, picturesque spots, and historic treasures await you in Sofia on today’s itinerary. First up is the beloved museum, Regional History Museum Of Sofia. Afterward, continue to Patriarchal Cathedral Of St. Alexander Nevsky, a church every traveler should visit.

As you explore Sofia’s charming streets, take in the lively atmosphere and get to know the character of the city. Next, make your way to Boyana Church. This intriguing church is an essential stop. Following that, head to Vitosha Nature Park, another must-visit site that will enhance your experience.

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 lovely meal at Turkish Restaurant "Fidan", a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Hotel Forum is another top choice with a popular menu. You could also check for a table at Turquoise Restaurant. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Sofia tonight.

After your delicious meal, get a taste of the vibrant nightlife with a visit to Kathrine Cocktail - Bar, known for its inviting atmosphere. The Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Urban Rebel provides a great setting to enjoy the night away.

Spend the evening looking over your itinerary for tomorrow and reminisce about what you’ve seen and done so far on your European road trip adventure. New experiences await!

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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

On day 3 of your exciting European self-drive vacation in Bulgaria, Greece, and North Macedonia, you’ll soak in the magnificence of 1 destination, Dupnitsa in Bulgaria. When you’re not exploring the city and its surrounding areas, take time to relax at your selected hotel in Plovdiv, where you’ll be staying for 1 night.

Brace yourself for today’s incredible lineup of attractions in Sofia, featuring fun adventures, romantic experiences, and natural wonders. Start at Bistritsa Waterfall, a curiosity-inducing waterfall in the region. Then, head to Ancient Theatre Of Philippopolis and soak in the ambiance of this picture-perfect archeological site.

There are many interesting places to see in Sofia, and when you are ready for more, go to Old Town Of Plovdiv. This is one of the region’s most beloved enchanting spots of interest. After exploring the historical landmark, visit the popular “tsar Simeon Garden” Park.

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

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 Plovdiv’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.

Don’t miss out on dining at Salt & Pepper, a top-rated dining destination in Plovdiv. If you're in the mood to try something new, consider Rahat Tepe, another top spot with a mouthwatering menu. You might also want to secure a reservation at KFC. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Plovdiv this evening.

After savoring a delicious meal, step into the vibrant nightlife at Rock Bar Download, where the evening is just getting started. In the same way, North Star offers a unique charm perfect for experiencing the local bar scene in Plovdiv. Morado Bar & Dinner is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

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 Plovdiv 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 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
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Embark on another extraordinary experience on day 4 of your multi-country road trip in Europe, where you’ll be making 1 stop. The highlights of today include the wonderful destinations of Thessaloniki in Greece. At the end of the day, you will enjoy the comforts of a top-rated hotel in Thessaloniki, your home for 2 nights.

Set out on a day brimming with fun adventures, scenic views, and photo-friendly spots. Start at the widely recognized White Tower Of Thessaloniki, a picture-perfect monument in Plovdiv. Next, go to The Umbrellas Sculpture By Zogolopoulos.

After visiting White Tower Of Thessaloniki and The Umbrellas Sculpture By Zogolopoulos, have a stroll along Plovdiv's streets and take in the local charm. Continue your sightseeing by heading to Aristotelous Square. This stunning public square offers a unique experience.

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.

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 Thessaloniki. After a delicious dinner, experience the local nightlife or unwind at one of the city’s most popular bars.

Have a fantastic dining experience at Kitchen Bar, a highly recommended choice for tonight's dinner. If you're looking to mix things up, The Greek offers an enticing alternative with its varied menu. Additionally, Phanós is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Thessaloniki.

After enjoying a fulfilling meal, continue your evening at Beetle Bar, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, Vogatsikou 3 offers a welcoming atmosphere for easing into the nightlife. Similarly, Souel provides an excellent environment for a relaxed and enjoyable evening.

Spend the evening looking over your itinerary for tomorrow and reminisce about what you’ve seen and done so far on your European road trip adventure. New experiences await!

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Day 5

Day 5

  • Thessaloniki
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Drive 461 km, 6 hours

  • The Great Meteoron Holy Monastery of the Transfiguration of the Saviour
  • Monastery of Varlaam
  • Main Observation Deck of Meteora
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Wake up to day 5 of your extraordinary road trip through Bulgaria, Greece, and North Macedonia. On this day, you’ll embark on an exciting expedition discovering the enchanting sights and activities of Kastraki in Greece. With 1 night left in Thessaloniki, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Brace yourself for today’s incredible lineup of attractions in Thessaloniki, featuring family-friendly attractions, scenic views, and picturesque spots. Start at Holy Monastery Of The Great Meteoron -transfiguration Of The Saviour, a locally appreciated 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 up-and-coming mesmerizing spots of interest.

In the evening, prepare to be amazed by Thessaloniki’s regional flavors and culminate your day with a toast. We’ve curated a guide to the city’s culinary and nightlife hotspots to enhance your experience during your multi-country vacation in Bulgaria, Greece, and North Macedonia.

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

Keep the evening going at Castra- All Day Terrace Bar, a great choice for enjoying the after-dinner hours with a drink. You could also go to Barbaben - Bar/ba/ben, which offers a similarly pleasant setting and great drinks. Another option is Apallou, which provides an inviting environment for unwinding after a busy day out.

Take in the ambiance of Thessaloniki 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 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
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Experience an unparalleled adventure on day 6 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 - Skopje in North Macedonia. After a day filled with exploration and new experiences, you will retreat to Skopje where you'll spend 1 night of well-deserved relaxation.

Get ready for a day filled with fun adventures, photo-friendly spots, and historic treasures in the charming city of Thessaloniki. Your adventure starts at Old Bazaar, a well-known local hot spot. Another notable attraction to explore is Čifte Hammam. This worthwhile art gallery is known for its photogenic appeal.

After soaking in the highlights of these sights, take some time to wander Thessaloniki's streets and immerse yourself in the local atmosphere. When you're ready to continue your sightseeing adventure, head to Skopje Zoo. This photogenic zoo offers a fascinating experience that many visitors find memorable. Mother Theresa Memorial House is also worth visiting.

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.

By dinnertime, you’ll be ready to savor the tastiest bites and enjoy the lively vibes in central Skopje. 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.

Enjoy a lovely meal at Tribeca Restaurant & Bar, a top-rated place to have dinner tonight. Alternatively, if your taste buds call for something different, Balilla is another top choice with a popular menu. You could also check for a table at Sidro. As an establishment that gains consistently high praises from customers, it’s an ideal choice in Skopje tonight.

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

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
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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.

Today, you'll explore some of the most beautiful places in Skopje, including a public square, a historical landmark, a cave, a castle and much more! Start your day with a visit to Macedonia Square. This curiosity-inducing public square is a must-visit in the city. When you’re ready for your next discovery, continue to Stone Bridge In Skopje, which may be one of the most enchanting places you will experience today.

One of the best things about exploring Skopje on a self-guided tour is that you set the pace. There’s plenty of time for detours and discovering hidden gems. When you’re ready for your next stop, make your way to Vrelo Cave, an often recommended cave in the city. If you’re up for more discoveries, don’t forget to reserve some time for Pirkov Tower and Hisarlaka Fortress.

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.

As the sun dips under the horizon, freshen up and head out to discover the best dining spots in Sofia. Check out our recommendations on where to wine and dine while seeing this marvelous destination in Bulgaria in a new light. After dinner, head out to a bar to relax, mingle with the locals, and raise a toast to your unforgettable road trip vacation in Europe.

Enjoy a lovely dining experience at Sofiyska Banitsa, a popular restaurant in Sofia. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Sofia at Hotel ZOO Sofia, another great place to eat. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. A third option to check out is the top-rated Bar & Dinner Relax. It’s yet another ideal choice to enhance your time in Sofia tonight.

Following your dinner, dive into the local bar culture at One More Bar. Enjoy this evening's relaxed ambiance with delightful drinks. Alternatively, go to Teos Bar, the perfect place for those looking to experience the best of the nightlife. Similarly, Bsd 2 Ndk provides excellent drinks and a great atmosphere, ensuring a memorable night 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 Paradise Center. 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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