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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Get ready for an exhilarating 8-day European road trip. This trip will take you through Bulgaria, Greece, and North Macedonia and immerse you in the diverse tapestry of European culture.

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 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.

Dine in style at Restaurant Vodenitzata, a top recommendation for dinner tonight. Or, for a change of pace, Saffron Indian Restaurant boasts a menu that's sure to impress. Also, be sure to check out Island Restaurant. Known as a local hotspot, it’s a great choice for tonight in Sofia.

Round off your dining experience by visiting Grijn Bar, a prime location for a drink. Alternatively, explore the distinctive characteristics of Cairo Relax Bar, a bar catering to every mood and preference. Bar National likewise offers a unique atmosphere, perfect for a memorable night out.

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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Wake up to day 2 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 Sofia in Bulgaria. With 1 night left in Sofia, we encourage you to seize the day and discover the unexplored beauty of the city’s surroundings!

Bring your curiosity for today’s adventure around Sofia. Some of the city’s most loved attractions await! Regional History Museum Of Sofia is the perfect place to start. This museum is one of the most beloved places to visit in Sofia. Next, head to Patriarchal Cathedral Of St. Alexander Nevsky, an interesting church, known for its respected 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 Boyana Church. This photogenic church is a highly recommended experience. Nearby, you'll also find Vitosha Nature Park. Visit these for an interesting touch to your journey.

Before this memorable day of your vacation comes to a close, treat your palate to a taste of Bulgaria's delectable cuisine at one of Sofia's best restaurants. After a nice meal, enhance your vacation experience by enjoying the local nightlife or unwinding with a drink or two in the city’s most recommended bars.

Enjoy a delicious meal at Turkish Restaurant "Fidan", a top-rated dining destination in Sofia. If you're in the mood to try something new, consider Hotel Forum, another top spot with a mouthwatering menu. You might also want to secure a reservation at Turquoise Restaurant. With a reputation for consistently satisfying customers, it’s a perfect choice to enhance your stay in Sofia this evening.

Explore the vibrant nightlife at Kathrine Cocktail - Bar after your meal, a hub for lively evenings and memorable moments. Or, head to The Cocktail Bar for a great selection of flavorful drinks and a charming setting. Furthermore, Urban Rebel is perfect for those looking to extend their night with a touch of local flavor.

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 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 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 Dupnitsa in Bulgaria. In the evening, you’ll end up in Plovdiv, where you will stay for 1 night.

Start by visiting Bistritsa Waterfall, a prime spot to begin your journey. This romantic waterfall is sure to impress. Next on your list is Ancient Theatre Of Philippopolis, another must-visit landmark and captivating archeological site renowned for its instagrammable features.

While exploring and sightseeing, take time to savor the culture of Sofia by sampling some local delicacies. When you’re ready for more sightseeing, head to Old Town Of Plovdiv. This enchanting historical landmark is an essential place to visit for anyone looking for the full Sofia experience. We also recommend visiting “tsar Simeon Garden” Park, a captivating park.

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

Before this memorable day of your vacation comes to a close, treat your palate to a taste of Bulgaria's delectable cuisine at one of Plovdiv's best restaurants. After a nice meal, enhance your vacation experience by enjoying the local nightlife or unwinding with a drink or two in the city’s most recommended bars.

Enjoy a lovely dining experience at Salt & Pepper, a popular restaurant in Plovdiv. This acclaimed establishment has earned the admiration of countless food lovers in the city. Alternatively, experience a taste of Plovdiv at Rahat Tepe, 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 KFC. It’s yet another ideal choice to enhance your time in Plovdiv tonight.

After your meal, keep the night alive at a bar like Rock Bar Download, known for its lively atmosphere. North Star is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Morado Bar & Dinner offers an excellent atmosphere for those looking to amp up the evening.

Relax, recharge, and look forward to what tomorrow holds. The opportunities are endless with a European self-drive tour!

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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

Experience an unparalleled adventure on day 4 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 - Thessaloniki in Greece. After a day filled with exploration and new experiences, you will retreat to Thessaloniki where you'll spend 2 nights of well-deserved relaxation.

Plovdiv is home to plenty of attractions that offer fun adventures, scenic views, and picturesque spots! Start at White Tower Of Thessaloniki, an astonishing monument that is worthwhile a visit in the city. Nearby, you’ll find The Umbrellas Sculpture By Zogolopoulos, enchanting visitors with its enchanting appeal. Continue your exploration at Aristotelous Square. This public square is one of the city’s most captivating spots.

Relax your senses after a day of exhilarating activities and fun exploration. Retreat to one of the best accommodations in Thessaloniki.

As the day unfolds, you’ll be delighted to find that the city of Thessaloniki boasts an array of restaurants and bars catering to every budget. Take this opportunity to sample the distinctive flavors of Greece.

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

Extend your evening after a delightful meal by visiting Beetle Bar, which offers the perfect atmosphere for a night out. Moreover, Vogatsikou 3 is another popular option for a drink or two. Likewise, Souel also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

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
  • 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.

Get ready to discover some of the most iconic wonders in Thessaloniki, including a monastery and an observation deck. Start your day at Holy Monastery Of The Great Meteoron -transfiguration Of The Saviour. This stunning monastery is an increasingly popular place to see in Thessaloniki. Then, wander over to Monastery Of Varlaam. If UNESCO world heritage-designated sites excite you, this monastery will be right up your alley. Nearby, you’ll also find Main Observation Deck Of Meteora. This eye-catching observation deck is a favorite among visitors.

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.

Dine in style at Mamalouka, a top recommendation for dinner tonight. Or, for a change of pace, Clochard boasts a menu that's sure to impress. Also, be sure to check out Sofi's House Restaurant. Known as a local hotspot, it’s a great choice for tonight in Thessaloniki.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Castra- All Day Terrace Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, Barbaben - Bar/ba/ben offers an ideal atmosphere to enjoy the pleasures of the night. Apallou is also a great option that provides a perfect setting for a relaxing evening.

Relax, recharge, and look forward to what tomorrow holds. The opportunities are endless with a European self-drive tour!

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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

On day 6 of your exciting European self-drive vacation in Bulgaria, Greece, and North Macedonia, you’ll soak in the magnificence of 1 destination, Skopje in North Macedonia. When you’re not exploring the city and its surrounding areas, take time to relax at your selected hotel in Skopje, where you’ll be staying for 1 night.

Get ready to discover some of the most iconic wonders in Thessaloniki, including a market, an art gallery, a zoo, a museum and much more! Start your day at Old Bazaar. This historic market is a locally renowned place to see in Thessaloniki. Then, wander over to Čifte Hammam. If photogenic sites excite you, this art gallery will be right up your alley. Nearby, you’ll also find Skopje Zoo. This photogenic zoo is a favorite among visitors.

Thessaloniki offers plenty to explore, ensuring every moment of your visit is filled with excitement and discovery. If you're up for more, Mother Theresa Memorial House is a beloved spot in the city that will captivate you with its unique charm.

After an exciting day of sightseeing, it’s time to check in at your accommodation in Skopje. 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.

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 Skopje’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 wonderful meal at Tribeca Restaurant & Bar, a top-rated dining spot in Skopje. If you're in the mood for something new, try Balilla, another premier location with a delectable menu. You might also want to book a table at Sidro. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening 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

Embark on another extraordinary experience on day 7 of your multi-country road trip in Europe, where you’ll be making 2 stops. The highlights of today include the wonderful destinations of Skopje in North Macedonia and Kyustendil in Bulgaria. At the end of the day, you will enjoy the comforts of a top-rated hotel in Sofia, your home for 1 night.

Set out on a day brimming with fun adventures, breathtaking views, and picturesque spots. Start at the up-and-coming Macedonia Square, a detailed public square in Skopje. Next, go to Stone Bridge In Skopje.

After visiting Macedonia Square and Stone Bridge In Skopje, have a stroll along Skopje's streets and take in the local charm. Continue your sightseeing by heading to Vrelo Cave. This peaceful cave offers a unique experience. Pirkov Tower is another noteworthy attraction worthwhile a visit. End your self-guided sightseeing tour on top with a visit to Hisarlaka Fortress, one of the most respected places to visit in Skopje.

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

As the sun sets on day 7 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.

Have a fantastic dining experience at Sofiyska Banitsa, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Hotel ZOO Sofia offers an enticing alternative with its varied menu. Additionally, Bar & Dinner Relax is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Sofia.

Continue your evening by exploring the vibrant nightlife scene at One More Bar, a prime destination for a thrilling night out. Also, don’t forget to check out Teos Bar, a bar that offers unique local touches. Likewise, Bsd 2 Ndk provides an excellent alternative for a fun evening.

Take in the ambiance of Sofia 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 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.

Make the most of your final day in Bulgaria by visiting Sofia’s iconic markets and shopping establishments in the buzzing Vitosha Boulevard. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience 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.

If you're in the mood to try something new, consider Esterhasi Restaurant, another top spot with a mouthwatering menu.

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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