Your adventure begins in Bucharest, Romania's vibrant capital, where grand boulevards, Belle Époque elegance, and echoes of a rich past welcome you. Upon arrival, a comfortable transfer from the airport will take you into the heart of the city, where centuries of history and modern energy blend seamlessly.

Known as the "Paris of the East," Bucharest captivates visitors with its blend of neoclassical palaces, communist-era landmarks, and trendy cafés. Depending on your arrival time, take a leisurely stroll through the city’s historic core or simply relax and soak in the lively atmosphere.

As night falls, indulge in your first taste of Romanian cuisine, paired with a glass of local wine or țuică, Romania’s renowned plum brandy. Rest well—your Balkan journey has just begun.

Travel Details: Airport transfer; Overnight in Bucharest. (-/-/-)

Wake up to the vibrant energy of Bucharest, a city where the past and present intertwine in a captivating blend of architectural grandeur and modern vitality. This morning, embark on a guided city tour to discover its most iconic landmarks.

Stand before the Palace of the Parliament, one of the largest and most extravagant buildings in the world, symbolizing Romania’s complex history. Walk through Revolution Square, where the echoes of the 1989 anti-communist revolution still resonate. Admire the Romanian Athenaeum, an architectural masterpiece that stands as the heart of the country’s cultural scene. Stroll through Bucharest’s Old Town, where elegant 19th-century buildings host lively cafés, charming boutiques, and hidden historical treasures.

By midday, leave the urban elegance of Bucharest behind and journey north toward Transylvania. The scenic drive to Sibiu takes you through the picturesque landscapes of the Carpathian foothills, where rolling green fields, dense forests, and traditional villages offer a glimpse into Romania’s rural charm.

Arriving in Sibiu, one of Transylvania’s most enchanting medieval cities, you will step into a world of cobblestone streets, pastel-colored houses, and charming squares. Once a powerful Saxon stronghold, Sibiu is renowned for its fairy-tale ambiance and well-preserved architecture. Spend the evening soaking in its magical atmosphere, perhaps with a leisurely walk through the Grand Square or a traditional Transylvanian dinner at a cozy local restaurant.

Highlights of the Day:

• Discover Bucharest's iconic landmarks – Explore the Palace of Parliament, Revolution Square, and the Romanian Athenaeum.
• Wander through the Old Town – A vibrant blend of history, culture, and contemporary charm.
• Scenic drive to Sibiu – Journey Through the breathtaking landscapes of southern Transylvania.

Travel Details: Expected Travel Distance ~279 km (~4 hours); Overnight in Sibiu. (B/-/-)

Transylvania is a land of legends, medieval fortresses, and fairytale landscapes, where history lingers in every village and castle. Today, embark on a journey through Romania’s Saxon heritage, exploring fortified churches, medieval citadels, and stories of Dracula as you travel toward Brasov.

The morning begins with a scenic drive through rolling hills and quaint villages, leading to Biertan, home to the largest fortified church in Transylvania. This UNESCO World Heritage Site, an architectural masterpiece, built by German Saxons in the 16th century, once served as the seat of the Lutheran bishops and stands as a remarkable testament to medieval craftsmanship. Stroll through its high defensive walls, admire the intricate wooden doors, and discover the captivating history of Saxon life in Transylvania.

At midday, continue to Sighisoara, one of the best-preserved medieval fortresses in Europe and a true UNESCO World Heritage treasure. Founded by German settlers in the 13th century, Sighisoara features cobblestone streets, colorful houses, and towering church spires that create a picturesque scene. During a walking tour, visit the Clock Tower, the city’s medieval landmark, climb to the Church on the Hill, and step inside the birthplace of Vlad the Impaler, the inspiration behind the Dracula legend.

In the afternoon, the journey continues toward Brașov, a city renowned for its Gothic charm and stunning mountain views. Nestled at the foot of the Carpathians, Brasov is a gateway to Transylvania’s castles and boasts a rich Saxon history along with remarkable medieval architecture. As night falls, take a leisurely stroll through the Old Town’s charming squares and Baroque buildings, where the spirit of medieval Romania comes to life.

Highlights of the Day: 

• Visit Biertan’s UNESCO-listed fortified church – The largest and most impressive Saxon church in Transylvania.
• Explore the medieval citadel of Sighisoara – Discover its Clock Tower, the Church on the Hill, and the birthplace of Vlad the Impaler.
• Arrive in Brașov, a gateway to the legends of Transylvania. Stroll through its historic Old Town and admire its Saxon heritage.

Travel Details: Expected Travel Distance ~215 km (~4 hours); Overnight in Brasov. (B/-/-)

This morning, wake up in Brasov, a city where Saxon history, medieval charm, and stunning mountain landscapes create a postcard-perfect setting. Before departing, take a short stroll through the Old Town, where Gothic spires and Baroque facades frame lively squares.

Your first stop is Bran Castle, one of Romania's most iconic landmarks, often linked to the Dracula legend. Rising dramatically from a rocky cliff, this 13th-century fortress captivates visitors with its winding staircases, hidden passageways, and medieval charm. While the connection to Vlad the Impaler is more myth than reality, the castle's eerie atmosphere and breathtaking surroundings make it one of the most visited and legendary sites in Transylvania.

The journey continues to Peles Castle, a true architectural gem of Romania, nestled in the Carpathian Mountains. This fairy-tale palace, once the summer residence of Romania’s royal family, is a masterpiece of Neo-Renaissance elegance, featuring ornate woodwork, stained-glass windows, and grand halls filled with priceless art and treasures. Walking through its lavish interiors, you will feel transported into a world of royal opulence and 19th-century grandeur.

In the afternoon, return to Bucharest, where the adventure through Transylvania’s castles, fortresses, and medieval towns comes full circle. Spend the evening at your leisure, perhaps enjoying one final stroll through the Old Town, where historic charm meets modern vibrancy.

Highlights of the Day:

• Visit the legendary Bran Castle – Explore the fortress linked to the Dracula myth, situated on a dramatic cliffside.
• Explore Peles Castle – A fairy-tale royal palace nestled in the breathtaking Carpathian Mountains, brimming with artistic and historical treasures.

Travel Details: Expected Travel Distance ~220 km (~4 hours); Overnight in Bucharest. (B/-/-)

Day 5: From Romania to Bulgaria – Discovering the Medieval Majesty of Veliko Tarnovo

Bid farewell to Romania as you journey south into Bulgaria, crossing the Danube River into a land of ancient fortresses and royal legends. By midday, you arrive in Veliko Tarnovo, Bulgaria’s medieval capital, where stone walls, historic streets, and dramatic landscapes transfer you back to a time of Tsars and warriors.

Your exploration begins at Tsarevets Fortress, an awe-inspiring stronghold that once served as the seat of Bulgarian kings. As you walk along its ancient stone paths, feel the weight of history in every step—this is where coronations, battles, and betrayals shaped the destiny of a nation. A chilling stop at Execution Rock reveals a darker chapter in the city’s past, where traitors were once cast into the swirling Yantra River below. From the fortress's highest point, panoramic views of Veliko Tarnovo’s red-roofed houses and winding riverbanks stretch before you, offering a breathtaking glimpse into Bulgaria’s royal heritage.

As the afternoon unfolds, take a leisurely stroll through Samovodska Charshia, a charming old market street where centuries-old crafts continue to thrive. Woodcarvers, silversmiths, and icon painters bring the city’s heritage to life, their workshops filled with treasures shaped by skilled hands.

As evening settles, Veliko Tarnovo’s illuminated fortress and its winding streets create an enchanting atmosphere, making this medieval city an unforgettable stop on your journey.

Highlights of the Day:

• Explore Tsarevets Fortress & Old Veliko Tarnovo – Walk through Bulgaria’s medieval capital, where kings once ruled, battles were fought, and legends were born. Stand atop Execution Rock, overlooking the winding Yantra River, and stroll through Samovodska Charshia, where artisans keep centuries-old crafts amidst the aroma of freshly baked local delicacies.

Travel Details: Distance ~180 km (~3 hours); Crossing from Romania to Bulgaria. Overnight stay in Veliko Tarnovo. (B/-/-)

The journey continues southward, ascending the winding roads of Shipka Pass, where towering peaks and breathtaking views unfold at every turn. This historic mountain route serves as a testament to Bulgaria’s fight for independence. At its summit stands the Shipka Monument, a solemn tribute to the heroic battles of 1877-78, where Bulgarian and Russian soldiers fought for freedom against the Ottoman Empire. Standing atop this windswept peak, surrounded by panoramic views of the Balkan Mountains, it is easy to feel the weight of history in the crisp mountain air.

Descending into the Rose Valley, the landscape transforms into a sea of fragrant blooms—a region renowned worldwide for its rose oil production. Here, we arrive in Kazanlak, the heart of Thracian heritage, where echoes of an ancient warrior civilization still linger. Visit the UNESCO-listed Thracian Tomb of Kazanlak, a remarkable burial site adorned with millennia-old frescoes that reveal the secrets of a lost world. These paintings, untouched by time, depict noble warriors, elaborate feasts, and the journey into the afterlife, offering a rare glimpse into the mystical traditions of the Thracians.

As the afternoon unfolds, the road leads to Plovdiv, one of Europe’s oldest continuously inhabited cities. With its Roman ruins, colorful old town, and artistic ambiance, Plovdiv is a city where history and modern life converge. Spend the evening soaking in its vibrant energy, preparing to explore its wonders the next day.

Highlight of the Day:

• Shipka Pass– Ascend the historic Shipka Pass, where breathtaking mountain scenery and the Shipka Monument honor Bulgaria’s struggle for independence. 
• Journey through the Rose Valley, where fields of fragrant blooms stretch as far as the eye can see and explore the UNESCO-listed Thracian Tomb of Kazanlak, where ancient frescoes unveil the secrets of a long-lost warrior civilization.

Travel Details: Expected Travel Distance ~214 km (~3 hours); Overnight stay in Plovdiv. (B/-/-)

Today, history and artistry come alive in Plovdiv, one of the oldest continuously inhabited cities in the world. Walking through its Old Town feels like stepping into a living museum, where the past unfolds in every cobblestone, every ornate mansion, and every ancient ruin.

A guided walking tour takes you through winding alleys lined with colorful 19th-century Revival-era houses, their intricate wooden balconies and frescoed facades telling tales of a time when merchants and artisans filled these streets. Stand in awe before the Ancient Theatre of Philippopolis, a magnificent Roman amphitheater carved into the hillside, where performances still echo through time. Beneath the city’s modern avenues, the remnants of the Roman Stadium transport you back to an era of chariot races and cheering crowds.

After some free time for a leisurely lunch, immerse yourself in the vibrant energy of Kapana, Plovdiv’s creative district. Once a hub for craftsmen, it now buzzes with street art, boutique shops, and lively cafés, where the scent of freshly brewed coffee mingles with laughter and conversation.

As the sun begins to set, ascend Nebet Tepe, the ancient Thracian hilltop fortress, where breathtaking panoramic views extend across the city. In this golden-hour glow, Plovdiv reveals itself as a place where the past and present seamlessly intertwine, leaving an indelible impression on all who stroll its streets.

Highlight of the Day:

• Step into the timeless charm of Plovdiv - Wander through the Old Town, where Revival-era mansions, the Ancient Theatre, and Roman ruins whisper stories of centuries past. Soak in the artistic energy of Kapana, Plovdiv’s creative district, before ending the day with a breathtaking sunset over the city from Nebet Tepe.

Travel Details: No major travel; Overnight stay in Plovdiv. (B/-/-)

After soaking in the charm of Plovdiv, the journey takes you into the majestic Rila Mountains, where one of Bulgaria’s most cherished landmarks awaits—Rila Monastery. As a UNESCO World Heritage Site, this architectural and spiritual masterpiece has stood for centuries as a symbol of Bulgarian faith, culture, and resilience. Wander through its serene courtyards, admire the intricate frescoes, and experience the peaceful energy that surrounds this sacred retreat, nestled in the heart of nature. From the tranquil mountains, the road leads to Sofia, Bulgaria's vibrant capital, where ancient history, grand architecture, and modern energy converge beneath the watchful gaze of Vitosha Mountain.

Upon arrival, embark on a city tour that reveals Sofia’s rich past and dynamic present. Stand before the Alexander Nevsky Cathedral, a magnificent symbol of Bulgarian Orthodoxy, with its golden domes gleaming in the sunlight. Walk through the ancient remnants of Roman Serdica, where the streets and walls of the past lie beneath the city’s modern pulse. Step inside the Church of St. George, a red-brick Byzantine gem, nestled among contemporary buildings, making it one of the oldest churches in the Balkans. Continue through Independence Square, where Soviet-era monuments, government buildings, and historical landmarks reflect the city's complex and layered history. Stroll into City Garden, Sofia’s oldest park, where locals gather to play chess and relax under the shade of centuries-old trees. Here, admire the grandeur of the Ivan Vazov National Theatre, a neoclassical gem and the beating heart of Bulgaria’s cultural and artistic life.

End the day with a leisurely walk along Vitosha Boulevard, Sofia’s lively pedestrian street, lined with boutiques, charming cafés, and delightful restaurants, offering a perfect blend of history, culture, and modern vibrancy.

Highlights of the Day:

• Experience the spiritual beauty of Rila Monastery, a UNESCO World Heritage site and an Orthodox masterpiece, nestled in the serene Rila Mountains.
• Uncover Sofia's rich history and vibrant culture – Visit Alexander Nevsky Cathedral, Roman Serdica, the Church of St. George, and Independence Square. Stroll through the City Garden, admire the Ivan Vazov National Theatre, and enjoy the atmosphere of Vitosha Boulevard.

Travel Details: Expected Travel Distance ~340 km (~5.5 hours); Overnight stay in Sofia. (B/-/-)

As your 9-day journey through Romania and Bulgaria comes to an end, take a moment to reflect on the castles, ancient cities, and breathtaking landscapes you have explored. From the legendary fortresses of Transylvania to the medieval charm of Veliko Tarnovo, the cultural richness of Plovdiv, and the spiritual beauty of Rila Monastery, this adventure has been a deep dive into the heart of the Balkans.

Depending on your flight schedule, enjoy a leisurely morning in Sofia—perhaps with a final stroll along Vitosha Boulevard, savoring a quiet coffee in the City Garden, or catching one last glimpse of the golden domes of Alexander Nevsky Cathedral glistening in the morning light.

A comfortable transfer to Sofia International Airport ensures a smooth departure, allowing you to carry with you unforgettable memories of history, culture, and adventure. Safe travels, and until we meet again!

Travel Details: Transfer to Sofia International Airport for departure. End of tour. (B/-/-)