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Targoviste, Romania
Start your journey in Târgoviște, home to the iconic Chindia Tower and the Princely Court of Vlad the Impaler. Grab a traditional Romanian meal before hitting the road south toward Bulgaria. The city is a great base before the long drive to Istanbul.
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Sofia, Bulgaria
Stop in Sofia for a night — visit the stunning Alexander Nevsky Cathedral and stroll along Vitosha Boulevard. Try banitsa and shopska salad at a local mehana. It's a convenient halfway point between Târgoviște and Istanbul.
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Istanbul, Türkiye
Spend four days exploring Istanbul's incredible mix of history and culture — visit Hagia Sophia, the Blue Mosque, and the Grand Bazaar. Wander the vibrant Karaköy and Beyoğlu neighbourhoods and feast on simit, kebabs, and fresh fish by the Bosphorus. A Bosphorus cruise is a must for stunning views of the city skyline.
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Plovdiv, Bulgaria
On the return trip, stop in Plovdiv — Bulgaria's charming second city with a beautifully preserved Old Town and Roman amphitheatre. Explore the cobblestone streets of Kapana, the creative quarter full of cafés and art. It's a refreshing and scenic break on the way back to Romania.
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Targoviste, Romania
Return to Târgoviște to complete your circular journey. Reflect on the trip with a relaxed evening in the city centre. The drive back from Plovdiv through Giurgiu crossing is straightforward and scenic.