Intrepid Travel
Dubrovnik to Santorini
Dubrovnik to Santorini
Wind your way down through some of Mediterranean Europe’s most charming towns, beaches and islands on this journey from the Adriatic to the Aegean. Start off with a tour of Dubrovnik’s enchanting walled city before heading south along the spectacular Dalmatian coast to Montenegro. Venture off the tourist trail for a taste of old-time Balkans in Albania and Macedonia, take time out in provincial Syros, and then eat, drink and sunbathe your way through the good times on offer in Mykonos and Santorini. A region of breathtaking scenery, legendary history and ever-enticing cuisine, this journey through Eastern Europe serves up a slice of the Mediterranean with a Balkans backdrop.
Activities
- Shkoder – Rozafa Castle
- Kruja – Day Trip
- Kruja – Skanderbeg Museum
- Kruja – Fortress Visit
- Berat – Walking tour with a local guide
- Berat – Castle Visit
- Ohrid – Lake Ohrid Boat Cruise
- Skopje – Matka Canyon visit and Boat Ride
- Pelister National Park – Hike in Pelister National Park
- Mt Olympus National Park – Orlias Waterfall Hike
- Syros – Loukoumia Workshop Visit
- Syros – Ano Syros Walk
- Syros – Dinner at remotely located village
- Delos – Day Trip to the Island of Delos
- Delos – Archaeological Site
- Santorini – Caldera Rim Hike to Oia
Highlights
- Take a cruise on stunning Lake Ohrid – which straddles the mountainous border between Macedonia and Albania – and watch shorefront villages stream by.
- Albania’s pastel-coloured capital Tirana is on the verge of becoming Europe’s next big thing, so pay it a visit before the rest of the world does.
- Head to a remote village outside Syros for a sunset feast of local specialties, all served up in a small taverna that overlooks the Aegean Sea.
- Spend a half-day exploring the ruins that decorate the island of Delos, a living museum of crumbling palaces, columns and statues.
- Take a hike around the rim of the caldera Santorini is built on, walking through little villages, passing steep cliff faces and taking in breathtaking views.
Day 1 |
Dubrovnik, often hailed as the "Pearl of the Adriatic," is a city where history and stunning natural beauty converge. Enclosed within its ancient city walls, which are a UNESCO World Heritage Site, you’ll find a captivating blend of medieval architecture and vibrant culture. The city's Old Town is a maze of cobblestone streets, lined with baroque churches, Renaissance buildings, and charming squares. A stroll along the Stradun, Dubrovnik’s main street, offers a glimpse into the city’s rich past and lively present. A must-see for visitors is the City Walls, which stretch over 2 kilometers and provide panoramic views of the shimmering Adriatic Sea and terracotta rooftops below. Walking the walls is an unforgettable experience, allowing you to marvel at the impressive fortifications and catch glimpses of Dubrovnik’s scenic coastline source. The walls also featured prominently in the popular TV series "Game of Thrones," further boosting Dubrovnik’s allure as a filming location for fans of the show. Dubrovnik’s natural beauty extends beyond its historic walls. The city is known for its pristine beaches and crystal-clear waters. Banje Beach, located just a short walk from the Old Town, offers stunning views of the city walls and is perfect for a refreshing swim or sunbathing. For a more secluded experience, take a boat trip to the nearby Lokrum Island, a serene retreat with botanical gardens, rocky coves, and a historic monastery. Fun fact: Dubrovnik's Old Town was used as a stand-in for King’s Landing in "Game of Thrones," making it a popular destination for fans of the series. The city's well-preserved medieval ambiance and striking scenery have earned it accolades as one of the most photogenic locations in the world. |
Day 2 |
This coastal town in Montenegro is part of the World Heritage Site dubbed the Natural and Culturo-Historical Region of Kotor. It holds several summer events, such as the Summer Carnival or Bokeljska Noc. One of the most notable and charming aspects of the town is the large population of cats that have become a symbol of the city. |
Day 3 |
Tirana, the lively capital of Albania, is a city that blends historical charm with modern vibrancy. At the heart of its transformation is Skanderbeg Square, a bustling hub named after the national hero Gjergj Kastrioti Skanderbeg. The square is surrounded by architectural gems like the National History Museum, whose mosaic facade depicts Albania's rich past, and the Et'hem Bey Mosque, a beautifully preserved Ottoman-era structure. For a deeper dive into local culture, visit the nearby Grand Park of Tirana, a green oasis perfect for a leisurely stroll or a boat ride on its artificial lake. Tirana's colorful, eclectic architecture is a testament to its dynamic history and contemporary spirit. The cityscape features a striking blend of communist-era buildings and modern constructions, including the innovative Pyramid of Tirana, originally built as a museum dedicated to the former dictator Enver Hoxha and now reimagined as a cultural space. Vibrant murals and street art adorn many buildings, reflecting the city’s artistic pulse and youthful energy. The ongoing urban renewal projects are reshaping Tirana into a hub of creativity and modernity. For those interested in culinary adventures, Tirana offers a feast of traditional Albanian cuisine. Enjoy local dishes such as byrek (savory pastries filled with cheese or meat), or sample fresh seafood from the Mediterranean. The Blloku neighborhood, once an exclusive area for the communist elite, is now a trendy district filled with cafes, restaurants, and bars that provide a lively nightlife scene. Stroll through the colorful streets and experience the city’s warm hospitality and rich flavors. Fun fact: Tirana’s transformation into a colorful city was inspired by the vision of former mayor Edi Rama, who was also an artist. His efforts to brighten up the city with vibrant colors and innovative urban design have significantly contributed to Tirana's unique and welcoming atmosphere. |
Day 4 |
Tirana, the lively capital of Albania, is a city that blends historical charm with modern vibrancy. At the heart of its transformation is Skanderbeg Square, a bustling hub named after the national hero Gjergj Kastrioti Skanderbeg. The square is surrounded by architectural gems like the National History Museum, whose mosaic facade depicts Albania's rich past, and the Et'hem Bey Mosque, a beautifully preserved Ottoman-era structure. For a deeper dive into local culture, visit the nearby Grand Park of Tirana, a green oasis perfect for a leisurely stroll or a boat ride on its artificial lake. Tirana's colorful, eclectic architecture is a testament to its dynamic history and contemporary spirit. The cityscape features a striking blend of communist-era buildings and modern constructions, including the innovative Pyramid of Tirana, originally built as a museum dedicated to the former dictator Enver Hoxha and now reimagined as a cultural space. Vibrant murals and street art adorn many buildings, reflecting the city’s artistic pulse and youthful energy. The ongoing urban renewal projects are reshaping Tirana into a hub of creativity and modernity. For those interested in culinary adventures, Tirana offers a feast of traditional Albanian cuisine. Enjoy local dishes such as byrek (savory pastries filled with cheese or meat), or sample fresh seafood from the Mediterranean. The Blloku neighborhood, once an exclusive area for the communist elite, is now a trendy district filled with cafes, restaurants, and bars that provide a lively nightlife scene. Stroll through the colorful streets and experience the city’s warm hospitality and rich flavors. Fun fact: Tirana’s transformation into a colorful city was inspired by the vision of former mayor Edi Rama, who was also an artist. His efforts to brighten up the city with vibrant colors and innovative urban design have significantly contributed to Tirana's unique and welcoming atmosphere. |
Day 5 |
Berat, a museum city, lies on both sides of the Osum River and is noted for its characteristic architecture. In the 4th century B.C. it was called Antipatrea and was the center of the Illyrian clan of Desaretes, which controlled access to the upper part of the Osum valley. This city was occupied by a number of different invaders until it fell under the Ottoman Empire. |
Day 6 |
Lake Ohrid, a natural tectonic lake in the south-west corner of Macedonia, is the oldest lake in Europe and one of the oldest lakes in the world. Formed tectonically between four and ten million years ago, the lake is situated in limestone bedrock. Nestled amid mountains at an altitude of 2290 feet, the lake offers striking vistas of the surrounding beach and hills. The ancient city of Ohrid, situated along the coast of the magnificent Lake Ohrid, is undoubtedly the most beautiful and most attractive Macedonian town, a pearl of old architecture and a treasury of valuable cultural and historical monuments. Located on the shores of Lake Ohrid, the town of Ohrid is one of the oldest human settlements in Europe. |
Day 7 |
Lake Ohrid, a natural tectonic lake in the south-west corner of Macedonia, is the oldest lake in Europe and one of the oldest lakes in the world. Formed tectonically between four and ten million years ago, the lake is situated in limestone bedrock. Nestled amid mountains at an altitude of 2290 feet, the lake offers striking vistas of the surrounding beach and hills. The ancient city of Ohrid, situated along the coast of the magnificent Lake Ohrid, is undoubtedly the most beautiful and most attractive Macedonian town, a pearl of old architecture and a treasury of valuable cultural and historical monuments. Located on the shores of Lake Ohrid, the town of Ohrid is one of the oldest human settlements in Europe. |
Day 8 |
Skopje, the capital of North Macedonia, offers a fascinating blend of ancient history and modern transformation. A walk through the city reveals layers of Roman, Byzantine, and Ottoman influences, making it a treasure trove for history lovers. Begin your journey at the iconic Stone Bridge, a symbol of the city that dates back to the 15th century, linking the Ottoman Old Bazaar with Skopje’s modern city center. The vibrant Old Bazaar is one of the largest in the Balkans and offers a glimpse into the past with its narrow streets, mosques, and artisan shops. Dominating Skopje’s skyline is the Kale Fortress, which dates back to the 6th century and provides stunning panoramic views of the city. Inside the fortress, excavations have revealed evidence of early human settlements, adding a deeper layer of historical intrigue. For those interested in religious architecture, the Church of St. Clement of Ohrid, one of the largest Orthodox churches in the Balkans, is a must-visit, with its distinct rounded design and serene atmosphere. In recent years, Skopje has undergone significant urban renewal, most notably seen in the controversial but eye-catching “Skopje 2014” project, which introduced a number of statues, fountains, and neoclassical buildings throughout the city. Among the most striking additions is the statue of Alexander the Great, a towering monument that has sparked both admiration and debate. This modern transformation is juxtaposed beautifully with the city’s historic elements, creating a unique and eclectic urban landscape. A fun fact about Skopje is that it is the birthplace of Mother Teresa. Visitors can explore the Memorial House of Mother Teresa, which celebrates the life and legacy of the Nobel Peace Prize-winning humanitarian. Whether you’re a history enthusiast or simply looking to experience a dynamic and evolving city, Skopje’s unique combination of ancient and modern attractions makes it a captivating destination. |
Day 9 |
Skopje, the capital of North Macedonia, offers a fascinating blend of ancient history and modern transformation. A walk through the city reveals layers of Roman, Byzantine, and Ottoman influences, making it a treasure trove for history lovers. Begin your journey at the iconic Stone Bridge, a symbol of the city that dates back to the 15th century, linking the Ottoman Old Bazaar with Skopje’s modern city center. The vibrant Old Bazaar is one of the largest in the Balkans and offers a glimpse into the past with its narrow streets, mosques, and artisan shops. Dominating Skopje’s skyline is the Kale Fortress, which dates back to the 6th century and provides stunning panoramic views of the city. Inside the fortress, excavations have revealed evidence of early human settlements, adding a deeper layer of historical intrigue. For those interested in religious architecture, the Church of St. Clement of Ohrid, one of the largest Orthodox churches in the Balkans, is a must-visit, with its distinct rounded design and serene atmosphere. In recent years, Skopje has undergone significant urban renewal, most notably seen in the controversial but eye-catching “Skopje 2014” project, which introduced a number of statues, fountains, and neoclassical buildings throughout the city. Among the most striking additions is the statue of Alexander the Great, a towering monument that has sparked both admiration and debate. This modern transformation is juxtaposed beautifully with the city’s historic elements, creating a unique and eclectic urban landscape. A fun fact about Skopje is that it is the birthplace of Mother Teresa. Visitors can explore the Memorial House of Mother Teresa, which celebrates the life and legacy of the Nobel Peace Prize-winning humanitarian. Whether you’re a history enthusiast or simply looking to experience a dynamic and evolving city, Skopje’s unique combination of ancient and modern attractions makes it a captivating destination. |
Day 10 |
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Day 11 |
In the very north of Greece, Kastoria is on the northern edge of the Vermion Oros mountains. |
Day 12 |
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Day 13 |
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Day 14 |
Ancient history comes alive in Athens, the capital of Greece. Gaze in wonder at the Acropolis and its iconic crown, the Parthenon. Take a deeper dive into the past and visit both the Acropolis Museum and the National Archaeological Museum, which house fascinating artifacts from this ancient city.
With influences Byzantine, Roman and Ottoman, Athens contains multitudes. The city's architecture and cuisine reflect these influences in a most elegant way. It's not all antiquity, though – Athens still exhibits a modern cool, with eye-catching street art, nightlife and music festivals beckoning new generations. A lively energy is afoot at the Agora-Athens Central Market, where locals shop, and visitors find amazing, reasonably priced meals. A stroll through the Plaka, Athens' oldest neighborhood, is also a must for shopping and eating at outdoor restaurants. Visit Athens between March and May, and from September to November, as the weather is comfortable and there are thinner crowds. You will also find that hotels and flights are a bit easier to reserve. |
Day 15 |
Ancient history comes alive in Athens, the capital of Greece. Gaze in wonder at the Acropolis and its iconic crown, the Parthenon. Take a deeper dive into the past and visit both the Acropolis Museum and the National Archaeological Museum, which house fascinating artifacts from this ancient city.
With influences Byzantine, Roman and Ottoman, Athens contains multitudes. The city's architecture and cuisine reflect these influences in a most elegant way. It's not all antiquity, though – Athens still exhibits a modern cool, with eye-catching street art, nightlife and music festivals beckoning new generations. A lively energy is afoot at the Agora-Athens Central Market, where locals shop, and visitors find amazing, reasonably priced meals. A stroll through the Plaka, Athens' oldest neighborhood, is also a must for shopping and eating at outdoor restaurants. Visit Athens between March and May, and from September to November, as the weather is comfortable and there are thinner crowds. You will also find that hotels and flights are a bit easier to reserve. |
Day 16 |
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Day 17 |
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Day 18 |
This gorgeous, breezy island is a lively paradise without equal. A celebratory atmosphere will be found here, from dance clubs and DJs to summer tourists simply reveling in the good life. It is said that Mykonos is Greece's answer to Ibiza.
Mykonos, part of the Cyclades archipelago, has azure waters and a cosmopolitan flair. Visitors and locals alike lounge on the beach, find quiet on its country roads and enjoy a thriving culinary scene. Tourists should see the famous Mykonos windmills and the island's Archaeological Museum to further appreciate this idyllic destination. |
Day 19 |
This gorgeous, breezy island is a lively paradise without equal. A celebratory atmosphere will be found here, from dance clubs and DJs to summer tourists simply reveling in the good life. It is said that Mykonos is Greece's answer to Ibiza.
Mykonos, part of the Cyclades archipelago, has azure waters and a cosmopolitan flair. Visitors and locals alike lounge on the beach, find quiet on its country roads and enjoy a thriving culinary scene. Tourists should see the famous Mykonos windmills and the island's Archaeological Museum to further appreciate this idyllic destination. |
Day 20 |
Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.
Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water. Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations. |
Day 21 |
Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.
Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water. Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations. |
Day 22 |
Reshaped by volcanic activity, the rugged yet enchanting Santorini beckons all seafaring souls in the Aegean Sea.
Visitors to this breathtaking and romantic Cyclades archipelago will gaze at the whitewashed cubiform houses sitting cliffside and hovering over the water. Santorini is technically an active volcano, and perhaps the only volcano on the planet with its crater situated in the sea. But don't worry too much; the last eruption was 3600 years ago. Instead, couples and tourists should explore, taste the local wine, and lounge in the sun on black sand beaches. As the sun sets dramatically, visitors will find a taverna or bar and toast their impeccable taste in travel destinations. |
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05/24/25 - 06/14/25 |
Starting At $6,070 |
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05/31/25 - 06/21/25 |
Starting At $5,220 |
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06/14/25 - 07/05/25 |
Starting At $5,173 |
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06/21/25 - 07/12/25 |
Starting At $5,458 |
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06/28/25 - 07/19/25 |
Starting At $5,330 |
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07/05/25 - 07/26/25 |
Starting At $4,938 |
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07/12/25 - 08/02/25 |
Starting At $4,956 |
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07/19/25 - 08/09/25 |
Starting At $4,726 |
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07/26/25 - 08/16/25 |
Starting At $4,781 |
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08/02/25 - 08/23/25 |
Starting At $4,448 |
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08/16/25 - 08/23/25 |
Starting At $4,700 |
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08/30/25 - 09/20/25 |
Starting At $4,792 |
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09/03/25 - 09/24/25 |
Starting At $5,805 |
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09/17/25 - 10/08/25 |
Starting At $5,602 |
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09/27/25 - 10/18/25 |
Starting At $5,090 |
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04/18/26 - 04/25/26 |
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04/29/26 - 05/20/26 |
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05/02/26 - 05/30/26 |
Starting At $5,910 |
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06/06/26 - 06/20/26 |
Starting At $5,450 |
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06/27/26 - 08/08/26 |
Starting At $5,220 |
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08/15/26 - 08/29/26 |
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09/05/26 - 09/26/26 |
Starting At $6,410 |
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10/03/26 - 10/24/26 |
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04/17/27 - 08/28/27 |
Starting At $5,475 |
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09/04/27 - 09/25/27 |
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10/02/27 - 10/23/27 |
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