10 Days of Greek Island Adventure Itinerary

Fly from Athens to Santorini early in the morning (approximately 45 minutes). Start your day with a visit to Oia, famous for its stunning sunsets and white-washed buildings with blue domes. Have breakfast at Passaggio, known for its delicious pastries and coffee while enjoying spectacular views.

Explore the archaeological site of Akrotiri, often referred to as the 'Minoan Pompeii.' This well-preserved ancient city provides fascinating insights into life during the Bronze Age. For lunch, visit The Athenian House in Imerovigli for a taste of contemporary Greek cuisine with breathtaking caldera views.

In the evening, take a sunset cruise around Santorini's caldera. This tour offers an unforgettable experience as you sail past volcanic islands and watch the sun set over the Aegean Sea. Afterward, dine at Ammoudi Fish Tavern located by the water in Ammoudi Bay for fresh seafood dishes.

Take an early morning ferry from Santorini to Mykonos (approximately 2 hours). Begin your day by exploring Mykonos Town (Chora), known for its charming narrow streets and iconic windmills. Enjoy breakfast at Niko's Taverna, a popular spot offering traditional Greek breakfast options.

Visit Delos Island on a guided tour from Mykonos. Delos is one of Greece's most important archaeological sites and is believed to be the birthplace of Apollo and Artemis. For lunch upon returning to Mykonos, try Kiki's Tavern, renowned for its grilled meats and salads served in an idyllic beachside setting.

Spend your evening experiencing Mykonos' vibrant nightlife starting with cocktails at 180° Sunset Bar, which offers incredible sunset views over Mykonos Town. For dinner, head to M-eating where you can savor innovative Greek dishes crafted from local ingredients.

Take an early morning ferry from Mykonos to Naxos (approximately 1 hour and 30 minutes). Start your day with a visit to the Portara, the massive marble gate that is the only remaining part of an unfinished temple of Apollo. Enjoy breakfast at 1739 Terrasse Cafe, which offers stunning views of the Portara and the sea.

Explore the charming Old Town (Chora) of Naxos with its narrow alleys, Venetian castle, and vibrant local shops. For lunch, visit Osteria, a highly-rated restaurant known for its delicious Mediterranean dishes. In the afternoon, take part in Monemvasia:CoupleAdventure:fun game,challenges and city walk, an exciting tour that combines fun games, challenges, and a city walk through Monemvasia.

In the evening, unwind at Kastro Wine Bar, located within the walls of the Venetian castle. Enjoy a variety of local wines in a cozy setting. For dinner, head to Axiotissa for an exquisite dining experience featuring fresh local ingredients.

Take an early morning ferry from Naxos to Paros (approximately 45 minutes). Begin your day by exploring Parikia, the capital of Paros. Visit the Panagia Ekatontapiliani, also known as the Church of 100 Doors. Have breakfast at Impasto, known for its delicious pastries and coffee.

Head to Naoussa, a picturesque fishing village with charming white-washed houses and vibrant nightlife. For lunch, visit Tsipouradiko, a popular spot offering traditional Greek cuisine with fresh seafood options. In the afternoon, take part in Monemvasia:CoupleAdventure:fun game,challenges and city walk, an exciting tour that combines fun games, challenges, and a city walk through Monemvasia.

Spend your evening enjoying cocktails at Sommaripa Consolato, which offers incredible sunset views over Naoussa harbor. For dinner, head to Stou Fred where you can savor innovative Greek dishes crafted from local ingredients.

Take an early morning ferry from Serifos to Sifnos (approximately 1 hour). Start your day with a visit to the picturesque village of Kastro, known for its narrow streets and stunning views of the Aegean Sea. Enjoy breakfast at Café Stavros, which offers delicious pastries and coffee with a view.

Explore the charming village of Apollonia, the capital of Sifnos. Wander through its narrow alleys, visit local shops, and admire traditional Cycladic architecture. For lunch, visit To Tsikali, a highly-rated restaurant known for its authentic Greek dishes made with fresh local ingredients. In the afternoon, take part in Monemvasia:CoupleAdventure:fun game,challenges and city walk, an exciting tour that combines fun games, challenges, and a city walk through Monemvasia.

In the evening, unwind at Drakakis, a cozy bar located in Apollonia offering a variety of local wines and cocktails. For dinner, head to Omega3 for an exquisite dining experience featuring fresh seafood dishes.

Take an early morning ferry from Sifnos to Milos (approximately 1 hour and 30 minutes). Begin your day by visiting Sarakiniko Beach, famous for its unique lunar-like landscape and crystal-clear waters. Have breakfast at Sirocco, known for its delicious pastries and coffee.

Explore the charming fishing village of Klima with its colorful houses built right on the water's edge. For lunch, visit Medusa, a popular spot offering traditional Greek cuisine with fresh seafood options. In the afternoon, take part in Monemvasia:CoupleAdventure:fun game,challenges and city walk, an exciting tour that combines fun games, challenges, and a city walk through Monemvasia.

Spend your evening enjoying cocktails at Utopia Café, which offers incredible sunset views over Milos harbor. For dinner, head to O! Hamos! Tavern where you can savor innovative Greek dishes crafted from local ingredients.

Return to Athens from Milos early in the morning (approximately 3 hours by ferry). Start your final day with a visit to the National Archaeological Museum, one of the most important museums in Greece. Here, you can explore an extensive collection of artifacts from various periods of Greek history. Enjoy breakfast at Café Avissinia, known for its delicious pastries and coffee.

Spend your afternoon exploring the vibrant neighborhood of Monastiraki, famous for its flea market and eclectic shops. For lunch, visit Ta Karamanlidika tou Fani, a highly-rated restaurant offering traditional Greek dishes with a modern twist. In the afternoon, take part in Monemvasia:CoupleAdventure:fun game,challenges and city walk, an exciting tour that combines fun games, challenges, and a city walk through Monemvasia.

In the evening, unwind at The Clumsies, one of Athens' top cocktail bars known for its creative drinks and lively atmosphere. For your farewell dinner, head to Funky Gourmet, a Michelin-starred restaurant offering an exquisite dining experience with innovative Greek cuisine.