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Ultimate 21-Day Greek Islands Adventure

Ultimate 21-Day Greek Islands Adventure Itinerary

Last updated: 2024 Jun 14

Sun, Sand, and Island Welcome

Morning
Begin your Greek adventure with a hearty breakfast at Kostas, known for its traditional flavors. Afterward, head to the iconic Windmills of Mykonos to enjoy the morning breeze and panoramic views of the island and the Aegean Sea.
Afternoon
For lunch, savor the fresh catch of the day at Nikos Taverna. Spend your afternoon at the vibrant Paradise Beach, known for its party atmosphere and crystal-clear waters. Relax, swim, and enjoy the Mykonian beach scene.
Evening
As the sun sets, explore the narrow streets of Mykonos Town (Chora). Dine at the elegant Selene for a taste of local cuisine with a modern twist. After dinner, experience the famous Mykonos nightlife at beachfront clubs or in the town's lively bars.
Bedtime
Find amazing hotels in Mykonos, Greece.

Historic Delos and Refined Dining

Morning
Take a morning trip to the sacred island of Delos (Dilos), a short boat ride from Mykonos. Explore the archaeological site, birthplace of Apollo and Artemis. Return to Mykonos for a light snack at 1800 Restaurant with its panoramic views.
Afternoon
Enjoy a leisurely afternoon at the family-friendly Agios Ioannis Beach (Kato Akrotiri). Later, visit the picturesque Armenistis Lighthouse (Fanari) to witness a breathtaking Mykonian sunset.
Evening
Dine at Avli Tou Thodori, where the traditional setting and Mediterranean flavors create a memorable dining experience. After dinner, you may choose to relax at a beach bar or enjoy a cocktail in Mykonos Town.
Bedtime
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Santorini's Spectacular Views and Volcanic Wines

Morning
Wake up to the stunning Santorini caldera views and enjoy a delightful breakfast at Selene, known for its local ingredients and Cycladic recipes. After breakfast, head to the ancient site of Akrotiri (Prehistoric City), an archaeological wonder.
Afternoon
For lunch, indulge in the flavors of Santorini at 1800 Restaurant while overlooking the famous blue domes. Spend your afternoon sunbathing and swimming at Red Beach (Kokkini Paralia), one of the island's most iconic beaches.
Evening
As the day winds down, take a trip to the volcanic island of Nea Kameni and enjoy the otherworldly landscape. Return to Santorini and have dinner at M-eating, a restaurant that offers a modern take on traditional dishes. End your evening with a visit to Fira to Oia Hike to witness the famous Santorini sunset.
Bedtime
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Wine Tasting and Oia's Charming Labyrinth

Morning
Start your day with a delicious breakfast at 1800 Restaurant while gazing at the panoramic Santorini views. After breakfast, visit the celebrated Santorini Winery Tours to explore the island's winemaking traditions and taste some of the finest volcanic wines.
Afternoon
Have a light lunch at Amoudi Bay, a picturesque fishing village known for its fresh seafood. Afterward, spend your afternoon wandering through the narrow, winding streets of Oia (Ia), one of the most beautiful and photographed villages in Santorini.
Evening
Dine at Kostas, a local favorite known for its authentic Greek flavors. After dinner, enjoy a relaxed evening with a cocktail at a cliffside bar, taking in the mesmerizing views and the famous Santorini caldera sunset.
Bedtime
Find amazing hotels in Santorini, Greece.

Historical Wonders and Cretan Delights

Morning
Start your exploration of Crete with a visit to the ancient ruins of Knossos (Cnossos), the center of the Minoan civilization. After immersing yourself in history, enjoy a traditional Cretan breakfast at Nikos Taverna.
Afternoon
Discover the vibrant city of Heraklion, visiting the Heraklion Archaeological Museum to admire its impressive collection of Minoan art. For lunch, savor the local specialties at Morosini Fountain (Lion's Fountain), a symbol of the city.
Evening
As the sun sets, unwind at the beautiful Lambi Beach, where you can also enjoy a delightful dinner by the sea. End the night with a stroll through the charming streets of Rethymnon (Rethimno), known for its well-preserved Renaissance architecture and vibrant nightlife.
Bedtime
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Gorges and Glimpses of Gods

Morning
Embark on an adventure through the breathtaking Samaria Gorge National Park, one of the longest gorges in Europe. Enjoy the stunning natural scenery and keep an eye out for the rare kri-kri (Cretan wild goat). Refuel with a packed lunch provided by your hotel or a local deli.
Afternoon
After completing the gorge hike, relax and rejuvenate at Agia Roumeli Beach. The tranquil waters and peaceful surroundings provide the perfect setting to unwind after the morning's trek.
Evening
Dine at To Psaraki, a hidden gem known for its fresh seafood and traditional Cretan dishes. As you enjoy your meal, reflect on the day's adventure and the natural wonders you encountered in the Samaria Gorge.
Bedtime
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Medieval Marvels and Pristine Beaches

Morning
Begin your day with a visit to the Palace of the Grand Master of the Knights of Rhodes (Kastello), immersing yourself in the island's rich history. Follow it up with a delightful breakfast at Kostas.
Afternoon
Explore the charming streets of Rhodes Town (Niohori), taking in the medieval architecture and visiting the ancient Acropolis of Lindos. For lunch, enjoy the warm hospitality and delicious dishes at Lindos (Rhodes), overlooking the azure waters.
Evening
Relax and unwind at the beautiful Tsambika Beach, where you can also enjoy a sumptuous dinner. Conclude your day with a visit to the Valley of the Butterflies (Peta Loudhes), especially magical in the early evening as the butterflies return to their resting places.
Bedtime
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Island Exploration and Culinary Delights

Morning
Start with a visit to the Ancient Kamiros, one of the ancient cities of Rhodes. Then, enjoy a traditional Greek breakfast at Nikos Taverna.
Afternoon
Spend your afternoon at Kritinia Castle, exploring the well-preserved ruins and enjoying panoramic views of the surrounding landscape. For lunch, indulge in the local flavors at Monolithos (Rhodes), a village known for its traditional cuisine.
Evening
Dine at Selene, where the elegant setting and creative dishes provide a perfect dining experience. Cap off the day with a leisurely walk through the Seven Springs (Epta Piges), enjoying the tranquil atmosphere and the natural beauty of the area.
Bedtime
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Venetian Charms and Island Scenic Spots

Morning
Begin your day with a visit to the Liston, a charming promenade in the heart of Corfu Town. Enjoy a traditional Corfiot breakfast at Kostas to start your day on the right note.
Afternoon
Explore the historic Corfu Old Town (Kerkyra), a UNESCO World Heritage site, and visit the Achilleion Palace, the former residence of Empress Elisabeth of Austria. For lunch, savor the flavors of Corfu at Nikos Taverna, known for its local cuisine and hospitality.
Evening
Relax at the beautiful Paleokastritsa Monastery, enjoying the panoramic views of the Ionian Sea and the surrounding bays. Have dinner at Mirtiotissa Beach, a stunning beach known for its natural beauty and the nearby tavernas serving fresh seafood and local dishes.
Bedtime
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Island Landscapes and Cultural Highlights

Morning
Start your day with a visit to the Vlacherna Monastery, an iconic symbol of Corfu, and then explore the diverse marine life at the Corfu Aquarium. Enjoy a delightful breakfast at Selene, known for its elegant setting and creative dishes.
Afternoon
Spend your afternoon at Kanoni Beach, where you can relax on the sandy shores and enjoy the views of the nearby Mouse Island. Later, visit the Campi Beach, known for its crystal-clear waters and stunning cliffs. For lunch, indulge in the flavors of Corfu at Avli Tou Thodori, which offers a perfect blend of local and international cuisine.
Evening
Dine at 1800 Restaurant, where the panoramic views and the innovative dishes create a memorable dining experience. End your day with a leisurely stroll through the Must-See Corfu Spots, taking in the historical and natural beauty of the island.
Bedtime
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Shipwrecks and Turtle Spotting

Morning
Begin with a visit to the world-famous Navagio Beach (Shipwreck Beach), one of the most photographed beaches in the world. Enjoy a beachside breakfast at Nikos Taverna with a view of the iconic shipwreck.
Afternoon
Explore the marine life and the caretta-caretta turtles at Laganas Beach, a protected area. For lunch, head to Kalamaki Beach and enjoy the local cuisine at one of the waterfront tavernas.
Evening
Dine at To Psaraki, a hidden gem known for its fresh seafood and traditional Zakynthian dishes. Conclude your day with a visit to Bochali View Point, where you can enjoy panoramic views of Zakynthos Town and the Venetian Castle.
Bedtime
Find amazing hotels in Zakynthos, Greece.

Caves, Culture, and Culinary Delights

Morning
Start with a boat trip to the famous Blue Caves, where you can admire the stunning natural rock formations and the crystal-clear waters. Enjoy a delightful breakfast at Kostas, known for its traditional flavors.
Afternoon
Visit the picturesque Keri Lighthouse and then explore the traditional village of Maherado. For lunch, indulge in the flavors of Zakynthos at Avli Tou Thodori, which offers a perfect blend of local and international cuisine.
Evening
Dine at Selene, where the elegant setting and creative dishes provide a perfect dining experience. End your day with a visit to Bochali View Point, where you can enjoy panoramic views of Zakynthos Town and the Venetian Castle.
Bedtime
Find amazing hotels in Zakynthos, Greece.

Beach Hopping and Island Exploration

Morning
Start your day with a delicious breakfast at 1800 Restaurant while gazing at the panoramic Skiathos views. After breakfast, head to Lalaria Beach, accessible only by boat, and enjoy the stunning surroundings and the unique rock formations.
Afternoon
Spend your afternoon at Koukounaries Beach, known for its golden sand and crystal-clear waters. Later, visit the Skiathos Old Town (Chora) and explore the charming streets and traditional Greek architecture. For lunch, savor the flavors of Skiathos at Nikos Taverna, which offers a perfect blend of local and international cuisine.
Evening
Dine at Kostas, a local favorite known for its authentic Greek flavors. After dinner, enjoy a leisurely walk through the Skiathos Castle and take in the breathtaking views of the island and the Aegean Sea.
Bedtime
Find amazing hotels in Skiathos, Greece.

Relaxation and Watersports

Morning
Start your day with a visit to Banana Beach, where you can enjoy a variety of water sports or simply relax on the golden sand. Enjoy a delightful breakfast at Selene, known for its local ingredients and Cycladic recipes.
Afternoon
Spend your afternoon at Tsougria Island, a short boat ride away from Skiathos. Explore the island, swim in the crystal-clear waters, and enjoy a beachside lunch at one of the tavernas. Later, visit the Monastery of Panagia Evangelistria and learn about the history of the island.
Evening
Dine at 1800 Restaurant, where the panoramic views and the innovative dishes create a memorable dining experience. End your day with a visit to Skiathos Dog Shelter (Skiathos Animal Welfare Association) and support the local animal rescue efforts.
Bedtime
Find amazing hotels in Skiathos, Greece.

Island Scenic Spots and Cultural Highlights

Morning
Start your day with a visit to Lightning Protection - Kastro, an ancient site with panoramic views of the island. Enjoy a traditional Greek breakfast at Kostas to start your day on the right note.
Afternoon
Spend your afternoon at Skiathos Museum, learning about the history and culture of the island. For lunch, indulge in the local flavors at Skiathos Town, which offers a perfect blend of local and international cuisine. Later, visit the Skiathos Cemetery and pay your respects to the heroes of the Greek War of Independence.
Evening
Dine at Nikos Taverna, a local favorite known for its authentic Greek flavors. After dinner, enjoy a leisurely walk through the Skiathos Old Port and take in the charming atmosphere and the views of the boats and the sea.
Bedtime
Find amazing hotels in Skiathos, Greece.

Nature's Beauty and Island Relaxation

Morning
Start your day with a visit to Alexandros Papadiamantis House, the former home of the famous Greek writer. Enjoy a delightful breakfast at Selene, known for its local ingredients and Cycladic recipes.
Afternoon
Spend your afternoon at Koukounaries Beach, known for its golden sand and crystal-clear waters. For lunch, savor the flavors of Skiathos at 1800 Restaurant, which offers a perfect blend of local and international cuisine. Later, visit the Skiathos Old Town (Chora) and explore the charming streets and traditional Greek architecture.
Evening
Dine at Kostas, a local favorite
Bedtime
Find amazing hotels in Skiathos, Greece.

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