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Ultimate 21-Day Greek Island Adventure from Santorini

Ultimate 21-Day Greek Island Adventure from Santorini Itinerary

Last updated: 2024 Jun 14

Santorini Arrival and Sunset in Oia

Morning
Arrive in Santorini and start your journey with a leisurely morning exploring the charming streets of Fira. Enjoy a delightful breakfast with a view at Fira Kalamaki.
Afternoon
Visit the iconic Red Beach for a relaxing afternoon by the unique volcanic sands. Have a delicious seafood lunch at To Psaraki overlooking the Aegean Sea.
Evening
Head to the famous village of Oia for a mesmerizing sunset experience. Stroll through the narrow alleys, shop for local crafts, and savor a romantic dinner at 1800-Floga.
Bedtime
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Volcano and Hot Springs Adventure

Morning
Embark on a boat tour to the Santorini Volcano. Explore the volcanic islets, hike to the crater, and learn about the island's geological history.
Afternoon
After the volcanic adventure, take a dip in the rejuvenating Santorini Hot Springs. Enjoy a light lunch on board as you sail around the caldera.
Evening
Relax in the evening with a quiet dinner at the charming Metaxi Mas in Fira, known for its traditional Greek cuisine.
Bedtime
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Exploring Akrotiri and the Southern Beaches

Morning
Discover the ancient Minoan city of Akrotiri, often referred to as the "Greek Pompeii." Explore the well-preserved ruins and learn about the island's rich history.
Afternoon
Spend the rest of the day relaxing on the unique Black Beach of Perissa. Enjoy a beachside lunch at Lucky's Souvlakis.
Evening
In the evening, head to the vibrant town of Kamari for a laid-back dinner at one of the local tavernas, such as Parea Tavern.
Bedtime
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Wine Tasting in Pyrgos and Sunset in Fira

Morning
Visit the traditional village of Pyrgos and explore its winding alleys and panoramic views. Enjoy a wine tasting experience at one of the local wineries.
Afternoon
Have a leisurely lunch at a local taverna in Pyrgos.
Evening
Conclude the day with a stunning sunset in Fira. Dine at a cliffside restaurant with a view, such as Fira Kalamaki.
Bedtime
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Departure to Folegandros and Island Exploration

Morning
Take a morning ferry to the charming island of Folegandros. Upon arrival, settle into your accommodation and start exploring the picturesque main town.
Afternoon
Enjoy a traditional Greek lunch at a local taverna.
Evening
Relax and unwind in the evening at a seaside bar, sipping on a refreshing cocktail.
Bedtime
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Discovering the Hidden Gems of Folegandros

Morning
Spend the morning exploring the unspoiled beaches and scenic viewpoints of Folegandros.
Afternoon
Have a leisurely lunch at a seaside restaurant, savoring the fresh local cuisine.
Evening
Enjoy a romantic dinner at a cliffside restaurant, watching the sunset over the Aegean Sea.
Bedtime
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Boat Tour and Seafood Delights

Morning
Embark on a boat tour around the island, discovering hidden coves and sea caves.
Afternoon
Indulge in a seafood feast at a traditional taverna by the sea.
Evening
Spend the evening strolling through the charming streets of Chora and enjoying a nightcap at a local bar.
Bedtime
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Hiking and Sunset Views

Morning
Hike to the highest point of the island for panoramic views of the Aegean.
Afternoon
Enjoy a picnic lunch amidst the natural beauty of Folegandros.
Evening
Witness a breathtaking sunset from a scenic spot on the island, followed by a cozy dinner at a traditional Greek restaurant.
Bedtime
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Relaxation and Beach Day

Morning
Take a leisurely morning to relax and unwind at one of the island's beautiful beaches.
Afternoon
Enjoy a beachside lunch and some water activities.
Evening
Dine at a seaside restaurant, listening to the sound of the waves as you enjoy your meal.
Bedtime
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Cultural Immersion and Local Cuisine

Morning
Immerse yourself in the local culture with a visit to the island's museums and historical sites.
Afternoon
Taste the authentic flavors of Folegandros with a traditional Greek lunch.
Evening
Spend the evening at a traditional taverna, enjoying live music and a festive atmosphere.
Bedtime
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Exploring the Villages and Scenic Landscapes

Morning
Visit the charming villages scattered across the island, each with its own unique character.
Afternoon
Stop for a leisurely lunch at a local eatery, savoring the regional specialties.
Evening
Enjoy a quiet evening in one of the traditional villages, taking in the peaceful ambiance.
Bedtime
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Farewell to Folegandros and Return to Santorini

Morning
Take a final stroll through the streets of Chora and bid farewell to the enchanting island of Folegandros.
Afternoon
Return to Santorini and spend the rest of the day at your leisure, perhaps shopping for souvenirs or relaxing at a beach club.
Evening
Enjoy a farewell dinner at a seaside restaurant in Oia, toasting to the memories of your Greek island adventure.
Bedtime
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Day of Leisure in Santorini

Morning
Enjoy a relaxing morning at your hotel, taking in the stunning views of the caldera.
Afternoon
Stroll through the shops and galleries of Oia, picking up any last-minute gifts or souvenirs.
Evening
Dine at a rooftop restaurant in Fira, savoring the flavors of Santorini as you overlook the sparkling sea.
Bedtime
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Sailing and Sunset Cruise

Morning
Embark on a private sailing excursion around the caldera, stopping to swim in the crystal-clear waters and enjoy a freshly prepared lunch on board.
Afternoon
Sail towards the famous sunset spot of Oia, where you can capture the magical moment from the deck of your boat.
Evening
Conclude the day with a seafood dinner at a seaside restaurant, watching the lights of the island twinkle on the water.
Bedtime
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Cooking Class and Culinary Delights

Morning
Participate in a traditional Greek cooking class, learning to prepare classic dishes with a local chef.
Afternoon
Enjoy the fruits of your labor with a delicious lunch, paired with local wines.
Evening
For your final night in Santorini, indulge in a gourmet dinner at a fine dining restaurant, savoring the flavors of the Mediterranean.
Bedtime
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Farewell to Santorini and Mykonos Arrival

Morning
Bid farewell to the stunning island of Santorini and take a high-speed ferry to the cosmopolitan island of Mykonos.
Afternoon
Upon arrival, settle into your hotel and spend the afternoon relaxing by the pool or exploring the charming streets of Mykonos Town.
Evening
Dine at a trendy restaurant in Little Venice, enjoying a fusion of traditional and modern Greek cuisine.
Bedtime
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Beach Day and Windmills at Sunset

Morning
Spend the morning at the beautiful Ornos Beach, soaking up the sun and enjoying the clear waters of the Aegean.
Afternoon
Have a leisurely seafood lunch at a beachfront taverna.
Evening
In the evening, visit the iconic Mykonos Windmills for a perfect sunset view, followed by a dinner at a local restaurant in Chora.
Bedtime
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Delos and Rhenia Islands Exploration

Morning
Take a boat excursion to the ancient ruins of Delos, a UNESCO World Heritage Site and a sacred island of Greek mythology.
Afternoon
After exploring Delos, continue to the unspoiled island of Rhenia for a secluded beach experience and a barbecue lunch on the sand.
Evening
Return to Mykonos in the evening and dine at a traditional Greek taverna in the maze of Chora's streets.
Bedtime
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ATV Adventure and Beach Hopping

Morning
Rent an ATV and embark on an island adventure, visiting the hidden gems and panoramic viewpoints of Mykonos.
Afternoon
Stop at different beaches along the way, enjoying the variety of landscapes and beach clubs.
Evening
Conclude the day with a seafood dinner at a seaside restaurant, watching the stars above the Aegean.
Bedtime
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Shopping and Sunset Cocktails

Morning
Spend the morning shopping in the chic boutiques of Mykonos, picking up stylish souvenirs and designer finds.
Afternoon
Enjoy a light lunch at a trendy beach club, soaking in the vibrant atmosphere.
Evening
Watch the sunset from a rooftop bar in Little Venice, sipping on signature cocktails before a farewell dinner at a gourmet restaurant.
Bedtime
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Departure from Mykonos

Morning
Enjoy a final Greek breakfast at your hotel before departing for the airport, taking with you the memories of an unforgettable 21-day island hopping adventure in Greece.
Afternoon
Transfer to Mykonos Airport for your onward journey, reflecting on the beauty and magic of the Greek islands.
Evening

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