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Island Hopping in the Cyclades: Santorini, Anafi, Sikinos, Ios, and Amorgos

Island Hopping in the Cyclades: Santorini, Anafi, Sikinos, Ios, and Amorgos Itinerary

Last updated: 2024 Jun 14

Santorini's Unique Charm

Morning
Start your Santorini adventure with a delicious breakfast at Lucky's Souvlakis, savoring traditional Greek flavors. Afterward, visit the iconic Oia with its stunning blue-domed churches and mesmerizing sunsets.
Afternoon
For lunch, head to Fira Kalamaki and enjoy fresh seafood by the caldera. Spend the afternoon exploring the ancient ruins of Akrotiri, an archaeological site frozen in time.
Evening
Conclude your day with a romantic dinner at 1800-Floga, overlooking the sparkling lights of Fira.
Bedtime
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Santorini's Natural Wonders

Morning
Enjoy a leisurely morning at the Santorini Volcano, experiencing the unique volcanic landscape. Have a rejuvenating swim in the Santorini Hot Springs.
Afternoon
For a late lunch, visit To Psaraki, known for its fresh fish and local specialties. Afterward, explore the vibrant streets of Perissa Beach, lined with shops and cafes.
Evening
Watch the sunset from the famous Red Beach, followed by a cozy dinner at Metaxi Mas, a hidden gem with authentic Greek cuisine.
Bedtime
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Anafi's Serene Beauty

Morning
Arrive in Anafi and start your day with a tranquil breakfast at a local cafe. Explore the charming town and visit the Monastery of Panagia Kalamiotissa, offering panoramic views.
Afternoon
Enjoy a traditional Greek lunch at Parea Tavern and then relax on the unspoiled beaches of Anafi, such as Katsouni Beach.
Evening
Dine under the stars at To Steki, a family-run restaurant known for its hospitality and home-cooked meals.
Bedtime
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Sikinos: A Hidden Gem

Morning
Arrive in Sikinos and have a hearty breakfast at a local taverna. Explore the picturesque streets of Kastro, a medieval village with stunning views.
Afternoon
For lunch, taste the flavors of Sikinos at Oinos Taverna, known for its organic produce and local wine. Visit the Monastery of Episkopi and enjoy the peaceful surroundings.
Evening
Indulge in a gourmet dinner at Manalis Winery, where you can sample a variety of wines paired with traditional dishes.
Bedtime
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Ios: Beaches and Nightlife

Morning
Start your day in Ios with a leisurely breakfast at Harmony, a beachfront restaurant. Relax on the golden sands of Mylopotas Beach.
Afternoon
For lunch, head to Cantina Del Mar, a trendy spot with a laid-back atmosphere. Explore the vibrant town of Chora and visit the odysseas Elytis Theater.
Evening
Experience Ios' famous nightlife with dinner at Harmony, followed by drinks at Scorpion, a popular bar with a great view.
Bedtime
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