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Island Paradise: A 14-Day Greek Islands Adventure Itinerary

Last updated: 2024 Jun 14

Santorini Sunsets and Seafood Delights

Morning

Start your Greek island adventure with a leisurely morning at the iconic Oia. Explore the charming white-washed buildings and blue-domed churches as you take in the stunning views of the Aegean Sea.

Afternoon

For a taste of the local cuisine, head to To Psaraki, a renowned seafood restaurant. After lunch, visit the historic Akrotiri, an ancient Minoan city preserved in volcanic ash.

Evening

Conclude your day with a mesmerizing sunset at the Santorini Volcano. Afterward, enjoy a romantic dinner at 1800-Floga, known for its traditional Greek dishes and panoramic views.

Bedtime

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4.70
Oia
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4.68
Akrotiri
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Beach Day and Hot Springs Relaxation

Morning

Spend the morning unwinding at the unique Red Beach. Relax on the distinctive red sands and take a refreshing dip in the crystal-clear waters.

Afternoon

For a therapeutic experience, visit the Santorini Hot Springs. The natural springs are said to have healing properties. Afterward, enjoy a casual lunch at Lucky's Souvlakis.

Evening

In the evening, explore the charming village of Pyrgos (Pyrgos Kallistis). Dine at Fira Kalamaki, known for its grilled specialties.

Bedtime

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4.78
Red Beach
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4.57
Santorini Hot Springs
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Cultural Immersion in Fira

Morning

Begin your day with a visit to the Aegean Maritime Museum in Fira. Explore the rich maritime history of the region.

Afternoon

Enjoy a traditional Greek meal at Parea Tavern. After lunch, take a leisurely walk through the cobbled streets of Fira and shop for local handicrafts.

Evening

End your day with a cable car ride to the old port of Fira. Dine at Fira Kalamaki and savor the sunset views from the waterfront.

Bedtime

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Aegean Maritime Museum
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Wine Tasting in the Vineyards

Morning

Explore the famous Plaka and enjoy a traditional Greek breakfast at a local cafe.

Afternoon

Embark on a wine tasting tour of the Santorini vineyards. Visit Venetsanos Winery and other renowned wineries to sample the unique volcanic wines of the region.

Evening

Have a sophisticated dinner at Lauda Restaurant, known for its gourmet cuisine and extensive wine list.

Bedtime

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4.75
Plaka
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Sailing and Seafood

Morning

Indulge in a leisurely breakfast at Sphinx Restaurant before setting sail on a Santorini caldera cruise. Swim in the crystal-clear waters and visit the volcanic islands.

Afternoon

Enjoy a seafood feast on board the cruise. After returning to shore, take a relaxing walk along the cliffs of Fira.

Evening

Dine at To Psaraki for a taste of the freshest seafood in a romantic seaside setting.

Bedtime

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Hiking and Hidden Gems

Morning

Start your day with a hike from Fira to Oia. The trail offers breathtaking views of the caldera and the chance to discover hidden chapels along the way.

Afternoon

For a late lunch, stop at Mama's House in Oia, known for its traditional Greek dishes. Afterward, explore the charming alleys and art galleries of the village.

Evening

Dine at Ammoudi Fish Tavern and enjoy a romantic dinner by the sea, with the famous Santorini sunset as your backdrop.

Bedtime

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Relaxation and Rejuvenation

Morning

Treat yourself to a spa day at The Spa at Iconic Santorini. Enjoy a range of luxurious treatments and take in the serene caldera views.

Afternoon

Have a light and healthy lunch at Selene, a Michelin-starred restaurant known for its creative Greek cuisine. Spend the afternoon lounging by the pool and soaking up the sun.

Evening

For dinner, experience the ultimate in fine dining at La Maison, where the innovative menu is inspired by the flavors of Santorini.

Bedtime

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Welcome to Mykonos: Windmills and Waterfront Dining

Morning

Arrive in Mykonos and start your day with a visit to the iconic Mykonos Windmills (Kato Mili). Enjoy the panoramic views of the island and the Aegean Sea.

Afternoon

Have a leisurely lunch at Kiki's Tavern, a beloved beachfront restaurant known for its fresh seafood. Afterward, explore the charming streets of Mykonos Town (Chora Mykonos).

Evening

Dine at Naoussa Restaurant, a local favorite for its traditional Greek dishes. After dinner, take a stroll through Little Venice and enjoy the vibrant nightlife of Mykonos.

Bedtime

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4.77
Mykonos Windmills (Kato Mili)
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4.55
Mykonos Town (Chora Mykonos)
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Beach Day and Island Exploration

Morning

Spend the morning relaxing on the pristine shores of Ornos Beach. Take a dip in the turquoise waters and soak up the Mediterranean sun.

Afternoon

For a late lunch, head to Spilia Seaside Restaurant, a hidden gem in a sea cave. Afterward, visit the Panagia Tourliani Monastery and learn about the island's religious heritage.

Evening

Enjoy a romantic dinner at Ling Ling by Hakkasan, a stylish restaurant with a fusion of Asian and Mediterranean flavors. End your evening with a cocktail at a trendy beach bar.

Bedtime

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4.65
Ornos Beach
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4.68
Panagia Tourliani Monastery
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Adventure and Adrenaline

Morning

Start your day with a thrilling experience at Lido Waterpark. Enjoy the water slides, pools, and other attractions for a fun-filled morning.

Afternoon

Have a casual lunch at Yialo-Yialo, a beachfront taverna known for its relaxed atmosphere and fresh seafood. Afterward, explore the rugged landscape of Mykonos on an ATV tour.

Evening

Dine at Scorpios Mykonos, a bohemian beach club with a focus on organic Mediterranean cuisine. Enjoy the sunset views and live music as you relax by the sea.

Bedtime

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Lido Waterpark
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Cultural Heritage and Culinary Delights

Morning

Explore the Mykonos Folklore Museum to learn about the island's traditional way of life. Afterward, take a walk to Manto Mavrogenous Square (Plateia Manto Mavrogenous) and admire the statue of the Greek heroine.

Afternoon

Enjoy a light lunch at Kounelas Fish Tavern, a family-owned restaurant with a focus on fresh seafood. Spend the afternoon browsing the boutiques and art galleries of Mykonos Town.

Evening

For dinner, savor the flavors of the Mediterranean at Matsuhisa Mykonos, a world-renowned restaurant with a menu created by celebrity chef Nobu Matsuhisa.

Bedtime

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Mykonos Folklore Museum
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4.51
Manto Mavrogenous Square (Plateia Manto Mavrogenous)
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Island Hopping and Sunset Soiree

Morning

Take a boat trip to the nearby island of Delos. Explore the ancient ruins and learn about the island's significance in Greek mythology.

Afternoon

Enjoy a picnic lunch on the boat as you sail around the Cyclades. Stop for a swim in the crystal-clear waters and soak up the sun.

Evening

Return to Mykonos in time for a glamorous sunset party at Scorpios, a beach club known for its chic atmosphere and live DJ sets. Dance the night away under the stars.

Bedtime

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Farewell to Mykonos: Beaches and Bonfires

Morning

Spend your last morning in Mykonos at the secluded Kalafatis Beach. Relax on the sandy shore and enjoy the peaceful surroundings.

Afternoon

For your final lunch on the island, head to Spilia Seaside Restaurant and savor the catch of the day. Afterward, take a walk to the Armenistis Lighthouse (Faros Armenistis) and enjoy the panoramic views.

Evening

Conclude your Mykonos adventure with a beach bonfire at Agrari Beach. Enjoy a traditional Greek barbecue and music under the starlit sky.

Bedtime

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4.59
Kalafatis Beach
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4.48
Armenistis Lighthouse (Faros Armenistis)
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Tranquility in Folegandros

Morning

Arrive in the serene island of Folegandros and start your day with a hike to the Church of Panagia. Enjoy the panoramic views of the Aegean Sea.

Afternoon

Have a light lunch at a local taverna and spend the afternoon exploring the traditional villages and hidden coves of Folegandros.

Evening

Dine at Matsa's Magic Place, a charming restaurant with a focus on local ingredients. After dinner, take a walk to the Folegandros Helicopter Transfer to Greek Islands and enjoy the sunset from above.

Bedtime

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