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Ultimate 14-Day Santorini and Greek Islands Adventure Itinerary

Last updated: 2024 Jun 14

Santorini Arrival and Fira Exploration

Morning

Arrive in Santorini and start your journey with a traditional Greek breakfast at Fira Kalamaki, overlooking the stunning caldera. After breakfast, take a leisurely walk through the charming streets of Fira, the capital of Santorini.

Afternoon

For lunch, savor the local flavors at Lucky's Souvlakis. In the afternoon, visit the Aegean Maritime Museum to learn about the island's rich maritime history. Enjoy a scenic sunset at the famous Oia.

Evening

Conclude your day with a romantic dinner at 1800-Floga, known for its exquisite seafood and panoramic views of the caldera.

Bedtime

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Aegean Maritime Museum
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4.70
Oia
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Akrotiri Archaeological Site and Red Beach Relaxation

Morning

Start your day with a hearty breakfast at Parea Tavern. Then, explore the ancient ruins of Akrotiri, a Minoan Bronze Age settlement.

Afternoon

After immersing yourself in history, unwind at the unique Red Beach. Enjoy the red volcanic sands and the crystal-clear waters. Have a beachside lunch at a local taverna.

Evening

In the evening, experience the therapeutic Santorini Hot Springs near the volcano. Return to Fira for a delightful dinner at Fira Kalamaki.

Bedtime

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4.68
Akrotiri
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4.78
Red Beach
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Wine Tasting in Pyrgos and Sunset in Oia

Morning

Indulge in a Mediterranean breakfast at Metaxi Mas, known for its authentic Greek cuisine. Then, head to the picturesque village of Pyrgos (Pyrgos Kallistis) for a wine tasting experience at one of the local wineries.

Afternoon

Enjoy a leisurely lunch in Pyrgos. Afterward, visit the iconic Oia and explore the charming white-washed buildings and blue-domed churches.

Evening

Witness a breathtaking sunset in Oia, considered one of the most beautiful in the world. Dine at To Psaraki, a renowned seafood restaurant with a perfect view of the sunset.

Bedtime

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4.79
Pyrgos (Pyrgos Kallistis)
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4.70
Oia
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Boat Tour to Volcano and Thirassia Island

Morning

Embark on a boat tour to the Santorini Volcano. Explore the volcanic islets and swim in the therapeutic waters. Have a light breakfast on board.

Afternoon

Continue the boat tour to Thirassia Island, where you can enjoy a traditional Greek lunch. Relax on the unspoiled island and take in the serene surroundings.

Evening

Return to Santorini and enjoy a relaxed dinner at Lucky's Souvlakis.

Bedtime

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4.65
Santorini Volcano
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Beach Day at White Beach and Vlychada

Morning

Start your day with a beachside breakfast at Fira Kalamaki. Then, take a boat to the stunning White Beach and spend the morning sunbathing and swimming in the crystal-clear waters.

Afternoon

After a relaxing morning, visit the unique lunar-like beach of Vlychada. Enjoy a seafood lunch at a local taverna.

Evening

Head back to Fira and have dinner at 1800-Floga while enjoying the views of the caldera.

Bedtime

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4.83
White Beach
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Exploring the Hidden Gems of Santorini

Morning

Enjoy a leisurely breakfast at Parea Tavern. Explore the lesser-known villages of Santorini, such as Megalochori and Emporio, with their traditional architecture and local charm.

Afternoon

Have a traditional Greek lunch in one of the villages. Visit the Akrotiri Lighthouse for panoramic views of the island.

Evening

Return to Fira and dine at Fira Kalamaki, savoring the local specialties.

Bedtime

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4.68
Akrotiri
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Relaxation and Rejuvenation in Santorini

Morning

Indulge in a relaxing spa treatment at one of the luxury resorts in Santorini. Afterward, enjoy a light and healthy breakfast.

Afternoon

Spend the afternoon at one of the island's exclusive beach clubs, such as Perivolos Beach. Relax on a sunbed, swim in the Aegean Sea, and enjoy a refreshing cocktail.

Evening

For dinner, experience a fine dining restaurant in Oia, such as To Psaraki, known for its exquisite seafood dishes.

Bedtime

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Santorini Cooking Class and Sunset in Imerovigli

Morning

Participate in a traditional Greek cooking class, where you will learn to prepare classic dishes using fresh local ingredients. Enjoy the fruits of your labor for lunch.

Afternoon

After the cooking class, visit the charming village of Imerovigli and take a leisurely walk along the caldera. Stop for a coffee at a local cafe.

Evening

Witness a magical sunset from Imerovigli, known as the "Balcony to the Aegean." Have a romantic dinner at Fira Kalamaki, with the shimmering sea as your backdrop.

Bedtime

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Sailing Adventure around the Caldera

Morning

Embark on a private sailing excursion around the caldera. Enjoy a delicious breakfast on board as you sail past the iconic landmarks of Santorini.

Afternoon

Stop for swimming and snorkeling in the crystal-clear waters. Indulge in a seafood lunch prepared by the crew.

Evening

Watch the sunset from the deck of the boat before returning to the shore. Dine at a seaside restaurant in Ammoudi Bay.

Bedtime

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Cultural Immersion in Santorini

Morning

Immerse yourself in the local culture with a visit to the Santozeum Museum, where you can learn about the history and art of Santorini. Enjoy a light breakfast at a nearby cafe.

Afternoon

Explore the traditional village of Megalochori and visit the local wineries for a wine tasting experience. Have a leisurely lunch in the village.

Evening

Attend a traditional Greek music and dance performance in Fira. Conclude the evening with a dinner at 1800-Floga, a historic restaurant with a lively atmosphere.

Bedtime

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Hiking the Fira to Oia Trail

Morning

Start your day with a hearty breakfast at Parea Tavern. Embark on a scenic hike along the Fira to Oia Trail, passing through charming villages and enjoying panoramic views of the caldera.

Afternoon

Arrive in Oia and explore the town at your own pace. Have a light lunch at a local cafe.

Evening

Stay in Oia for the famous sunset. Dine at To Psaraki or 1800-Floga for a memorable evening.

Bedtime

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Beach Day at Perissa and Ancient Thera Excursion

Morning

Enjoy a relaxing morning at Perissa Beach, known for its black sand and crystal-clear waters. Have a beachfront breakfast at one of the local tavernas.

Afternoon

Visit the nearby Ancient Thera archaeological site and explore the ruins of the ancient city. Afterward, have a late lunch in Perissa.

Evening

Return to Fira and dine at Fira Kalamaki, reminiscing about your day at the beach.

Bedtime

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Santorini Farewell and Sunset Cruise

Morning

Spend your last morning in Santorini with a relaxing breakfast at a cafe in Fira. Take a leisurely stroll through the town, picking up any last-minute souvenirs.

Afternoon

In the afternoon, enjoy a private Santorini Sunset Cruise, sailing around the caldera one last time. Sip on local wine and savor a selection of Greek mezes as you bid farewell to this magical island.

Evening

Conclude your Santorini adventure with a special farewell dinner at 1800-Floga, raising a glass to the memories you've made on the island.

Bedtime

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Departure from Santorini

Morning

On your departure day, have a relaxed breakfast at your hotel or a local cafe. Take one last walk through the streets of Fira, soaking in the views of the caldera.

Afternoon

Depending on your flight time, you may have some free time for shopping or visiting any final attractions. Enjoy a leisurely lunch at a restaurant of your choice.

Evening

Transfer to the airport or port for your onward journey, carrying with you the memories of your unforgettable 14-day Santorini and Greek Islands adventure.

Bedtime

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