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Countries Visited


Places Visited


Suggested Duration

8 Days

8-day Santorini Workation Package

Your 8-day Santorini Workation Package brings the life and ancient beauty of the island into focus. You can enjoy the views, food, and history like a local as you enjoy the importance of a work-life balance shaped around your interests and needs.


What’s included

Accommodation with appraised working amenities
Great working wifi
Restaurants and activities that are vetted and recommended by locals
Guided tours
Tickets to museums when touring
Airport Transfers
Local knowledge and suggestions

Customizable itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist

Santorini has become an iconic Greek island, known for the whitewashed buildings with blue trim and impressive sunsets turning the horizon a spectacle of colors. The cliffs climb out of the Aegean Sea offering stunning views of the active caldera that has shaped island life and geography. Your Workation representative will meet you at the airport when you land and help you settle into the beauty of Santorini at your accommodation pre-screened for the amenities you need for a successful Greece Workaiton package.

After taking the time to explore your accommodation, you can enjoy your surroundings by taking in the view of the quintessential terraced buildings running along the main town of Fira. You can gain a quick understanding of the atmosphere and history when visiting Theotokopoulou Square. Locals often sit on the benches and chat while galleries and cafes open their doors to the impressive views above the water.

Enter your new space in Santorini and practice mindful observation in Fira. Explore every corner of the square with your eyes; notice what is present and absent. How does it feel? 

Don’t miss a view of the Three Bells of Fira, for a great panorama interrupted by the spire of the Catholic Church of Koimisi Tis Theotokou.

With a full day to enjoy the lifestyle and beauty of Santorini, you can discover the history and culture through the flavors of wine. Meet with a guide for a better introduction to local vineyards with great lineage and celebrated vintages. 

Many of the most popular wines from the island are crisp and dry whites, as well as an amber-colored dessert wine. Local vineyards celebrate the ancient indigenous grapes on their own and as blends for more diverse flavors. Enter into caverns that keep the wines cool during the summer and warm during the cold winters. You can also find vines wrapped in coils to protect the grapes from harsh winds. When tasting a traditional assyrtiko wine, you can find notes of orange blossom and jasmine in addition to some ginger flavors. 

Give yourself time to experience the wines. Close your eyes and look for the smells and flavors of the wine each time you taste. Take notes and learn about what you like most. 

Assyrtiko is one of the ancient grapes of Santorini, along with Athiri and Mavrotragano. 

Today is your first day of work during your Santorini Workation. By establishing a ritual that helps you ease into the workday, you set yourself up for success. You can also create a ritual that helps you disconnect from work at the end of the day. 

When you have completed your projects for the day, you can visit the charming town of Oia. Located at the northern edge of the caldera, Oia is the picture-perfect embodiment of Santorini, with streets paved in marble, buildings glowing with whitewashed walls, churches shining with blue domes, and windmills perched on steep terraces overlooking the Aegean Sea. When walking through town, you can visit the galleries and enjoy the smell of grilled shrimp or melting cheese. Visit the ruins of the former castle to stand on the tower and watch the melting glow of sunset. 

Wait for sunset over the caldera. Turn off your phone. Watch how the colors change the horizon, water, and buildings. Wait until you leave before turning your phone back on. 

You can visit the famous English language bookshop of Atlantis when in Oia and enjoy the unique collection, as well as set up.

With your ritual in place, you can practice starting work once more and find it much easier to connect and focus with the tasks at hand. When finished for the day, you can equally disconnect from the workday mindset and start enjoying your time on the island. 

Travel to the area of Akrotiri where you can start your visit at the famous Red Beach. The oxidized coastline has a notable red color that sets it apart from the cerulean-colored sea and arid landscape. The pebbly beach can feel secluded even in its popularity. At the ancient city of Akrotiri, you can walk along the pathways of a Minoan city covered in ash from a massive volcanic explosion making the area the epicenter of the Atlantis myth. You can find excavated jars filled with olive oil and wine, or view the sporadically preserved frescoes that picture lilies or volcanic peaks. 

When walking through the ancient city, what artifact speaks to you? Is it a jar or a fresco, a house or a surprising piece of ephemera?. Notice the texture and shape. What are its defining features that seem to grab your attention?

If you have time, you can also visit the Akrotiri lighthouse for a fantastic view at the edge of the island.

By now you have experienced at least one Santorini sunset and understand what makes the changing colors between day and night so compelling. After work, you can trek to the top of Skaros Rock for a view many visitors don’t often have of the island and the setting sun. 

Many travelers see the sunset from Oia or take a cruise but when following the trail to the top of Skaros Rock, you will find a much different perspective on a plateau reaching out over the Aegean nearly 66 feet away from the greater cliffside. The panorama may start with the turquoise colors of the water and the Kameni Islands in the distance but can quickly shift to the burning orange and fiery red as the sun bleeds beneath the horizon. The longer you wait, the closer the color glides toward the villages of Santorini, eventually reflecting against the whitewashed houses before disappearing. 

Engage with your intention when watching the sunset. Focus on the colors, your surroundings, and also the experience of the sounds, smells, and what you feel. What feels the same or different from the sunset you watched in Oia?

St. John’s Chapel near the base of the hill also has great views. 

By now, you have firmly established your ritual and can easily start and end work while feeling supremely productive. After you disconnect, you can set your feet onto the trailhead of an ancient walkway that connects Fira to Oia. 

With plenty of sunlight left in the day, the trail hugs the cliffside giving you a tremendous mixture of panoramas sweeping over the water and textured earth, as well access to the villages not often visited between the two most notable names, especially at Imerovigli. Take your time with a coffee or flaky pastry in the village while breaking up the nearly six-mile hike. It’s also a wonderful town to enjoy the hidden alleyways and quiet restaurants tucked aside from the famous corners of the island. It may feel familiar as the home of Skaros Rock, where you watched the previous day’s sunset.

Ignore the urge to take photos. Shut off your phone for the entire trek. Enjoy your disconnection from technology and the world outside of Santorini.

You don’t have to complete the entire trek, especially if you find yourself struggling or the sun setting. Instead, take your time in Imerovigli and travel back to your accommodation from there.

The cuisine of Santorini can feel cinematic, with intense flavors bursting form simple ingredients that shine on a plate with photographic mastery. One of the best ways to celebrate the end of the work week and start of the weekend is food and Santorini can help you disconnect from work with a fantastic cooking class. 

Your chef will specialize in local cuisine and culture for a combination of the great flavor, unique heritage, and the specific characteristics that separate Santorini cuisine from other Cycladic islands. The volcanic soil intensifies the flavors of each ingredient you try and as you use the fave beans, you can learn that archeologists have found evidence that the ancient Minoans used the ingredient more than 3,500 years ago. You can make a mashed dish often topped with tomato sauce or served with fried crab before trying the local cheese made from goat’s milk.

Pay attention to the specific flavors of each ingredient and how they add to the colorful composition. Make a checklist of the flavors you notice, what you like and don’t like. Learn about your own preferences and what you can make back home.

Don’t be afraid to ask questions and take the recipes with you to show off what you made to your friends or family after your Workation package is done.

If you have the time, you can sit and enjoy the quiet morning overlooking the caldera. Each day, by giving yourself time to look over the cliffs, you can remind yourself of the spectacular beauty for which the island is known. 

Enjoy the mixture of honey and flaky filo dough or sip a rich and strong Greek coffee. Depending on the time of your flight, you may also take a morning cruise for a different perspective of the island and the changing light of day. Your Workation representative will meet you at your accommodation and guide you to the airport with plenty of time to make your flight. Why not extend your Workation package with more time in Greece or by visiting another location in Croatia or Italy? 

Practice a morning breathing exercise to help ground you on your last day of Workation. Do a series of five deep breaths by inhaling for four seconds, holding for four seconds, and exhaling for six seconds.

The Santorini airport may be small but can get crowded, especially in season. Give yourself plenty of time to arrive and get through security.

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