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  1. Home
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  3. Greece 8 Nights 9 Days Winter Escape Itinerary
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Itinerary
Athens
2 Nights Stay
Athens2 Nights
Day 01
Morning
Arrive in Athens airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Athens: Discover Acropolis and Parthenon on a Guided Tour
Morning
Athens: Discover Acropolis and Parthenon on a Guided Tour
Noon
At leisure. Add Activity
Athens: City Sightseeing Hop-On Hop-Off Bus Tour
Evening
Athens: City Sightseeing Hop-On Hop-Off Bus Tour
Get transferred to Mykonos by ferry
Mykonos
2 Nights Stay
Mykonos2 Nights
Day 03
Morning
Check out of your hotel. Take the ferry to Mykonos. Check-in to your new hotel.
Noon
At leisure. Add Activity
Mykonos Old Town Historic and Cultural Walking Tour.
Evening
Mykonos Old Town Historic and Cultural Walking Tour.
Day 04
Small Group Mykonos Walk with Cruise terminalpickup
Morning
Small Group Mykonos Walk with Cruise terminalpickup
Noon to Evening
At leisure. Add Activity
Get transferred to Santorini by ferry
Santorini
2 Nights Stay
Santorini2 Nights
Day 05
Morning to Noon
Check out of your hotel. Take the ferry to Santorini. Check-in to your new hotel.
Blue Dome Photo Stop & Oia Village Tour (Small Group)
Evening
Blue Dome Photo Stop & Oia Village Tour (Small Group)
Day 06
5-Hour Winter Santorini Tour
Morning to Noon
5-Hour Winter Santorini Tour
Evening
At leisure. Add Activity
Get transferred to Crete by ferry
Crete
2 Nights Stay
Crete2 Nights
Day 07
Morning
At leisure. Add Activity
Noon
Check out of your hotel. Take the ferry to Crete. Check-in to your new hotel.
Evening
At leisure. Add Activity
Day 08
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Full Day
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Day 09
Morning
At leisure. Add Activity
Noon to Evening
Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
Add trip details
₹166,285/ person
Excluding Applicable Taxes
Your route
city
A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.Ramesh K, Trip to Greece

Greece winter-escape: A 8-Night 9-Day Itinerary

Greece in winter offers a unique charm, blending historical wonder with stunning landscapes. Imagine wandering through the ancient streets of Athens, where the Acropolis stands unyielding against the winter sky, or strolling along the dramatic cliffs of Santorini, with the caldera painted in hues of blue and white. The silence of winter transforms the islands into a tranquil retreat, making this 8-night journey an idyllic escape from the mundane. Let's embark on this enchanting adventure across Athens, Mykonos, Santorini, and Crete, soaking in culture, history, and breathtaking views.

Highlights of the Destination

  • Explore the UNESCO World Heritage-listed Acropolis and Parthenon in Athens, where ancient history comes alive.
  • Discover the captivating village of Oia in Santorini, renowned for its stunning sunsets and iconic blue-domed churches.
  • Experience the vibrant nightlife and beautiful beaches of Mykonos, where glamour meets traditional charm.
  • Relax on the pink sands of Elafonissi Beach in Crete, a natural paradise that beckons visitors year-round.

Travel Tips for Greece

  • Visit major attractions early in the morning to avoid crowds, especially in Athens.
  • Dress in layers; winter temperatures may vary significantly between day and night.
  • Don’t forget cash; while many places accept cards, some local spots prefer cash transactions.
  • Embrace local cuisine with traditional dishes like moussaka and baklava at local tavernas for an authentic dining experience.

Conclusion

With its historical treasures and captivating landscapes, Greece is a gem waiting to be uncovered, especially during the quiet beauty of winter. This 8-night itinerary allows you to capture the essence of this magnificent country while enjoying its serene atmosphere. Whether you are exploring ancient ruins, wandering through picturesque villages, or relaxing by the sea, each moment is a reminder of Greece's timeless allure.

See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
Inclusion card
4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
Ramesh K-Profile
Ramesh K
Reviewed on :18 Jun 2026
A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.
Ramesh K-Profile
Ramesh K
Reviewed on :18 Jun 2026
A vacation to Greece was expertly prepared by the Pickyourtrail team! Very pleased with the timely visa assistance and on-trip service. These men are in their youth and are excellent planners. While travelling, you must have their app so you may mail them if you have any needs. When we had a few navigational questions, the support staff also assisted us. In Greece, we had a terrific time.
vishal shekhar-Profile
Vishal Shekhar
Reviewed on :18 Jun 2026
Prices were competitive and got a great deal. Our requests were accommodated. Great work by Sowmya at PYT. Definately opting for PYT for next trip. 2nd Trip Edit- Had a great trip to Greece. Loved the on-trip support. Akshay really helped me plan the best customized package and was proactive in responding to all my queries. Had good visa support from Afroz as well. Keep up the good work.
vishal shekhar-Profile
Vishal Shekhar
Reviewed on :18 Jun 2026
Prices were competitive and got a great deal. Our requests were accommodated. Great work by Sowmya at PYT. Definately opting for PYT for next trip. 2nd Trip Edit- Had a great trip to Greece. Loved the on-trip support. Akshay really helped me plan the best customized package and was proactive in responding to all my queries. Had good visa support from Afroz as well. Keep up the good work.
Prathi-Profile
Prathi
Reviewed on :11 Dec 2025
We had a wonderful experience with Pickyourtrail with our Greece holiday, everything was planned well according to our choices, during the trip constant support was offered, all the hotels, activities were great and we had a wonderful time. Would definitely love to book more holidays with Pickyourtrail, highly recommend
Prathi-Profile
Prathi
Reviewed on :11 Dec 2025
We had a wonderful experience with Pickyourtrail with our Greece holiday, everything was planned well according to our choices, during the trip constant support was offered, all the hotels, activities were great and we had a wonderful time. Would definitely love to book more holidays with Pickyourtrail, highly recommend
KALPAKAM GOPALAKRISHNAN-Profile
Kalpakam Gopalakrishnan
Reviewed on :11 Feb 2025
Our Greece trip with pickyourtrail was amazing. Service during the trip was commendable. Although there was a timing mismatch from vendors end, pickyourtrail ensured that our plans went thru. Their team connected with us to see that everything was smooth. They compensated us for the last minute charges. For a short while when there was some problem with my app, the team established alternative connectivity thru my whatsapp. Overall, I felt it was very trustworthy and felt at ease to travel with them in future.
KALPAKAM GOPALAKRISHNAN-Profile
Kalpakam Gopalakrishnan
Reviewed on :11 Feb 2025
Our Greece trip with pickyourtrail was amazing. Service during the trip was commendable. Although there was a timing mismatch from vendors end, pickyourtrail ensured that our plans went thru. Their team connected with us to see that everything was smooth. They compensated us for the last minute charges. For a short while when there was some problem with my app, the team established alternative connectivity thru my whatsapp. Overall, I felt it was very trustworthy and felt at ease to travel with them in future.
p varun kajava-Profile
P Varun Kajava
Reviewed on :04 Oct 2024
Pickyourtrail I am using their services for 2nd time this time it was Greece and the team entirely supported through the journey. Great support throughout the journey. Always recommended
p varun kajava-Profile
P Varun Kajava
Reviewed on :04 Oct 2024
Pickyourtrail I am using their services for 2nd time this time it was Greece and the team entirely supported through the journey. Great support throughout the journey. Always recommended
namita rao-Profile
Namita Rao
Reviewed on :09 Sep 2024
Pick Your Trail turned out to be good choice to plan our vacation (for 4 friends from 4 different locations) to Greece right from drafting the itinerary to visa guidance, ticketing and on ground support in Greece. But for their app which created initial hurdles, their executives were friendly, approachable guided us well at all stages. I would certainly suggest PYT to my friends and relatives.Thank you PYT for making our vacation special.
namita rao-Profile
Namita Rao
Reviewed on :09 Sep 2024
Pick Your Trail turned out to be good choice to plan our vacation (for 4 friends from 4 different locations) to Greece right from drafting the itinerary to visa guidance, ticketing and on ground support in Greece. But for their app which created initial hurdles, their executives were friendly, approachable guided us well at all stages. I would certainly suggest PYT to my friends and relatives.Thank you PYT for making our vacation special.
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What is the best time to visit Greece in winter?

The best time to visit Greece in winter is from November to March, with milder temperatures and fewer tourists.

Is it safe to travel to Greece during winter?

Yes, Greece is generally safe to travel during winter, but it's advisable to check local guidelines and weather conditions.

What should I pack for a winter trip to Greece?

Pack layers, a good jacket, comfortable walking shoes, and a camera for capturing beautiful landscapes.

Are there any major festivals in Greece during winter?

Yes, the Greek Orthodox Christmas and New Year's celebrations include unique local traditions and events across the country.

Can you visit the beaches in Greece during winter?

While the weather may not be ideal for swimming, many beaches are still beautiful for long walks and photography.

What is the local cuisine to try in Greece?

Be sure to try moussaka, souvlaki, baklava, and fresh seafood dishes at local tavernas.

How can I travel between the Greek islands in winter?

Ferries operate between the islands, but schedules may be limited in winter; it's advisable to check in advance.