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  1. Home
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  3. Greece 14 Nights 15 Days Winter Escape Itinerary
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Itinerary
Athens
3 Nights Stay
Athens3 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
Day 03
Acropolis: Premium Acropolis and Parthenon Guided Tour
Morning
Acropolis: Premium Acropolis and Parthenon Guided Tour
Noon
At leisure. Add Activity
Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide
Evening
Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide
Get transferred to Mykonos by ferry
Mykonos
3 Nights Stay
Mykonos3 Nights
Day 04
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 05
Small Group Mykonos Walk with Cruise terminalpickup
Morning
Small Group Mykonos Walk with Cruise terminalpickup
Noon to Evening
At leisure. Add Activity
Day 06
Mykonos: Guided Highlights Tour
Morning
Mykonos: Guided Highlights Tour
Noon to Evening
At leisure. Add Activity
Get transferred to Santorini by ferry
Santorini
3 Nights Stay
Santorini3 Nights
Day 07
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 08
5-Hour Winter Santorini Tour
Morning to Noon
5-Hour Winter Santorini Tour
Santorini: Catamaran Caldera Cruise with Meal and Drinks
Evening
Santorini: Catamaran Caldera Cruise with Meal and Drinks
Day 09
Santorini Port: Cruise to Volcano, Hot Springs & Thirassia
Morning to Noon
Santorini Port: Cruise to Volcano, Hot Springs & Thirassia
Evening
At leisure. Add Activity
Get transferred to Crete by ferry
Crete
3 Nights Stay
Crete3 Nights
Day 10
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 11
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Full Day
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Day 12
Chania: 7 Villages of Apokoronas Tour with Lunch
Morning to Noon
Chania: 7 Villages of Apokoronas Tour with Lunch
Evening
At leisure. Add Activity
Get transferred to Naxos Island by ferry
Naxos Island
2 Nights Stay
Naxos Island2 Nights
Day 13
Morning
Check out of your hotel. Take the ferry to Naxos Island. Check-in to your new hotel.
Noon to Evening
At leisure. Add Activity
Day 14
Morning to Noon
At leisure. Add Activity
Naxos: Wine and Mythology Sunset Tour
Evening
Naxos: Wine and Mythology Sunset Tour
Day 15
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
₹288,645/ 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 14-Night 15-Day Itinerary

Welcome to a captivating journey through Greece during its serene winter months. This 14-night itinerary invites you to wander through ancient ruins and picturesque islands while basking in the warm embrace of Greek hospitality. As you glide from bustling Athens to the tranquil beauty of Santorini and the lively shores of Mykonos, each destination offers unique stories and breathtaking vistas that will imprint lifelong memories.

Highlights of the Destination

  • Athens: Immerse yourself in history as you explore the Acropolis and its iconic Parthenon, marveling at ancient architecture and captivating legends.
  • Mykonos: Enjoy vibrant nightlife at stunning beaches, indulge in delightful restaurants, and stroll through the charming alleys of Mykonos Town.
  • Santorini: Witness the dramatic sunsets from Oia, explore the fascinating geological formations, and sample exquisite wines from local vineyards.
  • Crete: The largest island in Greece beckons with its rich history, from the Palace of Knossos to the serene beaches of Elafonisi, perfect for a peaceful retreat.

Travel Tips for Greece

  • Dress smartly; pack layers to accommodate varying winter temperatures, especially in the northern regions.
  • Book your tours in advance, especially for popular attractions such as the Acropolis, to avoid long waits.
  • Consider public transportation options like the metro in Athens to navigate the city efficiently.
  • Try local delicacies; don’t miss the chance to indulge in authentic Greek cuisine, including fresh seafood and traditional moussaka.

Conclusion

As you embrace the wonders of Greece over 14 enchanting nights, let the beauty of each view and the warmth of local interactions leave you inspired. Whether standing in awe of the Parthenon or soaking up the sunsets in Santorini, this winter journey promises to open your eyes to the magic that is uniquely Greek. Unplug from the bustle of everyday life and immerse yourself in Greece’s enchanting history, vibrant culture, and unforgettable landscapes. Embark on your winter escape now and create memories that will last a lifetime!

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 are the must-visit attractions in Athens?

Key attractions include the Acropolis, Parthenon, and the Acropolis Museum, along with the vibrant neighborhoods of Plaka and Monastiraki.

How is the weather in Greece during winter?

Winter weather in Greece can be mild, with temperatures ranging from 10°C to 15°C. Rain is possible, so bring a light jacket.

Is it safe to travel to Greece in winter?

Yes, Greece is generally safe for travelers during winter, providing a quieter and less crowded experience compared to summer.

What local dishes should I try in Greece?

Don't miss traditional dishes like moussaka, souvlaki, and Greek salad. Be sure to indulge in fresh seafood and local wines.

Are there winter festivals in Greece?

Yes, many regions celebrate Christmas and New Year's festivals with local traditions, music, and delicious food.

How can I travel between the islands?

Ferries operate regularly between islands, with advanced bookings recommended during peak travel times.

What are the best activities to do on Mykonos in winter?

In winter, enjoy quieter beaches, dine in world-class restaurants, and explore Mykonos Town's art galleries and shops.