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  1. Home
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  3. Greece 9 Nights 10 Days Luxury 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
2 Nights Stay
Mykonos2 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
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Full Day
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Get transferred to Santorini by ferry
Santorini
2 Nights Stay
Santorini2 Nights
Day 06
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 07
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 08
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 09
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Full Day
From Chania: Elafonisi Pink Sand Beach & Elos Village Tour
Day 10
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
₹188,927/ 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 Luxury winter-escape Trip: 9 Nights & 10 Days

Embark on a transformative journey through Greece, where ancient history intertwines with stunning landscapes, all wrapped in the luxurious embrace of winter. Picture yourself exploring the cobblestone streets of Athens, sinking your toes in the pink sands of Crete, and watching mesmerizing sunsets in Santorini. This 10-day itinerary invites you to experience Greece at its finest, away from the summer crowds, allowing for intimate encounters and serene exploration.

Highlights of the Destination

  • Stand in awe beneath the Parthenon, a symbol of ancient civilization and architectural brilliance in Athens.
  • Discover Mykonos, where whitewashed buildings meet vibrant nightlife and serene beaches, perfect for relaxation.
  • Witness the stunning sunsets over the caldera in Santorini, where the beauty of nature meets the charm of local culture.
  • Explore Crete, home to mythic landscapes, rich history, and delectable Cretan cuisine.

Travel Tips for Greece

  • Dress in layers to accommodate changing temperatures, especially during winter.
  • Consider visiting popular attractions early in the morning or during weekdays to avoid crowds and truly soak in the history.
  • Sample local cuisine at tavernas off the beaten path; this is where you'll find authentic flavors and experiences.
  • Take a leisurely pace when exploring; each destination has plenty to offer, and slowing down reveals hidden gems.

Conclusion

Each day spent in Greece is a new opportunity for adventure and connection. From the breathtaking architecture of Athens to the vibrant sunsets of Santorini and the lush landscapes of Crete, this itinerary promises an unforgettable winter escape. Whether you’re sipping wine on a balcony overlooking the caldera or exploring the intricate history hidden within ancient ruins, the magic of Greece during winter offers a serene yet invigorating escape from everyday life. Dive into this luxury journey and let the enchanting spirit of Greece capture your heart.

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?

The best time to visit Greece is during the spring (April to June) and fall (September to October) when temperatures are pleasant and tourist crowds are smaller.

Is winter a good time for a trip to Greece?

Yes, winter offers a quieter experience, fewer tourists, and beautiful landscapes, making it an excellent time for a relaxed getaway.

What are the must-see attractions in Greece in winter?

Must-see attractions include the Acropolis in Athens, the caldera in Santorini, and the beaches of Crete, which are beautiful even in winter.

What type of clothing should I pack for Greece in winter?

Pack layers—comfortable clothing, a warm jacket, and sturdy shoes for exploration. Bring a hat and gloves for cooler evenings.

Can you enjoy beach activities in Greece during winter?

While summer is ideal for beach activities, winter allows for scenic walks, and some beaches offer stunning views without the crowds.

Do I need to book tours in advance during winter?

It's generally recommended to book tours in advance, especially popular ones, to ensure availability during your visit.

What local foods should I try in Greece?

Don't miss trying moussaka, souvlaki, fresh seafood, and local cheeses, as well as traditional desserts like baklava.