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  1. Home
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  3. Greece 8 Nights 9 Days Luxury 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
₹177,540/ person
Excluding Applicable Taxes
Your route
city
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, Trip to Greece

Greece Luxury winter-escape Trip: 8 Nights & 9 Days

Embark on a luxurious 9-day winter escape to Greece, where sun-drenched landscapes greet you at every turn, and rich history whispers from the ruins. This itinerary invites you to explore the timeless beauty of Athens, the glamour of Mykonos, the stunning vistas of Santorini, and the diverse terrains of Crete. Picture yourself standing at the Parthenon, savoring delectable dishes in seaside taverns, and soaking in breathtaking sunsets that paint the horizon in vibrant hues.

Highlights of the Destination

  • Discover Athens' ancient treasures, from the majestic Acropolis to vibrant street markets.
  • Unwind on the celebrity-studded beaches of Mykonos while dancing the night away.
  • Immerse yourself in the iconic charm of Santorini, with its whitewashed buildings clinging to cliffs.
  • Experience Crete's dramatic landscapes and mythological sites, including the birthplace of Zeus.

Travel Tips for Greece

  • Visit museums during weekdays to avoid the weekend crowd and for a more intimate experience.
  • Consider taking guided tours in Athens to delve deeper into the rich history and stories behind each landmark.
  • Create your own walking food tour in Mykonos—don't miss local delicacies like louza and kopanisti.
  • Bring comfortable walking shoes for exploring the charming alleys of Santorini and Crete.

Conclusion

Your 9-day journey through Greece is not just a trip; it’s an immersion into a land rich with history, culture, and breathtaking landscapes. Each moment, from sipping ouzo by the beaches of Mykonos to watching the sunset over Oia, etches memories that linger long after your return home. Whether you're indulging in luxurious accommodations or exploring remote beaches, this winter escape promises to be an adventure of 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
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.
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.
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-see attractions in Athens?

In Athens, you can't miss the Acropolis, the Parthenon, and the vibrant neighborhood of Plaka, along with the National Archaeological Museum.

What is the best time to travel to Greece?

The best time to visit Greece is during the spring (April to June) and fall (September to October) for mild weather and fewer crowds.

How is the nightlife in Mykonos?

Mykonos is famous for its vibrant nightlife, featuring beach parties, high-end clubs, and renowned DJs that keep the party going until dawn.

What are some local dishes to try in Crete?

Don’t miss traditional Cretan dishes such as moussaka, dakos, and fresh seafood, paired with local wines and olive oil.

Is Santorini family-friendly?

Yes, Santorini is family-friendly with many activities for children, including beach days, historical excursions, and stunning views to enjoy together.

What should I pack for a winter trip to Greece?

Pack layers for winter visits, including a warm jacket, comfortable shoes for walking, and swimwear for occasional sunny days on the islands.

Are there guided tours available for historical sites?

Yes, guided tours are widely available in Athens and other historical sites, making it easier to explore and learn about Greece's rich history.