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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
Checkout 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
Checkout of your hotel. Take the ferry to Santorini. Check-in to your new hotel.
Blue Dome And Oia Sunset Small Group Transfer
Evening
Blue Dome And Oia Sunset Small Group Transfer
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
Checkout of your hotel. Take the ferry to Crete. Check-in to your new hotel.
Evening
At leisure. Add Activity
Day 11
From Chania: Elafonisi Island Day Tour by Bus
Full Day
From Chania: Elafonisi Island Day Tour by Bus
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
Checkout 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
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹288,645/ person
Excluding Applicable Taxes
Your route
city
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 recommendPrathi, Trip to Greece

Discover Greece: 14 Nights of Winter Wonders

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
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4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
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.
hemalatha sridhar-Profile
Hemalatha Sridhar
Reviewed on :04 Sep 2023
Pickyourtrail and their team arranged a wonderful holiday in greece, covering Athens, Mykonos and Santorini for 9 days. The arrangements were to the tee and spot on. And no where did we fell stranded or shortchanged. I am impressed with their attention to detail and constant checking on us and customised the itenary to our needs. Their 24/7 support system through their app is impressive and this was a new pleasant experience for us. greece of course was beautiful as ever and i have no problem recommending them to others if travelling abroad. I wish then all the best
hemalatha sridhar-Profile
Hemalatha Sridhar
Reviewed on :04 Sep 2023
Pickyourtrail and their team arranged a wonderful holiday in greece, covering Athens, Mykonos and Santorini for 9 days. The arrangements were to the tee and spot on. And no where did we fell stranded or shortchanged. I am impressed with their attention to detail and constant checking on us and customised the itenary to our needs. Their 24/7 support system through their app is impressive and this was a new pleasant experience for us. greece of course was beautiful as ever and i have no problem recommending them to others if travelling abroad. I wish then all the best
Subrat-Profile
Subrat
Reviewed on :06 Jul 2023
We had a very pleasant experience with Pick Your Trail for our recent vacation to Greece. Starting from the pickup cabs to booking cruise to ferry tickets, everything was very well arranged. The support team was constantly available over chat to acknowledge any help that was needed. The hotels had the best view and were present at the best location.The only thing which was a little less convenient was that the pickup points scheduled for us for various activities were a little far from our hotels, so we had to book either a taxi or walk down/up the hills to be at our scheduled points.
Subrat-Profile
Subrat
Reviewed on :06 Jul 2023
We had a very pleasant experience with Pick Your Trail for our recent vacation to Greece. Starting from the pickup cabs to booking cruise to ferry tickets, everything was very well arranged. The support team was constantly available over chat to acknowledge any help that was needed. The hotels had the best view and were present at the best location.The only thing which was a little less convenient was that the pickup points scheduled for us for various activities were a little far from our hotels, so we had to book either a taxi or walk down/up the hills to be at our scheduled points.
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.
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