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  1. Home
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  3. Greece 14 Nights 15 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
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
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Full Day
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Day 06
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
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
Evening
At leisure. Add Activity
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
₹295,279/ 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: 14 Nights & 15 Days

Imagine strolling through ancient ruins as the sun sets over breathtaking landscapes, indulging in gourmet cuisine, and experiencing hospitality that feels like family. Greece in winter offers a unique charm, transforming iconic destinations like Athens, Mykonos, Santorini, Crete, and Naxos into serene havens. With 14 nights to delve into its rich culture, breathtaking vistas, and extravagant comforts, this journey is perfect for travelers seeking a luxurious escape from the everyday.

Highlights of the Destination

  • Athens: Home to the Acropolis, this city is a treasure trove of history and culture, where each step unveils layers of ancient civilization.
  • Mykonos: Known for its vibrant nightlife and beautiful beaches, Mykonos becomes a quieter sanctuary in winter, perfect for leisurely explorations.
  • Santorini: The island's stunning caldera views are even more mesmerizing under the soft winter light, offering photo opportunities at every turn.
  • Crete: Greece's largest island boasts diverse landscapes from sandy beaches to rugged mountains, along with rich mythological history that captivates.

Travel Tips for Greece

  • Pack layers: Winter temperatures can be cool, especially in the evenings, so bring comfortable clothing to layer.
  • Explore local cuisine: Each destination offers unique flavors; don’t miss traditional tavernas for true Greek dishes.
  • Embrace the off-peak hours: Visit popular spots early in the day or during sunset to enjoy them without the crowds.
  • Stay connected: Many hotels and cafes offer free Wi-Fi, but consider a local SIM to navigate easily throughout your trip.

Conclusion

Greece is undeniably magical, and experiencing it in winter reveals a side often overlooked by the summer crowds. From the ancient stones of Athens to the tranquil beaches of Crete, this 14-night luxury escape is a journey through time and beauty that promises to be unforgettable. Breathe in the history, savor the flavors, and allow the sights to linger in your heart long after your winter escape ends.

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 best times to visit Greece?

The best times to visit Greece are during the spring (April to June) and fall (September to October) when the weather is pleasant, and tourist crowds are fewer.

Is Greece safe for travelers?

Yes, Greece is generally considered safe for travelers. It's advisable to follow common travel safety precautions, especially in crowded tourist areas.

What language is spoken in Greece?

The official language is Greek, but English is widely spoken, especially in tourist areas.

What is traditional Greek food like?

Traditional Greek food includes fresh vegetables, olive oil, grains, and meats, featuring dishes like moussaka, souvlaki, and baklava.

Do I need a visa to travel to Greece?

Visa requirements depend on your nationality. Citizens of the EU, US, Canada, and several other countries can enter Greece without a visa for short stays.

What currency is used in Greece?

The currency used in Greece is the Euro (€).

What should I pack for a trip to Greece in winter?

Pack layers, a warm jacket, comfortable walking shoes, and items for potential rain to stay comfortable during your visit.