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  1. Home
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  3. Greece 14 Nights 15 Days Family 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
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
₹277,435/ 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 Family winter-escape Trip: 14 Nights & 15 Days

Embark on a remarkable 14-night family winter escape through the enchanting lands of Greece, a country where history meets stunning natural beauty. From the ancient ruins of Athens to the picturesque sunsets in Santorini, each destination offers unique adventures waiting to be uncovered by your loved ones. Imagine swimming in turquoise waters, savoring local cuisine, and wandering through charming villages, all while fostering lasting family memories.

Highlights of the Destination

  • Explore Athens’ Acropolis and its sacred landmarks, diving deep into the heart of ancient civilization.
  • Discover the stunning beauty of Mykonos, known for its vibrant beaches and charming old town, where ancient and modern blend seamlessly.
  • Marvel at the dramatic cliffs and whitewashed buildings of Santorini, a visual masterpiece best known for breathtaking views and sunset magic.
  • Unwind on Crete, Greece's largest island, where diverse landscapes showcase the rich culture, history, and mythology of the region.

Travel Tips for Greece

  • Book your major attractions in advance, especially the Acropolis, to skip long lines and make the most of your time.
  • Try local specialties such as moussaka and fresh seafood at family-run tavernas for an authentic culinary experience.
  • Use public transport or rent a scooter to explore islands at your own pace, embracing the freedom of island hopping.
  • Stay hydrated and don’t forget the sunscreen; the Greek sun can be quite intense, even in winter.

Conclusion

Greece is a land rich in stories, sights, and flavors, making it an ideal destination for a family winter escape. Every town and island has its charm, from the incredible history in Athens to the tranquil beaches of Crete. Pack your bags for an unforgettable adventure where each day unveils the beauty of Greece, creating cherished 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 best cities to visit in Greece in winter?

Athens, Mykonos, Santorini, and Crete are some of the best cities to explore during winter, offering unique experiences and beautiful sights.

How can I travel between Greek islands?

Ferries are a popular way to travel between Greek islands. You can book tickets in advance or buy them at the port.

What should I pack for a winter trip to Greece?

Light layers, a warm jacket, comfortable walking shoes, and sunscreen are recommended for a winter trip in Greece.

Is it a good time to visit Greece in the winter?

Yes, winter is a great time to visit Greece as there are fewer tourists, beautiful landscapes, and many local festivals.

What local dishes should I try in Greece?

Don't miss out on trying moussaka, souvlaki, fresh seafood, and baklava for a sweet treat.

Are any Greek islands suitable for families?

Yes, islands like Crete and Naxos are particularly family-friendly, with safe beaches and various activities.

What historical sites can I visit in Athens?

Key historical sites in Athens include the Acropolis, Parthenon, Ancient Agora, and the National Archaeological Museum.