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Greece 10 Nights 11 Days Winter Escape Itinerary

Curated by Narmada, planned 1950+ Greece trips



Your Itinerary
Athens
3 nights
Day01

Arrive in Athens airport. Get transferred to your hotel.

At leisure
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Day02

Athens: Discover Acropolis and Parthenon on a Guided Tour - Shared Group Tour without Entry Tickets

At leisure
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Athens: City Sightseeing Hop-On Hop-Off Bus Tour - 24-Hour Hop-On Hop-Off Bus Tour - Athens Line
Day03

Acropolis: Premium Acropolis and Parthenon Guided Tour - Shared English Guided Tour without Entry Ticket

At leisure
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Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide - Athens: Cape Sounio & Poseidon Temple Trip with Audio Guide
Get transferred to Mykonos by ferry
Mykonos
3 nights
Day04

Check out of your hotel. Take the ferry to Mykonos. Check-in to your new hotel.

At leisure
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Mykonos Old Town Historic and Cultural Walking Tour. - Mykonos Old Town Historic and Cultural Walking Tour.
Day05

Mykonos: Delos Boat Transfer with Cell Phone Audioguide - Mykonos : Delos Boat Transfer with Audioguide on your Phone
Day06

Small Group Mykonos Walk with Cruise terminalpickup - Small Group Mykonos Walk with Cruise terminal pick up

At leisure
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Get transferred to Santorini by ferry
Santorini
2 nights
Day07

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) - Blue Dome Photo Stop & Oia Village Tour (Small Group)
Day08

5-Hour Winter Santorini Tour - 5-Hour Winter Santorini Tour

At leisure
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Get transferred to Crete by ferry
Crete
2 nights
Day09

At leisure
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Check out of your hotel. Take the ferry to Crete. Check-in to your new hotel.

At leisure
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Day10

From Chania: Elafonisi Pink Sand Beach & Elos Village Tour - Elafonisi Island Day Tour by Bus From Chania
Day11

At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
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/ person
Excluding Applicable Taxes
Your route
Arrival at ATH
Athens
3N
Transfer by ferry
Mykonos
3N
Transfer by ferry
Santorini
2N
Transfer by ferry
Crete
2N
Departure at CHQ
Your trip includes
Transfers, Visa & Insurance
Tell us your dates, travel group, and departure city to view all inclusion details
Hear from a traveller who chose a similar itinerary has to say

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, Greece
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Experience the enchanting beauty of Greece in winter, a time when the ancient lands are less crowded and filled with serenity. From the sun-kissed shores of Mykonos to the breathtaking caldera views of Santorini, this 10-night itinerary offers an immersive journey through Greece's vibrant culture and history. Imagine strolling through the cobblestone streets where myth and reality intertwine, tasting local dishes that elevate Greek cuisine, and exploring historical landmarks that whisper stories from centuries past.
Highlights of the Destination
- Athens: Marvel at the Acropolis, the iconic symbol of ancient Greece, and delve into the narratives of Greek mythology.
- Mykonos: Discover the contrasting charm of lively beaches and tranquil town, characterized by its charming windmills and vibrant nightlife.
- Santorini: Experience the stunning sunsets in Oia and explore the island's unique volcanic landscape dotted with whitewashed buildings.
- Crete: Enjoy the rich heritage of Greece's largest island while exploring the historical ruins of Knossos and relaxing on pristine beaches.
Travel Tips for Greece
- Visit historical sites early in the day to avoid crowds and capture stunning photographs in the soft morning light.
- Engage with locals – be it at tavernas or markets, they're usually eager to share stories and recommendations.
- Pack layers! The winter months can be chilly, especially in the evenings, so be prepared for varying temperatures.
- Consider using public transport in cities like Athens to experience every bit of local life; it's often more convenient than taxis.
Conclusion
Greece in winter invites you to experience its treasures without the hustle and bustle of the peak tourist seasons. This 10-night adventure not only showcases the rich tapestry of Greece's history but also offers a chance for rejuvenation against a backdrop of stunning landscapes. Whether it's hiking through Crete's rugged terrains or sipping wine while watching the sunset in Santorini, your winter escape awaits.
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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
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
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
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
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
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
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
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.

Amith M
Reviewed on: 06 May 2023
Awesome Guys. Without your support I don’t think so I could plan my 🇬🇷Greece vacation planned so memorable. Thanks a lot

Ramesh K
Reviewed on: 15 Jul 2022
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.
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