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  1. Home
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  3. Greece 8 Nights 9 Days Group 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
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
2 Nights Stay
Mykonos2 Nights
Day 03
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 04
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Full Day
Mykonos: Delos Boat Transfer with Cell Phone Audioguide
Get transferred to Santorini by ferry
Santorini
2 Nights Stay
Santorini2 Nights
Day 05
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 06
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
Get transferred to Crete by ferry
Crete
2 Nights Stay
Crete2 Nights
Day 07
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 08
From Chania: Elafonisi Island Day Tour by Bus
Full Day
From Chania: Elafonisi Island Day Tour by Bus
Day 09
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
₹165,643/ 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: 8 Nights Group Winter Escape Itinerary

Embarking on an 8-night Group Winter Escape to Greece is a journey of soul-stirring beauty and rich history. From the ancient wonders of Athens to the sun-kissed shores of Mykonos, Santorini, and Crete, this itinerary is packed with intimate experiences and captivating sights. Imagine watching the sunset over the caldera in Santorini or wandering through the winding lanes of Mykonos—each moment is designed to create lasting memories while immersing yourself in Greek culture and hospitality.

Highlights of the Destination

  • Explore the jaw-dropping Acropolis in Athens, where history whispers through every stone.
  • Party at the famous Paradise Beach in Mykonos, known for its dynamic nightlife and vibrant beach bars.
  • Venture into the awe-inspiring caldera of Santorini, with its striking views and stunning sunsets that feel straight out of a postcard.
  • Unwind on the beautiful beaches of Crete, the largest island in Greece, where ancient ruins and natural beauty collide.

Travel Tips for Greece

  • Don’t forget your camera! Greece is visually stunning; every corner offers picture-perfect moments.
  • Wear comfortable shoes when exploring ancient sites—they can involve a fair amount of walking.
  • Embrace the local cuisine: savor traditional Greek dishes like moussaka and baklava at family-run tavernas.
  • Learn a few simple Greek phrases; locals appreciate it and it enriches the travel experience.

Conclusion

Greece in winter is a unique escape, offering a peaceful charm compared to the bustling summer months. This 8-night trip provides the perfect blend of adventure and relaxation, allowing you to dive deep into the culture, history, and breathtaking scenery. Whether it's the vibrant streets of Athens or the serene sunsets in Santorini, this itinerary offers a winter highlight reel that will resonate long after your journey 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
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 is included in the 8 Nights Greece itinerary?

The itinerary includes hotel accommodations, airport transfers, select meals, guided tours, and leisure activities at iconic locations.

Is this trip suitable for families?

Yes! This group winter escape is great for families and offers a mix of educational and fun activities suitable for all ages.

When is the best time to visit Greece in the winter?

Winter months, specifically December to February, provide milder weather, fewer crowds, and unique cultural experiences.

Are flights to Greece included in the package?

No, flights are not included in the package; you'll need to arrange your own transportation to and from Greece.

What should I pack for this winter trip to Greece?

Pack layers, a warm jacket, comfortable walking shoes, and your cameras for capturing the stunning scenery.

Will there be opportunities for shopping in Greece?

Absolutely! You will have time to explore local shops, markets, and unique boutiques in each destination.

Is travel insurance recommended for this trip?

Yes, travel insurance is highly recommended to cover any unexpected events or cancellations during your travel.
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