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Georgia 5 Nights 6 Days Group Winter Escape Itinerary

Curated by Anirud Rajesh, planned 3421+ Georgia trips



Your Itinerary
Tbilisi
5 nights
Day01

Arrive in Tbilisi airport. Get transferred to your hotel.

At leisure
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Day02

From Tbilisi: Kazbegi, Gergeti Church, Ananuri & Gudauri - From Tbilisi: Kazbegi, Gergeti Church, Ananuri & Gudauri
Day03

Full day tour to Bodbe, Sighnaghi and Tsinandali Estate including private transfers
Day04

Half day Tbilisi Old City tour with Mtatsminda Park including tickets and private transfers

At leisure
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Day05

Full day tour to Bodbe, Sighnaghi and Winery Khareba including private transfers
Day06

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 TBS
Tbilisi
5N
Departure at TBS
Your trip includes
Transfers, Visa & Insurance
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Hear from a traveller who chose a similar itinerary has to say

A big thank you to the PickYourTrail team for an amazing Georgia trip. Everything was perfectly organized, and we had a fantastic experience. we look forward to booking our next trip with you. Special thanks to Mr. Mohith and Mahalakshmi.
Krithi K, Georgia
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Embark on a delightful winter escape in Georgia, a hidden gem nestled in the Caucasus. Over the course of five nights, you'll immerse yourself in vibrant Tbilisi, where the timeless charm of cobblestoned streets and a rich tapestry of history awaits. From the warmth of local hospitality to the breathtaking peaks of the Caucasus Mountains, Georgia promises a magical experience you'll cherish.
Highlights of the Destination
- Explore Tbilisi’s Old Town and admire the iconic Narikala Fortress.
- Ski in Gudauri and soak in stunning panoramic views of the Caucasus.
- Visit the charming City of Love, Sighnaghi, and learn about Georgian culinary traditions.
- Experience the serene beauty of Lake Zhinvali and the ancient Ananuri Castle.
Travel Tips for Georgia
- Dress in layers; winter in Georgia can be cold, especially in the mountains.
- Bring comfortable shoes for walking tours; Tbilisi's cobblestone streets are beautiful but uneven.
- Learn a few basic Georgian phrases, like “gamarjoba” (hello), to connect with locals.
- Plan excursions in advance, especially during peak winter season to ensure availability.
Conclusion
As your five-night journey in Georgia draws to a close, you'll have gained not just beautiful memories, but a deeper understanding of a culture that blends tradition with modernity. Whether sipping wine in a renowned vineyard or exploring the quaint villages, each day will reveal something new. Don’t miss this opportunity for adventure, friendship, and the captivating spirit of Georgia.
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Krithi K
Reviewed on: 28 Jun 2026
A big thank you to the PickYourTrail team for an amazing Georgia trip. Everything was perfectly organized, and we had a fantastic experience. we look forward to booking our next trip with you. Special thanks to Mr. Mohith and Mahalakshmi.

Swapnil Rai
Reviewed on: 18 Jun 2026
My trip to Georgia was extremely smooth and fun and very well planned, thanks to Pickyourtrail. It was a great experience- learning about a new culture, trying their food and experiencing all things local. Would really recommend Pickyourtrail to anyone who is looking to travel. They also have a live chat that is available 24*7 during the trip for any assistance. We were stuck at the airport on our way back due to the Qatar airspace being closed and were constantly connected to their agents who helped us were a great help. Thanks for the experience.

Pallavi Jogula
Reviewed on: 18 Jun 2026
Recommendation for PickYourTrail Georgia Trip (5th June) By Pallavi Jogula We recently completed a customized trip to Georgia through PickYourTrail and I must say it was a fantastic experience from start to finish! From the beginning, the trip was well-organized, and everything was clearly explained in the itinerary beforehand. The visa and travel support team were highly cooperative, and there was no need for repeated follow-ups everything was handled smoothly. During the trip, we enjoyed comfortable stays at all hotels, received a warm welcome with a cake, and had a friendly and cooperative driver with us throughout. All activities and transfers were done timely, and the entire experience was hassle-free. The destinations were truly beautiful we absolutely loved the sightseeing in Tbilisi and Batumi. Having instant 24/7 support through the app added a great layer of convenience during our journey. Special thanks to Parthiv and Shubham, our trip coordinators, who were incredibly helpful and responsive throughout right from the planning stage till the end of the trip. Highly recommend PickYourTrail for anyone planning an international holiday seamless, professional, and memorable! Thank You
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