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Georgia 14 Nights 15 Days Luxury Winter Escape Itinerary
Curated by Anirud Rajesh, planned 3421+ Georgia trips
Your Itinerary
Tbilisi
14 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
Half day tour to Chronicles of Georgia including private transfers
At leisure
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Day07
Half day Tbilisi City tour with Chronicles of Georgia including tickets and private transfers
At leisure
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Day08
Half day tour to Mtskheta, Jvari including tickets and private transfers
At leisure
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Day09
Full day tour to Bodbe, Sighnaghi and Chronicles of Georgia including private transfers
Day10
Full day tour to Uplistsikhe Cave, Borjomi including tickets and private transfers
Day11
Full day tour to Ananuri, Gudauri and Kazbegi including private transfers
Day12
Full day tour to Ananuri and Gudauri including private transfers
Day13
Half day tour to Dashbashi Canyon including tickets and private transfers
Day14
Full day tour to Mtskheta, Gori, Uplistsikhe Cave including tickets and private transfers
Day15
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
14N
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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Experience a luxury winter escape like no other in Georgia, where the charm of Tbilisi meets the awe-inspiring landscapes of the Caucasus Mountains. This meticulously crafted 14-night itinerary invites you to indulge in the rich culture, vibrant history, and breathtaking scenery of this remarkable country. From the cobbled streets of Tbilisi to the snowy peaks of Gudauri, every day promises an adventure filled with unforgettable moments and experiences.
Highlights of the Destination
- Explore Tbilisi's Old Town, where ancient fortresses and art nouveau architecture coexist harmoniously.
- Visit the stunning Jvari Monastery, a UNESCO World Heritage site, offering panoramic views of Mtskheta.
- Experience the thrilling Gudauri ski resort, perfect for both skiing enthusiasts and those wishing to soak in the mountain scenery.
- Discover the historical significance of the ancient city of Uplistsikhe, carved into rock for millennia.
Travel Tips for Georgia
- Pack warm clothes as winter temperatures can plunge, especially in the mountains.
- Ensure you try local dishes such as khachapuri and khinkali; Georgian cuisine is a delightful experience.
- Book private transfers in advance to maximize comfort during your travels.
- Embrace the local customs; Georgians are known for their warm hospitality, which adds a unique flair to your journey.
Conclusion
Georgia stands as a winter wonderland, inviting travelers to delve into its rich history, stunning landscapes, and lively culture. This 14-night luxurious itinerary perfectly encapsulates why Georgia deserves a spot on every traveler's bucket list. Whether you’re strolling through Tbilisi’s enchanting streets, skiing the slopes of Gudauri, or savoring a culinary feast, you are bound to create memories that will last a lifetime.
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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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