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Georgia 14 Nights 15 Days Family Winter Escape Itinerary

Curated by Sruthi, planned 4123+ 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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Embark on an enchanting family journey through Georgia, a gem nestled at the crossroads of Europe and Asia. This 14-night winter escape invites you and your loved ones to immerse yourselves in the rich history, stunning landscapes, and vibrant culture of this beautiful country. From the charming streets of Tbilisi to the breathtaking Caucasus Mountains, every moment is crafted for discovery and joy. As the frost glitters alongside the ancient architecture, Georgia transforms into a winter wonderland ideal for family bonding.
Highlights of the Destination
- Tbilisi’s Old Town - Stroll through cobbled streets, where each corner reveals a piece of history. Marvel at the Metekhi Church and savor the atmosphere of vibrant cafes on Chardin Street.
- Kazbegi Adventure - Experience a breathtaking drive through the Caucasus Mountains, culminating in the serene views from the Gergeti Trinity Church, surrounded by snowy peaks.
- Gudauri Ski Resort - Hit the slopes and revel in thrilling winter sports. With stunning landscapes and well-groomed runs, it’s perfect for both beginners and experienced skiers.
- Cultural Heritage Sites - Explore UNESCO World Heritage sites such as the Jvari Monastery and Svetitskhoveli Cathedral, immersing your family in Georgia’s profound religious and architectural history.
Travel Tips for Georgia
- Pack Smart - The winter months can be frigid, so ensure your family layers up with warm clothing suitable for the cold. Soft, insulated outerwear is a must.
- Local Cuisine - Don’t miss trying khachapuri, a cheese-filled bread that will warm you from the inside out. Make sure to indulge in local wines too – Georgia is known as the birthplace of wine.
- Transportation - Consider a private tour for convenience, especially when traveling with children. It ensures a smooth, enjoyable travel experience while allowing for exploration at your own pace.
- Cultural Etiquette - Georgians are known for their hospitality. A friendly greeting in Georgian, “Gamarjoba,” will endear you to locals and enhance your experience.
Conclusion
As you wrap up your 14-night family winter escape in Georgia, the memories of stunning vistas, rich history, and delightful cuisine will linger long after you've returned home. With its blend of adventure and cultural appreciation, this journey promises not just scenic beauty but a chance to strengthen family bonds and create unforgettable moments together. So grab your coats, pack your bags, and prepare for a captivating adventure in one of the world's most picturesque corners.
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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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