See Tbilisi’s old town, sip wines in Kakheti and stand beneath Mount Kazbek on a private three-day circuit that pairs city culture with high-mountain scenery. Perfect for travelers who want curated logistics with room to explore on foot.
See Tbilisi’s old town, sip wines in Kakheti and stand beneath Mount Kazbek on a private three-day circuit that pairs city culture with high-mountain scenery. Perfect for travelers who want curated logistics with room to explore on foot.
The city of Tbilisi opens like a map folded across hills and river: narrow cobbled lanes spill down from Narikala fortress, a glass-and-steel Bridge of Peace crosses the Kura, and beyond the skyline the Caucasus rise, raw and sudden.
Verified experiences and guided adventures in the surrounding area.
Operated by Visit Georgia with George · Tbilisi, Tbilisi
The city of Tbilisi opens like a map folded across hills and river: narrow cobbled lanes spill down from Narikala fortress, a glass-and-steel Bridge of Peace crosses the Kura, and beyond the skyline the Caucasus rise, raw and sudden.
This private three-day itinerary threads city culture with highland geology and hundreds of years of vineyard labor. Day one moves through Old Tbilisi—sulfur baths, Metekhi Church and Rustaveli Avenue—where Ottoman, Persian and Russian influences meet in stone and wrought iron. Day two heads east into Kakheti, Georgia’s wine country, where millennia-old qvevri fermentation lives alongside modern wineries in the arid river valleys and terraced slopes. Day three climbs the Georgian Military Highway toward Kazbegi, crossing Jinvali Reservoir and Ananuri fortress before the Gergeti Trinity Church perches beneath Mount Kazbek’s glaciated shoulders.
Travelers should expect short urban walks, winery visits with cellar tunnels, and roadside pullouts with sweeping mountain views. Roads are paved but mountain weather can change quickly; layers and a warm jacket for Gudauri are practical. Guides typically handle logistics—hotel pickup, drop-off and local insights—leaving visitors to focus on tasting, photography and easy hikes around viewpoints.
Practical tips: schedule flights with buffer time for mountain traffic, bring photocopies of passports for winery tastings, and allow extra camera battery life for long light on the high ridges. This itinerary balances cultural depth and alpine scenery, suitable for travelers who want big-picture Georgia in three structured, private days.
easy.
3 days.
Light activity and short walks; suitable for most fitness levels with basic mobility.
Yes—private pickup and drop-off in Tbilisi are included; specify your hotel or arrival point when booking.
Visits are included but specific tasting fees vary by winery; confirm which tastings are included with the operator.
This is a private tour and can usually be tailored—request changes to timing or specific stops when booking.
The tour is rated easy with short walks; however, steep cobbles and high-altitude viewpoints may be challenging—advise the operator of any mobility needs in advance.
Georgia’s wine culture dates back thousands of years with qvevri fermentation; the Georgian Military Highway has linked the South Caucasus with the north since medieval times, accumulating strategic forts like Ananuri.
Mountain meadows and vineyards are susceptible to erosion and over-visitation—stay on roads and paths, support small family wineries, and pack out waste.
Visit Georgia with George operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




The city of Tbilisi opens like a map folded across hills and river: narrow cobbled lanes spill down from Narikala fortress, a glass-and-steel Bridge of Peace crosses the Kura, and beyond the skyline the Caucasus rise, raw and sudden.
The city of Tbilisi opens like a map folded across hills and river: narrow cobbled lanes spill down from Narikala fortress, a glass-and-steel Bridge of Peace crosses the Kura, and beyond the skyline the Caucasus rise, raw and sudden.
This private three-day itinerary threads city culture with highland geology and hundreds of years of vineyard labor. Day one moves through Old Tbilisi—sulfur baths, Metekhi Church and Rustaveli Avenue—where Ottoman, Persian and Russian influences meet in stone and wrought iron. Day two heads east into Kakheti, Georgia’s wine country, where millennia-old qvevri fermentation lives alongside modern wineries in the arid river valleys and terraced slopes. Day three climbs the Georgian Military Highway toward Kazbegi, crossing Jinvali Reservoir and Ananuri fortress before the Gergeti Trinity Church perches beneath Mount Kazbek’s glaciated shoulders.
Travelers should expect short urban walks, winery visits with cellar tunnels, and roadside pullouts with sweeping mountain views. Roads are paved but mountain weather can change quickly; layers and a warm jacket for Gudauri are practical. Guides typically handle logistics—hotel pickup, drop-off and local insights—leaving visitors to focus on tasting, photography and easy hikes around viewpoints.
Practical tips: schedule flights with buffer time for mountain traffic, bring photocopies of passports for winery tastings, and allow extra camera battery life for long light on the high ridges. This itinerary balances cultural depth and alpine scenery, suitable for travelers who want big-picture Georgia in three structured, private days.