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Top 3 Road Trips from Tbilisi for the Weekend: Ready-to-Use Itineraries

Georgia is a paradise for road trips. In just a few hours of driving from Tbilisi, you can trade the bustling cityscape for snow-capped mountain peaks or endless vineyards. The Tripbox team has selected the 3 best weekend road trip itineraries to ensure you get the absolute most out of your journey.

Itinerary 1: The Military Georgian Road and Mighty Kazbegi

This is an absolute classic that everyone visiting Georgia must experience. The road winds through deep canyons, past turquoise reservoirs, and climbs up the Cross Pass.

• What to see: Zhinvali Reservoir, the medieval Ananuri Fortress, the confluence of the Black and White Aragvi rivers, the Russia-Georgia Friendship Monument, and the final highlight — Gergeti Trinity Church standing proud against Mount Kazbek.
• One-way distance: approximately 150 km.
• Which car to choose: The road is excellent all the way to Stepantsminda. However, if you want to drive up to the church itself or explore the rugged Truso Valley, we highly recommend renting a reliable crossover or SUV from Tripbox.

Itinerary 2: A Wine Journey to Kakheti (via the Gombori Pass)

An itinerary designed for those who love the aesthetics of ancient towns, historic castles, and, of course, the world-famous Georgian hospitality and wine.

• What to see: The scenic Gombori Pass, the ancient Ikalto Academy, Telavi (the regional capital, home to a 900-year-old giant plane tree), the iconic Chavchavadze Estate in Tsinandali, and the romantic town of Sighnaghi overlooking the Alazani Valley.
• One-way distance: about 120-150 km (depending on your specific route).
• Tripbox Tip: This route features long downhill stretches on the mountain pass. Make sure you rent a car with a thoroughly inspected braking system — at Tripbox, every vehicle undergoes a strict technical check before being handed over to clients.

Itinerary 3: Hidden Georgia — David Gareja Monastery and the Semi-Desert

If you want to experience a completely different, unexpected side of Georgia, this is the trip for you. The route takes you through Martian-like landscapes and hills resembling multi-colored rainbow mountains.

• What to see: The active 6th-century cave monastery complex of David Gareja, the colorful desert village of Udabno, and fantastic panoramic views right on the border with Azerbaijan.
• One-way distance: about 100 km.
• Which car to choose: The last 20-30 km consist of unpaved roads of varying quality. Sedans will struggle here, so we strongly recommend renting a proper 4WD SUV for the journey to David Gareja.

Choose your perfect route, book the right car on Tripbox, and start exploring the true beauty of Georgia!