Cross-Border Expedition
Azerbaijan & Georgia: Silk Road to High Caucasus
From the Caspian Shore to Caucasian Glaciers
April through June, and September through November (Pleasant Caspian breezes and Kakheti grape harvest)
Private tours of 2 to 8 guests ensuring personalized border logistics and bespoke culinary access
This ten-day dual-nation expedition bridges the cosmopolitan energy of the Caspian basin with the timeless mountain traditions of Georgia. Beginning in Baku—where UNESCO-listed medieval stone alleys sit in the shadow of futuristic architecture—you will follow the ancient Silk Road trading route through Shamakhi and the artisan silk capital of Sheki before crossing the scenic frontier into Georgia.
Our dedicated operations team ensures an utterly frictionless border crossing at the Red Bridge, where your Georgian private guide and dedicated 4x4 meet you for the second chapter. Traverse the royal vineyards of Kakheti, marvel at subterranean qvevri winemaking dating back 8,000 years, and ascend the legendary Georgian Military Highway to the dramatic alpine peaks of Kazbegi and the sulfur bath alleys of Old Tbilisi.
Tour Inclusions
Dedicated professional English-speaking local guides in both Azerbaijan and Georgia
All private transportation in modern, air-conditioned 4x4 vehicles and executive sedans
VIP synchronized border crossing transfer service at Red Bridge with luggage assistance
9 nights accommodations in hand-selected 4-star and 5-star boutique hotels and historic caravanserai
Daily breakfast at all hotels plus 5 authentic regional dinners including welcome and farewell banquets
All museum entrance tickets, national park permits, and UNESCO site fees in both countries
Exclusive wine masterclasses and qvevri tastings in Kakheti and traditional tea ceremonies in Sheki
Complimentary bottled water and regional refreshments throughout all vehicle transit
Tour Exclusions
International airfare to Baku (GYD) and from Tbilisi (TBS)
Electronic entry visas for Azerbaijan and Georgia (ASAN visa fees)
Comprehensive travel and medical insurance with repatriation coverage
Lunches and dinners not explicitly specified in the itinerary
Personal expenses, laundry services, and alcoholic drinks outside tastings
Discretionary gratuities for local drivers, guides, and hotel luggage porters
Day-to-Day Expedition Route
VIP private arrival transfer to your hotel. Evening walking tour along the Caspian Boulevard and dinner at an authentic Azerbaijani restaurant overlooking the illuminated Flame Towers.
Visual Journey
Expedition Highlights
Reserve Your Journey
Ready to Traverse the Silk Road & Caucasus?
Dates are fully private and customizable to your schedule. Contact our Tbilisi desk to check seasonal availability, vehicle options, and border visa guidelines.
Azerbaijan & Georgia: Silk Road to High Caucasus
Bespoke Private Itinerary & Concierge Service