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Silk Road & Wine Road — 9 Days: Baku to Tbilisi through Sheki and Kakheti

5.0· 2 reviews 9 days / 8 nights Max 10 guests English-speaking local guide
Free cancellationUp to 30 days before departure
Instant confirmationBook online, confirmed right away
Small groupMax 16 guests, solo travellers welcome
Live local guideEnglish · German & French on request
Airport pickup includedMeet & greet with a name sign
24/7 support on tourYour coordinator is one message away

Overview

Overland from the Caspian to the Caucasus: Baku and Gobustan, the Silk Road towns of Shamakhi and Sheki, the Lagodekhi border crossing, and then Georgia’s Kakheti wine province — Signagi, Alaverdi, a supra in a family cellar — before finishing in Tbilisi with a day to Kazbegi. One guide for each country, hand-over at the border, and the oldest wine culture in the world at the end of the road.

Highlights

—Baku Old City, Gobustan and the mud volcanoes
—A night in Sheki’s caravanserai
—The Lagodekhi border crossing on foot
—Signagi and a qvevri supra in Kakheti
—Old Tbilisi and the sulphur baths
—Gergeti Trinity church under Mount Kazbek

Is this trip for you?

Good for
  • Travellers who want two countries without a flight
  • Wine people — Kakheti is the finale
  • Anyone continuing to Armenia (add our 5-day Highlights from Tbilisi)
Maybe not for you if
  • You want Svaneti or the Black Sea
  • You dislike border crossings on foot with your luggage

Our honest opinion

+What we love about it
  • The Sheki → Signagi day is the best single day on the Caucasus road
  • Two guides, two cuisines, one trip
−What to be ready for
  • The Lagodekhi border can take an hour at weekends
  • Day 3 is long

Add Armenia: Tbilisi → Haghpat → Dilijan → Yerevan is a 2-day extension we run constantly.

The trip in numbers

Hotel changes5 hotels, 1 caravanserai
Longest transfer5 h by road (Baku → Sheki)
Walking per day3–6 km a day
Best time to goMay · late September (harvest)
Better to avoidJanuary–February
A typical dayStart 9:00

Your route

Line style shows how you travel each leg: solid = train, dotted = car, dashed = flight.

Day by day

Airport pickup; the Old City and the Flame Towers at night.

Stay · Hotel in BakuMeals · Dinner

What’s included

Accommodation8 nights in hand-picked hotels in or beside the historic centres, breakfast included
TransportPrivate car with driver and all transfers
GuidesYour own English-speaking driver-guide throughout; other languages on request
ExperiencesAll entrance fees to the sites and museums in the programme
MealsDaily breakfast, 5 dinners and the lunches shown in the day-by-day
SupportVisa support letters where needed and a 24/7 online coordinator throughout

What’s not included

FlightsInternational flights to and from the region — we’re happy to advise on routes
InsurancePersonal travel insurance; we can recommend trusted providers
Some mealsLunches and most dinners are free choice — your guide knows the best tables

Where you’ll stay

Baku old city hotel
Baku · 2 nights★★★★
Sheki caravanserai hotel
Sheki · 1 nights★★★
Signagi hotel
Signagi · 1 nights★★★★
Telavi wine estate
Telavi · 1 nights★★★★
Boutique hotel, old Tbilisi
Tbilisi · 3 nights★★★★

Or equivalent, depending on season. Hotels are inside or beside the historic centres wherever the town has one.

Traveller reviews

5.0
Overall rating based on 2 reviews
Itinerary5.0
Transport4.5
Guides5.0
Accommodation4.0
Food5.0
Value for money4.5

What guests wrote

“Baku to Tbilisi overland with two guides, two cuisines and the Lagodekhi border crossed on foot with our suitcases — which sounds dreadful and took twenty minutes. The Azerbaijan half is fascinating; the Georgian half is delicious. Finishing with a day in Kazbegi was the perfect last chapter. Both guides (Elvin and Mariam) were outstanding.”

Caroline Dubois-Martin · FranceSeptember 2026

“Two very different countries in one well-planned trip. The Sheki–Signagi day was my favourite: palace in the morning, border at lunch, a Georgian winery by afternoon. Hotels good throughout. Slightly expensive for two people; cheaper in a group of four.”

Pavel Novák · Czech RepublicJune 2026 via Google
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Good to know

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from$1,080