Suggested Itinerary: Istanbul to Sofia via the Long Route


(Turkey) Istanbul – Edirne (Bulgaria) – Plovdiv – Bansko – Rila – Sofia


Edirne is a worthwhile stop on the route up from Istanbul to Bulgaria. The city sees few tourists, has some excellent cuisine (Edirne is known for its thinly-sliced calf’s liver) and some great sights including the must-see UNESCO-listed Selimiye Mosque. There are direct buses to Plovdiv, which is one of Bulgaria’s most liveable cities in our opinion.

As well as exploring the city, we did a couple of day trips out of Plovdiv (Bachkovo monastery and Perushtitsa) before taking the train to Septemvri, from where we connected with the Septemvri–Dobrinishte narrow-gauge railway to Bansko. In all honesty, the rail journey was too long for us (about 6 hours in total) but it passed through some lovely countryside and didn’t arrive into Bankso too late in the day. There is little going on in the ski resort of Bansko in the summer months but the main square is still active and accommodation is a real bargain at that time of year.

Blagoevgrad is the jumping off point for the orthodox monastery of Rila. Once there, you have the choice of either staying at the monastery itself or in the village of the same name and using that as a base for a visit. We chose the latter, but wished we had decided to sleep at the monastery instead – it’s the best way to avoid the crowds and also affords the opportunity for a bit if hiking in the surrounding countryside. Whichever you decide, Rila is a special place and from there getting to Sofia by bus (via Blagoevgrad) is straightforward.

Number of countries: 2

Number of UNESCO sites: 3

Best time to travel: May to October

Recommended duration: 8-10 days excluding time in Istanbul and Sofia

Best places to slow the itinerary down: Plovdiv and Bankso

Mode of transport: Bus and one train journey


Selimiye Mosque in Edirne

Mooching around Plovdiv

Rila Monastery

The Septemvri–Dobrinishte narrow-gauge railway (if you can work it so that you aren’t on the train for the full duration of the journey)

Istanbul and Sofia – both are excellent cities


There are numerous options once you are in Sofia

See more of Bulgaria 

Head north to Romania – you may want to read our suggested itinerary: Sofia to Bucharest overland

…or south to Greece

Travel to Varna and then take the ferry to Batumi in Georgia

Discover more of the Balkans via either Serbia or Macedonia



More information including timetables and fare for the Septemvri – Dobrinishte Narrow Gauge Railway.

Balkan Viator is a useful resource for finding bus and train schedules in the region, although it’s not 100% reliable so double-check timings locally.

Depending on our itinerary and destination, sometimes/often we find our accommodation as we go, particularly in smaller places. In big cities, for slightly longer stays, during peak season or just when we’re being a bit more organised, we tend to make a reservation in advance using

There are several options for guidebooks to this part of the world but we’ve always used Lonely Planet and it’s hard to change a habit of a lifetime!

Romania & Bulgaria travel guide | Turkey travel guide

And if you need a few more reasons to follow this itinerary…

Istanbul, Turkey

Selimiye Mosque Edirne, Turkey

Plovdiv, Bulgaria

Bachkovo, Bulgaria

Bansko to Septemvri railway, Bulgaria

Bansko, Bulgaria

Rila Monastery, Bulgaria

Alexander Nevsky Cathedral Sofia, Bulgaria

Sofia, Bulgaria

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