Kotor is one of the easiest solo cities on the Adriatic: the Old Town is a car-free 300-metre maze where you keep bumping into the same faces, hostels run nightly communal dinners, and the walls, the Ladder of Kotor and the bay road are all doable alone.
A 13th-century Cattaro palace turned hostel, with a stone courtyard bar that doubles as Kotor's solo-traveller living room. Dorms from about €18-25, private rooms €55+. Staff run walking intros and a nightly rakija round at 21:00.
The small square where Kotor's semi-feral cats sun themselves, plus a one-room museum of cat prints and postcards donated by a Venetian countess. Entry €1, open roughly 10:00-18:00. Locals stop to feed the cats and will happily talk to you.
The residential quarters either side of the walls, where Kotor actually lives. Dobrota's flat waterfront path runs about 7 km north past stone captains' houses, swimming ladders and benches. Free, lit at night, and busy with local walkers until late.
A tiny stone-vaulted bar on the Arms Square with outdoor stools and a mixed crowd of expats, seasonal workers and locals. Nikšićko draught around €2.50, wine €3. Solo drinkers at the bar are normal here and the barmen speak English.
Half-day guided paddle along the bay's edge to the sunken village ruins and a swim stop, in groups of 6-10, so you are never alone on the water. Around €35-45 including kayak, dry bag and guide. Single kayaks available, no experience needed.
Kotor's workhorse bakery where builders, students and shopkeepers queue for burek and sirnica. A slab of meat burek with yoghurt runs about €2.50 and eating it standing at the counter is exactly what everyone else does.
A small cellar tasting room pouring Montenegrin Vranac and Krstač with the owner talking you through Plantaže and boutique Crmnica growers. Flights of four wines around €12-18 with cheese and pršut. Bar seating suits one person.
A courtyard bar behind the cinema square with live acoustic sets and DJs several nights a week, a young Kotor crowd and cheap spirits from about €3. Standing room means no awkward solo table and conversations start over the music.
The old Austro-Hungarian mule trail zigzags roughly 70 switchbacks up from Kotor towards Krstac. Start at the trailhead behind the Škurda river, pay €5 at the upper wall gate if you loop back down through the fortress. Well-trodden and safe alone.
A small terrace café doing wine, coffee and shared plates of local cheese, olives and Njeguši prosciutto for around €8-14. Regulars read at the outdoor tables all afternoon, so lingering alone with a book raises no eyebrows.
An artificial islet built by Perast sailors dropping stones for centuries, with a church of 68 Tripo Kokolja paintings and 2,500 silver votive plaques. Bus to Perast about €2, shuttle boat €5 return, church entry €2. Boats leave when they fill.
Perast's single stone street faces west across the bay, so the late light hits the palazzi and the two islets head-on. Benches, a swimming platform and cafés with €2 coffee make it a comfortable place to sit alone until the last bus back.