My Mum who lives by herself since my Dad died 9 years ago always says she just needs to get away. Her holiday of choice is river cruising ( finds cruise ships too big and therefore feels more alone than ever! - even though with my Dad they did loads. )
She finds Saga holidays her company of choice. They some times look dearer but include travel insurance and transportation. When going to Europe she is picked up by car (sometimes shared) and taken to the port or train station where she joins the Saga rep. All their trips tell you how difficult it is ( or isn't) and tell you about any hills and how many steps you many encounter etc.
Obviously Covid has intervened and she is now not going until October - fingers crossed.
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...I have been to Prague, Amsterdam, Menorca (used to live there, so hire a car to go visit friends when there !)....mainland Spain (didn;t like Andalucia at all ! ...only place really where no one spoke to me and that is difficult in the evenings if you go to the bar (don't drink, only coffee and sparkling water ha ha ), Rhodes was lovely, lots to do on your own ..plenty of boat trips, busses, taxis are cheap some lovely sights to see......went to New Year in Cologne, that was good but again, no one spoke which feels difficult when you are sitting at a table on your own, but the entertainment was good, so that made up for it ! Go to lots of concerts (normally ! of course not this year !) why not try a singles coach holiday ? I haven't yet done one, but am looking at New Year somewhere in Europe (hopefully we will be allowed in or out by then !)...going to Italy on a solo trip with Shearings (same company as Leger); Iceland in August with Fred Olsen, Menorca in October and hopefully the Arctic with Hurtigruten in November. Looking at going to Antarctica in January .....BUT have to count how many days out of the UK as now you are only allowed 90 days now we are no longer in the EU.........there is also a company called SOLO holidays, and a cruise line called Passion for Cruises that does singles holidays ............go for it !! Perhaps first try, say, Edinburgh or a big city you can get to by train ...just book one or two nights and see how you get on .......have a look for a theatre break, say .....good luck, and enjoy !