Italy in June for my 65+ parents

I would suggest that if your parents need breaks after walking a mile (average every 15-20 minutes) I would thoroughly vet any tours, because tours of Rome and Venice would be lots of walking. I'm thinking of the Rick Steves tours we've taken and not only would you need much more stamina, but also you need to keep up with an entire group and not hold it up. Hopefully you will find something that would suit their style of travel requirements. Tours definitely handle lots of specifics so you don't have to, but then you have to weigh their need for lots of breaks throughout the day, which may mean independent travel. Maybe days tours is more what you are considering, which is definitely a nice way to leave the planning to others. But again vet to make sure they suit your parents' needs.

If their only issue is stamina and they are ok with hills, steps, cobblestones, and possibly heat, then traveling independently at their own speed in cities such as Rome and Venice could be fine. Sightseeing in Italy tends to include many churches which always have places to sit and rest. Museums tend to have benches for sitting. Cafes are places to rest, refresh, and people watch. And many cities have outdoor benches. I do not care for hop on hop off busses for myself, but that could be an option to consider. For beautiful scenery and beaches, organized day excursion tours that don't require too much walking might work, or maybe finding a scenic place they would enjoy staying for several days.

Road Scholar offers some tours of Italy at a "slower pace" BUT their tours fill fast and you'd likely need to plan ahead more than just 6 months. Also it looks like a lot of their tours don't run in June, probably because it's starting to get hot.

Here is their program for Rome and Florence for you to look at even though it does not fit your June parameter and does not visit a beach. It will at least let you know one of the tour companies that caters to Seniors and what is available. I do see availability for March if they can move their vacation forward.

https://www.roadscholar.org/find-an-adventure/24818/Italy-at-a-Slower-Pace-The-Best-of-Rome-Florence

Without sounding nosy, here's a rhetorical question ...are your parents not able to increase their activity due to health issues or are they just deconditioned? IF it is due to just being deconditioned, there are trainers they could work with who will help them improve their overall fitness level. I am saying this from the POV of a 76-year old solo traveler with no health issues. I am in good walking shape and do try to be able to walk 4-5 miles before I go to Europe.

Have done three trips to France and Italy within the last three years (the last September 2025). We are in our late 60s and travel independently, preferring to base ourselves in one to three cities, picking up day tours from there. Many people are not fans of Hop on Hop Off buses, but we have found them very useful in orientating oneself to a city and getting an idea of where sights etc are. We prefer travelling at our own pace and do try and make the trip easier by always pre booking transport from the airport to the hotel, Selecting a hotel with lifts (elevators) and situated where taxis etc can park in front of the building. We use the Uber app if needed or get a taxi, particularly in Rome if the weather too hot I have both back packed and travelled extensively in Europe when younger, but I now want a holiday which is not a slog. We have seen many guided tours and they seem to go at a pretty cracking pace and might prove too stressful for your parents, but it depends on their overall fitness and tolerance for discomfort. If they want to see the Amalfi coast, perhaps they could join a tour for a few days.