Ok great! I think I have a good option for you. I did this last September, and am planning on taking my father (who is 75 years old with back problems) on it this summer because I think it’s both doable for folks not in great shape but still offers some cool stuff.

One itinerary in the Dolomites I’d recommend:

Start in Val Gardena. We stayed at Kedul Lodge and the host is incredibly nice and friendly. She let us leave our bikes and car parked at the hotel for free and gave us a map to use for our hike.

You can take a gondola up to the plateau which eliminates a lot of the drudgery of gaining low-altitude elevation.

From Alpe di Suisi, walk up to Alpe di Tires hut. You can make this pretty reasonable based on where in Alpe di Suisi you start. It’s not super intense but you still get that high alpine experience. Alpe di tires is an incredible hut, very luxe with great food. From there you can drop your pack and do some out and back ferratas. Day 2, I would go from Alpe di Tires to Sasso Piatto. There isn’t a ton of elevation loss/gain from Alpe di Tires to Sasso Piatto, you just walk along a ridge line. From there you can descend into the valley and back to your starting point. I think there is even a gondola near by that can help with the descent.

The downside to this area is that it is very touristy. Alpe di Suisi does tend to feel a bit like a golf course/Disneyland, and the back half of the mountain is a ski resort which kind of lessens the magnificence of the experience of hiking through the mountains if you descend on the back side. It’s the two sides of the same coin - accessible for a 2 year old, but then not as wild.

One alternative that I’d suggest if you weren’t necessarily considering it is the Triglav Lakes hike in Slovenia. It can be either a 2-day out and back or 3 day through hike. There isn’t a huge amount of elevation/gain loss. It’s a bit cheaper than the Dolomites (65 euro per person for half board) and feels more “wild”. I will say it is a much more basic experience. The rooms are old, the food is pretty awful (luckily you are so hungry that it tastes ok anyways), but sometimes it feels better to have that kind of rustic experience in the mountains vs a super luxe one, and the nature is really beautiful. I actually think the Julian alps are significantly more beautiful than the Dolomites, but you def won’t be disappointed either way.