Everyone is going to want to go in a different direction on this. The choices are going to be from very personal to tour book / AI / Package Tours. Mine is probably closer to the personal. I am more of a laidback people watching in beautiful environments sort of guy vs how many places can I hit bang, bang, bang.
So my holiday, I would fly to Dubrovnik. Don’t know where you live but in my perfect world, I would fly Turkish Air and spend a few nights in Istanbul on the way. Then Turkish Air goes direct to Dubrovnik. Just my favorite airline.
I have been to Dubrovnik 3 times thanks to friends and ex-wives. For me the town is good for two full days and that’s it. But those two full days are amazing … especially the evenings.
A lot of Island hopping and two-night stays for me isn’t enjoyable or relaxing. I am an old-fart, and it would wear me out. Then there are the Islands, Korcula for a night or two, is enjoyable. Hvar and Lokrum Park for me were the sort of places I was taken to because those were the options and sort of fall into the Tour Book tour category for me. If it were anyplace else in the world with other options I would have skipped them.
So, what would I do. I would land in Dubrovnik and do three nights in Dubrovnik (inside the walls, anything else is an unacceptable compromise for me), at least one night in Korcula, then another night in Dubrovnik (this time it could be most anyplace), then early the next day I would head down the coast and along the way visit a winery for lunch and maybe stop for some olive oil tasting (yes, it’s a thing and really interesting), I would end up in Perast where I would check into the Hotel Conte and stay for 3 nights at least (skip Korcula and make it 4 nights). Laidback simple day trips 30 minutes up the road to Kotor, maybe up above Kotor to a place where they make prosciutto, a few boat trips to the tiny islands and the caves. But lots of laid-back time on the bay front with good food and wine .... among the most beautiful places in the region.
Then Turkish Air back home, out of Podgorica so no back tracking. There are other carriers out of Podgorica …. I just said in my perfect world.
Oh, and I have done this once, something very similar twice. Never gets old. If any of this interests you, the details are simple. And here is what it looks like:
Perast, https://youtu.be/q2nckBnc7_M?si=CohK_4nsI6l7chEB AND Hotel Conte https://youtu.be/zYJcm2zlXA8?si=w7VstV-oLoVEQLr7 AND P1 Mountain Road https://youtu.be/QSz5hZVNxQ8?si=kAUpMBWDbSSztzt5 AND Prosciutto at Zora on the P1 https://youtu.be/08il6EXog3o?si=PkQ6Rrueu6c_-U98 AND Kotor https://youtu.be/G7QgBl7XNKU?si=pK1etsEr8UcAlofr
And the rest of the region in videos: https://community.ricksteves.com/travel-forum/montenegro/podgorica-to-dubrovnik-by-car