Well I’ve never been to Spain 🎶

I’m not a huge fan of day trips because I think some of these places are magical at night, but most of the places you’ve proposed are doable as day trips. I do not think, however, that Granada is doable as a day trip from Seville. I also feel the same about Salamanca from Madrid.

I’ve twice rented from the same owner as Geoff in Madrid. I think all of her properties are one bedroom but they offer a futon like couch that might be acceptable for a third person. Her properties are listed under the name At Home in Madrid on both VRBO and Airbnb.

You could add Alcalá de Henares to the Madrid day trip list. It’s the birthplace of Miguel de Cervantes. Salamanca is about 2.5 hours from Madrid’s airport. For Sevilla, if you like Roman ruins, add Itálica (just outside of the city), and Ronda. For me, Granada would be a really long day trip.

I always have a rental car so spend nights in the places you’ve mentioned, not do them as day trips. An issue with day tripping is the amount of time spent getting to and from the different places, so don’t be surprised if you get tired of day tripping fairly quickly.

Just to complete the lyric:
"But I kinda like the music."

And, more importantly,

Well I've never been to Heaven
But I've been to Oklahoma ...

In fact, the song was written by an Okie, Hoyt Axton.

The only place I'd spend that much time is Barcelona which has tons of things to see and do as well as several really good day trips. It's 2.5-3 hours by train from Madrid.

I like Madrid for its great art museums. I have spend a full day at the Prado twice, and 3-4 hour visits to the Thiessen as well. If you aren't great fans of European painting you may find a couple hours at each is plenty. There is enough to keep you busy in any case, but of all the many places I've been in Spain, it's the least interesting. I haven't been to Segovia or Salamanca, but Toledo is short-changed by only a day trip. It's much better as a 1 or 2 night stay, to be able to see some of the city without the many daytrippers.

Seville is a great place to spend several days, but it's only convenient day trip is to Cordoba. Sure, you can see the 2-3 top sights in a day trip, but the city is magical in the evenings and there are a lot of lesser sights that make it very good for at least a 2 night stay. Cadiz is 1.75 hours by train, which would be borderline travel time for me. The good news is that the Cadiz train station is a short easy walk (maybe 10-15 min) to the historic center and about that much farther to the seashore. The simple truth is that Andalucian towns are not close to each other, so day-tripping is impractical.

Just to give some food for thought. The best trip my husband and I have done included five nights in Sevilla (train from Madrid immediately upon arrival, two nights in Cordoba, three in Granada and four in Madrid. We could have done day trips from Madrid but didn’t feel the needs. We did not feel rushed and Spain’s fantastic train system makes it easy.

I hear you when it comes to packing and moving frequently, but the flip side is that you’re able to relax once you’re settled in rather than having to time your day trip comings and goings by train/bus. And you get to enjoy these cities at night. I personally would maximize your time in Andalucia since it’s easy enough to plan for a future trip to Madrid.

Just a thought…

Thank you for your thoughtful replies. Lots of food for thought here.
Thanks for apartment suggestions, but we def need 2 bedrooms (we’re past our futon years, lol).
I agree with the comments about the nights being magical in different locations. It’s just a different vibe, right? So we’ll either have to stay in Granada a night (or two), or move it to a future trip. Same for Salamanca.

We’ve seen Roman ruins, so we’ll skip those this time. I’m intrigued by the concept of Carmens, thanks!
Wondering if we should skip Cadiz and go to Malaga or Ronda. We would like to see a white town if they’re accessible by train (or bus), but I realize we may need to adjust our schedule to accommodate a day or two in the south.

So right now I’m thinking 5-6 night in Madrid with day trip to Toledo and perhaps Segovia (thoughts?)
Then down to Seville for 5-6 nights with day trip to Cordoba, then 1-2 nights in Granada.

We want enough time to really enjoy Madrid and Seville, eat some good food (paella), drink some good wine & sangria, and see if we kinda like the music 🎶😉

Input?

I am a slow traveler, and I like taking day trips. My least favorite part of traveling is changing hotels. What works for me is day-tripping to towns that have just a few hours' worth of sights--places not worth relocating to. Accordingly, I have daytripped to Chinchon from Madrid, Carmona and Arcos de la Frontera (separate days) from Seville, Priego de Cordoba from Granada, Vejer de la Frontera from Cadiz, Grazalema from Ronda, etc. I have spent multiple nights in Toledo, Segovia, Salamanca, Cadiz, Cordoba, Ronda and Granada because my sightseeing target lists for those places were too long to tackle in less than a full day. I miscalculated with Alcala de Henares and found I liked it so much on my day-trip from Madrid that I need to go back and spend a couple of nights just to enjoy walking around.

To the list of viable day trips from Madrid, I would add Cuenca if you're prepared to commit to the trip and buy a low-price train ticket early. Waiting is likely to make the rail fare painful. The slow, cheap trains to Cuenca take way too much time. I'd say a day trip to Cuenca isn't advisable for folks who like modern art, because there are a couple of good, small museums there that would push Cuenca into not-a-day trip territory for me.