We have $20k and a max of 10 days to devote to a trip for our 10th anniversary in early November. It’s much harder than I thought to narrow down the options.

Most of our trips have been truly exhausting, I plan detailed itineraries and we are and on the go the entire trip. We like to be busy and to see as much as we can, but this isn’t that kind of trip, which has me pretty lost. We still want to have things to do, just not at an exhausting pace, need lots more down time this go around.

Things that we really want: For any flights longer than 6 hours from Florida, business class cost would have to be factored into our budget. The 10 day total we have also includes travel days, so that is kind of limiting how far I’d be willing to go, really do not want to spend more than 2 of those days traveling to get there and back.

Really do not want to have to plan. I know the money could go further if I planned it all, but that takes away from my enjoyment of the trip.

We do not want to be the youngest people in the place. We are late 30s/early 40s. We are social-ish. It’d be nice to be able to have the option of chatting with people and making some friends, but still have private time with just the two of us. If the age of the crowd is too old, we will end up on our own for the entirety of the trip which doesn’t sound as fun to us.

We want to be really spoiled and pampered, high end dining, personal butler service, spa services, planned outings to get out and do exciting things, whatever we’d like brought to us with a simple ask. We want to feel a little wealthy on this trip! We have never spent this much on a vacation. Initially when I started looking, an option I was considering was a private staffed villa somewhere with a private chef, butler, etc. but we wouldn’t have the interactions with other people that we will want sometimes.

We do not want to be in huge crowds with huge lines and waits to frustrate us, this would defeat the purpose of spending so much in our eyes.

All inclusive sounds amazing because I do not want to be worrying about tips, added costs, planning stuff, etc. but, we are not sun worshippers or beach goers and not huge fans of swimming activities. So, looking at all inclusive places sure checks a lot of boxes, but I feel like we’d be bored out of our minds by the third day. We need things to do and see that do not revolve around water and sun.

Child free is key, do not want a bunch of kids wherever we go.

Any suggestions to point me in the right direction? I’ve read about a hundred posts on here and have scoured the internet for the past few weeks and nothing is screaming out at me.

Recently started looking at European cruises, the high end ones such as Regent Seven Seas certainly checks nearly all of my requirements, but my fear is we’d be traveling with a whole bunch of folks way older than us and it wouldn’t fit with our personality. We are night owls, we do not want to be in bed before midnight and we definitely do not want to be up and moving at the crack of dawn. This one in particular had me drooling until I found a Reddit post telling a 55 year old they’d be the youngest person there and everything is quiet by 9pm: https://www.rssc.com/cruises/NAV241115/summary

Is there anything like this for a younger crowd?? Does not have to be a cruise.