So me & my wife leave for vacation #4/cruise #3 of 2026 later this week. We're really looking forward to it. Both of us have wanted to go to Italy for a long time. We almost went there on our honeymoon but the dollar plunged that summer so we switched to Hawaii.
The only bad thing about cruising Italy's coast is the limited amount of time we'll get to see the sights. A one day tour of Rome isn't going to cut it. We know this. If we like what we see on this "highlights" cruise, maybe we'll book a longer trip.
Next up after this is the Jazz Cruise out of Tampa in late January.
I will say this though... it is a bit scary front-loading your retirement like we're doing. But I've seen way too many people, my own parents included, who saved and saved their money for retirement and when they finally did retire, they continued to save it and ended up leaving it behind. You can't take it with you. My mom left her children almost all the money that my dad saved for them to travel. She didn't want to do much of anything after he was gone.
I don't want that for my wife. To cover my bases, I've actually encouraged her to take spring break vacations with our daughters to get her used to it. She's gone on 3 of these "girls vacations" and had a blast. Don't tell her I said that.