I’m thinking about booking a trip for next summer (2026) to one of my dream destinations. If I book now, flights and accommodation for me and DD (it would also be for her birthday) are very reasonably priced; just over £1,000. That’s about the same as what I’d probably end up paying if I waited and booked somewhere closer a few weeks or months before going. Although the dream trip would cost a few hundred pounds more than what I'd normally spend once I factor in spending money, transport, food and activities etc.
The thing holding me back is that I’m in the middle of selling my place and looking to buy again, so I know there are a lot of expenses coming up. I keep going back and forth between thinking I should grab the deal now while it’s affordable, or wait until everything’s settled and then book something nearer the time even though I know it probably wouldn’t excite me as much as this trip.
Part of me is very much in the “you only live once” mindset. I’ve had a really tough year, and I feel like I deserve something nice to look forward to. But then the sensible part of my brain kicks in and starts overthinking even though I know, realistically, this money probably won’t make much difference when it comes to buying anyway. Still, it feels like a big decision.