Heat your winter up and pack your backs to explore Australia. Celebrate New Year’s Eve at The Opera Gala in Sydney. Eat your way through the Taste Festival in Tasmania. And if music is your thing, we recommend checking out the Life’s a Beach Music Festival in Rockingham (30 minutes south of Perth) or experience the Woodford Folk Festival in Queensland, one of Australia’s biggest cultural festivals.
Flights, on the other hand, can be pricey if you buy too early. My recommendation would be to book a resort soon and then put a fare-alert on the flights so you’ll get an email when the fare drops. For the Caribbean the cheapest fares are usually only 2 or 3 weeks out, and since that is a slow period you really shouldn’t have any problem (unless you are trying to go on popular Thanksgiving dates). Most likely the resort prices won’t change much as November approaches, so you could probably wait on that as well. There will definitely be empty rooms when you get there, so the resorts usually don’t start pushing up rates when they will be partly empty. Best of luck on this. -Roger
Reading through your wonderful comments- looking for Xmas for 6 people that have travelled extensively. Caribbean now is “out” and still fear zika since my kids are in their 30s- or do you think zika is a scare of the past? Uruguay has been on our radar and so i thought it interesting that you had a recent comment. Galapagos is filled. Maldives? Do you think Cuba is still an option after Irma and with current US relations? Thanks
Unfortunately, it can be a bit complicated and time consuming to reach any of these Philippines resort areas. I don’t think I’d recommend doing more than 2 of them in a 8 to 10 day trip. The nice thing is that they are very secluded-feeling once you get there because they are so out of the way. Partly for that reason, I think staying for 4 or 5 days each is very nice.
As for alternatives, the most obvious are the various islands of Thailand, with Phuket being the largest. It’s peak season in December in Thailand, but still pretty affordable by most standards. I spent a month in Phuket the following December, interestingly enough, and I prefer Bali even though it’s hotter and more humid. Hopefully this helps and let me know if you have other questions. Helping people figure out where to go is something I really enjoy. -Roger
Fortunately, Bangkok remains very cheap by almost anyone's standards. If you want to splash down for a nice 3-star room then it'll be half the price of a similar room in Europe or the US, and if you are fine with something more basic then you can find a room for next to nothing, even in the fun Khaosan Road backpacker district. Street meals for around a dollar are always there too, so you'll be able to afford a bit more for a room anyway.
I know Italy is the world’s top wine producer and they obviously make a lot of olive oil as well. I’ve seen on many travel shows how it’s fairly easy to visit the olive oil places, and of course most wineries have places where you can see the process and taste it. The thing is though, that even Sicily is quite chilly in December so they might close down for the season. You definitely won’t get sunbathing weather in December at all. I would say you are best off in May, June, September, and October to get good weather and not have to deal with the insane crowds in July or August. Tuscany is the easiest to reach of the 3, but because of that its beach towns are most likely to be crowded in those warm months. I hope this helps and let me know if you have any other questions. -Roger