Where are you planning to go this year?
We just booked another trip to Aruba, we leave 2/15. We were looking at Thailand and after we renewed our passports we decided to take a trip with less intensive planning. We looked at Turks & Caicos since we've never been but the Air B&Bs were limited and expensive. We didn't find any to our liking. So we just said F it and booked Aruba, which is our perfect little slice of heaven.
Beyond that we are looking to go to European Christmas markets during the Thanksgiving week. We did it in 2009 and had a blast. Gotta take advantage of the days off and air to Europe over Thanksgiving is cheap.
My sister wants to do a 5 year cancer free trip in May so we may go back to Puerto Rico for a few days. I also wouldn't write off another trip to somewhere else. O's play in Toronto in September.