My wife and I have traveled extensively for the last 25 years. But there are few people we'd want to travel with for a week or two--too set in our ways.
It's great to get away 2 weeks when the weather's bad. There are so many great places to go. We take a cruise one time per year, and especially like those out of San Juan. We also cruise out of New Orleans to Mexico area when the prices are right. We just got back from Las Vegas, Hawaii and San Francisco for 2 weeks, and that's a great trip.
Variety is the spice of life. Don't just limit yourself to Florida and sitting around 2 weeks.