For starters, think about a place you both really want to visit or something you both enjoy doing. The choices are mind-boggling, of course. Don't try to talk each other into anything. If you have never snow-skied, and he is a downhill demon, don't go to Aspen in January. For ideas, in addition to browsing the Web, check the travel section of your local paper where discounted package deals and competitive airfares are advertised.
Many hotels offer discounts to state residents in the off-season.
Plus, many destinations in Mexico and the Caribbean are priced at super-competitive rates and are easily accessible to most U.S. cities. For a feel of the Caribbean without leaving the country, consider the Florida Keys. Though recently hit with a powerful hurricane, the resorts were not seriously damaged. Scuba enthusiasts will be especially enthralled with diving opportunities at the U.S. mainland's only living coral reef. Kayaking, hiking, camping and snorkeling are also available year-round.