This vacation package is basically your chance to recreate the movie Sideways, except in Portugal, and hopefully less melancholy.
Rates start at $1,474 per person (prices vary based on departure date and airport), and include roundtrip flights to Portugal, six hotel nights across three different cities, breakfasts, a rental car, some wine tastings, and even a river cruise. Just make sure you bring a suitcase big enough to fit a few bottles of vinho for your trip back.