In general, all-inclusive vacations do not get cheaper when they get closer to the date. Many resorts and airlines charge higher prices for late bookings, as they are more likely to be filled. That said, some resorts may offer last-minute deals, discounts, or special packages that could make your all-inclusive vacation cheaper closer to the date. Additionally, you may be able to find better deals on travel websites like Expedia or Travelocity.