$5,000 will includes airfare, hotel, and car or airfare and initial cruise ship costs. We live near major airports so that helps keep airfare costs down a lot. All other incidentals would be extra. We are a family of 4.
DH and I are in the baby stages of planning a family vacation for 2013 (minimum first potential year, but it will most likely be in late 2013 or early 2014) for our 10 yr. anniversary. We haven't been on a really nice "luxury" style trip since our honeymoon, which for two people air, car, and 4 star+ hotel (Fairmont, Maui) was $3800. We spent about another $1200 on food, helicopter trip (which at $300 was the most expensive thing we did), souvenirs, gas, and snorking (I think that was $150 or $200).
At WDW it could also include probably either at least the quick service dining plan and get a deluxe villa (Old Key West was the cheapest, I think), and regular park tickets. If we did a moderate or value we'd probably get a better dining plan as we'd have no where to cook.
To stay at the same hotel right now in Maui (or the neighboring Grand Wailea) it's about $6700 including air, hotel, and car.
A Western Carribean Disney cruise would be pretty inclusive too and I think we could do that for about the same price as a week at WDW or a week in Maui at a posh resort. I think the LA Disney Cruise is out because DH has no urge to go to Mexico at all, and with the Carribean you get more variety of stops.
Of course all of this isn't even a reality yet and I haven't contacted a travel agent about either option or doing a condo complex in Maui or renting points from a DVC member.
Am I totally off base with only wanting to budget $5K for the essential airfare, hotel, and car?
Also feel free to PM me if you don't want to discuss how much you have paid for vacations in the past on the board.