We do two trips each year to Disney. How? Well DVC helps a lot. And I love the planning process (Yesterday I spent 1 hour and 40 minutes on the phone doing all our ADR's for our next trip and never got bored once) so that helps.
DH and I have talked about this...how can we go somewhere so often and not get bored? A few reasons:
1. We vary when we go: We love the weeks after Thanksgiving for a Christmas flavor to the trip. Then we have
MVMCP, Osborne lights, Christmas shopping and visiting Santa at DTD..all the things that aren't there the rest of the year. Then we'll go again in May during the Flower and Garden Festival, Mother's Day...it's a different trip.
2. We vary where we stay. WOW does that make a new flavor to the trips! In Nov/Dec we love AKL and VWL for cozy and warmth. For the other times of the year, we enjoy the BCV, OKW... a more "tropical/beachy" feel.
3. We do something new each time - fireworks cruise, birthday celebrations, new restaurants, visit resorts, see a movie at DTD, try different rides, dinner packages (Hoop Dee Do, Fantasmic)...
4. We do the classics every time - certain rides, restaurants, shops, snacks...the familiar.
5. We don't have to buy souveniers every time any more. We'll get something special instead...or have a nice dinner at a more expensive restaurant instead of buying yet one more Tshirt or frame.
I like the familiarity. I love knowing what MCO is all about - where to find the rental car, how long it will take to get to the resort, where we grocery shop (SuperTarget), what the parks look like, how the rides go, where they have the best milkshakes and cheeseburgers (Beaches and Cream), where we can pick up a hat for DS, where they take our discounts, what great gift ideas there are...and best of all, saying "We'll do that next time" if we miss something or really love something (ex: Soarin'). We research now not to figure out what there is, but to see what's new and to scratch the WDW itch.
We do do other little trips...a couple nights in the twin cities (msp/st paul) to do shopping, a weekend in Madison. And we do a lot of day trips throughout the year. But we always have a WDW trip in the works and we all love it. I do wonder if there were only a few resorts and two parks...would we go as often? Probably not. But you can't have the same trip twice, even if you try. That's what we love.
Someday we'll try Hawaii or California or Alaska. But for now, we love our WDW trips.