If anyone is seriously thinking about planning something like this, I'd be happy to offer my expertise and advice. Of course, right now with travel restrictions in Asia, it would be very different than our Amazing-Race-style trip, but much of our experience and research would still apply (barring another major Covid surge). I will say, we took 16 days and because of the way we scheduled flights, park time and down days, it worked out. We were either going to bed when we landed, or coming off a long haul in a bed where we could sleep and heading right to a park. We also lucked out with no major travel delays. AND we'd been to all the parks before, so we had our "must do" and "want to do" lists rather than feeling like we had to do everything at every park.
We decided we had to stay on property, we had to ride at least one attraction in each park, my social media averse husband had to agree to a check-in selfie at each park, and we had to end in Orlando at our “home parks” with time to relax, recoup, and celebrate our actual anniversary with dinner at Victoria & Albert’s at Disney’s Grand Floridan. Oh, and we had to pack ENTIRELY IN CARRY-ON LUGGAGE! Truly, that was the toughest part. But because of the time of year, the weather wasn't all that different. I had two custom shirts made with the map and dates on the back and custom map ears that were the base of every outfit.
Thankfully we both travel regularly, so we knew the ins-and-outs of timing our long-haul flights and upgrading to business class for rest at the right times. The planning took months. Our itinerary, in May of 2019:
Day 1: Fly SLC to Paris, check in at
Disneyland Paris Hotel.
Day 2: Disney Studios park in the morning, hop to Disneyland Paris park.
Day 3: Morning at Disneyland Paris park, check out of hotel, move to city for "down time".
Day 4: Day in Paris, late evening flight to Tokyo.
Day 5: Fly Paris to Tokyo via Istanbul. Check in to Disney Miracosta Hotel. (SO FANCY!)
Day 6: Tokyo Disneyland (we lucked out and got torrential rain all day, which kept the crowds down).
Day 7: Tokyo DisneySea (my favorite international park), late flight to Shanghai, check in to Shanghai Disneyland Hotel very late.
Day 8: Shanghai Disneyland park, fly out late to Hong Kong.
Day 9: Our only flight delay -- 2 hours -- landed in HK at 2am on Day 10.
Day 10: Planned this off day in the city, where we've been many times. Check in at HK Disney Explorer's Lodge (technically a moderate hotel, but designed by Joe Rohde so we had to stay there -- SO cool).
Day 11: Hong Kong Disneyland, late flight to Anaheim. Gain a day in flight due to time change.
Day 11: Land at LAX, cleared in 30 minutes (carry-on luggage FTW!), check in at Grand Californian and head out to the parks for the afternoon. Dinner at Steakhouse 55 (RIP).
Day 12: Morning at Disneyland, fly to Orlando.
Day 12: Landed on our anniversary, checked in to Bay Lake Tower DVC 1 bedroom, and had dinner at Victoria & Alberts.
Days 13-16: Hit one or two WDW parks each day, plus bonus tap-ins at the water parks, just because. MISSION ACCOMPLISHED!
We ended up tallying 9 flights for 25,661 miles and walked a total of 233,522 steps! I dumped all my photos and videos from my phone here:
https://1drv.ms/u/s!Ap65rKXejeI2guYvUoT42YenSfN-Rg?e=lcBO9X