As mentioned thousands of people over the years have done WDW either before or after their cruise.
WDW Before: take ME from MCO to your Disney resort. On day of cruise you can either take
DCL transfers from your resort to the port for a fee of $35 pp each way. Or, you could do a one-way rental from resort to port or take limo service. Usually the break even point between DCL transfers or other options is 3-4 people. Note: if you take DCL transfers to the port you won't get to the port between 12:30-2:00. Other options will get you to the port earlier (rental car or private transfer). Main pros for using DCL transfers is that DCL will pick up your luggage from your resort room and transport it to the ship. You board the bus with just your carry ons. You won't see your luggage until it is delivered to your stateroom later in the day.
WDW After cruise: you would put your luggage out in the hallway the last night of the cruise and then claim it next morning in the luggage hall. You will bring it through customs with you and proceed to the buses. There will be a cast member directing you to the correct bus for the resort you are going to. You could stop at up to 3 resorts before you can to yours. There are porters there to help with luggage to the buses (gratuity expected but worth it). DCL DOES NOT AUTOMATICALLY transfer your bags to the resort like they do on the way to the port. You claim your luggage and bring it through customs and out to the buses.
Many people like to do WDW before the cruise and there is more go go go at WDW then on board. Depending on how active you are at the parks may determine which way you want to do it...WDW first or cruise first. The cruise is way more relaxing. We prefer doing WDW before but there is no right or wrong answer.
Another reason we like to do WDW first is that we take advantage of the Onboard Airline Check in program with DCL where if we book DCL transfers back to MCO they will print and deliver or boarding passes to us, provide us with your airline luggage tags and take our bags to the airport. We just leave the ship with our carry ons to the bus to the airport. Makes the end of the cruise less stressful.
Here is the info on the Onboard Airline Check In program:
Disney's Convenient Onboard Airline Check-In
Enjoy the comfort and convenience of Onboard Airline Check-In* when you purchase air or ground transportation through
Disney Cruise Line, such as:
•Receive your boarding passes ahead of time.
•Check your luggage for your return flight before disembarking the ship.
•Skip luggage claim at the port terminal.
•Bypass the airline check-in counter at the airport.
Here's how it works:
1.Reserve air
or ground transportation through
Disney Cruise Line, then request to sign up for Onboard Airline Check-In when you check in at the cruise port.
2.On the day prior to disembarkation, your airline boarding passes and valet luggage tags will be delivered to your stateroom.
3.Attach the tags to your luggage and leave your bags outside your stateroom on the evening prior to disembarkation. Your luggage will be collected and delivered to your airline for you.
4. Upon arrival at Orlando International Airport, you can proceed to security and continue to your departure gate.
*This service is available to Guests flying out of Orlando International Airport on
domestic flights (including Puerto Rico and the U.S. Virgin Islands) on Alaska Airlines, American Airlines, Delta Air Lines, JetBlue Airways, United Airlines.
Pre-registration is required and scheduled flights must be after 11:30 a.m. on the day your cruise ends. Airline specific baggage fee may apply and can vary by airline. Each luggage piece can weigh no more than 50lbs. Additionally, some Guests may be selected to check in at the airport and will be unable to use this service.
Hope this helps
MJ