Hello, Allyson!
Thank you for stopping by planDisney. Sailing on two Disney Cruises within a few days of each other sounds like a dream!
Disney Castaway Cay is my favorite Port of Call, although I am very excited to visit
Disney Lookout Cay at Lighthouse Point.
I talked with Cast Member Baxter today who told me that Guests will receive their Silver Castaway Club status as soon as their first sailing ends. This means you should automatically get your Welcome Back gift on your second sailing! After disembarking from your first cruise, you should be able to find your Castaway Club number on the Disney Cruise Line website under "My Profile" or
"Castaway Club" (located below "Already Booked" at the top of the homepage). If you run into any issues, you can call
Disney Cruise Line.
I am a big fan of
Port Adventures, although I do not usually book one on Disney Castaway Cay. It is such a beautiful island with so many complimentary things to do! During my last Disney Cruise with my planDisney friends, we biked, snorkeled, and flew down the Pelican Plunge waterslides. It was so much fun! Some of my friends also ran the Disney Castaway Cay 5K, which I have done in the past but opted for more beach time during this trip.
Allyson, I hope you have a wonderful vacation! Please reach out to planDisney again if you have other questions!
Happy sailing!
Jen