Hi Katie!
Welcome and yay for booking your FIRST Disney Cruise Line vacation!! It’s on my bucket list to book a cruise with two stops at Castaway Cay! Pair that with a
Very Merrytime Sailing and you are heading on my dream vacation!
Your itinerary does include a Pirate Night and currently it is scheduled to be on your third night – which is your first day at Castaway Cay. Pirate Night is always one of my family’s favorite events onboard – my boys especially love getting a Pirates League makeover in the Bibbidi Bobbidi Boutique before all the fun evening activities get underway.
The cabanas at Castaway Cay are very popular and can be hard to get, to be perfectly honest! With a limited number available, they get reserved very quickly. But with two days at Castaway Cay on your itinerary, there is always a chance there will be one open when your
activity booking window opens. I recommend being online right at the stroke of midnight (EST) on the day your booking window opens and checking immediately. Hint – you do NOT need to complete online check-in before making activity reservations, so book your onboard and port activities first! If one is not available, keep checking back as other Guests' plans could change freeing one up! If you are unable to secure a cabana for the day, don’t worry – there are plenty of complimentary lounge chairs, umbrellas and space for you to enjoy the beach!! Plus, with so many activities going on around you, you will want to be part of the action!
Wishing you a wonderful voyage with many magical memories! Please come back with any additional planning questions we can help you with!
Happy Sailing!
Stephanie