Welcome to planDisney, Natalie! Thanks so much for swinging by with your question today. Your trip sounds like such a magical adventure! Starting at
Caribbean Beach and then moving over to
Saratoga Springs is a fantastic way to experience two unique resorts.
Natalie, you can absolutely add the
Disney Dining Plan to your one-night stay at Caribbean Beach. Since the dining plan is tied to your Disney Resort Hotel stay, not your park tickets, you can purchase the dining plan for just that first night, and your meals and snacks will be available starting from check-in day through the end of your check-out day at Caribbean Beach.
You also have the option to
add the dining plan separately to your Disney Vacation Club stay at Saratoga Springs, but this would be a completely new dining plan with a separate pool of meals and snacks that would begin when you check in to your new resort. Any remaining credits from Caribbean Beach would not carry over, so just keep that in mind when planning your meals! This setup gives you the flexibility to enjoy the dining plan for one or both parts of your stay, depending on what works best for you.
Have a magical day, Natalie, and happy snacking!
Jessica