Cruise.com via ShermansCruise offers a Disney Cruise Line 4-Night Caribbean Cruise for two with prices starting from $1,950. (On the ShermansCruise landing page, scroll to the bottom and click "Book Now" next to the October 24 sailing date; we found lower rates during booking.) That's the lowest price we could find for this cruise by $534. This roundtrip cruise aboard the Disney Magic departs from New York, NY, on October 24. Book this travel deal by May 31.