Planning a mult-leg cruise / land based trip that will start with roughly 6-7 pre-cruise days in Milan/Rome, then 7 day cruise out of Rome, return for 4 days land portion in Bologna or Venice then on to an 11 day Italy/Croatia cruise followed by a 13 day Transatlantic Cruise back to the US. Cost will be roughly 20K (cruise and air, excludes hotels as I plan to book with some level of cancelation options). We are currently 55 and 64. The medical and evacuation is probably the most important for us as DH will be on Medicare at the time.
What is the best way to insure this trip? Annual vs. single trip, other things to consider?
