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My fiancé and I were sitting in San Francisco International Airport waiting to board for our trip to Miami when we heard the dreaded announcement: Your flight has been canceled. Bad news in any case, this time it heralded possible disaster. Our red-eye flight from the West Coast was scheduled to arrive in Miami at 7 a.m. Our first-ever Caribbean cruise would sail without us if we weren’t on the boat by 3 p.m.
Saved by a lucky – and extremely expensive – rebooking, we learned a valuable lesson.
“We recommend that our guests arrive at least one day before the cruise for two reasons,” says Jess Peterson, director of Destination Experience and Itinerary Planning for Windstar Cruises. “First, it reduces the stress of delayed flights, lost luggage and jetlag. It’s nice to know that you have a buffer if anything goes wrong. Second, embarkation cities are wonderful destinations in their own right. To do those cities justice, I highly recommend arriving a few days beforehand, so you have time to explore.”
Peterson’s sound advice applies to a great number of our fellow passengers who are 50 and over. Half of all cruise passengers are over 50, according to data from the Cruise Lines International Association, and PortMiami reigns as the busiest cruise port in the world. A record 8.2 million passengers embarked from Miami in 2024, a 12.8 percent increase over 2023, and the port set a new record in February with 10 ships docking in one day. A majority of PortMiami’s passengers arrive through Miami International Airport.
And many of those passengers have, like us, learned the value of staying awhile. “Many travelers arrive early or stay after their cruise, giving them time to explore Greater Miami and Miami Beach,” says David Whitaker, president and CEO of the Greater Miami Convention & Visitors Bureau, citing expanded transit, luggage services, and attractions making it easier to get around.
That certainly applies to us. Several trips in, we’ve learned to turn our pre- and post-cruise Miami days into fun mini vacations, making many exciting discoveries during our stays. Here’s how to do the same.