6 nights, Miami to San Juan

The itinerary, port by port

6 calls over 6 nights, Miami to San Juan. Open any port for my full day-ashore guide, what to see, when to go, and how the day actually runs.

Getting there: Flights to Miami (MIA) open around May 2027, about 11 months before you sail. I track that window for booked clients and flag it the moment it is worth booking. When to book your flights →

1. Embark
   Miami

   Miami is the busiest cruise port in the United States, set on Dodge Island in Biscayne Bay a mile or two off downtown. Port guide →

2. 2
   Providenciales

   Providenciales (Provo) is the tourism hub of the Turks and Caicos, and its reason for being on an itinerary is Grace Bay: a 12-mile run of white sand and turquoise shallows fronting a barrier reef,… Port guide →

3. 3
   Gustavia

   Gustavia is the harbor capital of St Barths, a small French island that has deliberately kept large cruise ships out, so only luxury lines anchor offshore and tender in. Port guide →

4. 4
   St. John's (Antigua)

   St. Port guide →

5. 5
   Road Bay

   Road Bay is Anguilla's main harbor, sheltering the small fishing village of Sandy Ground on a wide curve of pale sand. Port guide →

6. Disembark
   San Juan

   San Juan's old quarter is a walled Spanish colonial town on a headland, founded in the early 1500s, with two stone forts run by the U.S. Port guide →