14 nights, Miami to Miami

The itinerary, port by port

9 calls over 14 nights, round-trip from Miami. 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) are already bookable for these dates. I watch the fare for booked clients so you book at the right moment. 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
   Cruz Bay (Saint John)

   Saint John is the quietest of the U.S. Port guide →

3. 3
   St. John's (Antigua)

   St. Port guide →

4. 4
   Terre-de-Haut (Îles des Saintes)

   Terre-de-Haut is the main inhabited island of the Saintes, a small archipelago off Guadeloupe's south coast, settled by Breton and Norman fishing families whose descendants still run the place. Port guide →

5. 5
   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 →

6. 6
   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 →

7. 7
   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 →

8. 8
   Basseterre

   Basseterre is the Georgian-era capital of St Kitts, a small twin-island Caribbean nation where the cruise pier puts you a five-minute walk from a colonial town center built around a circular junction… Port guide →

9. Disembark
   Grand Turk

   Grand Turk is the small, low-rise capital island of the Turks and Caicos, a former salt-raking colony of donkeys, ponds, and pastel Bermudian houses that never urbanized. Port guide →