14 nights, Miami to Miami

The itinerary, port by port

10 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
   Road Town (Tortola)

   Road Town is the capital of the British Virgin Islands, and your ship lands you at its doorstep on the south coast of Tortola. 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
   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 →

8. 8
   Little Bay

   Little Bay is the emerging capital district on the north coast of Montserrat, the British territory whose southern half, including the original capital Plymouth, was buried by the Soufriere Hills volcano… Port guide →

9. 9
   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 →

10. Disembark
    Key West

    Key West is the last island in the Florida Keys chain, a compact Old Town of conch houses, literary history, and a daily ritual built around watching the sun drop into the Gulf. Port guide →