15 nights, Bridgetown to San Juan

The itinerary, port by port

12 calls over 15 nights, Bridgetown 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 Bridgetown (BGI) 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
   Bridgetown

   Barbados's capital is a UNESCO-listed Georgian port town wrapped around a careenage, with British colonial bones, a Parliament still in session, and a turtle-filled bay a short taxi away. Port guide →

2. 2
   St. George's (Grenada)

   St. Port guide →

3. 3
   Castries

   Castries is St. Port guide →

4. 4
   Fort-de-France

   Fort-de-France is the capital of Martinique, a French overseas department, which means euros, Parisian-influenced architecture, and Creole cooking in the same compact, walkable center.

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
   Spanish Town (Virgin Gorda)

   Spanish Town is the small main settlement on Virgin Gorda, but the reason the day exists is a few miles south of it: The Baths, a stretch of coast where house-size granite boulders pile into grottoes,… Port guide →

7. 7
   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 →

8. 8
   Cruz Bay (Saint John)

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

9. 9
   St. John's (Antigua)

   St. Port guide →

10. 10
    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 →

11. 11
    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 →

12. 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 →