14 nights, San Juan to San Juan
Explora's name for it: An Extended Journey through Wild Beauty and Tropical Festivities
Fourteen nights, eleven calls, a loop that begins and ends at the Old San Juan piers, where Explora III ties up steps from the cobbled colonial grid and its two harbor-mouth forts. From there the route threads the eastern and central Caribbean, then swings west all the way to Miami and Jamaica before working back. The pace is mostly port-heavy, so plan it island by island. In Anguilla you tender straight onto Sandy Ground Beach and taxi out to Shoal Bay East, the sand the island is actually known for. Grand Turk drops you a short walk from a leeward beach and a reef wall good enough that wall snorkeling here is genuinely worth the time. Ocho Rios is built around Dunn's River, which you climb in a human chain, best done on the first slot before several ships funnel onto the same rock staircase.
This sailing rewards a traveler who wants the Caribbean read closely, beach by beach and town by town, with frequent stops and short tenders. It is not for someone chasing sea days or a slow, do-nothing rhythm; with eleven calls in fourteen nights, the days fill. Miami sits oddly mid-loop as a big U.S. port rather than an island, so weigh whether that contrast appeals or interrupts.
Explora III is all-suite and all-oceanfront throughout.
The itinerary, port by port
11 calls over 14 nights, round-trip from 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 San Juan (SJU) 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 →
- Embark
- 2
- 3
- 4
- 5
- 6
- 7
- 8
- 9
- 10
- Disembark
Fares on this departure, decoded
Reading the fare fine print is the job. Here's what this sailing currently carries:
- Invitation to Discover More
- Explora's discovery fare, available across most of the calendar. Onboard credit where the offer applies.
- Founders Fare
- A founding-era fare on a selected set of sailings. Onboard credit where the offer applies.
- Air-Inclusive Fare
- A fare that folds airfare into the voyage price on a smaller set of sailings.
The ship and your suite
This sailing is aboard EXPLORA III, all-suite, every suite with a private ocean-front terrace. Suites run from the entry Ocean Terrace to the Owner's Residence; the right tier depends on how you travel. Compare suites → · What's included →