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EXPLORA III · Caribbean & Central America

14 nights, San Juan to San Juan

January 29, 2027 – February 12, 2027 · 14 nights · 10 stops · round-trip

Explora's name for it: An Extended Journey of Secluded Isles & Coastal Havens

San Juan (open port guide)San JuanRoad Town (Tortola) (open port guide)St. John's (Antigua) (open port guide)Providenciales (open port guide)Key West (open port guide)Miami (open port guide)Philipsburg (open port guide)Gustavia (open port guide)Basseterre (open port guide)Cruz Bay (Saint John) (open port guide)Cruz Bay (Saint John)

The itinerary, port by port

10 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 →

  1. Embark
    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 →

  2. 2
    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 →

  3. 3
  4. 4
    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 →

  5. 5
    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 →

  6. 6
    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 →

  7. 7
    Philipsburg

    Philipsburg is the Dutch-side capital of Sint Maarten, a narrow strip of town wedged between Great Bay and a salt pond. Port guide →

  8. 8
    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 →

  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
    Cruz Bay (Saint John)

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

Fares on this departure, decoded

Reading the fare fine print is the job. Here's what this sailing currently carries:

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 →


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Send me the dates and the suite tier you have in mind and I'll come back with a confirmed live number and my read on the sailing within two hours. Best available price, and I make it worth more.

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