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EXPLORA III · Caribbean & Central America

16 nights, San Juan to San Juan

December 28, 2026 – January 13, 2027 · 16 nights · 11 stops · round-trip

Explora's name for it: An Extended Journey of Caribbean Celebrations and Island Horizons

San Juan (open port guide)San JuanSt. John's (Antigua) (open port guide)Pointe-à-Pitre (open port guide)At Sea - FireworksCruz Bay (Saint John) (open port guide)SamanáPuerto Plata (open port guide)Miami (open port guide)Gustavia (open port guide)Road Town (Tortola) (open port guide)Basseterre (open port guide)Basseterre

The itinerary, port by port

11 calls over 16 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
  3. 3
    Pointe-à-Pitre

    Pointe-à-Pitre is the commercial capital of Guadeloupe, a French overseas region, and the city wears that dual identity openly: Creole markets and a French colonial grid, euros and Caribbean spice. Port guide →

  4. 4
    At Sea - Fireworks
  5. 5
    Cruz Bay (Saint John)

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

  6. 6
    Samaná

    Samana sits on a green peninsula at the head of a wide bay on the Dominican Republic's northeast coast, a quieter, more nature-led call than the island's resort ports.

  7. 7
    Puerto Plata

    Puerto Plata is the Dominican Republic's north-coast amber capital, a town of faded Victorian gingerbread houses sitting under the green wall of Mount Isabel de Torres. Port guide →

  8. 8
    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 →

  9. 9
    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 →

  10. 10
    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 →

  11. Disembark
    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 →

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.

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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