14 nights, San Juan to San Juan
Explora's name for it: An Extended Journey into Island Bliss & Lively Celebrations
Fourteen nights, round trip from San Juan, twelve stops, and only one true sea day, the night Explora runs fireworks. That pace tells you what this sailing is: a tour of small Caribbean islands strung close together, not a long-haul crossing. Explora ties up at the Old San Juan piers themselves, so the walled colonial grid starts a few steps from the gangway. From there the route works the Leewards and the Virgin Islands, then loops north for an unusual interruption: a full day in Miami, where the free Metromover loops the bay and skyline at no cost, before turning back through the Dominican Republic and the islands. The standouts are the small ones. St Barths keeps big ships out by design, so you tender into Gustavia and the harbor never crowds. Jost Van Dyke is four miles of beach bars and no traffic lights. From Road Town you can ferry thirty minutes to The Baths on Virgin Gorda, a better sight than anything on Tortola.
This itinerary rewards a traveler who wants beaches, tender calls, and short walkable towns over big monuments. Several days turn on a single choice: at Basseterre the railway and Brimstone Hill sit on opposite sides of St Kitts and each eats most of the day, so you commit to one. If you want dense history or a fast pace, look elsewhere. Tendering also means weather can shorten a stop, as it can in Gustavia when swell runs. And the Miami day is a mainland stop that sits oddly inside an island run, so know that contrast is part of the deal.
Explora I is all-suite and all-oceanfront throughout.
The itinerary, port by port
12 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 At Sea - Fireworks
- 11
- 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 I, 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 →