Cruise itinerary
16-Night Caribbean Cruise from San Juan (Puerto Rico)
16 nights · Caribbean · 12 ports of call
16-night Caribbean cruise aboard EXPLORA III, departing San Juan (Puerto Rico) and calling at Philipsburg, Terre-de-Haut, Saint George, Castries, At Sea and Puerto Plata and 5 more.
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At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 16 nights
- Region
- Caribbean · Americas · South America
- Departs
- San Juan (Puerto Rico)
- Returns
- San Juan (Puerto Rico)
How NestCruise works:we're advisor-led, not a booking engine. No fares are listed and there are no booking fees — tell an advisor your dates and party and they price your exact EXPLORA III sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Depart 18:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
- Day2
Philipsburg
Arrive 09:00 · Depart 18:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day3
Terre-de-Haut
Arrive 09:00 · Depart 18:00
- Day4
Saint George
Arrive 09:00 · Depart 18:00
- Day5
Castries
Arrive 08:00 · Depart 17:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day6
At Sea
- Day7
Puerto Plata
Arrive 09:00 · Depart 17:00
A port on the north coast of the Dominican Republic, backed by the flat-topped Mount Isabel de Torres. A cable car climbs to its summit, the old town keeps a district of gingerbread Victorian houses, and amber and rum are local specialities.
- Mount Isabel cable car
- Amber Museum
- Victorian houses
- Day8
At Sea
- Day9
Miami, Florida
Arrive 08:00 · Depart 17:00
The cruise capital of the world — Miami sends more ships to sea than any port on earth. Most sailings board mid-afternoon, leaving the morning for South Beach, Little Havana or the Wynwood murals before you cast off.
- South Beach
- Little Havana
- Wynwood murals
- Day10
At Sea
- Day11
At Sea
- Day12
Charlotte Amalie
Arrive 08:00 · Depart 18:00
St. Thomas's harbour town in the U.S. Virgin Islands — a deep, sheltered bay ringed by red-roofed hills. Known for duty-free shopping along Main Street and the easy hop to Magens Bay or a ferry across to quieter St. John.
- Magens Bay
- Main Street shopping
- ferry to St. John
- Day13
Road Bay
Arrive 08:00 · Depart 18:00
- Day14
Saint Pierre
Arrive 09:00 · Depart 17:00
The capital of Saint-Pierre and Miquelon, a small French archipelago off Newfoundland and the last remnant of France in North America. Its harbour town has pastel houses, French shops and cafés, and a windswept Atlantic setting steeped in fishing and rum-running history.
- French colonial town
- Île aux Marins
- harbour waterfront
- Day15
Basseterre, Saint Kitts
Arrive 09:00 · Depart 19:00
The capital of St. Kitts, set below the green slopes of a volcanic Caribbean island. Its colonial centre circles The Circus and Independence Square, while the hilltop fortress of Brimstone Hill and a scenic railway lie out along the coast.
- Brimstone Hill Fortress
- The Circus
- Scenic railway
- Day16
Philipsburg
Arrive 08:00 · Depart 19:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day17
San Juan (Puerto Rico)
Arrive 08:00
The capital of Puerto Rico and a major Caribbean homeport. Old San Juan's pastel colonial streets sit behind the massive El Morro and San Cristóbal forts, with rum distilleries and the beaches of Condado close to the cruise piers.
- Old San Juan
- El Morro fort
- Condado beaches
Upcoming departures
- 13 Jan 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
16-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 16-night Caribbean cruise calls at San Juan (Puerto Rico), Philipsburg, Terre-de-Haut, Saint George, Castries, At Sea, Puerto Plata, Miami, Florida, Charlotte Amalie, Road Bay, Saint Pierre and Basseterre, Saint Kitts.
How many days are spent at sea?
4 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from San Juan (Puerto Rico).
How long is this cruise?
16 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 13 Jan 2027. A NestCruise advisor can confirm current availability.