Cruise itinerary
15-Night Caribbean Cruise from San Juan (Puerto Rico)
15 nights · Caribbean · 12 ports of call
15-night Caribbean cruise aboard EXPLORA III, departing San Juan (Puerto Rico) and calling at Road Bay, Saint John's, Basseterre, Saint Kitts, At Sea, Grand Turk Island and Miami, Florida and 5 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- EXPLORA III
- Cruise line
- Explora Journeys
- Duration
- 15 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
Road Bay
Arrive 09:00 · Depart 19:00
- Day3
Saint John's
Arrive 09:00 · Depart 19:00
The capital of Antigua, set around a deep natural harbour in the eastern Caribbean. The island is known for its many sandy beaches and for Nelson's Dockyard, a restored Georgian naval base on the south coast that is now a World Heritage site.
- Nelson's Dockyard
- Dickenson Bay
- Shirley Heights
- Day4
Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
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
- Day5
At Sea
- Day6
Grand Turk Island
Arrive 08:00 · Depart 18:00
A small, low-lying island in the Turks and Caicos, a British territory in the Atlantic. Its cruise centre opens onto a long white-sand beach and clear reef water, with a historic lighthouse standing at the island's northern point.
- White-sand beach
- Coral reef
- Historic lighthouse
- Day7
At Sea
- Day8
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
- Day9
At Sea
- Day10
Ocho Rios
Arrive 09:00 · Depart 18:00
A resort town on Jamaica's north coast, set among green hills and a string of beaches. The terraced cascades of Dunn's River Falls are the headline attraction, with botanical gardens, river tubing and reggae-filled markets close to the cruise pier.
- Dunn's River Falls
- Resort beaches
- Botanical gardens
- Day11
At Sea
- Day12
Isla Catalana
Arrive 09:00 · Depart 18:00
- Day13
Great Harbour, Jost Van Dyke
Arrive 12:00 · Depart 18:00
The main anchorage of Jost Van Dyke, smallest of the British Virgin Islands' main islands, in the Caribbean. A laid-back yachting stop, its sheltered bay is fringed by sand and beach bars, with the natural rock pools of the Bubbly Pool a short walk away.
- Bubbly Pool
- White Bay
- beach bars
- Day14
Philipsburg
Arrive 08:00 · 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
- Day15
Charlotte Amalie
Arrive 08:00 · Depart 21:00
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
- Day16
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 Dec 2026
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
15-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 15-night Caribbean cruise calls at San Juan (Puerto Rico), Road Bay, Saint John's, Basseterre, Saint Kitts, At Sea, Grand Turk Island, Miami, Florida, Ocho Rios, Isla Catalana, Great Harbour, Jost Van Dyke, Philipsburg and Charlotte Amalie.
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?
15 nights aboard EXPLORA III.
When does this itinerary sail?
Upcoming departures include 13 Dec 2026. A NestCruise advisor can confirm current availability.