Cruise itinerary
16-Night Caribbean Cruise from San Juan (Puerto Rico)
16 nights · Caribbean · 11 ports of call
16-night Caribbean cruise aboard EXPLORA I, departing San Juan (Puerto Rico) and calling at Philipsburg, Saint John's, Little Bay, Tortola, At Sea and Miami, Florida and 4 more.
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At a glance
- Ship
- EXPLORA I
- Cruise line
- Explora Journeys
- Duration
- 16 nights
- Region
- Caribbean · Americas · South America
- Departs
- San Juan (Puerto Rico)
- Returns
- Miami, Florida
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 I sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Depart 17:00
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 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
- 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
Little Bay
Arrive 08:00 · Depart 18:00
- Day5
Tortola
Arrive 08:00 · Depart 18:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day6
At Sea
- 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
Puerto Plata
Arrive 09:00 · Depart 19:00
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
- Day11
Cayo Levantado
Arrive 08:00 · Depart 18:00
- Day12
San Juan (Puerto Rico)
Arrive 09:00 · Depart 23:00
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
- Day13
Charlotte Amalie
Arrive 09:00 · Depart 20:00
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
- Day14
Spanish Town, Virgin Gorda
Arrive 08:00 · Depart 18:00
- Day15
At Sea
- Day16
At Sea
- Day17
Miami, Florida
Arrive 08:00
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
Upcoming departures
- 4 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, Saint John's, Little Bay, Tortola, At Sea, Miami, Florida, Puerto Plata, Cayo Levantado, Charlotte Amalie and Spanish Town, Virgin Gorda.
How many days are spent at sea?
5 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It departs from San Juan (Puerto Rico) and ends in Miami, Florida.
How long is this cruise?
16 nights aboard EXPLORA I.
When does this itinerary sail?
Upcoming departures include 4 Jan 2027. A NestCruise advisor can confirm current availability.