

Cruise itinerary
5-Night Caribbean Cruise from San Juan (Puerto Rico)
5 nights · Caribbean · 5 ports of call
5-night Caribbean cruise aboard Emerald Kaia, departing San Juan (Puerto Rico) and calling at Vieques, Saint John Island, Great Harbour, Jost Van Dyke and Virgin Gorda.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Emerald Kaia
- Cruise line
- Emerald Cruises
- Duration
- 5 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 Emerald Kaia sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1

San Juan (Puerto Rico)
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
Vieques
- Day3

Saint John Island
- Day4

Great Harbour, Jost Van Dyke
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
- Day5

Virgin Gorda
One of the British Virgin Islands, a hilly cay in the eastern Caribbean known for The Baths — a beach where giant granite boulders form tidal pools and grottoes. Quiet bays, yacht anchorages and a relaxed, low-key pace define the island.
- The Baths
- Granite boulders
- Spring Bay
- Day6

San Juan (Puerto Rico)
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
- 3 Jan 2028
- 5 Feb 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
5-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 5-night Caribbean cruise calls at San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke and Virgin Gorda.
How many days are spent at sea?
This is a port-intensive itinerary with no full days at sea.
Where does this cruise depart from?
It is a round-trip sailing from San Juan (Puerto Rico).
How long is this cruise?
5 nights aboard Emerald Kaia.
When does this itinerary sail?
Upcoming departures include 3 Jan 2028 and 5 Feb 2028. A NestCruise advisor can confirm current availability.