

Cruise itinerary
7-Night Caribbean Cruise from San Juan (Puerto Rico)
7 nights · Caribbean · 8 ports of call
7-night Caribbean cruise aboard Emerald Kaia, departing San Juan (Puerto Rico) and calling at Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia and Little Bay and 1 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Emerald Kaia
- Cruise line
- Emerald Cruises
- Duration
- 7 nights
- Region
- Caribbean · Americas · South America
- Departs
- San Juan (Puerto Rico)
- Returns
- Saint John's
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

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
- 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

Philipsburg
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

Gustavia
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day6

Gustavia
The harbour capital of St. Barthélemy, a chic French island in the Caribbean. Yachts crowd the small port below red-roofed hills, with designer boutiques along the quay and quiet coves and beaches scattered around the rugged coast.
- Shell Beach
- Designer boutiques
- Gustavia harbour
- Day7

Little Bay

Saint John's
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
- Day8

Saint John's
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
Upcoming departures
- 20 Nov 2027
- 8 Jan 2028
- 22 Jan 2028
- 1 Apr 2028
- 24 Nov 2028
- 8 Dec 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
7-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 7-night Caribbean cruise calls at San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Philipsburg, Gustavia, Little Bay and Saint John's.
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 departs from San Juan (Puerto Rico) and ends in Saint John's.
How long is this cruise?
7 nights aboard Emerald Kaia.
When does this itinerary sail?
Upcoming departures include 20 Nov 2027, 8 Jan 2028, 22 Jan 2028 and 1 Apr 2028. A NestCruise advisor can confirm current availability.