

Cruise itinerary
14-Night Caribbean Cruise from San Juan (Puerto Rico)
14 nights · Caribbean · 11 ports of call
14-night Caribbean cruise aboard Emerald Kaia, departing San Juan (Puerto Rico) and calling at Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Virgin Gorda, Ponce and Grand Turk Island and 4 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Emerald Kaia
- Cruise line
- Emerald Cruises
- Duration
- 14 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 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
- Day7

Saint John Island
- Day8
Ponce
- Day9At sea
- Day10

Grand Turk Island
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
- Day11
Gordon's Beach, Long Island
- Day12

San Salvador Island
- Day13

Nassau
The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
- Cable Beach
- Atlantis resort
- Queen's Staircase
- Day14

Nassau
The capital of the Bahamas on New Providence Island, one of the most-visited cruise ports anywhere. Pastel colonial buildings and the Queen's Staircase sit near the harbour, with the sands of Cable Beach and the Atlantis resort just across the water.
- Cable Beach
- Atlantis resort
- Queen's Staircase
- Day15

Miami, Florida
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
- 5 Feb 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
14-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 14-night Caribbean cruise calls at San Juan (Puerto Rico), Vieques, Saint John Island, Great Harbour, Jost Van Dyke, Virgin Gorda, Ponce, Grand Turk Island, Gordon's Beach, Long Island, San Salvador Island, Nassau and Miami, Florida.
How many days are spent at sea?
1 day is 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?
14 nights aboard Emerald Kaia.
When does this itinerary sail?
Upcoming departures include 5 Feb 2028. A NestCruise advisor can confirm current availability.