Cruise itinerary
10-Night Caribbean Cruise from San Juan
10 nights · Caribbean · 11 ports of call
10-night Caribbean cruise aboard Silver Shadow, departing San Juan and calling at Jost Van Dyke Island BVI, Gustavia, Antigua, Montserrat, Îles des Saintes and Basseterre, Saint Kitts and 4 more.
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At a glance
- Ship
- Silver Shadow
- Cruise line
- Silversea
- Duration
- 10 nights
- Region
- Caribbean
- Departs
- San Juan
- Returns
- Bridgetown
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 Silver Shadow sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan
Depart 19:00
The capital of Puerto Rico and a major Caribbean cruise homeport. The walled colonial quarter of Old San Juan keeps blue-cobbled streets, pastel facades and two Spanish fortresses, El Morro and San Cristóbal, guarding the harbour mouth.
- Old San Juan
- El Morro
- Castillo San Cristóbal
- Day2
Jost Van Dyke Island BVI
Arrive 08:00 · Depart 18:00
- Day3
Gustavia
Arrive 08:00 · Depart 23:00
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
- Day4
Antigua
Arrive 08:00 · Depart 19:00
- Day5
Montserrat
Arrive 08:00 · Depart 18:00
- Day6
Îles des Saintes
Arrive 08:00 · Depart 18:00
- Day7
Basseterre, Saint Kitts
Arrive 08:00 · Depart 18:00
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
- Day8
Les Anses d'Arlet
Arrive 08:00 · Depart 18:00
- Day9
Castries
Arrive 08:00 · Depart 18:00
The capital of St. Lucia, tucked into a sheltered harbour on the island's northwest coast. Beyond the market town rise the rainforested interior and the iconic twin Piton peaks further south along the volcanic coastline.
- The Pitons
- Central market
- Pigeon Island
- Day10
St George's, Grenada
Arrive 08:00 · Depart 18:00
- Day11
Bridgetown
The capital of Barbados on the island's southwest coast, a long-standing Caribbean cruise port. Its colonial centre and Garrison Savannah are UNESCO-listed, with the white sand of Carlisle Bay and turtle-filled waters close to the harbour.
- Carlisle Bay
- Garrison Savannah
- Rum distilleries
Upcoming departures
- 10 Jan 2027
- 6 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from San Juan FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at San Juan, Jost Van Dyke Island BVI, Gustavia, Antigua, Montserrat, Îles des Saintes, Basseterre, Saint Kitts, Les Anses d'Arlet, Castries, St George's, Grenada and Bridgetown.
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 and ends in Bridgetown.
How long is this cruise?
10 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 10 Jan 2027 and 6 Feb 2027. A NestCruise advisor can confirm current availability.