Cruise itinerary
10-Night Caribbean Cruise from Bridgetown
10 nights · Caribbean · 11 ports of call
10-night Caribbean cruise aboard Silver Shadow, departing Bridgetown and calling at Port Elizabeth, Bequia, Castries, Trois-Ilets, Roseau, Îles des Saintes and Little Bay and 4 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Silver Shadow
- Cruise line
- Silversea
- Duration
- 10 nights
- Region
- Caribbean · Americas · South America
- Departs
- Bridgetown
- 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 Silver Shadow sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
Bridgetown
Depart 23:00
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
- Day2
Port Elizabeth, Bequia
Arrive 08:00 · Depart 18:00
The main town of Bequia, a small island in the Grenadines reached only by sea. It sits on Admiralty Bay, a yacht-favoured harbour, and keeps a quiet seafaring tradition of boatbuilding and a beach walk along the shore to Princess Margaret Beach.
- Admiralty Bay
- Princess Margaret Beach
- Model-boat building
- Day3
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
- Day4
Trois-Ilets
Arrive 08:00 · Depart 18:00
- Day5
Roseau
Arrive 08:00 · Depart 19:00
The capital of Dominica, a green volcanic island in the eastern Caribbean known as the Nature Isle. The town sits below forested peaks, with the botanic gardens, sulphur springs and the trail to Trafalgar Falls a short drive inland.
- Trafalgar Falls
- Botanic Gardens
- Boiling Lake
- Day6
Îles des Saintes
Arrive 08:00 · Depart 18:00
- Day7
Little Bay
Arrive 08:00 · Depart 18:00
- Day8
Basseterre, Saint Kitts
Arrive 08:00 · Depart 19:00
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
- Day9
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
- Day10
Saint John Island
Arrive 08:00 · Depart 18:00
- Day11
San Juan (Puerto Rico)
Arrive 07:00
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
Upcoming departures
- 20 Jan 2027
- 16 Feb 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from Bridgetown FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at Bridgetown, Port Elizabeth, Bequia, Castries, Trois-Ilets, Roseau, Îles des Saintes, Little Bay, Basseterre, Saint Kitts, Gustavia, Saint John Island and San Juan (Puerto Rico).
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 Bridgetown and ends in San Juan (Puerto Rico).
How long is this cruise?
10 nights aboard Silver Shadow.
When does this itinerary sail?
Upcoming departures include 20 Jan 2027 and 16 Feb 2027. A NestCruise advisor can confirm current availability.