Cruise itinerary
10-Night Caribbean Cruise from San Juan (Puerto Rico)
10 nights · Caribbean · 10 ports of call
10-night Caribbean cruise aboard Silver Dawn, departing San Juan (Puerto Rico) and calling at Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Gustavia, Fort-de-France, Saint George's and Port Elizabeth, Bequia and 3 more.
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At a glance
- Ship
- Silver Dawn
- Cruise line
- Silversea
- Duration
- 10 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 Silver Dawn sailing, typically within 24 hours.
Where this voyage takes you
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Depart 19:00
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
- Day2
Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 17:00
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
- Day3
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
- Day4
Gustavia
Arrive 07:30 · Depart 16:30
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
- Day5
Fort-de-France
Arrive 08:00 · Depart 18:00
The capital of Martinique in the French Caribbean, set on a wide bay beneath green volcanic hills. Fort-de-France is known for the ornate Schoelcher Library, the Savane gardens by the waterfront, and views toward the Mont Pelée volcano.
- Schoelcher Library
- La Savane park
- Fort Saint-Louis
- Day6
Saint George's
Arrive 08:00 · Depart 19:00
The capital of Grenada in the eastern Caribbean, set around a horseshoe harbour ringed by red-roofed houses. Known as the Spice Isle for its nutmeg, the island offers Grand Anse beach, hillside Fort George and rainforest waterfalls inland.
- Grand Anse Beach
- Fort George
- Nutmeg plantations
- Day7
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
- Day8
Castries
Arrive 08:00 · Depart 17:00
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
- Day9
Saint John's
Arrive 09:00 · Depart 17:00
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
- 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
- 11 Dec 2027
- 15 Jan 2028
- 12 Feb 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
10-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 10-night Caribbean cruise calls at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Basseterre, Saint Kitts, Gustavia, Fort-de-France, Saint George's, Port Elizabeth, Bequia, Castries, Saint John's and Saint John Island.
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?
10 nights aboard Silver Dawn.
When does this itinerary sail?
Upcoming departures include 11 Dec 2027, 15 Jan 2028 and 12 Feb 2028. A NestCruise advisor can confirm current availability.