Cruise itinerary
11-Night Caribbean Cruise from San Juan (Puerto Rico)
11 nights · Caribbean · 10 ports of call
11-night Caribbean cruise aboard Silver Dawn, departing San Juan (Puerto Rico) and calling at Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's and At Sea and 3 more.
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- 10,000+ sailings
At a glance
- Ship
- Silver Dawn
- Cruise line
- Silversea
- Duration
- 11 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
Gustavia
Arrive 08:00 · Depart 22:00
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
Basseterre, Saint Kitts
Arrive 08:00 · Depart 17:00
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
- 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 18:00
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
At Sea
- Day8
Kralendijk
Arrive 08:00 · Depart 22:00
The capital of Bonaire, a Dutch-Caribbean island known above all for diving and snorkelling along its protected fringing reef. The small waterfront town keeps pastel Dutch-colonial facades, with salt pans and flamingo flats lying to the south.
- Bonaire reef diving
- Salt pans
- Flamingo flats
- Day9
Willemstad
Arrive 08:00 · Depart 19:00
The capital of Curaçao in the southern Caribbean, with a UNESCO-listed centre of Dutch colonial architecture. Willemstad is known for the candy-coloured waterfront of Handelskade, the swinging Queen Emma pontoon bridge, and its floating market.
- Handelskade façades
- Queen Emma Bridge
- Floating Market
- Day10
Oranjestad
Arrive 08:00 · Depart 18:00
The capital of Aruba, set on the island's leeward south coast in the southern Caribbean. Oranjestad is known for its Dutch colonial façades along Wilhelminastraat, a free streetcar through downtown, and white-sand beaches like Eagle and Palm just north.
- Eagle Beach
- Palm Beach
- Dutch colonial centre
- Day11
At Sea
- Day12
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
- 4 Jan 2028
- 25 Jan 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
11-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 11-night Caribbean cruise calls at San Juan (Puerto Rico), Great Harbour, Jost Van Dyke, Gustavia, Basseterre, Saint Kitts, Fort-de-France, Saint George's, At Sea, Kralendijk, Willemstad and Oranjestad.
How many days are spent at sea?
2 days are spent at sea; the rest are in port.
Where does this cruise depart from?
It is a round-trip sailing from San Juan (Puerto Rico).
How long is this cruise?
11 nights aboard Silver Dawn.
When does this itinerary sail?
Upcoming departures include 4 Jan 2028 and 25 Jan 2028. A NestCruise advisor can confirm current availability.