

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 Sopers Hole, Tortola, Gustavia, Roseau, Fort-de-France, Saint John's and Basseterre, Saint Kitts and 3 more.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Silver Dawn
- Cruise line
- Silversea
- Duration
- 10 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 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

Sopers Hole, Tortola
Arrive 08:00 · Depart 17:00
- Day3

Gustavia
Arrive 08:00 · Depart 20:30
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
- Day4

Roseau
Arrive 09:00 · 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
- 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 John's
Arrive 08:00 · Depart 19:00
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
- 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

Great Harbour, Jost Van Dyke
Arrive 08:00 · Depart 15:00
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
- Day9
At Sea
- Day10
At Sea
- Day11

Miami, Florida
Arrive 07:00
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
- 22 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), Sopers Hole, Tortola, Gustavia, Roseau, Fort-de-France, Saint John's, Basseterre, Saint Kitts, Great Harbour, Jost Van Dyke, At Sea and Miami, Florida.
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 departs from San Juan (Puerto Rico) and ends in Miami, Florida.
How long is this cruise?
10 nights aboard Silver Dawn.
When does this itinerary sail?
Upcoming departures include 22 Feb 2028. A NestCruise advisor can confirm current availability.