Cruise itinerary
21-Night Caribbean Cruise from San Juan
21 nights · Caribbean · 13 ports of call
21-night Caribbean cruise aboard Silver Dawn, departing San Juan and calling at Jost Van Dyke Island BVI, Gustavia, Basseterre, Saint Kitts, Fort-de-France, St George's, Grenada and Canouan Island and 6 more.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Silver Dawn
- Cruise line
- Silversea
- Duration
- 21 nights
- Region
- Caribbean
- Departs
- San Juan
- Returns
- San Juan
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
Depart 22:00
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 17:00
- 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
St George's, Grenada
Arrive 08:00 · Depart 19:00
- Day7
Canouan Island
Arrive 08:00 · Depart 18:00
- 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
Antigua
Arrive 09:00 · Depart 17:00
- Day10
St John Island USVI
Arrive 08:00 · Depart 18:00
- Day11
San Juan
Arrive 07:00 · Depart 07:00
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
- Day12
Jost Van Dyke Island BVI
Arrive 08:00 · Depart 17:00
- Day13
Gustavia
Arrive 08:00 · Depart 18:00
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
- Day14
Roseau
Arrive 09:00 · Depart 18:00
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
- Day15
Canouan Island
Arrive 08:00 · Depart 18:00
- Day16
St George's, Grenada
Arrive 08:00 · Depart 18:00
- Day17At sea
- Day18
Willemstad
Arrive 08:00 · Depart 22:00
- Day19
Kralendijk
Arrive 08:00 · Depart 19:00
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
- Day20At sea
- Day21
St John Island USVI
Arrive 08:00 · Depart 18:00
- Day22
San Juan
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
Upcoming departures
- 15 Jan 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
21-Night Caribbean Cruise from San Juan FAQ
Which ports does this cruise visit?
This 21-night Caribbean cruise calls at San Juan, Jost Van Dyke Island BVI, Gustavia, Basseterre, Saint Kitts, Fort-de-France, St George's, Grenada, Canouan Island, Castries, Antigua, St John Island USVI, Roseau, Willemstad and Kralendijk.
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.
How long is this cruise?
21 nights aboard Silver Dawn.
When does this itinerary sail?
Upcoming departures include 15 Jan 2028. A NestCruise advisor can confirm current availability.