Cruise itinerary
7-Night Caribbean Cruise from San Juan (Puerto Rico)
7 nights · Caribbean · 7 ports of call
7-night Caribbean cruise aboard Scarlet Lady, departing San Juan (Puerto Rico) and calling at Tortola, At Sea, Bridgetown, Castries, Roseau and Philipsburg.
- Free advisor
- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Scarlet Lady
- Cruise line
- Virgin Voyages
- Duration
- 7 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 Scarlet Lady sailing, typically within 24 hours.
Where this voyage takes you
- Adults Only
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Depart 18:00
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
Tortola
Arrive 08:00 · Depart 18:00
The main island of the British Virgin Islands, where steep green hills drop to a yacht-filled harbour at Road Town. It is a noted sailing base in the Caribbean, with quiet bays such as Cane Garden and ferries out to neighbouring Virgin Gorda.
- Road Town
- Cane Garden Bay
- Sailing charters
- Day3
At Sea
- Day4
Bridgetown
Arrive 08:00 · Depart 18:00
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
- Day5
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
- Day6
Roseau
Arrive 08:00 · Depart 17:00
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
- Day7
Philipsburg
Arrive 08:00 · Depart 17:00
The Dutch-side capital of St. Maarten, set behind the long curve of Great Bay. Front Street is wall-to-wall duty-free; a short water taxi or drive reaches the French side's Marigot market and the famous low-flying jets over Maho Beach.
- Great Bay Beach
- Front Street duty-free
- Maho Beach plane-spotting
- Day8
San Juan (Puerto Rico)
Arrive 06:30
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
- 27 Nov 2027
- 15 Jan 2028
- 29 Jan 2028
- 12 Feb 2028
- 26 Feb 2028
- 11 Mar 2028
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
7-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 7-night Caribbean cruise calls at San Juan (Puerto Rico), Tortola, At Sea, Bridgetown, Castries, Roseau and Philipsburg.
How many days are spent at sea?
1 day is 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?
7 nights aboard Scarlet Lady.
When does this itinerary sail?
Upcoming departures include 27 Nov 2027, 15 Jan 2028, 29 Jan 2028 and 12 Feb 2028. A NestCruise advisor can confirm current availability.