Cruise itinerary
8-Night Caribbean Cruise from San Juan (Puerto Rico)
8 nights · Caribbean · 7 ports of call
8-night Caribbean cruise aboard Valiant Lady, departing San Juan (Puerto Rico) and calling at Charlotte Amalie, At Sea, Willemstad, Oranjestad, Basseterre, Saint Kitts and Philipsburg.
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- No booking fees
- 10,000+ sailings
At a glance
- Ship
- Valiant Lady
- Cruise line
- Virgin Voyages
- Duration
- 8 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 Valiant Lady sailing, typically within 24 hours.
Where this voyage takes you
- Adults Only
Day-by-day itinerary
- Day1
San Juan (Puerto Rico)
Depart 20:00
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
Charlotte Amalie
Arrive 08:00 · Depart 18:00
St. Thomas's harbour town in the U.S. Virgin Islands — a deep, sheltered bay ringed by red-roofed hills. Known for duty-free shopping along Main Street and the easy hop to Magens Bay or a ferry across to quieter St. John.
- Magens Bay
- Main Street shopping
- ferry to St. John
- Day3
At Sea
- Day4
Willemstad
Arrive 09:00 · 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
- Day5
Oranjestad
Arrive 09:00 · Depart 22:00
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
- Day6
At Sea
- 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
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
- Day9
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
- 20 Nov 2026
- 19 Mar 2027
Upcoming sailings of this itinerary — a NestCruise advisor confirms current availability and your fare.
8-Night Caribbean Cruise from San Juan (Puerto Rico) FAQ
Which ports does this cruise visit?
This 8-night Caribbean cruise calls at San Juan (Puerto Rico), Charlotte Amalie, At Sea, Willemstad, Oranjestad, Basseterre, Saint Kitts and Philipsburg.
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?
8 nights aboard Valiant Lady.
When does this itinerary sail?
Upcoming departures include 20 Nov 2026 and 19 Mar 2027. A NestCruise advisor can confirm current availability.