Cruise
Southern Caribbean Cruise aboard Valiant Lady
Board in Port of San Juan, Puerto Rico, USA on Friday, March 19, 2027 for a Southern Caribbean itinerary visiting San Juan, Puerto Rico, USA, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, Bridgetown, Barbados, Kingstown, St. Vincent, Roseau, Dominica, and Philipsburg, St. Maarten, with recent cabin pricing captured as low as $2,544 per cabin for two sailors.
As low as $2,544 per cabin
Check Availability & Book →
SOLD AND SERVICED BY
Rachael Roberts
Woodspring Travel, LLC
LAST UPDATED ON
June 12, 2026
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Voyage at a glance
8-night Caribbean sailing aboard Valiant Lady.
ShipValiant Lady
Sailing datesFriday, March 19, 2027 – Saturday, March 27, 2027
RouteRound trip from Port of San Juan, Puerto Rico, USA
Featured stopsCharlotte Amalie, St. Thomas, U.S. Virgin Islands · Bridgetown, Barbados · Kingstown, St. Vincent · Roseau, Dominica · Philipsburg, St. Maarten
Recently found from$2,544 per cabin for two sailors
This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica — known for its lush rainforests — then St. Maarten, before sailing back to San Juan.
Itinerary Overview
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Day 1 – Friday, March 19, 2027 · San Juan, Puerto Rico, USA
Departure from San Juan, Puerto Rico, USA
Departs 8:00 PM
Board in San Juan, Puerto Rico, USA, settle into the ship, and get ready for sailaway around 8:00 PM.
- Boarding
- Dining
- Entertainment
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Day 2 – Saturday · Charlotte Amalie, St. Thomas, U.S. Virgin Islands
Port day: Charlotte Amalie, St. Thomas, U.S. Virgin Islands
8:00 AM – 6:00 PM
Arrive in Charlotte Amalie, St. Thomas, U.S. Virgin Islands around 8:00 AM and enjoy the port before the scheduled 6:00 PM departure. Charlotte Amalie is a dynamic Caribbean city nestled into the lush landscapes of the renowned island of St. Thomas.
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Day 3 – Sunday · Sailing
Sailing
Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.
- Sailing
- Dining
- Entertainment
- Spa & Fitness
📍
Day 4 – Monday · Bridgetown, Barbados
Port day: Bridgetown, Barbados
8:00 AM – 8:00 PM
Arrive in Bridgetown, Barbados around 8:00 AM and enjoy the port before the scheduled 8:00 PM departure. Miles of sandy beaches and teal waters meet rhythmic local culture and unbelievably mouth-watering classic dishes in this electric Barbadian city.
- Excursions
- Beach Day
- Food
- Shopping
📍
Day 5 – Tuesday · Kingstown, St. Vincent
Port day: Kingstown, St. Vincent
8:00 AM – 5:00 PM
Arrive in Kingstown, St. Vincent around 8:00 AM and enjoy the port before the scheduled 5:00 PM departure. This Caribbean respite is world renowned for its architecture, blissful beaches, verdant gardens & adventure opportunities.
- Excursions
- Beach Day
- Food
- Shopping
📍
Day 6 – Wednesday · Roseau, Dominica
Port day: Roseau, Dominica
8:00 AM – 6:00 PM
Arrive in Roseau, Dominica around 8:00 AM and enjoy the port before the scheduled 6:00 PM departure. Surrounded by jungles, spend your time immersing yourself in the 350+ rivers, impressive waterfalls and verdant landscapes.
📍
Day 7 – Thursday · Philipsburg, St. Maarten
Port day: Philipsburg, St. Maarten
8:00 AM – 7:00 PM
Arrive in Philipsburg, St. Maarten around 8:00 AM and enjoy the port before the scheduled 7:00 PM departure. This vibrant, eclectic city is the ideal place for beach bums, shopaholics, foodies, and outdoor adventure enthusiasts alike.
- Excursions
- Beach Day
- Food
- Shopping
🚢
Day 8 – Friday · Sailing
Sailing
Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.
- Sailing
- Dining
- Entertainment
- Spa & Fitness
🛳️
Day 9 – Saturday, March 27, 2027 · San Juan, Puerto Rico, USA
Arrival in San Juan, Puerto Rico, USA
Arrives 6:30 AM
Arrive back in San Juan, Puerto Rico, USA around 6:30 AM for debarkation. Please allow up to an hour for the Gangway to open to disembark
- Boarding
- Dining
- Entertainment
Highlights
🚢Step aboard Valiant Lady in Port of San Juan, Puerto Rico, USA for an exciting 8-night Southern Caribbean cruise visiting San Juan, Puerto Rico, USA, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, Bridgetown, Barbados, Kingstown, St. Vincent, Roseau, Dominica, and Philipsburg, St. Maarten.
✨This itinerary blends the easy anticipation of sailaway with destination days made for photos, great meals, and unhurried exploring. Expect polished shipboard style, coastal energy, and the kind of pacing that makes the trip feel effortless.
💵Recent cabin pricing was captured as low as $2,544 per cabin for two sailors, subject to live availability.
Recently found pricing
Cabin pricing snapshot
Recent cabin prices we found for this sailing. Pricing is shown per cabin for two sailors and may change at any time.
Cabin Types
InsiderRecently found from $2,544 per cabin
Limited-time savings shown at last check: 32% offSea ViewRecently found from $3,024 per cabin
Limited-time savings shown at last check: 35% offSea TerraceRecently found from $3,504 per cabin
Limited-time savings shown at last check: 42% offRockstar QuartersRecently found from $9,104 per cabin
Mega Rockstar QuartersRecently found from $14,800 per cabin
Final taxes, fees, promotions, or availability can change.
Additional Information
This offer availability and pricing is constantly subject to change. We suggest to book this now.
Gallery
View of Vigin Voyages ship
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Tags
allcruisessouthern-caribbeanvaliant-ladymar2027
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