Cruise
Southern Caribbean Cruise aboard Scarlet Lady
Board in Port of San Juan, Puerto Rico, USA on Saturday, January 15, 2028 for a Southern Caribbean itinerary visiting San Juan, Puerto Rico, USA, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, Bridgetown, Barbados, Kingstown, St. Vincent, St. John's, Antigua, and Philipsburg, St. Maarten, with recent cabin pricing captured as low as $1,526 per cabin for two sailors.
As low as $1,526 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
7-night Caribbean sailing aboard Scarlet Lady.
ShipScarlet Lady
Sailing datesSaturday, January 15, 2028 – Saturday, January 22, 2028
RouteRound trip from Port of San Juan, Puerto Rico, USA
Featured stopsCharlotte Amalie, St. Thomas, U.S. Virgin Islands · Bridgetown, Barbados · Kingstown, St. Vincent · St. John's, Antigua · Philipsburg, St. Maarten
Recently found from$1,526 per cabin for two sailors
This 7-night Southern Caribbean sailing departs San Juan, bringing you to St. Thomas before a refreshing day at sea. From there, you'll explore Bridgetown, visit Kingstown, St. Vincent, soak up the charm of St. Johns, Antigua, and enjoy the vibrant streets of Philipsburg, St. Maarten before returning to San Juan.
Itinerary Overview
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Day 1 – Saturday, January 15, 2028 · San Juan, Puerto Rico, USA
Departure from San Juan, Puerto Rico, USA
Departs 6:00 PM
Board in San Juan, Puerto Rico, USA, settle into the ship, and get ready for sailaway around 6:00 PM.
- Boarding
- Dining
- Entertainment
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Day 2 – Sunday · 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 – Monday · Sailing
Sailing
Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.
- Sailing
- Dining
- Entertainment
- Spa & Fitness
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Day 4 – Tuesday · Bridgetown, Barbados
Port day: Bridgetown, Barbados
8:00 AM – 6:00 PM
Arrive in Bridgetown, Barbados around 8:00 AM and enjoy the port before the scheduled 6:00 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 – Wednesday · 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 – Thursday · St. John's, Antigua
Port day: St. John's, Antigua
9:00 AM – 6:00 PM
Arrive in St. John's, Antigua around 9:00 AM and enjoy the port before the scheduled 6:00 PM departure. Home to 365 white sandy beaches, this Antiguan city is perfect for beachside lounging, snorkeling, or hiking up to Fort Barrington for panoramic views of the island.
- Excursions
- Beach Day
- Food
- Shopping
📍
Day 7 – Friday · Philipsburg, St. Maarten
Port day: Philipsburg, St. Maarten
8:00 AM – 5:00 PM
Arrive in Philipsburg, St. Maarten around 8:00 AM and enjoy the port before the scheduled 5:00 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 – Saturday, January 22, 2028 · 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 Scarlet Lady in Port of San Juan, Puerto Rico, USA for an exciting 7-night Southern Caribbean cruise visiting San Juan, Puerto Rico, USA, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, Bridgetown, Barbados, Kingstown, St. Vincent, St. John's, Antigua, 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 $1,526 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 $1,526 per cabin
Limited-time savings shown at last check: 33% offSea ViewRecently found from $1,806 per cabin
Limited-time savings shown at last check: 38% offSea TerraceRecently found from $2,506 per cabin
Limited-time savings shown at last check: 39% offRockstar QuartersRecently found from $7,700 per cabin
Mega Rockstar QuartersRecently found from $11,060 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-caribbeanscarlet-ladyjan2028
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