Cruise
Southern Caribbean Cruise New Year's aboard Scarlet Lady
Board in Port of San Juan, Puerto Rico, USA on Sunday, December 26, 2027 for a Southern Caribbean itinerary visiting San Juan, Puerto Rico, USA, Philipsburg, St. Maarten, Bridgetown, Barbados, Fort-de-France, Martinique, St. John's, Antigua, and Charlotte Amalie, St. Thomas, U.S. Virgin Islands, with recent cabin pricing captured as low as $3,346 per cabin for two sailors.
As low as $3,346 per cabin
Check Availability & Book →
SOLD AND SERVICED BY
Rachael Roberts
LAST UPDATED ON
June 12, 2026
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Voyage at a glance
7-night Caribbean sailing aboard Scarlet Lady.
ShipScarlet Lady
Sailing datesSunday, December 26, 2027 – Sunday, January 2, 2028
RouteRound trip from Port of San Juan, Puerto Rico, USA
Featured stopsPhilipsburg, St. Maarten · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands
Recently found from$3,346 per cabin for two sailors
Ring in the New Year on this 7-night Southern Caribbean escape as you sail from San Juan to Philipsburg, St. Maarten before a relaxing day at sea to enjoy ship life. From there, you'll visit Bridgetown, soak up the French-Caribbean flair of Fort-de-France, explore the beauty of St. Johns, Antigua, and wrap things up in St. Thomas before returning to San Juan.
Board Scarlet Lady in Port of San Juan, Puerto Rico, USA on Sunday, December 26, 2027 and debark in Port of San Juan, Puerto Rico, USA on Sunday, January 2, 2028. Recent pricing was captured as low as $3,346 per cabin for two sailors.
Itinerary Overview
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Day 1 – Sunday, December 26, 2027 · 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 – Monday · Philipsburg, St. Maarten
Port day: Philipsburg, St. Maarten
8:30 AM – 6:00 PM
Arrive in Philipsburg, St. Maarten around 8:30 AM and enjoy the port before the scheduled 6:00 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 3 – Tuesday · 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 – Wednesday · 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 – Thursday · Fort-de-France, Martinique
Port day: Fort-de-France, Martinique
8:00 AM – 5:00 PM
Arrive in Fort-de-France, Martinique around 8:00 AM and enjoy the port before the scheduled 5:00 PM departure. An island rich with contrasts, Martinique mixes quiet moments on quaint beaches or atop dramatic mountains with the cultural vibrancy of downtown Fort-de-France.
- Excursions
- Beach Day
- Food
- Shopping
📍
Day 6 – Friday · St. John's, Antigua
Port day: St. John's, Antigua
8:00 AM – 6:00 PM
Arrive in St. John's, Antigua around 8:00 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 – 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.
🛳️
Day 8 – Sunday, January 2, 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, Philipsburg, St. Maarten, Bridgetown, Barbados, Fort-de-France, Martinique, St. John's, Antigua, and Charlotte Amalie, St. Thomas, U.S. Virgin Islands.
✨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 $3,346 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 $3,346 per cabin
Limited-time savings shown at last check: 34% offSea ViewRecently found from $3,626 per cabin
Limited-time savings shown at last check: 36% offSea TerraceRecently found from $4,186 per cabin
Limited-time savings shown at last check: 38% offRockstar QuartersRecently found from $8,960 per cabin
Mega Rockstar QuartersRecently found from $15,400 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-ladydec2027
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