Cruise
Southern Caribbean New Year's Cruise aboard Valiant Lady
Board in Port of San Juan, Puerto Rico, USA on Saturday, December 26, 2026 for a Southern Caribbean itinerary visiting San Juan, Puerto Rico, USA, Philipsburg, St. Maarten, Fort-de-France, Martinique, Bridgetown, Barbados, Castries, St. Lucia, and St. John's, Antigua, with recent cabin pricing captured as low as $3,674 per cabin for two sailors.
As low as $3,674 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 Valiant Lady.
ShipValiant Lady
Sailing datesSaturday, December 26, 2026 – Saturday, January 2, 2027
RouteRound trip from Port of San Juan, Puerto Rico, USA
Featured stopsPhilipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua
Recently found from$3,674 per cabin for two sailors
This nautical New Year's San Juan sailing first docks in Philipsburg, the Dutch side of Saint Maarten, followed by Fort-de-France, Martinique then the eclectic shores and bright colors of Bridgetown, Barbados. Next, head to the wildlife haven of Castries, St. Lucia before ringing in the new year on the beaches of St. John's, Antigua. Finally, spend New Year's day recouping returning to San Juan.
Itinerary Overview
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Day 1 – Saturday, December 26, 2026 · 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
📍
Day 2 – Sunday · Philipsburg, St. Maarten
Port day: Philipsburg, St. Maarten
9:00 AM – 5:00 PM
Arrive in Philipsburg, St. Maarten around 9:00 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 3 – Monday · Fort-de-France, Martinique
Port day: Fort-de-France, Martinique
9:00 AM – 7:00 PM
Arrive in Fort-de-France, Martinique around 9:00 AM and enjoy the port before the scheduled 7:00 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 4 – Tuesday · 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 – Wednesday · Castries, St. Lucia
Port day: Castries, St. Lucia
8:00 AM – 6:00 PM
Arrive in Castries, St. Lucia around 8:00 AM and enjoy the port before the scheduled 6:00 PM departure. Visit the sulfur hot springs, hike through the Piton mountains, or soak in the volcanic mud baths — the capital of St Lucia is a sanctuary for outdoor enthusiasts.
📍
Day 6 – Thursday · St. John's, Antigua
Port day: St. John's, Antigua
8:00 AM – 7:00 PM
Arrive in St. John's, Antigua around 8:00 AM and enjoy the port before the scheduled 7:00 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 · Sailing
Sailing
Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.
- Sailing
- Dining
- Entertainment
- Spa & Fitness
🛳️
Day 8 – Saturday, January 2, 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 7-night Southern Caribbean cruise visiting San Juan, Puerto Rico, USA, Philipsburg, St. Maarten, Fort-de-France, Martinique, Bridgetown, Barbados, Castries, St. Lucia, and St. John's, Antigua.
✨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 $3,674 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 $3,674 per cabin
Limited-time savings shown at last check: 33% offSea ViewRecently found from $3,906 per cabin
Limited-time savings shown at last check: 36% offSea TerraceRecently found from $4,466 per cabin
Limited-time savings shown at last check: 41% offRockstar QuartersRecently found from $9,646 per cabin
Mega Rockstar QuartersRecently found from $16,086 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-ladydec2026
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