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Featured image for Southern Caribbean Cruise aboard Scarlet Lady
Cruise
Southern Caribbean Cruise aboard Scarlet Lady
Board in Port of San Juan, Puerto Rico, USA on Saturday, March 25, 2028 for a Southern Caribbean itinerary visiting San Juan, Puerto Rico, USA, Philipsburg, St. Maarten, Bridgetown, Barbados, Fort-de-France, Martinique, Basseterre, St. Kitts and Nevis, and Charlotte Amalie, St. Thomas, U.S. Virgin Islands, with recent cabin pricing captured as low as $1,806 per cabin for two sailors.
As low as $1,806 per cabin
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Rachael Roberts
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 datesSaturday, March 25, 2028 – Saturday, April 1, 2028
RouteRound trip from Port of San Juan, Puerto Rico, USA
Featured stopsPhilipsburg, St. Maarten · Bridgetown, Barbados · Fort-de-France, Martinique · Basseterre, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands
Recently found from$1,806 per cabin for two sailors

This 7-night Southern Caribbean Cruise departs San Juan, stopping in Philipsburg, St. Maarten before a day at sea. The journey continues to Bridgetown, Barbados, Fort-de-France, Martinique, Basseterre, St. Kitts, and St. Thomas before returning to San Juan.

Board Scarlet Lady in Port of San Juan, Puerto Rico, USA on Saturday, March 25, 2028 and debark in Port of San Juan, Puerto Rico, USA on Saturday, April 1, 2028. Recent pricing was captured as low as $1,806 per cabin for two sailors.

Itinerary Overview

Day 1 – Saturday, March 25, 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
Day 2 – Sunday · Philipsburg, St. Maarten

Port day: Philipsburg, St. Maarten

9:00 AM – 6:00 PM

Arrive in Philipsburg, St. Maarten around 9:00 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 – Monday · 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 – 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 · 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 – Thursday · Basseterre, St. Kitts and Nevis

Port day: Basseterre, St. Kitts and Nevis

8:00 AM – 6:00 PM

Arrive in Basseterre, St. Kitts and Nevis around 8:00 AM and enjoy the port before the scheduled 6:00 PM departure. From rum tastings and beach hangs to rainforest explorations and catamarans to Nevis, the capital of St. Kitts' social scene revolves around good living and chat.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 7 – Friday · 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.

  • Excursions
  • Food
  • Shopping
Day 8 – Saturday, April 1, 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, Basseterre, St. Kitts and Nevis, 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 $1,806 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 $1,806 per cabin
    Limited-time savings shown at last check: 33% off
  • Sea ViewRecently found from $2,086 per cabin
    Limited-time savings shown at last check: 38% off
  • Sea TerraceRecently found from $2,506 per cabin
    Limited-time savings shown at last check: 41% off
  • Rockstar 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.

Other sailings to consider:

Tags

allcruisessouthern-caribbeanscarlet-ladymar2028