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Featured image for Eastern Caribbean & Bimini Holiday aboard Brilliant Lady
Cruise
Eastern Caribbean & Bimini Holiday aboard Brilliant Lady
Board in Port of Miami, Florida, USA on Monday, December 14, 2026 for a Southern Caribbean itinerary visiting Miami, Florida, USA, Philipsburg, St. Maarten, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, San Juan, Puerto Rico, USA, and The Beach Club at Bimini, Bahamas, with recent cabin pricing captured as low as $2,322 per cabin for two sailors.
As low as $2,322 per cabin
Check Availability & Book →
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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

9-night Caribbean sailing aboard Brilliant Lady.

ShipBrilliant Lady
Sailing datesMonday, December 14, 2026 – Wednesday, December 23, 2026
RouteRound trip from Port of Miami, Florida, USA
Featured stopsPhilipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico, USA · The Beach Club at Bimini, Bahamas
Recently found from$2,322 per cabin for two sailors

Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the natural wonders of St. Thomas, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.

Board Brilliant Lady in Port of Miami, Florida, USA on Monday, December 14, 2026 and debark in Port of Miami, Florida, USA on Wednesday, December 23, 2026. Recent pricing was captured as low as $2,322 per cabin for two sailors.

Itinerary Overview

Day 1 – Monday, December 14, 2026 · Miami, Florida, USA

Departure from Miami, Florida, USA

Departs 5:00 PM

Board in Miami, Florida, USA, settle into the ship, and get ready for sailaway around 5:00 PM.

  • Boarding
  • Dining
  • Entertainment
Day 2 – Tuesday · Sailing

Sailing

Enjoy a full day of sailing with time for dining, entertainment, ocean views, and relaxing onboard.

  • Sailing
  • Dining
  • Entertainment
  • Spa & Fitness
Day 3 – Wednesday · 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 – Thursday · Philipsburg, St. Maarten

Port day: Philipsburg, St. Maarten

8:00 AM – 6:00 PM

Arrive in Philipsburg, St. Maarten around 8:00 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 5 – 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 6 – Saturday · San Juan, Puerto Rico, USA

Port day: San Juan, Puerto Rico, USA

8:00 AM – 5:00 PM

Arrive in San Juan, Puerto Rico, USA around 8:00 AM and enjoy the port before the scheduled 5:00 PM departure. Beyond the picturesque beaches and pastel-lined streets, Puerto Rico's capital is perfectly located to easily access the geographic diversity of this gorgeous island.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 7 – 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 8 – 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 9 – Tuesday · The Beach Club at Bimini, Bahamas

Port day: The Beach Club at Bimini, Bahamas

9:00 AM – 6:00 PM

Arrive in The Beach Club at Bimini, Bahamas around 9:00 AM and enjoy the port before the scheduled 6:00 PM departure. Besides exploring the islands' incredible biodiversity, relax at our private beach club experience, Virgin Voyages Beach Club at Bimini.

  • Excursions
  • Beach Day
  • Food
  • Shopping
Day 10 – Wednesday, December 23, 2026 · Miami, Florida, USA

Arrival in Miami, Florida, USA

Arrives 6:30 AM

Arrive back in Miami, Florida, 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 Brilliant Lady in Port of Miami, Florida, USA for an exciting 9-night Southern Caribbean cruise visiting Miami, Florida, USA, Philipsburg, St. Maarten, Charlotte Amalie, St. Thomas, U.S. Virgin Islands, San Juan, Puerto Rico, USA, and The Beach Club at Bimini, Bahamas.
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 $2,322 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 $2,522 per cabin
    Limited-time savings shown at last check: 30% off
  • Sea ViewRecently found from $2,322 per cabin
    Limited-time savings shown at last check: 37% off
  • Sea TerraceRecently found from $2,682 per cabin
    Limited-time savings shown at last check: 41% off
  • Rockstar QuartersRecently found from $8,982 per cabin
  • Mega Rockstar QuartersRecently found from $13,662 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.

Tags

allcruisessouthern-caribbeanbrilliant-ladydec2026