Brilliant Lady Winter 2026/Spring 2027 Itineraries Announced
Virgin Voyages announces Winter 2026 itineraries for Brilliant Lady, featuring new destinations, longer sailings, and departures from Terminal V.
Virgin Voyages has unveiled its 2026/27 winter sailings on Brilliant Lady, offering Caribbean escapes from Miami. Options range from 4-night getaways to 10-night island-hopping adventures visiting up to six destinations. Most itineraries include a full day at The Beach Club at Bimini, making it the perfect warm-weather alternative to winter chills. The new sailings will take place from November 2026 through March 2027.
If you’d like to book any of these itineraries and join The Red Diamond Club, the expert team at VV Insider and The Getaway Guys would love to help. Simply send us a booking enquiry and we’ll get back to you ASAP.
New Itineraries on Brilliant Lady
Brilliant Lady will sail exclusively from Miami after her Panama Canal repositioning, which became available for booking two weeks ago.
During the Winter 2026/Spring 2027 season, Brilliant will offer longer Caribbean voyages while also featuring traditional sailings, including Fire & Sunset Soirees and Dominican Daze.
| Date | Itinerary | Calling At |
|---|---|---|
| 15 November 2026 | St. Isles & Sun-Soaked Seas (10 nights) | Miami, Philipsburg, Road Town, Basseterre, St Johns, Beach Club at Bimini |
| 25 November 2026 | Dominican Daze (5 nights) | Miami, Puerto Plata, Beach Club at Bimini |
| 30 November 2026 | St. Maarten, Tortola, San Juan & More (10 nights) | Miami, Philipsburg, Road Town, Frederiksted, San Juan, Puerto Plata, Beach Club at Bimini |
| 10 December 2026 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 14 December 2026 | Pre-Holiday Caribbean Getaway (9 nights) | Miami, Philipsburg, Road Town, San Juan, Beach Club at Bimini |
| 23 December 2026 | Brilliant Caribbean Holidays 2026 (5 nights) | Miami, Beach Club at Bimini, Puerto Plata |
| 28 December 2026 | Brilliant 2026 New Year’s Ahoy! (10 nights) | Miami, Philipsburg, Basseterre, Road Town, St. Johns, Beach Club at Bimini |
| 7 January 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 11 January 2027 | St. Maarten, Tortola, San Juan & More (10 nights) | Miami, Philipsburg, Road Town, Frederiksted, San Juan, Puerto Plata, Beach Club at Bimini |
| 21 January 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 25 January 2027 | St. Isles & Sun-Soaked Seas (10 nights) | Miami, Philipsburg, Road Town, Basseterre, St Johns, Beach Club at Bimini |
| 4 February 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 8 February 2027 | San Juan & St. Isles: Valentine’s Voyage (10 nights) | Miami, Philipsburg, Road Town, Frederiksted, San Juan, Puerto Plata, Beach Club at Bimini |
| 18 February 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 22 February 2027 | St. Isles & Sun-Soaked Seas (10 nights) | Miami, Philipsburg, Road Town, Basseterre, St Johns, Beach Club at Bimini |
| 4 March 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
| 8 March 2027 | St. Maarten, Tortola, San Juan & More (10 nights) | Miami, Philipsburg, Road Town, Frederiksted, San Juan, Puerto Plata, Beach Club at Bimini |
| 18 March 2027 | Fire & Sunset Soirees (4 nights) | Miami, Key West, Beach Club at Bimini |
On Sale Wednesday
These itineraries will go on sale tomorrow 5th March 2025 we’ll have more detailed dates then. If you’d like to book any of these itineraries and join The Red Diamond Club the expert team at VV Insider and The Getaway Guys would love to help. Simply send us a booking enquiry and we’ll get back to you ASAP.