back Back to news

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.

Brilliant Lady Winter 2026 Itineraries Announced
Brilliant Lady Winter 2026 Itineraries Announced © Photo by Virgin Voyages

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.

Make a Voyage Enquiry

St Maarten
St Maarten© Photo by Virgin Voyages

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
Brilliant Lady
Brilliant Lady© Photo by Virgin Voyages

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.

Make a Voyage Enquiry

About the author

Co-Founder and Editor. An iOS developer with a passion for cruises and theme parks. Blending technical know how with a love for Virgin Voyages with over 15 sailings around the world.


Leave a Comment

Your email address will not be published. Required fields are marked *