New Winter 2026/Spring 2027 Itineraries Announced
Virgin Voyages announces Winter 2026 itineraries, featuring new destinations, longer sailings, and additional departures from Miami’s Terminal V. Booking opens February 14, 2025.
Virgin Voyages has revealed several itineraries for the Winter 2026 and early Spring 2027 season, featuring new destinations, routes, and extra voyages departing from Terminal V. The new sailings will take place from October 2026 through April 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.
Scarlet Lady
Scarlet Lady will continue on Caribbean routes from Terminal V, Miami heading to some additional ports including Nassau, Bahamas.
New Itineraries on Scarlet Lady
| Date | Itinerary | Calling At |
|---|---|---|
| 25 October 2026 | Miami to Grand Turk: Halloween Edition (6 nights) | Miami, Grand Turk, Puerto Plata, Beach Club at Bimini |
| 31 October 2026 | Scarlet’s Haunted Halloween Soirée (5 nights) | Miami, Cozumel (Playa del Carmen), Beach Club at Bimini |
| 5 November 2026 | Fire & Sunset Soirées – With Nassau (4 nights) | Miami, Nassau, Beach Club at Bimini |
| 9 November 2026 | Cayman Isles & Bimini Beach Miles (5 nights) | Miami, George Town, Beach Club at Bimini |
| 23 November 2026 | Jamaican Waves & Bimini Breeze (5 nights) | Miami, Ocho Rios, Beach Club at Bimini |
| 21 December 2026 | Scarlet Caribbean Holidays (5 nights) | Miami, Cozumel (Playa del Carmen), Beach Club at Bimini |
| 26 December 2026 | Fire & Sunset Soirées – With Nassau (4 nights) | Miami, Nassau, Beach Club at Bimini |
| 30 December 2026 | Scarlet 2026 New Year’s Ahoy! (5 nights) | Miami, Puerto Plata, Beach Club at Bimini |
| 14 January 2027 | Fire & Sunset Soirées – With Nassau (4 nights) | Miami, Nassau, Beach Club at Bimini |
| 23 January 2027 | Cayman Isles & Bimini Beach Miles (5 nights) | Miami, George Town, Beach Club at Bimini |
| 28 January 2027 | Fire & Sunset Soirées – With Nassau (4 nights) | Miami, Nassau, Beach Club at Bimini |
| 11 February 2027 | Key West & Bimini: Valentine’s Voyage (4 nights) | Miami, Key West, Beach Club at Bimini |
| 15 February 2027 | Jamaican Waves & Bimini Breeze (5 nights) | Miami, Ocho Rios, Beach Club at Bimini |
| 6 March 2027 | Cayman Isles & Bimini Beach Miles (5 nights) | Miami, George Town, Beach Club at Bimini |
| 29 March 2027 | Cayman Isles & Bimini Beach Miles (5 nights) | Miami, George Town, Beach Club at Bimini |
Valiant Lady
Valiant Lady will feature two brand new Transatlantic itineraries including brand new stops at Greenland heading back to New York. It is widely expected that Valiant Lady will have a dry dock during 2026. Valiant Lady will transition down to San Juan for the early 2027 season.
New Itineraries on Valiant Lady
| Date | Itinerary | Calling At |
|---|---|---|
| 25 April 2026 | New York Transatlantic to Spain (14 nights) | New York, Ponta Delgada, Funchal, Tangier, Malaga, Palma De Mallorca, Barcelona |
| 19 September 2026 | Iceland, Greenland, Canada & NYC (13 nights) | Reykjavik, Isafjordur, Prince Christian Sound (Cruising), Qaqortoq, Nuuk, St. John’s, Halifax, New York City |
| 31 October 2026 | Valiant’s Haunted Halloween Soirree (7 nights) | San Juan, Willemstad, Oranjestad, Fort-de-France, Basseterre |
| 7 November 2026 | Sunny Miles of Tropical Isles (7 nights) | San Juan, Philipsburg, Bridgetown, Castries, Fort-de-France, Basseterre |
| 14 November 2026 | Caribbean East: Virgin & Saint Isles (6 nights) | San Juan, Road Town (Tortola), Basseterre, St. Johns, Castries |
| 20 November 2026 | Thanksgiving: St. Isles, Aruba & Curacao (8 nights) | San Juan, St. Thomas, Willemstad, Oranjestad, Basseterre, Philipsburg |
| 28 November 2026 | Antiguan Elegance & Sunny St. Isles (7 nights) | San Juan, St. Thomas, Road Town (Tortola), Basseterre, St. Johns, Philipsburg |
| December 2026 – April 2027 | Sunsets in the Lesser Antilles (7 nights) | San Juan, Oranjestad, Willemstad, Fort-de-France, Basseterre, San Juan |
| 12 December 2026 | Sunny Miles of Tropical Isles (7 nights) | San Juan, Philipsburg, Bridgetown, Castries, Fort-de-France, Basseterre |
| 19 December 2026 | Valiant Caribbean Holidays (7 nights) | San Juan, Basseterre, Fort-de-France, Oranjestad, Willemstad |
| 26 December 2026 | Valiant 2026 New Year’s Ahoy! (7 nights) | San Juan, Philipsburg, Fort-de-France, Bridgetown, Castries, St. Johns |
| 2 January 2027 | Saint (Isles) & Seas of the Caribbean (7 nights) | San Juan, Road Town (Tortola), Bridgetown, Castries, St. Johns, Philipsburg |
| 16 January 2027 | Sunny Miles of Tropical Isles (7 nights) | San Juan, Philipsburg, Bridgetown, Castries, Fort-de-France, Basseterre |
| 23 January 2027 | Caribbean East: Virgin & Saint Isles (6 nights) | San Juan, Road Town (Tortola), Basseterre, St. Johns, Castries |
| 29 January 2027 | Puerto Rico to Aruba, Bonaire & More (8 nights) | San Juan, Oranjestad, Willemstad, Kralendijk, Fort-de-France, Philipsburg |
| 6 February 2027 | Aruban Sights & Antiguan Nights (7 nights) | San Juan, Oranjestad, Willemstad, St. Johns, Philipsburg |
| 13 February 2027 | Lesser Antilles: Valentine’s Day (7 nights) | San Juan, Oranjestad, Willemstad, Fort-de-France, Basseterre |
| 20 February 2027 | Saint Isles & The Greater Antilles (7 nights) | San Juan, Road Town (Tortola), Castries, Bridgetown, Roseau, Philipsburg |
| 6 March 2027 | Saint (Isles) & Seas of the Caribbean (7 nights) | San Juan, Road Town (Tortola), Bridgetown, Castries, St. Johns, Philipsburg |
| 13 March 2027 | Caribbean East: Virgin & Saint Isles (6 nights) | San Juan, Road Town (Tortola), Basseterre, St. Johns, Castries |
| 19 March 2027 | Barbados, Dominica & St. Isle Spring (8 nights) | San Juan, St. Thomas, Bridgetown, Kingstown, Roseau, Philipsburg |
| 27 March 2027 | Colorful Curacao, Aruba & Antigua (7 nights) | San Juan, Willemstad, Oranjestad, St. Johns, Philipsburg |
Resilient Lady
Resilient Lady will take on familiar routes out of Terminal V, Miami. Including some longer sailings to Grand Cayman & Jamaica. Of note next year, the four-night Fire & Sunset Soirees to Key West and Bimini will adjust schedules. Departing on Thursday and returning on Monday, Sailors can set sail with limited PTO required.
New Itineraries on Resilient Lady
| Date | Itinerary | Calling At |
|---|---|---|
| 26 October 2026 | Mexico & Bimini: Halloween Edition (6 nights) | Miami, Cozumel (Playa del Carmen), Beach Club at Bimini |
| November 2026 – April 2027 | Dominican Daze (5 nights) | Miami, Puerto Plata, Beach Club at Bimini |
| November 2026 – April 2027 | Fire & Sunset Soirées (4 nights) | Miami, Key West, Beach Club at Bimini |
| Through November 2026 | Riviera Maya (5 nights) | Miami, Cozumel (Playa del Carmen), Beach Club at Bimini |
| Through November 2026 | Cayman Coves & Jamaican Waterfalls (7 nights) | Miami, Ocho Rios, George Town, Beach Club at Bimini, Miami |
| 8 November 2026 | November Nights in the Eastern Caribbean (8 nights) | Miami, Puerto Plata, San Juan, Road Town, Beach Club at Bimini |
| November 2026 – March 2027 | Cayman Isles & Jamaican Miles (7 Nights) | Miami, George Town, Ocho Rios, Beach Club at Bimini, Miami |
| 16 November 2026 | Captivating Costa Maya & Cozumel Charm (6 nights) | Miami, Costa Maya, Cozumel, Beach Club at Bimini |
| 20 December 2026 | Resilient Caribbean Holidays (7 nights) | Miami, Puerto Plata, San Juan, Beach Club at Bimini |
| 27 December 2026 | Resilient 2026 New Year’s Ahoy! (7 nights) | Miami, George Town, Ocho Rios, Beach Club at Bimini |
| January & March 2027 | San Juan Sunrises & Dominican Dreams (7 nights) | Miami, San Juan, Puerto Plata, Beach Club at Bimini, Miami |
| January – April 2027 | Cayman Coves & Jamaican Waterfalls (7 nights) | Miami, Ocho Rios, George Town, Beach Club at Bimini, Miami |
| 14 February 2027 | PR, DR & Bimini: Valentine’s Voyage (7 nights) | Miami, San Juan, Puerto Plata, Beach Club at Bimini |
Brilliant Lady
No new sailings for Brilliant Lady have been announced with this itinerary drop leaving a large gap in her schedule from October 2026. Stay tuned for more information as a new 17 night Panama Canal sailing will be available next week!
On Sale Friday
These itineraries will go on sale 14th February 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.