New Winter 2026-2027 Itineraries Now Open for Booking
Winter 2026 itineraries from Virgin Voyages are now live, featuring new destinations such as Greenland, the Caribbean, and multiple Transatlantic crossings. Find out more and get the best deal here
Virgin Voyages has opened bookings for its latest itineraries, including holiday sailings, transatlantic crossings, and Caribbean getaways. With new destinations, refreshed routes, and special seasonal voyages, now’s the time to explore what’s coming next.
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All the new voyages have been added to our voyage finder tool:
VV Insider will receive a commission when booking via this link. Bookings managed by The Getaway Guys – powered by KVI Travel.
Featured Voyages
Holiday and New Year’s 2026 Sailings
Celebrate the festive season with holiday décor and New Year’s celebrations on select Miami and San Juan sailings. Whether it’s a tropical escape before the holidays or ringing in the new year at sea, these voyages offer a seasonal touch across the fleet.
- Valiant Caribbean Holidays – 19 December 2026
- Resilient Caribbean Holidays – 20 December 2026
- Scarlet Caribbean Holidays – 21 December 2026
- Valiant 2026 New Year’s Ahoy! – 26 December 2026
- Resilient 2026 New Year’s Ahoy! – 27 December 2026
- Scarlet 2026 New Year’s Ahoy! – 30 December 2026
Antiguan Elegance & Sunny St. Isles – 28 November 2026 | Valiant Lady
Departing from San Juan for a 7-night journey through the Eastern Caribbean, stopping in St. Thomas, Road Town (Tortola), Basseterre, St. John’s, and Philipsburg before returning to Puerto Rico.
Barbados, Dominica & St. Isle Spring – 19 March 2027 | Valiant Lady
An 8-night itinerary from San Juan, featuring stops in St. Thomas, Bridgetown, Kingstown, Roseau, and Philipsburg.
New York Transatlantic to Spain – 25 April 2026 | Valiant Lady
A 14-night sailing from New York to Barcelona, with stops in Ponta Delgada, Funchal, Tangier, Malaga, and Palma de Mallorca.
Iceland, Greenland, Canada & NYC – Transatlantic – 6 September 2026 | Valiant Lady
Sailing from Reykjavik to New York over 13 nights, visiting Ísafjörður, Prince Christian Sound, Qaqortoq, Nuuk, St. John’s, and Halifax.
Spanish Isles & Transatlantic Miles – 11 October 2026 | Scarlet Lady
A 14-night journey from Barcelona to Miami, with visits to Casablanca, Gran Canaria, and Santa Cruz de Tenerife.
More Winter 2026/Spring 2027 Voyages Added
In addition to these highlighted sailings, the Winter 2026-2027 season includes new short Caribbean itineraries from Miami, extended San Juan departures, and an updated selection of Eastern and Western Caribbean routes. With more choices across Scarlet Lady, Valiant Lady, and Resilient Lady, there are plenty of options to explore. All these voyages also qualify for the updated Pay-in-Full offer, as they are all over 365 days (excluding lock-in rates).
Get More with VV Insider
For those booking through VV Insider, there’s an opportunity to enjoy added perks, including access to the Red Diamond Club with ad-free browsing and additional expert voyage support.
You can find all of the latest sailings on our dedicated booking portal—check their schedules, pricing and more details at the link below:
VV Insider will receive a commission when booking via this link. Bookings managed by The Getaway Guys – powered by KVI Travel.
Panama Canal Voyage On Sale Next Week
The latest Panama Canal itinerary is set to open for booking next Friday on February 21st. The last sailing on this route sold out quickly, and with limited availability, it’s expected to be in high demand again. Be sure to register interest here.
Sailing Club Offer
Those members of the Sailing Club who have been on one voyage or more will also be able to access an exclusive bonus $100 Bar Tab on this voyage for those booking in any cabin (excluding Rockstar Quarters and Lock It In Rates). This can be applied up to February 28th by contacting Sailor Services to confirm status or your preferred First Mate with an access key provided via email later today. Source: Virgin Voyages Promotional Terms
