Virgin Voyages has released its new Southern Caribbean itineraries for Winter 2027 – 2028. The 2,770-guest Scarlet Lady will offer 23 round-trip departures from San Juan, Puerto Rico, across 12 itineraries, which are now on sale.
*All details correct at time of publish (23 February 2026)
The new season gives First Mates (agents) and Sailors (guests) even more choice, from six- to 12-night voyages, departing between October 2027 and April 2028, combining longer island-rich routes with the brand’s signature adults-only experience.
Highlights include:
- A new 12-night Transatlantic voyage from Barcelona to San Juan with Halloween-themed activities and events, departing October 31, 2027, featuring an inaugural call to Lanzarote, Canary Islands and a full day in Tangier, Morocco.
- A wide selection of six-, seven-, eight- and 12-night sailings calling at ports including Aruba, Curaçao, Barbados, St Lucia, Antigua, St Maarten, Dominica and Tortola.
- A series of Southern Caribbean & Aruban Nights voyages featuring late-night departures from Aruba.
- Special Christmas and New Year voyages.
Lead-in prices start from £1697 per cabin* for a six-night Southern Caribbean Cruise departing January 2, 2028.
All departures include Virgin Voyages’ signature inclusions – more than 20 eateries, WiFi, essential drinks, group fitness classes and onboard entertainment.
SJ Walker, UK Director of Sales at Virgin Voyages, said: “We’re giving our Sailors and First Mates even more ways to experience the Southern Caribbean with our new itineraries.
“With Scarlet Lady sailing from San Juan, Sailors can dive straight into kid-free island-hopping from day one, while enjoying everything that makes Virgin Voyages different – incredible dining, immersive entertainment and a relaxed, come-as-you-are atmosphere.
“It’s brilliant for First Mates too, with every fare delivering more than $1,000 USD in always-included value for their customers, making it easier for our agent partners to demonstrate value upfront and convert with confidence.”
The new voyages form part of Virgin Voyages’ current Wave campaign, available to book through February, 2026. The offer includes:
- 80% off the second Sailor
- Up to $350 in free drinks
- Up to $300 onboard credit on Caribbean voyages
For more information, visit firstmates.com or contact the Virgin Voyages sales team.
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