The Caribbean is Virgin Voyages' home water, and at Cruise1st — one of the UK's leading cruise specialists — we make booking it straightforward from first enquiry to boarding day. Every sailing departs from the US or Puerto Rico, so we put flights, hotels either side and transfers together with your cruise as a single Cruise1st Package, with nothing left for you to piece together alone. Our cruise experts know this fleet well and can help you choose the right ship, the right cabin grade and the fare inclusions that genuinely suit you.
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102 cruises
St. Maarten, Tortola, San Juan with Magic City Stay


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
Brilliant Lady
Adults Only
27 Nov 2026
14 nights
Best Price Guarantee
Learn more
St. Isles and Sun Soaked Seas with Magic City Stay


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
Brilliant Lady
Adults Only
22 Jan 2027
14 nights
Caribbean from Miami, Florida with the Scarlet Lady


Cruise Only
Up to $600 FREE drinks + 80% off 2nd sailor!
From / To Miami
Scarlet Lady
Adults Only
28 Nov 2026
5 nights
Caribbean from Miami, Florida with the Scarlet Lady


Cruise Only
Up to $600 FREE drinks + 80% off 2nd sailor!
From / To Miami
Scarlet Lady
Adults Only
18 Jan 2027
5 nights
Caribbean from San Juan, Puerto Rico with the Scarlet Lady


Cruise Only
From / To San Juan
Scarlet Lady
Adults Only
2 Jan 2028
6 nights
No Alternative Dates
Caribbean from Miami, Florida with the Scarlet Lady


Cruise Only
Up to $600 FREE drinks + 80% off 2nd sailor!
From / To Miami
Scarlet Lady
Adults Only
7 Dec 2026
5 nights
Central America, Caribbean and Cosmopolitan Miami


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
Resilient Lady
Adults Only
13 Jan 2027
12 nights
No Alternative Dates
Caribbean from Miami, Florida with the Brilliant Lady


Cruise Only
Up to $600 FREE drinks + 80% off 2nd sailor!
From / To Miami
Brilliant Lady
Adults Only
23 Dec 2027
5 nights
No Alternative Dates
Caribbean from San Juan, Puerto Rico with the Scarlet Lady


Cruise Only
From / To San Juan
Scarlet Lady
Adults Only
29 Jan 2028
7 nights
Caribbean from Miami, Florida with the Brilliant Lady


Cruise Only
From / To Miami
Brilliant Lady
Adults Only
30 Nov 2026
10 nights
The Caribbean accounts for the vast majority of Virgin Voyages sailings available through Cruise1st, and it is easy to see why: the line was designed from the start for warm-weather sailing, with adults-only ships, dining included across 20-plus restaurants, and a relaxed, festival-style atmosphere that fits a week in the tropics rather well. Most itineraries are round trips, so you arrive back at your starting port — but a small number are one-way sailings, which means a flight home from a different port; worth checking before you book, and we can sort that leg too.
Two Florida and Puerto Rico ports carry almost all of the available sailings. Miami is the main departure point, with the largest share of the programme leaving from there. It is worth knowing that Fort Lauderdale (Port Everglades) is about half an hour away from Miami, so if you are flexible, checking both cities for dates and prices can open up more options.
San Juan, Puerto Rico is the other main embarkation point, used by a significant number of sailings and a popular choice for travellers who want to pair the cruise with a couple of nights in Puerto Rico before or after. A small number of sailings also depart from Barcelona, giving a European starting point for those who would rather begin their journey closer to home.
All of these departures involve a flight from the UK. We can book that flight, along with hotels either side and airport transfers, as part of a single holiday — so there are no loose ends and no separate bookings to juggle.
The bulk of the Virgin Voyages programme focuses on the Caribbean broadly, with a separate group of sailings specifically covering the Eastern Caribbean. These itineraries give you the kind of island-hopping mix the region is known for, sailing out of Miami or San Juan to a rotating selection of ports across the sea.
If you are open to something a little different, there is also a Canary Islands option in the programme — a single sailing for those who want an Atlantic island experience rather than the Caribbean. Duration across all sailings runs from 3 nights to 16 nights, with most itineraries sitting around the 7-night mark — long enough to reach several ports and short enough to fit neatly into a fortnight away including flights.
The Virgin Voyages fleet sailing these routes comprises 4 ships. All are adults-only — no one under 18, on any sailing, on any ship — and all include dining across their specialist restaurants in the base fare. Each ship has its own character, and the right one depends on what you want from the cruise.
Valiant Lady was named the number one Best Large Cruise Ship by Condé Nast Traveler in 2024, which is a meaningful endorsement for a relatively young line. On board, dining is included across more than 20 restaurants — you eat where you like, when you like, with no surcharges. The nightlife centres on The Manor nightclub and the Red Room performance venue, which hosts theatrical events rather than the conventional cruise-ship show. If you are booking a suite, the RockStar Suites category gives you access to Richard’s Rooftop bar and priority throughout the ship — a ship-within-a-ship setup that keeps the suite experience genuinely separate.
See Valiant Lady’s cabins and deck plans to find out which grade suits your group.
Scarlet Lady is the line’s original ship, with over 20 eateries drawing on cuisines from around the world and 24-hour dining — so if you want a late-night meal after the show, you are not stuck with room service. Cabins lean into a yacht-inspired design with smart technology built in, which gives even the standard grades a feel above what you might expect.
Explore Scarlet Lady’s cabins and deck plans to compare what each grade gets you.
Resilient Lady is the newest ship in the Virgin Voyages fleet, and while her home port is in Athens for Mediterranean itineraries, she also sails Caribbean routes available through Cruise1st. The ship carries the same adults-only, dining-included DNA as the rest of the fleet.
Check Resilient Lady’s cabins and deck plans before you decide on a grade.
Brilliant Lady joined the Virgin Voyages fleet in 2025, making it the most recently launched ship on these routes. Like her sisters, she is entirely adults-only with semi-inclusive dining across specialist restaurants — Italian, Korean and Mexican concepts among them — and no main buffet hall. Entertainment takes a festival-style approach, with themed parties, theatrical productions and social events woven through the sailing rather than confined to a single venue.
See Brilliant Lady’s cabins and deck plans for the full grade breakdown.
All 4 ships share a broadly consistent cabin structure. The grades below run from interior through to the flagship suite on each ship. Sizes are given in square metres and are per cabin.
A good number of sailings on these routes carry a reduced price compared with the fare previously listed for that cabin grade. The reductions vary considerably across the programme: most discounted sailings sit at around 7% off, while on one departure the saving reaches up to 39% — so it is worth checking individual sailings rather than assuming the headline figure applies across the board. Starting prices on these routes begin from £276 pp*.
As one of the UK’s leading cruise specialists, Cruise1st gives you access to expert advice from people who know the Virgin Voyages fleet — not a general travel agent who happens to sell cruises. Whether you want to talk through which ship suits your group, which cabin grade makes sense for a couple versus 4 people, or how the fare inclusions compare, our team can work through it with you before you commit.
Because every sailing on these routes departs from the US, Puerto Rico or Spain, a flight from the UK is part of the picture for everyone. We can put together a Cruise1st Package that covers your cruise, flights, pre- or post-cruise hotels, transfers and tours as one booking — so you are not juggling separate reservations or worrying about what happens if a flight runs late. We can also add travel insurance, so the whole trip is covered under a single arrangement.
If you are considering Caribbean cruises more broadly, or you want to compare what Royal Caribbean offers in the Caribbean, our site has dedicated pages for both. For something in a different direction, the Canary Islands in 2027 is also available through Virgin Voyages, as noted above. And if the fly-cruise format interests you regardless of line, Royal Caribbean fly cruises and Greek Islands cruises in 2027 are both worth a look for comparison.
Cruise1st is ABTA and ATOL protected, and rated 4.5/5 on Trustpilot from more than 7,000 reviews. Your booking is in safe hands, and we are here to answer questions before, during and after you book.
If you are thinking about the Caribbean more widely — including options that combine a cruise with a New York stay in 2027 — we have those packages too. And for a different kind of Caribbean sailing, all-inclusive cruises from Miami are available alongside the Virgin Voyages programme for a direct comparison.
Also worth considering: P&O Canary Islands cruises if you would like a no-fly alternative from the UK, or Virgin cruise deals if you want to see current offers across the Virgin Voyages range at a glance.
*Prices are per person based on 2 people sharing, and are subject to change. This price is not kept up to date and therefore does not reflect live pricing and availability. Prices and any discounts shown were checked on 14 October 2026.
Where a discount is shown, it is a reduction from the price previously listed for that cabin grade on that sailing, not a comparison between cabin grades or against a brochure rate. Discounts and prices shown are not kept up to date: the reduction available now may be smaller, or may have ended, and prices may have changed.
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Caribbean Cruises with Virgin Voyages