Caribbean Cruises in 2027

Cruising the Caribbean in 2027

The Caribbean is where the vast majority of 2027 sailings are concentrated, and it is easy to see why: warm waters, a spread of islands and a choice of cruise lines that runs from family-friendly mega-ships to boutique ocean-going vessels. Sailings run throughout the year, with the bulk of itineraries sitting around 7 nights — long enough to reach several islands, short enough to be taken as a standalone holiday or paired with a few extra nights ashore.

Most itineraries are round trips, returning to the same Florida or Caribbean port where they began, which makes planning the flights and hotels either side straightforward. A small share are one-way sailings, where you will need to arrange a return flight from the disembarkation port — our team can sort that alongside the cruise, so there are no loose ends.

Which Lines Are Sailing the Caribbean in 2027?

Royal Caribbean leads Caribbean sailings in 2027 by a clear margin, and if you want the widest choice of ships and departure dates, this is where to start. Carnival Cruise Line is the second most popular choice, with a strong programme throughout the year. MSC Cruises, Norwegian Cruise Line and Princess Cruises all have substantial Caribbean programmes, giving you genuine variety in style, ship size and fare inclusions.

Alongside those five, Costa Cruises, Celebrity Cruises, Holland America Line, Carnival and Disney Cruise Line all have Caribbean departures in 2027. If you want everything — the cruise, flights, hotel nights and transfers — in a single booking, browse our Cruise1st Packages, which pull all of that together as one holiday.

Caribbean Cruises 2027 Top Destinations

The Caribbean is the headline destination, but the region is bigger than it sounds and the itinerary you choose shapes the experience considerably.

Caribbean

The broadest category covers the full arc of the Caribbean, with itineraries reaching islands across the region. Most sailings depart from Florida, and the mix of ports of call varies by line and ship — some programmes lean towards the eastern islands, others head further south. This is the bucket that suits the widest range of travellers, from first-time cruisers to those who return year after year. Explore the full range of Caribbean cruises from the UK to see how different lines approach the region.

Southern Caribbean

The Southern Caribbean takes you further down the island chain, typically reaching ports that shorter itineraries miss. If you want more time at sea and a different spread of stops, a Southern Caribbean sailing — often 10 nights or more — gives you that. Barbados cruises in 2027 are a popular entry point to this part of the region, with Bridgetown serving as both an embarkation port and a port of call on many itineraries.

Western Caribbean

The Western Caribbean covers a distinct set of ports and appeals to travellers who want a different flavour from the eastern island routes. Sailings here frequently depart from Florida ports and are well represented across multiple cruise lines. If you are interested in Caribbean fly-cruises in 2027, the Western Caribbean is one of the most popular choices for a fly-and-sail holiday.

Which Ports Do Caribbean Cruises Depart From?

Florida is the main hub for Caribbean departures in 2027. Miami and Fort Lauderdale (Port Everglades) are the two busiest embarkation ports — and worth knowing, they are about half an hour apart, so it is always worth checking both for the dates and prices that suit you. Port Canaveral, on Florida’s Space Coast, is the third major Florida departure point and is particularly popular with Royal Caribbean and Carnival sailings.

Beyond Florida, San Juan, Puerto Rico is a significant embarkation port for Caribbean itineraries, especially those heading into the Southern Caribbean. Barbados (Bridgetown) serves as both a start point and a regular port of call. New Orleans, Galveston and Cape Liberty (Bayonne) round out the main departure options — useful to know if you are combining the cruise with time elsewhere in the US.

For those interested in Caribbean cruises departing from Southampton in 2027, a small number of itineraries do sail directly from the UK — no flight needed, and you can reach Southampton by road or rail from most of Britain. These are typically longer voyages, so worth considering if you want to avoid airports entirely.

Benefits of Caribbean Cruises 2027

All-Inclusive Options

A large share of Caribbean sailings in 2027 are available on all-inclusive fare types, where drinks, dining and other extras are bundled into the price. What exactly is included varies significantly by cruise line and fare tier, so it pays to read the detail before you book — our team can walk you through what each fare covers.

Norwegian Cruise Line, for example, offers its Free at Sea package on many sailings, which bundles a premium beverage package, specialty dining, Wi-Fi and shore excursion credits. Princess Cruises offers its Princess Plus tier, which includes casual dining meals, drinks up to a daily limit, MedallionNet Wi-Fi, crew appreciation and reserved theatre seating. Royal Caribbean has a range of fare types — including last-minute offers and early booking options — with onboard credit and discounted rates depending on when you book. Our team can compare these across lines so you pick the one that matches how you actually cruise.

Cruises and Stay Packages

Many Caribbean bookings work best as a cruise-and-stay — a few nights in Florida or Puerto Rico before or after the sailing, combined with the cruise itself. Our Caribbean cruise and stay in 2027 options let you do exactly that, with flights, hotel nights, transfers and the cruise put together as a single booking. If you want to extend your time in the region, we can build that in too. Explore our Caribbean 2027 cruises with New York stays for one popular combination — sailing the Caribbean and spending time in New York as part of the same trip.

Shore Excursions and What to Do in Port

One of the practical advantages of a Caribbean cruise is the variety of things to do when the ship docks. Most cruise lines offer organised excursions at each port of call — snorkelling, island tours, catamaran trips, visits to local markets — and booking through the line means transport is sorted and the ship waits for you. If you prefer to explore independently, most Caribbean ports are compact enough to manage on your own, though our team can advise on which ports reward a guided trip and which are easy to navigate solo.

Which Ships Sail the Caribbean in 2027?

Several well-known ships are sailing Caribbean itineraries in 2027. Here is what is worth knowing about the main ones:

Harmony of the Seas — Royal Caribbean

One of Royal Caribbean’s flagship vessels, Harmony of the Seas is built around 7 distinct neighbourhoods, each with its own atmosphere. The Royal Promenade hosts parties and parades at the ship’s centre, and 20 dining options mean you are unlikely to eat in the same place twice on a 7-night sailing. For cabin grades and deck plans on Harmony of the Seas, the ship covers everything from interior cabins to suite-class accommodation.

Adventure of the Seas — Royal Caribbean

Adventure of the Seas suits those who want activity built into the sailing. There is a large climbing wall, a water slide, an ice-skating rink and roller-skating tracks on board — so even a sea day has plenty to fill it. Figure-skating shows run in the evenings. Cabin choices range from compact interiors to the Royal Suite at 117.1 m².

• Inside cabin with Promenade view (2T) — 15.5 m²: The only inside cabin with a window onto the Royal Promenade — you get the buzz of the ship’s centre from your own room, sleeping up to 4.
• Ultra-spacious Ocean-view cabin (1K) — 30.5 m²: At twice the size of a standard ocean-view, with a dedicated bunk area that works well for families of up to 6.
• Balcony cabin with connecting door (CB) — 18.4 m²: A private balcony with sea views, plus a connecting door that lets you double your living space if you take the adjoining cabin.
• Royal Suite (RS) — 117.1 m²: The largest suite on board at 117.1 m², sleeping up to 5.

See the full Adventure of the Seas cabins and deck plans before you decide.

Independence of the Seas — Royal Caribbean

Independence of the Seas has a surf simulator on board, plus an ice rink and mini golf for when the sun goes down. A West End-scale production theatre runs nightly shows. See the Independence of the Seas cabins and deck plans for the full picture on staterooms.

MSC Meraviglia — MSC Cruises

MSC Meraviglia is built around its 96-metre LED sky promenade — the Galleria Meraviglia — where boutiques, restaurants and nightly entertainment are laid out beneath a glowing digital ceiling. The Polar Aquapark, a full-sized bowling alley and Formula 1 simulators mean there is always something happening, and the MSC Yacht Club offers a ship-within-a-ship for those who want a quieter, more private experience.

• Inside cabin Bella — 16 m²: Flexible occupancy for 2 or up to 4 guests with sofa beds added.
• Super Family cabin Plus with sea view (FPO) — 48 m²: 48 m² with 3 bathrooms, sleeping up to 9 — genuinely suite-scale space for larger groups.
• Maisonette Suite D3 — 82 m²: A two-level layout with separate living and sleeping areas, plus a private whirlpool.
• MSC Yacht Club Duplex Suite — 82 m²: The largest suite on board, spanning two decks — more than 3 times the size of standard cabins.

Full details on the MSC Meraviglia cabins and deck plans.

Regal Princess — Princess Cruises

Regal Princess is a Royal-class ship built for 4,250 guests across 19 decks, with the Princess Theater, Vista Lounge and a multi-level atrium forming the social core of the ship. MedallionClass technology means you can order food and drinks to wherever you are on the ship via OceanNow, and The Sanctuary is an adults-only retreat on the upper decks for those who want to escape the busier areas. The Crown Grill steakhouse, Salty Dog Gastropub and an International Café open around the clock cover every dining mood. Check the Regal Princess cabins and deck plans for the full stateroom range.

Costa Fascinosa — Costa Cruises

Costa Fascinosa has a striking identity on board: interiors inspired by the Italian filmmakers Fellini and Visconti, with gold leaf and deep ruby décor running through the public spaces. The Samsara Spa covers 6,000 m² across two decks, with a thalassotherapy pool and more than 100 spa-access cabins — you can book a cabin where spa access is included in the room rate rather than charged separately. A three-deck theatre and the Archipelago restaurant complete the on-board picture.

• Inside cabin I4 — 10 m²: Sleeps up to 4; slightly larger than the other inside grades.
• Ocean-view cabin with sea view (E1) — 16 m²: The larger of the 2 ocean-view grades, with 7 m² more space and natural light straight from your bed.
• Balcony cabin with sea view (B1) — 19 m²: Private outdoor space for breakfast or an evening drink, without crossing public decks.
• Suite GS — 31 m²: 11 m² larger than the Mini-Suite, with considerably more living space.

See the Costa Fascinosa cabins and deck plans for the complete layout.

How to Book a Caribbean Cruise in 2027 with Cruise1st

As one of the UK’s leading cruise specialists, Cruise1st can put together a Caribbean cruise holiday from start to finish. The vast majority of Caribbean sailings in 2027 depart from the US, Puerto Rico or Barbados, so for most travellers the cruise is the centrepiece of a longer trip that needs flights, hotel nights and transfers arranging around it. We do all of that: flights to and from the embarkation port, hotels the night before or after, transfers between the airport and the ship, shore excursions, and insurance — as a bundle or a fully tailored itinerary.

Our team can also help you navigate the fare tiers, which vary significantly by line. Royal Caribbean’s last-minute fares, Norwegian’s Free at Sea bundles, Princess’s Plus package — each covers something different, and picking the wrong one can mean paying twice for things you already have. That is where expert advice makes a practical difference, and it costs nothing extra to call us before you book.

Looking at all-inclusive Caribbean cruises in 2027? We can filter by fare type and line so you see only the sailings where drinks and dining are included. For Caribbean 2027 cruises with MSC Cruises or with P&O Cruises, we hold availability across both lines and can compare them side by side. Browse Caribbean cruise deals for the latest reduced fares, or head to our broader cruises search to explore everything we have on sale.

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Exploring 2027 from Other Destinations

If you are still weighing up where to go in 2027, the Caribbean is not the only option. Mediterranean cruises in 2027 are the other major draw for British travellers, with sailings throughout spring, summer and autumn. 2027 cruises from Southampton cover a wide spread of destinations — Norway, the Mediterranean, the Caribbean and beyond — and are worth browsing if you want to keep your options open. For a longer adventure, world cruises from Southampton in 2027 are available for those who want to see far more than one region in a single voyage.

Within the Caribbean itself, Barbados cruise and stay packages in 2027 are popular for those who want to spend extra time on the island rather than simply passing through as a port of call. And if you want to add a city stay to your cruise, our Caribbean 2027 cruises with New York stays put both together as a single booking.

Sailing with a specific line in 2027? Princess Cruises 2027 has a strong Caribbean programme alongside sailings further afield. Royal Caribbean 2027 cruises cover the widest spread of Caribbean itineraries of any single line. All 2027 cruises are available to browse if you want to compare the full picture before narrowing down.