2026/2027 TROPICAL SAILINGS LIVE!
The Caribbean is one of the world’s most popular cruise destinations, and Cruise1st, one of the UK’s leading cruise specialists, makes it straightforward to book the whole trip in one place. Every sailing here comes with flights included, and our team can add hotels, transfers and tours to build a fully joined-up holiday. We’ll help you choose the right cabin grade and fare package for your budget, so you’re not left piecing it together alone. Call our cruise experts before you book — that’s what they’re there for.

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Caribbean from United Kingdom with the Celebrity Eclipse


Cruise with Flight, Hotel
From / To Fort Lauderdale
Celebrity Eclipse
from £53 – £132 off when you book online
3 Jan 2028
15 nights
No Alternative Dates
Best Price Guarantee
Learn more
Island Elegance: Orlando and Caribbean Cruise Experience


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Port Canaveral
MSC World Atlantic
Tips
25 Jan 2028
12 nights
No Alternative Dates
Caribbean Treasures With Miami Stay


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
MSC World America
Tips
15 Apr 2027
10 nights
No Alternative Dates
Sun Sea & Magic With 7NT Orlando Stay


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Port Canaveral
MSC Grandiosa
Disney Parks Adventure
Tips
16 Jan 2027
15 nights
No Alternative Dates
Tropical Caribbean Experience With Miami Escape


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
MSC World America
Tips
2 Dec 2026
11 nights
Caribbean Dreams With Miami Stay


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
MSC World America
Tips
22 Apr 2027
10 nights
No Alternative Dates
Caribbean from United Kingdom with the Crown Princess


Cruise with Flight, Hotel
Save up to £600 per room!
From / To Barbados
Crown Princess
10 Mar 2027
10 nights
No Alternative Dates
Discover America's Musical Heritage With Caribbean Cruise


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To New Orleans
Mariner of the Seas
Train
7 Apr 2027
18 nights
No Alternative Dates
Beyond the Horizon: A Perfect Day Awaits


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Miami
Icon of the Seas
8 Apr 2027
10 nights
No Alternative Dates
Indulge in the Caribbean with Miami Chic


Cruise with Flight, Hotel
Black Friday Sale: Savings of up to £1,000 per couple!
From / To Fort Lauderdale
Celebrity Ascent
9 Nov 2027
14 nights
No Alternative Dates
Caribbean fly cruises give you the Caribbean holiday without the hassle of managing flights, transfers and cruise bookings separately. Every sailing in this collection includes your flights from the UK, so you step off the plane and straight onto your ship — or into a hotel the night before if you’d rather take it easy first. Itineraries run from 7 to 18 nights, with most sailings in the 10-night range, and the overwhelming majority are round trips that bring you back to where you started.
A Caribbean fly cruise is a package where your transatlantic flights are bundled with the cruise itself. You fly out to a US, Caribbean or other departure port, board your ship, explore the Caribbean over a week or more, then fly home at the end. Because the cruise departs from ports in the United States, Puerto Rico, Barbados and Martinique, a flight is always part of the trip — and Cruise1st can book it alongside the cruise, along with any hotels either side, airport transfers and tours, all on one booking.
If you’d like to spend a few nights in Florida before you sail, or stay on after you disembark, that’s easy to arrange. Our team puts the whole holiday together, so there’s one number to call and one booking to keep track of.
The Caribbean is where the volume of sailings is concentrated, with a broad range of itineraries spanning the region. Western Caribbean sailings typically take in the turquoise waters and reef diving of Mexico and Central America’s coastlines, while Southern Caribbean routes push further into the smaller island chains, where you’ll find lush volcanic scenery, rum distilleries and quieter beaches. Both regions are well represented here, and the Caribbean as a whole is by far the most popular choice among these sailings.
Most itineraries are circular — you return to your starting port — which makes the flights simpler and means you only need to be in one place at each end. A small number of sailings are one-way, so do check the itinerary before you book: a one-way sailing will mean arranging a return flight from a different port, and our team can sort that for you as part of the package.
The main embarkation ports are in Florida and the wider Caribbean, giving you a good choice of gateway city depending on what you want to do before you sail.
Miami and Fort Lauderdale (Port Everglades) are about half an hour apart, so a Florida trip can sail from either — worth checking both for dates and prices. If you want to build in a New York stay before sailing from Cape Liberty, take a look at our Caribbean cruises with New York stays.
Several major lines sail the Caribbean in this collection. Here’s a quick guide to who’s out there:
Several well-known ships appear regularly across these sailings. Here’s what you can expect on board the most prominent ones.
Adventure of the Seas is built for active cruising: there’s a large climbing wall and water slide on board, an ice skating track, and a roller skating rink — so if you want more than a sunlounger holiday, this ship keeps you moving. Want to know which cabin works best for your group? See the Adventure of the Seas cabin grades and deck plans.
Independence of the Seas combines Broadway-style entertainment — including a production of Grease performed live on board — with a surf simulator, a skating rink and mini golf. It’s a ship where there’s genuinely always something happening. See the full Independence of the Seas cabin grades and deck plans.
Harmony of the Seas is organised into 7 distinct neighbourhoods, each with its own character, and offers 20 unique dining options across the ship. The Royal Promenade hosts parties and parades that run throughout the voyage. Explore the Harmony of the Seas cabins and deck plans to find the grade that suits you best.
MSC Seashore is built to keep you close to the sea: 13,000 m² of outdoor space, a glass-floored bridge 22 metres above the water, and glass-bottomed promenades along both sides of the ship. Deck 18 is home to the Pirates Cove Aquapark, connected to the Long Island Pool with a 360-degree fountain island, a zip line and an MSC Formula Racer simulator. Inside, a Times Square-themed area anchors the ship’s New York concept, with an 8.5-metre LED wall and a 4-deck glass sculpture rising through the atrium. See the MSC Seashore cabins and deck plans for cabin options.
MSC Meraviglia’s defining feature is the Galleria Meraviglia — a 96-metre LED sky promenade that runs the length of the ship, lined with boutiques, restaurants and evening entertainment. The Polar Aquapark, a full-sized bowling alley and Formula 1 simulators cater for different tastes, while the MSC Yacht Club offers a ship-within-a-ship experience for those who want a quieter retreat. Check the MSC Meraviglia cabins and deck plans to compare grades.
Regal Princess is a Royal-class ship built for 4,250 guests across 19 decks, with the Princess Theater, the Vista Lounge and a multi-level atrium at its heart. Dining ranges from the Salty Dog Gastropub to the Crown Grill steakhouse, with the International Café open around the clock for lighter bites. MedallionClass technology means drinks, food and other requests can be delivered anywhere on the ship via OceanNow, while Movies Under the Stars and The Sanctuary adults-only retreat give you two very different ways to spend an afternoon at sea. The Regal Princess cabin grades and deck plans lay out the full range of options.
Fare inclusions vary by cruise line and by the tier you choose. Here’s a clear summary of what each major line offers:
Royal Caribbean offers several fare types, including promotional offers such as reduced fares for 3rd and 4th guests and last-minute rates on selected sailings. The standard Cruise Fare covers your accommodation and most onboard meals in the main dining rooms, with an Early Booking Bonus providing onboard credit for bookings made well in advance. Solo travellers can book a dedicated single-occupancy fare. Note that taxes, fees and port expenses are additional on all Royal Caribbean fares.
Princess offers 2 main fare levels. Princess Standard is the base cruise fare covering your accommodation and main dining, with the drinks package, Wi-Fi and gratuities available to add on separately. Princess Plus upgrades the experience considerably: it includes 4 casual dining meals per voyage, beverages up to $15 per drink with a daily limit of 15 drinks, MedallionNet Max Wi-Fi, pre-paid crew appreciation, unlimited digital photographs with 3 prints, and reserved theatre seating — a solid bundle for those who want less to think about once on board.
Norwegian’s base fare (Brochure rate) covers just the cruise — accommodation and main dining — with everything else optional. Their Free at Sea package adds a speciality dining package, a premium beverage package, a Wi-Fi package and shore excursion credits of US$50 per port, applied across all guests on the reservation. Free at Sea Plus extends this further, with additional speciality dining meals (the number scales with cruise length) and a more comprehensive set of inclusions. Norwegian’s freestyle approach means no fixed dining times regardless of which fare you choose.
Because every sailing here departs from a port you need to fly to, your holiday starts before the ship does. Cruise1st can build the whole trip as a single booking: flights from the UK, a hotel in Florida (or whichever gateway city you’re using) for the night before you board, transfers between the airport and the port, and any pre- or post-cruise tours. If you’re disembarking somewhere different from where you embarked — more common on one-way itineraries — we’ll sort the return journey too.
Our Cruise1st Packages do exactly this: cruise, flights, hotels and transfers in one place, at one price, on one booking. Browse the full range of fly cruises if you’d like to compare other destinations alongside the Caribbean, or take a look at our Caribbean cruise deals for sailings with reduced fares.
We’re ABTA and ATOL protected, and rated 4.5/5 on Trustpilot from over 7,000 reviews — so your money is safe and you’re booking with a team that other cruisers trust.
Sailings run from autumn onwards, with departures spread across the coming seasons. If you have a specific year in mind, our Caribbean fly cruises 2026 and Caribbean fly cruises 2027 pages filter the results to that year’s departures. For February — traditionally one of the most popular months for a Caribbean escape — see our Caribbean fly cruises in February, and for January departures, our Caribbean fly cruises in January page has those filtered sailings. If you’re looking ahead to 2028 with flights, the broad fly cruises hub carries those options as the inventory builds.
Royal Caribbean fly cruise options in particular are extensive — see our dedicated Royal Caribbean fly cruises page for that line’s full Caribbean range. For all-inclusive Caribbean options in a specific year, our all-inclusive Caribbean fly cruises 2027 and all-inclusive Caribbean fly cruises 2026 pages pull those sailings together. If you want a cruise-and-stay combining Florida time with your Caribbean sailing, our Florida cruise and stay holidays and Caribbean cruise and stay 2026 pages are worth a look. And if you’d rather explore fly cruises to other destinations entirely — Japan, Antarctica or the Mediterranean — those pages are there to compare.
For a broader view, the Caribbean cruises from the UK hub includes both fly-cruise and no-fly options, while our main cruises search lets you filter by destination, line and departure date across the full range.
If you’d like expert advice before you decide, our cruise specialists are on hand to talk through the options, compare ships and fare tiers, and put together the holiday that suits you.
Booking a Caribbean fly cruise through a specialist rather than directly with the cruise line has some straightforward advantages.
For a wider selection of fly-cruise holidays beyond the Caribbean, our Norwegian Fjords fly cruises page is a popular alternative for a very different kind of scenery.
Yes — every sailing in this collection includes flights, so you’re not arranging the transatlantic leg separately. Cruise1st can also add hotels before or after the cruise, transfers between the airport and the port, and any tours you’d like, all on the same booking. If you’re disembarking at a different port from where you boarded, we’ll sort the return flight as part of the package.
Prices vary by departure date, cruise line, ship and cabin grade — so the “cheapest month” depends on your specific combination. The best way to find a good price is to compare a range of dates and cabin grades with our team, who can also flag any promotional fare types that apply to your preferred sailing. Prices start from £1,249 pp* for this collection, though the fare you see will depend on the sailing and cabin you choose.
Because all Caribbean sailings in this collection depart from ports in the United States, Puerto Rico, Barbados or Martinique, a flight from the UK is always required — there’s no way to drive or take the train to the embarkation port. That’s why these are sold as fly-cruise packages, with the flight included in the booking. Cruise1st handles the flight as part of the holiday, so you book it once and travel on one itinerary. If you’d prefer a cruise that leaves from a UK port with no flight needed, our no-fly cruises page has those options.
*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.
Can I cruise the Caribbean without booking flights separately?
Do Caribbean fly cruises include flights from the UK?
Which is the cheapest month for a Caribbean fly cruise?
Caribbean Fly Cruises – Flights Included Escapes