greatCruisesManyDiscounts
Call for expert advice
0161 938 9140
Sales:

Mon-Fri 9am-9pm | Sat-Sun 9am-7pm

Already booked?
Call Aftersales on 0161 385 7425

Mon-Sat 9am-5pm | Sun closed

TROPICAL ESCAPES NOW OPEN!

Caribbean Fly Cruises 2027 – Flights Included Escapes

Caribbean fly cruises 2027 are perfect for UK travellers dreaming of white-sand beaches, turquoise waters and tropical sunshine. These cruise holidays typically include flights to the Caribbean, followed by a multi-island cruise visiting destinations such as Barbados, St Lucia and Antigua. Fly cruises allow you to skip long transatlantic crossings, giving you more time to enjoy the Caribbean’s relaxed atmosphere and vibrant culture. With warm weather year-round and a wide range of itineraries, Caribbean fly cruises in 2027 promise an unforgettable escape.

Caribbean Fly Cruises 2027 – Flights Included Escapes

Popular Filters

Departure Dates

Trip Duration

Cabin Category

Price

£

£

Trip price per person based on 2 persons trip

Destination

1208

161

20

225

88

305

101

296

775

12

Cruise lines

86

17

100

12

136

107

1

139

319

39

Ships

24

23

2

Themes

105

105

253

6

36

5

412

271

1

5

2

2

392

274

5

3

1208 cruises

Sun Sea & Magic With Orlando Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Port Canaveral

MSC Grandiosa

Full board

Tips

20 Jan 2027

11 nights

No Alternative Dates

Inside

from

£1,199

pp

£1,303

Outside

from

£1,369

pp

£1,456

Balcony

from

£1,399

pp

Suite

from

£2,049

pp

£2,091

MSC Yacht Club

from

£3,299

pp

Best Price Guarantee

Learn more

Southern Caribbean from United Kingdom with the MSC Meraviglia

MSC Cruises

Cruise with Flight, Hotel

From / To Barbados

MSC Meraviglia

Full board

Tips

from £61 – £106 off when you book online

28 Nov 2027

17 nights

No Alternative Dates

Inside

from

£3,025

pp

Outside

from

£3,279

pp

Balcony

from

£3,612

pp

MSC Yacht Club

from

£5,317

pp

Magic Of Orlando with Sunsets of The Bahamas & Caribbean

Cruise1st Package

Cruise with Flight, Hotel

From / To Port Canaveral

MSC Grandiosa

Full board

Tips

5 May 2027

11 nights

No Alternative Dates

Inside

from

£1,299

pp

£1,367

Outside

from

£1,429

pp

£1,504

Balcony

from

£1,469

pp

£1,530

Suite

from

£2,099

pp

£2,142

MSC Yacht Club

from

£2,549

pp

£2,628

Tropical Caribbean Experience With Miami Escape

Cruise1st Package

Cruise with Flight, Hotel

From / To Miami

MSC World America

Full board

Tips

27 Jan 2027

11 nights

No Alternative Dates

Inside

from

£1,669

pp

Outside

from

£1,779

pp

Balcony

from

£1,899

pp

Suite

from

£2,469

pp

MSC Yacht Club

from

£3,899

pp

St. Maarten, Tortola, San Juan with Magic City Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Miami

Brilliant Lady

Adults Only

Full board

5 Mar 2027

14 nights

Inside

from

£1,999

pp

£2,197

Outside

from

£2,299

pp

£2,446

Balcony

from

£2,499

pp

£2,659

Suite

from

£5,099

pp

£5,311

Caribbean from United Kingdom with the Norwegian Bliss

Norwegian Cruise Line

Cruise with Flight, Hotel

From / To New York, United States

Norwegian Bliss

2 Jan 2027

14 nights

Inside

from

£2,343

pp

£2,441

Outside

from

£2,564

pp

£2,671

Balcony

from

£2,815

pp

£2,872

The Haven

from

£7,263

pp

Luxury Caribbean & San Juan Sunsets with Miami Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Fort Lauderdale

Enchanted Princess

4 Apr 2027

13 nights

No Alternative Dates

Inside

from

£1,799

pp

£1,999

Balcony

from

£2,149

pp

£2,499

Suite

from

£2,699

pp

£2,999

St. Isles and Sun Soaked Seas with Magic City Stay

Cruise1st Package

Cruise with Flight, Hotel

From / To Miami

Brilliant Lady

Adults Only

Full board

22 Jan 2027

14 nights

Inside

from

£1,899

pp

£2,110

Outside

from

£2,099

pp

Balcony

from

£2,299

pp

Suite

from

£4,599

pp

£5,226

Southern Caribbean from Barbados with the MSC World Europa

MSC Cruises

Cruise with Flight

From / To Barbados

MSC World Europa

Full board

Tips

from £48 – £131 off when you book online

26 Jan 2027

14 nights

Inside

from

£2,402

pp

£2,669

Outside

from

£2,564

pp

£2,849

Balcony

from

£2,816

pp

£3,129

Suite

from

£4,868

pp

£5,409

MSC Yacht Club

from

£6,551

pp

£7,279

Southern Caribbean from United Kingdom with the Celebrity Eclipse

Celebrity Cruises

Cruise with Flight, Hotel

From / To Fort Lauderdale

Celebrity Eclipse

from £38 – £118 off when you book online

10 Mar 2027

12 nights

Inside

from

£1,892

pp

£2,226

Outside

from

£2,344

pp

£2,467

Balcony

from

£2,446

pp

Suite

from

£5,727

pp

The Retreat

from

£5,904

pp

page 1 of

Caribbean Fly Cruises in 2027

Caribbean Fly Cruises 2027 are the easiest way to turn winter-sun daydreams into a properly planned holiday. Instead of spending days sailing across the Atlantic, you fly out to your embarkation port, step onboard, and start island-hopping almost straight away. It’s ideal if you want maximum time in the Caribbean, whether you’re chasing beach days, colourful towns, rainforest excursions or those “pinch me” sunsets from the ship’s top deck.

A fly-cruise package is built for convenience. Flights and the cruise are arranged together, so you can focus on the fun bits: choosing your cabin, picking your perfect itinerary, and deciding whether your first port day starts with a rum punch or a swim. Many sailings also work brilliantly with a pre- or post-cruise hotel, giving you time to settle in, shake off the flight, and explore a little more at your own pace.

Benefits Of Caribbean Fly Cruises 2027

There’s a reason fly-cruises are such a favourite for UK holidaymakers. They’re simple, time-efficient, and they deliver the Caribbean experience from day one. Here’s what makes Caribbean Fly Cruises 2027 such a smart choice:

  • More Caribbean, less travelling: Flying to the region means you can start visiting islands within a day or two, rather than spending a week at sea getting there.
  • Island-hopping made easy: Wake up to a different view each morning, from calm turquoise bays to lively harbours full of music and market stalls.
  • Perfect for winter sun: When the UK feels chilly and grey, the Caribbean is all about warm breezes, beach weather and outdoor dining.
  • Great for couples, families and friends: You can make it as relaxed or as adventurous as you like, from lazy sea days to packed excursion schedules.
  • Flexible package styles: Choose cruise-only with flights included, add hotel stays, or look for value-packed options where more is bundled in upfront.

Another perk is how well fly-cruises suit different Caribbean “styles”. If you like classic beach-and-bar vibes, ports in the Eastern Caribbean often deliver postcard sands and calm bays. If you prefer wildlife and landscapes, some itineraries lean into jungle adventures and waterfalls. And if you love food and culture, there are routes that mix local flavours, colonial history and colourful towns that look made for your camera roll.

For extra simplicity, many travellers choose packages that bundle more than just flights. If you want your holiday costs neatly planned in advance, it’s worth browsing inclusive options like All Inclusive Fly Caribbean 2027 Cruises, where you can often keep onboard spending to a minimum.


Caribbean Fly Cruises 2027 Top Destinations

Fly-Cruise Pages For Planning By Year

All Inclusive Caribbean Options

Cruise And Stay For Extra Time In Paradise

Departures From The UK, Southampton And Beyond

Cruise Lines, Ships And Onboard Style

Plan Around Peak Dates And Seasonal Sailings

Deals And Ways To Save

More 2026 And 2027 Caribbean Choices By Cruise Line

The Caribbean Basics

  • Caribbean – get a feel for the region, the islands, and the kinds of itineraries available.
  • Eastern Caribbean – think easy-going beach days, bright coastal towns and calm, snorkel-friendly waters.
  • Western Caribbean – a lively mix of ports, cultural stops and excursions that range from reefs to ruins.
  • Southern Caribbean – often warmer year-round, with a laid-back feel and a great variety of island flavours.

FAQs About Caribbean Fly Cruises 2027

What does a Caribbean fly-cruise usually include?
Most fly-cruise packages combine your flights and cruise in one booking. Some options also include transfers and hotel stays, depending on the package. If you want the simplest budgeting, take a look at All Inclusive Fly Caribbean 2027 Cruises.

Is a fly-cruise better than sailing from the UK?
It depends on your holiday style. Fly-cruises give you more time in the Caribbean and less time travelling there. If you prefer no flights at all, browse Caribbean Cruises from Southampton or Caribbean Cruises from the UK.

When should I book for the best choice of cabins?
For 2027, booking earlier typically gives you the best selection, especially for balcony cabins and popular school-holiday dates. If you’re comparing routes, it’s also helpful to look at Caribbean Fly Cruises 2026 to spot patterns in itinerary styles and sailing durations.

What’s a good month for a Caribbean fly-cruise?
January and February are favourites for UK travellers chasing winter sun, while November and December are ideal if you want warmth before the festive rush. Browse Fly Caribbean Cruises in January and Fly Caribbean Cruises in February for timing inspiration.

Get in touch with our cruise expert

Mon-Fri 9am-9pm | Sat-Sun 9am-7pm0161 938 9140