Luxury Caribbean Cruises

Take a look through our impressive Caribbean cruise deals and take your pick. Or if you don’t see anything that you like then make sure you give our award-winning Cruise Concierge team a call and they will work hard to create your perfect getaway.

Find Out More About Cruising to the Caribbean

Showing 30 out of 1449 cruises
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Fly Cruise From:
Was £10715pp Now: £10286pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | Great Harbour | Anegada | Gustavia | Saba | Gustavia | Marigot

  • 06 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £10715pp Now: £10286pp
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REF: EMERALD2J02061226-2
Fly Cruise From:
Was £6210pp Now: £5400pp

Eastern Caribbean with St. Barths

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £6210pp Now: £5400pp
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REF: EMERALDE02J061226-2
Fly Cruise From:
Was £3272pp Now: £3108pp

7 Night Grand Cayman, Mexico & Bahamas - Christmas

Fort Lauderdale | Nassau | Georgetown | Cozumel | Fort Lauderdale

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £3272pp Now: £3108pp
View cruise Enquire Enquire
REF: CELEBBY07W678-061226
Fly Cruise From:
Was £4191pp Now: £3981pp

7 Night St. Thomas & Antigua Cruise - Christmas

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4191pp Now: £3981pp
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REF: CELEBXC07E473-061226
Fly Cruise From:
Was £7107pp Now: £6325pp

14-Day Leeward Island Jewels

Miami | San Juan (Puerto Rico) | Virgin Gorda | South Friars Bay | Roseau | Fort-de-France | Terre-de-Haut | Montserrat | Road Bay | Great Harbour | Miami

  • 06 Dec 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £7107pp Now: £6325pp
View cruise Enquire Enquire
REF: SBN6684
Cruise From:
Was £3680pp Now: £3496pp

A Journey of Colourful Treasures & Idyllic Island Scenery

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico)

  • 06 Dec 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £3680pp Now: £3496pp
View cruise Enquire Enquire
REF: EXPLORAEL20261206MIASJU
Cruise From:
Was £7120pp Now: £6764pp

An Extended Journey through Islands of Scenic Wonder & Coastal History

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico) | Road Bay | Saint John's | Basseterre | Grand Turk Island | Miami

  • 06 Dec 2026
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £7120pp Now: £6764pp
View cruise Enquire Enquire
REF: EXPLORAEL20261206MIAMIA
Fly Cruise From:
Was £4993pp Now: £4793pp

Splendours of the Caribbean

San Juan (Puerto Rico) | Cruz Bay | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas

  • 07 Dec 2026
  • 6 Nights
Fly Cruise From:
Was £4993pp Now: £4793pp
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REF: EMERALDE14J071226-1
Fly Cruise From:
Was £4199pp Now: £2279pp

Tropical Retreats

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 07 Dec 2026
  • 7 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4199pp Now: £2279pp
View cruise Enquire Enquire
REF: OCEANIAVIS261207
Fly Cruise From:
Was £4095pp Now: £3931pp

Classic Panama Canal Passage

Fort Lauderdale | Cozumel | Belize City | Roatán Island | Limon | Colón | Fuerte Amador

  • 07 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £4095pp Now: £3931pp
View cruise Enquire Enquire
REF: VIKINGOMA261207
Cruise From:
£7520pp

Panama, Colombia & Caribbean Islands

Fort-de-France | Marie-Galante | Pigeon Island | Soufrière | Union Island | Mayreau Island | Bonaire | Santa Marta | Cartagena | San Blas Islands | Portobelo | Colón

  • 07 Dec 2026
  • 12 Nights
Cruise From:
£7520pp
View cruise Enquire Enquire
REF: PONANTER071226
Fly Cruise From:
Was £3479pp Now: £3374pp

Western Caribbean

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami

  • 08 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £3479pp Now: £3374pp
View cruise Enquire Enquire
REF: CUNARDQ633
Fly Cruise From:
Was £6299pp Now: £6110pp

Caribbean Celebration

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Miami

  • 08 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £6299pp Now: £6110pp
View cruise Enquire Enquire
REF: CUNARDQ633A

Cruise & Stay

Crossing the Atlantic with Christmas at Sandals Barbados

Holiday prices from:
£5399pp

Crossing the Atlantic with Christmas at Sandals Barbados

Lisbon | Las Palmas de Gran Canaria | Mindelo | Bridgetown

  • 09 Dec 2026
  • 19 Nights
  • Six-night stay at Sandals Royal Barbados for Christmas
  • Sail on the beautiful Silver Nova
Holiday prices from:
£5399pp
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Cruise & Stay

5* All-Inclusive Barbados Stay & Caribbean Gems Cruise

Holiday prices from:
£4349pp

5* All-Inclusive Barbados Stay & Caribbean Gems Cruise

Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 09 Dec 2026
  • 11 Nights
  • Return flights included
  • 5* all-inclusive hotel stay in Barbados
  • Seven-night ultra-luxury Caribbean Cruise
  • 'Caviar in the Surf' beach barbeque
Holiday prices from:
£4349pp
View cruise

Cruise & Stay

Sandals Royal Barbados Stay with Caribbean Beauty Cruise

Holiday prices from:
£4049pp

Sandals Royal Barbados Stay with Caribbean Beauty Cruise

Bridgetown | Castries | Fort-de-France | Deshaies | Saint John's | Îles des Saintes | Port Elizabeth | Bridgetown

  • 09 Dec 2026
  • 11 Nights
  • Three-night all-inclusive stay at Sandals Royal Barbados
  • Seven-nights island hopping in luxury
  • Perfect pre-Christmas getaway
Holiday prices from:
£4049pp
View cruise

Cruise & Stay

Eastern Caribbean Cruise with Sandals Barbados Stay

Holiday prices from:
£2989pp

Eastern Caribbean Cruise with Sandals Barbados Stay

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 09 Dec 2026
  • 10 Nights
  • Three-night all-inclusive stay at Sandals Royal Barbados
Holiday prices from:
£2989pp
View cruise
Fly Cruise From:
Was £6664pp Now: £4069pp

Treasures Of Belize

Miami | Costa Maya | Belize City | Harvest Caye | Roatán Island | Montego Bay | Georgetown | Miami

  • 09 Dec 2026
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £6664pp Now: £4069pp
View cruise Enquire Enquire
REF: REGENTGRA261209
Cruise From:
Was £2940pp Now: £2793pp

Lisbon to Bridgetown

Lisbon | Las Palmas de Gran Canaria | Mindelo | Bridgetown

  • 09 Dec 2026
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
50% off second guest* - Limited time offer
Enjoy $320 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £2940pp Now: £2793pp
View cruise Enquire Enquire
REF: SILVERSN261209012
Cruise From:
Was £2520pp Now: £2394pp

Miami to San Juan

Miami | Saint John Island | Philipsburg | Basseterre | Îles des Saintes | Fort-de-France | Little Bay | Great Harbour | San Juan (Puerto Rico)

  • 10 Dec 2026
  • 10 Nights
Save up to 40% PLUS deposits from 15%*
50% off second guest* - Limited time offer
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £2520pp Now: £2394pp
View cruise Enquire Enquire
REF: SILVERSS261210010
Fly Cruise From:
Was £7264pp Now: £4443pp

Shimmering Reefs, Mighty Ruins

Tampa | Georgetown | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Tampa

  • 11 Dec 2026
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £7264pp Now: £4443pp
View cruise Enquire Enquire
REF: REGENTMAR261211
Fly Cruise From:
Was £9474pp Now: £5567pp

Tropical Sparkle & Holiday Cheer

Galveston | Montego Bay | Ocho Rios | Punta Cana | San Juan (Puerto Rico) | Tortola | Philipsburg | Gustavia | Saint John's | Georgetown | Galveston

  • 11 Dec 2026
  • 17 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £9474pp Now: £5567pp
View cruise Enquire Enquire
REF: REGENTSPL261211
Cruise From:
Was £3840pp Now: £3648pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Basseterre | Gustavia | Deshaies | Road Town | Miami

  • 11 Dec 2026
  • 11 Nights
Save up to 40% PLUS deposits from 15%*
50% off second guest* - Limited time offer
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3840pp Now: £3648pp
View cruise Enquire Enquire
REF: SILVERRA261211011

DEPARTS FROM UK

Cruise From:
Was £10599pp Now: £10281pp

Transatlantic Crossing and Caribbean Celebration

Southampton | New York | Tortola | Sint Maarten | Bridgetown | Castries | Dominica | Saint Kitts | New York | Southampton

  • 12 Dec 2026
  • 30 Nights
Cruise From:
Was £10599pp Now: £10281pp
View cruise Enquire Enquire
REF: CUNARDM634B
Fly Cruise From:
Was £2459pp Now: £2336pp

7 Night Key West, Mexico & Cayman - Christmas

Port Canaveral | Key West | Georgetown | Cozumel | Port Canaveral

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2459pp Now: £2336pp
View cruise Enquire Enquire
REF: CELEBAX07W681-121226
Fly Cruise From:
Was £4959pp Now: £3799pp

Sunlit Caribbean Gems

Miami | Charlotte Amalie | Gustavia | Philipsburg | Tortola | Miami

  • 12 Dec 2026
  • 9 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4959pp Now: £3799pp
View cruise Enquire Enquire
REF: OCEANIAALU261212
Fly Cruise From:
Was £3882pp Now: £3687pp

7 Night Southern Caribbean Cruise - Christmas

San Juan (Puerto Rico) | Tortola | Basseterre | Roseau | Castries | Saint George's | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £3882pp Now: £3687pp
View cruise Enquire Enquire
REF: CELEBCS07D444-121226
Cruise From:
Was £809pp Now: £776pp

Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 6 Nights
Up to $450 onboard spend
Cruise From:
Was £809pp Now: £776pp
View cruise Enquire Enquire
REF: AZJR261212-006
Cruise From:
Was £3279pp Now: £3147pp

Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico) | Charlotte Amalie | Virgin Gorda | Saint John's | Gustavia | Saint Pierre | Port Elizabeth | Scarborough | Mayreau Island | Bridgetown

  • 12 Dec 2026
  • 16 Nights
Up to $1,000 onboard spend
Cruise From:
Was £3279pp Now: £3147pp
View cruise Enquire Enquire
REF: AZJR261212-016
Fly Cruise From:
Was £4519pp Now: £4021pp

7-Day Caribbean Gems

Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 12 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £4519pp Now: £4021pp
View cruise Enquire Enquire
REF: SBN8681

Prices are subject to change and availability. Prices may vary depending on the airport selected. Promotions are only applicable to select cabin grades, please call for details.

Caribbean Cruise Deals

Choosing your ideal itinerary can be tricky as this is such a diverse region to explore, but with our equally diverse Caribbean cruise deals, you needn’t worry. Here you will find 7 to 14-day sailings visiting each region, or you can embark on a longer adventure and visit East, West and South, all in one cruise holiday. The choice is completely up to you.

Top 5 places to discover in the Caribbean

  • San Juan - Puerto Rico - Whether you fancy a sunshine-filled beach holiday or want to explore a capital bursting with culture, San Juan offers both.
  • Bridgetown - Barbados - As the capital of Barbados there are plenty of things to do here.
  • Ocho Rios - Jamaica - Your stresses will truly melt away when you arrive in this laid-back port of call.
  • Oranjestad - Aruba - This is a great place to see Dutch colonial architecture, with brightly coloured buildings scattered throughout the city.
  • Castries - St. Lucia - Quite possibly one of our favourite islands in the Caribbean, St. Lucia has a beautiful capital city with plenty to see and do.

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UK Cruise Awards 2026 Partnership Achievement Award
UK Cruise Awards 2026 Partnership Achievement Award
Luxury Cruise Agency of the Year 2025
Luxury Cruise Agency of the Year 2025
TTG Top 20 Luxury Travel Agents 2025
TTG Top 20 Luxury Travel Agents 2025
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UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
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Travel Weekly Large Cruise Agency of the Year 2023
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