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 1363 cruises
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Cruise From:
£8780pp

Reverie under sail in the heart of the Lesser Antilles

Marigot | Sandy Island | Spanish Town | Norman Island | Cooper Island | Great Harbour | Beef Island | Dog Islands | Marigot

  • 19 Dec 2026
  • 7 Nights
Cruise From:
£8780pp
View cruise Enquire Enquire
REF: PONANTPO191226
Cruise From:
Was £3098pp Now: £2757pp

7-Day Classic Caribbean Yacht Harbors

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten

  • 19 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £3098pp Now: £2757pp
View cruise Enquire Enquire
REF: SBN8684
Fly Cruise From:
Was £10090pp Now: £8980pp

14-Day Exotic Caribbean In Depth

Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 19 Dec 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £10090pp Now: £8980pp
View cruise Enquire Enquire
REF: SBN8684A
Cruise From:
Was £5000pp Now: £4750pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Fort-de-France | Roseau | Basseterre | Saint John Island | Castries | Bridgetown

  • 19 Dec 2026
  • 8 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5000pp Now: £4750pp
View cruise Enquire Enquire
REF: SILVERSL261219008
Fly Cruise From:
Was £4622pp Now: £4437pp

Eastern Caribbean with St. Barths

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

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4622pp Now: £4437pp
View cruise Enquire Enquire
REF: EMERALDE02J201226-1
Fly Cruise From:
Was £5850pp Now: £5616pp

Vibes of the Virgin Islands

Saint Thomas | Saint John Island | Norman Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £5850pp Now: £5616pp
View cruise Enquire Enquire
REF: EMERALDE15J201226-1
Fly Cruise From:
Was £2954pp Now: £2806pp

7 Night St. Kitts, & Perfect Day Holiday - Christmas at Sea

Fort Lauderdale | Basseterre | San Juan (Puerto Rico) | Coco Cay | Fort Lauderdale

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2954pp Now: £2806pp
View cruise Enquire Enquire
REF: CELEBBY07E465-201226
Fly Cruise From:
Was £5881pp Now: £5586pp

7 Night St. Thomas & St. Maarten Holiday - Christmas at Sea

Miami | Philipsburg | Charlotte Amalie | Puerto Plata | Miami

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £5881pp Now: £5586pp
View cruise Enquire Enquire
REF: CELEBXC07E475-201226
Cruise From:
Was £8198pp Now: £7296pp

16-Day Leeward Island Holiday

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

  • 20 Dec 2026
  • 16 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £8198pp Now: £7296pp
View cruise Enquire Enquire
REF: SBN6685
Cruise From:
Was £4520pp Now: £4294pp

A Journey of Tropical Festivities & Dazzling Island Beauty

Miami | Ocho Rios | Isla Catalana | Great Harbour | Philipsburg | Charlotte Amalie | San Juan (Puerto Rico)

  • 20 Dec 2026
  • 8 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4520pp Now: £4294pp
View cruise Enquire Enquire
REF: EXPLORAEL20261220MIASJU
Cruise From:
Was £11160pp Now: £10602pp

An Extended Journey Through Caribbean Rhythms and Festive Island Nights

Miami | Ocho Rios | Isla Catalana | Great Harbour | Philipsburg | Charlotte Amalie | San Juan (Puerto Rico) | Saint John's | Pointe-à-Pitre | Cruz Bay | Samaná | Puerto Plata | Miami

  • 20 Dec 2026
  • 16 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £11160pp Now: £10602pp
View cruise Enquire Enquire
REF: EXPLORAEL20261220MIAMIA
Cruise From:
Was £4725pp Now: £4488pp

A Journey of Caribbean Celebrations & Island Wonders

San Juan (Puerto Rico) | Basseterre | Tortola | Gustavia | Road Bay | Miami

  • 20 Dec 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4725pp Now: £4488pp
View cruise Enquire Enquire
REF: EXPLORAEX20261220SJUMIA
Cruise From:
Was £9765pp Now: £9276pp

An Extended Journey into Island Bliss & Lively Celebrations

San Juan (Puerto Rico) | Basseterre | Tortola | Gustavia | Road Bay | Miami | Puerto Plata | Isla Catalana | Cruz Bay | Great Harbour | Basseterre | Charlotte Amalie | San Juan (Puerto Rico)

  • 20 Dec 2026
  • 15 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £9765pp Now: £9276pp
View cruise Enquire Enquire
REF: EXPLORAEX20261220SJUSJU
Cruise From:
Was £3700pp Now: £3515pp

San Juan to San Juan

San Juan (Puerto Rico) | Great Harbour | Little Bay | Castries | Fort-de-France | Sopers Hole | San Juan (Puerto Rico)

  • 20 Dec 2026
  • 7 Nights
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3700pp Now: £3515pp
View cruise Enquire Enquire
REF: SILVERSS261220007
Fly Cruise From:
£5299pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Saint Thomas | Virgin Gorda | Saint John's | San Juan (Puerto Rico) | Samaná | Nassau | Fort Lauderdale

  • 20 Dec 2026
  • 10 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Fly Cruise From:
£5299pp
View cruise Enquire Enquire
REF: CRYSTALCSY-010-261220
Cruise From:
Was £7373pp Now: £7004pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Saint Thomas | Virgin Gorda | Saint John's | San Juan (Puerto Rico) | Samaná | Nassau | Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown | Ocho Rios | Nassau | Fort Lauderdale

  • 20 Dec 2026
  • 21 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £7373pp Now: £7004pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C21-261220
Fly Cruise From:
Was £3964pp Now: £3745pp

Tropical Retreats

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

  • 21 Dec 2026
  • 7 Nights
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 £3964pp Now: £3745pp
View cruise Enquire Enquire
REF: OCEANIAALU261221
Fly Cruise From:
Was £9149pp Now: £8645pp

Tropical Serenade

Miami | Costa Maya | Roatán Island | Harvest Caye | Cozumel | Miami | Charlotte Amalie | Philipsburg | Gustavia | Basseterre | Tortola | Miami

  • 21 Dec 2026
  • 17 Nights
  • Allura
  • Caribbean
  • 21 Dec 2026
  • 17 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £9149pp Now: £8645pp
View cruise Enquire Enquire
REF: OCEANIAALU261221A
Fly Cruise From:
Was £4279pp Now: £3449pp

Balmy Island Holiday

Miami | Tortola | Charlotte Amalie | Nassau | Miami

  • 21 Dec 2026
  • 7 Nights
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 £4279pp Now: £3449pp
View cruise Enquire Enquire
REF: OCEANIAVIS261221
Fly Cruise From:
Was £8629pp Now: £6464pp

Caribbean Celebration

Tampa | Georgetown | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Basseterre | Philipsburg | Tortola | Miami

  • 21 Dec 2026
  • 14 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £8629pp Now: £6464pp
View cruise Enquire Enquire
REF: REGENTMAR261221
Cruise From:
Was £9010pp Now: £8559pp

Roundtrip San Diego, California

San Diego | Topolobampo | Loreto | La Paz | Isla Natividad | San Diego | Manzanillo | Puerto Vallarta | Mazatlán | Cabo San Lucas | San Diego

  • 21 Dec 2026
  • 18 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £9010pp Now: £8559pp
View cruise Enquire Enquire
REF: CRYSTALCSE-C18-261221
Cruise From:
Was £10000pp Now: £9500pp

Miami to Los Angeles

Miami | Cartagena | Puntarenas | Puerto Quetzal | Puerto Vallarta | San Diego | Los Angeles

  • 21 Dec 2026
  • 18 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £10000pp Now: £9500pp
View cruise Enquire Enquire
REF: SILVERDA261221018
Cruise From:
Was £4800pp Now: £4560pp

Bridgetown to San Juan

Bridgetown | Soufrière | Port Elizabeth | Saint George's | Fort-de-France | Basseterre | Saint Thomas | San Juan (Puerto Rico)

  • 21 Dec 2026
  • 8 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4800pp Now: £4560pp
View cruise Enquire Enquire
REF: SILVERSN261221008
Fly Cruise From:
£4939pp

Caribbean Celebration

Miami | Georgetown | Montego Bay | Oranjestad | Willemstad | Kralendijk | Fort-de-France | Basseterre | Philipsburg | Miami

  • 22 Dec 2026
  • 14 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
£4939pp
View cruise Enquire Enquire
REF: OCEANIAMNA261222
Cruise From:
Was £9300pp Now: £8835pp

Miami to Miami

Miami | Grand Turk Island | Basseterre | Oranjestad | Kralendijk | Willemstad | Saint John Island | San Juan (Puerto Rico) | Miami

  • 22 Dec 2026
  • 14 Nights
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £9300pp Now: £8835pp
View cruise Enquire Enquire
REF: SILVERRA261222014
Cruise From:
£6350pp

Renaud Capuçon’s Caribbean Celebration: 50 Years in Paradise

Fort-de-France | Union Island | Tobago Cays | Mayreau Island | Port Elizabeth | Pigeon Island | Soufrière | Îles des Saintes | Fort-de-France

  • 23 Dec 2026
  • 7 Nights
Cruise From:
£6350pp
View cruise Enquire Enquire
REF: PONANTEG231226
Fly Cruise From:
Was £4779pp Now: £4540pp

11 Night Southern Caribbean Holiday - Christmas at Sea

Fort Lauderdale | Philipsburg | Saint John's | Castries | Bridgetown | Roseau | Basseterre | Fort Lauderdale

  • 24 Dec 2026
  • 11 Nights
Fly Cruise From:
Was £4779pp Now: £4540pp
View cruise Enquire Enquire
REF: CELEBAT11D090-241226
Cruise From:
Was £1823pp Now: £1731pp

7 Nt Key West, Mexico & Cayman Holiday - New Years At Sea

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

  • 26 Dec 2026
  • 7 Nights

Interest free Monthly Payments from JUST £245pp

Cruise From:
Was £1823pp Now: £1731pp
View cruise Enquire Enquire
REF: CELEBAX07W683-261226
Fly Cruise From:
Was £6015pp Now: £5714pp

7 Night Southern Caribbean Holiday - New Years At Sea

San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Saint John's | Castries | Bridgetown | San Juan (Puerto Rico)

  • 26 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £6015pp Now: £5714pp
View cruise Enquire Enquire
REF: CELEBCS07D446-261226
Cruise From:
Was £4498pp Now: £4003pp

7-Day Yachtsman's Caribbean

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 26 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £4498pp Now: £4003pp
View cruise Enquire Enquire
REF: SBN8685

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
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