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 1364 cruises
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Fly Cruise From:
Was £6664pp Now: £6330pp

Be My Island Valentine

Bridgetown | Saint George's | Kingstown | Castries | Fort-de-France | Gustavia | Basseterre | Saint John's | Roseau | Bridgetown

  • 14 Feb 2028
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6664pp Now: £6330pp
View cruise Enquire Enquire
REF: REGENTGRA280214
Cruise From:
Was £9019pp Now: £8658pp

Buenos Aires to Miami Grand Voyage

Buenos Aires | Montevideo | Rio Grande | Porto Belo | São Francisco do Sul | Paranaguá | São Paulo | Ilhabela | Parati | Rio de Janeiro | Salvador de Bahia | Natal | Belem | Isle Royale | Scarborough | Bridgetown | Saint George's | Castries | Saint Pierre | Roseau | Philipsburg | Road Town | Miami

  • 16 Feb 2028
  • 35 Nights
Included in your Grand Voyage: Complimentary Airfare | Shore Excursion Credit | Upgrade Beverage package | WiFi for Two Devices | Weekly Laundry Service
Cruise From:
Was £9019pp Now: £8658pp
View cruise Enquire Enquire
REF: AZQS280216-035
Cruise From:
Was £6809pp Now: £6536pp

Brazil Intensive Combination Cruise: Sao Paulo, Rio De Janiero & Salvador

Buenos Aires | Montevideo | Rio Grande | Porto Belo | São Francisco do Sul | Paranaguá | São Paulo | Ilhabela | Parati | Rio de Janeiro | Salvador de Bahia | Natal | Belem | Isle Royale | Scarborough | Bridgetown

  • 16 Feb 2028
  • 26 Nights
Cruise From:
Was £6809pp Now: £6536pp
View cruise Enquire Enquire
REF: AZQS280216-026
Fly Cruise From:
Was £4490pp Now: £4310pp

West Indies Explorer

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

  • 16 Feb 2028
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4490pp Now: £4310pp
View cruise Enquire Enquire
REF: VIKINGOSE280216
Fly Cruise From:
Was £10184pp Now: £9674pp

Romance Of Roseau

Miami | Tortola | Roseau | Castries | Bridgetown | Saint George's | Kralendijk | Willemstad | Oranjestad | Georgetown | Miami

  • 16 Feb 2028
  • 15 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £10184pp Now: £9674pp
View cruise Enquire Enquire
REF: REGENTPRT280216
Cruise From:
£3730pp

Pearls of the Caribbean

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

  • 16 Feb 2028
  • 7 Nights
Cruise From:
£3730pp
View cruise Enquire Enquire
REF: PONANTEC160228
Fly Cruise From:
Was £4590pp Now: £4406pp

West Indies Explorer

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

  • 17 Feb 2028
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4590pp Now: £4406pp
View cruise Enquire Enquire
REF: VIKINGOSK280217
Cruise From:
Was £5520pp Now: £5244pp

A Journey through Amazonian Mesmerising Wonders to the Caribbean Sunlit Landscapes

Manaus | Parintins | Alter do Chão | Macapa | Scarborough | Castries | Roseau | Philipsburg | San Juan (Puerto Rico)

  • 17 Feb 2028
  • 10 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5520pp Now: £5244pp
View cruise Enquire Enquire
REF: EXPLORAEP20280217MAOSJU
Fly Cruise From:
Was £3619pp Now: £3419pp

Splendid Sunsets

Miami | Puerto Plata | San Juan (Puerto Rico) | Frederiksted | Basseterre | Gustavia | Philipsburg | Miami

  • 17 Feb 2028
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3619pp Now: £3419pp
View cruise Enquire Enquire
REF: OCEANIAMNA280217
Fly Cruise From:
Was £4999pp Now: £4724pp

Caribbean Carried Away

Miami | Puerto Plata | San Juan (Puerto Rico) | Frederiksted | Basseterre | Gustavia | Philipsburg | Miami | Costa Maya | Belize City | Roatán Island | Cozumel | Miami

  • 17 Feb 2028
  • 17 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4999pp Now: £4724pp
View cruise Enquire Enquire
REF: OCEANIAMNA280217A
Cruise From:
Was £4800pp Now: £4560pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Castries | Oranjestad | Kralendijk | Willemstad | Gustavia | Saint John's | Fort-de-France | Saint George's | Bridgetown

  • 17 Feb 2028
  • 12 Nights
Enjoy $1,440 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4800pp Now: £4560pp
View cruise Enquire Enquire
REF: SILVERSL280217012
Fly Cruise From:
Was £6569pp Now: £6207pp

Amazonian Exploration

Rio de Janeiro | Maceió | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Bridgetown | Pointe-à-Pitre | Tortola | Miami

  • 18 Feb 2028
  • 21 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £6569pp Now: £6207pp
View cruise Enquire Enquire
REF: OCEANIASIR280218
Fly Cruise From:
Was £10625pp Now: £10200pp

Discover Eastern Caribbean & Grenadines

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg

  • 19 Feb 2028
  • 14 Nights
Fly Cruise From:
Was £10625pp Now: £10200pp
View cruise Enquire Enquire
REF: EMERALD2J01190228-2
Fly Cruise From:
Was £16012pp Now: £15371pp

Epic Voyage: Barbados to Sint Maarten

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Soufrière | Îles des Saintes | Saint John's | Charlestown | Gustavia | Virgin Gorda | Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 19 Feb 2028
  • 21 Nights
Fly Cruise From:
Was £16012pp Now: £15371pp
View cruise Enquire Enquire
REF: EMERALD3J01190228-2
Fly Cruise From:
Was £5289pp Now: £5077pp

Grenadines & Windwards yachting

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 19 Feb 2028
  • 7 Nights
Fly Cruise From:
Was £5289pp Now: £5077pp
View cruise Enquire Enquire
REF: EMERALDE01J190228-1
Fly Cruise From:
Was £9076pp Now: £8712pp

Caribbean Breeze: Miami to Antigua

Miami | Bimini Island | Nassau | San Salvador Island | Grand Turk Island | San Juan (Puerto Rico) | Norman Island | Virgin Gorda | Anguilla | Gustavia | Saint John's

  • 19 Feb 2028
  • 11 Nights
Fly Cruise From:
Was £9076pp Now: £8712pp
View cruise Enquire Enquire
REF: EMERALDE28J190228-1
Cruise From:
Was £1334pp Now: £1267pp

7 Night St. Thomas & St. Maarten Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Philipsburg | Port Canaveral

  • 19 Feb 2028
  • 7 Nights

Interest free Monthly Payments from JUST £56pp

Cruise From:
Was £1334pp Now: £1267pp
View cruise Enquire Enquire
REF: CELEBAX07E551-190228
Cruise From:
Was £3665pp Now: £3481pp

A Journey Across Turquoise Seas and Timeless Streets

San Juan (Puerto Rico) | Philipsburg | Terre-de-Haut | Road Bay | Ocean Cay | Miami

  • 19 Feb 2028
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £3665pp Now: £3481pp
View cruise Enquire Enquire
REF: EXPLORAEO20280219SJUMIA
Fly Cruise From:
Was £5229pp Now: £4941pp

Caribbean Island Tapestry

Miami | Puerto Plata | San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Saint John's | Philipsburg | Tortola | Miami

  • 19 Feb 2028
  • 11 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £5229pp Now: £4941pp
View cruise Enquire Enquire
REF: OCEANIASON280219
Cruise From:
Was £3798pp Now: £3380pp

7-Day Yachtsman's Caribbean

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

  • 19 Feb 2028
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £3798pp Now: £3380pp
View cruise Enquire Enquire
REF: SBN8820
Cruise From:
Was £6798pp Now: £6050pp

14-Day Caribbean Yacht Harbors In Depth

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

  • 19 Feb 2028
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £6798pp Now: £6050pp
View cruise Enquire Enquire
REF: SBN8820A
Cruise From:
Was £3740pp Now: £3553pp

San Juan to Cartagena

San Juan (Puerto Rico) | Saint John's | Pointe-à-Pitre | Castries | Saint George's | Kralendijk | Willemstad | Oranjestad | Cartagena

  • 19 Feb 2028
  • 10 Nights
Up to 30% OFF per suite
Cruise From:
Was £3740pp Now: £3553pp
View cruise Enquire Enquire
REF: CRYSTALCSE-010-280219
Cruise From:
Was £995pp Now: £945pp

6 Night Cayman, Mexico & Bahamas

Fort Lauderdale | Nassau | Cozumel | Georgetown | Fort Lauderdale

  • 20 Feb 2028
  • 6 Nights

Interest free Monthly Payments from JUST £40pp

Cruise From:
Was £995pp Now: £945pp
View cruise Enquire Enquire
REF: CELEBBY06W335-200228
Cruise From:
Was £3459pp Now: £3286pp

7 Night Mexico & Bahmas Cruise

Tampa | Bimini Island | Cozumel | Costa Maya | Tampa

  • 20 Feb 2028
  • 7 Nights

Interest free Monthly Payments from JUST £155pp

Cruise From:
Was £3459pp Now: £3286pp
View cruise Enquire Enquire
REF: CELEBCS07W813-200228
Cruise From:
Was £2794pp Now: £2654pp

7 Night Grand Cayman, Mexico & Bahamas

Fort Lauderdale | Bimini Island | Costa Maya | Cozumel | Georgetown | Fort Lauderdale

  • 20 Feb 2028
  • 7 Nights

Interest free Monthly Payments from JUST £124pp

Cruise From:
Was £2794pp Now: £2654pp
View cruise Enquire Enquire
REF: CELEBXC07W825-200228
Cruise From:
£6110pp

History and culture visiting Caribbean jewels

Pointe-à-Pitre | Îles des Saintes | Falmouth | Barbuda | Charlestown | Gustavia | Prickly Pear Island | Marigot

  • 21 Feb 2028
  • 7 Nights
Cruise From:
£6110pp
View cruise Enquire Enquire
REF: PONANTPO210228
Fly Cruise From:
Was £15358pp Now: £14743pp

Discover the Secrets of Panama and Costa Rica

Puerto Caldera | Tortuga Island | Quepos (Puerto Quepos) | Golfito | Cébaco Island | Darién National Park | Playa del Muerto | Pearl Islands | Panama City | San Blas Islands | Cartagena | Santa Marta | Oranjestad | Willemstad | Kralendijk | Mayreau Island | Port Elizabeth | Bridgetown

  • 22 Feb 2028
  • 18 Nights
Fly Cruise From:
Was £15358pp Now: £14743pp
View cruise Enquire Enquire
REF: EMERALD2C02220228-1
Cruise From:
Was £5800pp Now: £5510pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Sopers Hole | Gustavia | Saint John's | Basseterre | Saint John Island | Miami

  • 22 Feb 2028
  • 11 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5800pp Now: £5510pp
View cruise Enquire Enquire
REF: SILVERSN280222011
Cruise From:
£4350pp

Cruising the Caribbean's Windward Islands – with Smithsonian Journeys

Vieux Fort | Portsmouth | Îles des Saintes | Port Elizabeth | Mayreau Island | Tobago Cays | Bridgetown | Vieux Fort

  • 23 Feb 2028
  • 7 Nights
Cruise From:
£4350pp
View cruise Enquire Enquire
REF: PONANTEC230228
Fly Cruise From:
Was £5944pp Now: £5646pp

Island Indulgence

Bridgetown | Castries | Fort-de-France | Roseau | Pointe-à-Pitre | Gustavia | Philipsburg | Miami

  • 24 Feb 2028
  • 9 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5944pp Now: £5646pp
View cruise Enquire Enquire
REF: REGENTGRA280224

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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