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 1443 cruises
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Cruise From:
£6740pp

History and culture visiting Caribbean jewels

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

  • 06 Feb 2027
  • 7 Nights
Cruise From:
£6740pp
View cruise Enquire Enquire
REF: PONANTPO060227
Cruise From:
Was £3480pp Now: £3306pp

San Juan to Bridgetown

San Juan (Puerto Rico) | Great Harbour | Gustavia | Basseterre | Little Bay | Îles des Saintes | Roseau | Trois-Ilets | Castries | Saint George's | Bridgetown

  • 06 Feb 2027
  • 10 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,440 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3480pp Now: £3306pp
View cruise Enquire Enquire
REF: SILVERSS270206010
Cruise From:
Was £4740pp Now: £4503pp

Miami to Bridgetown

Miami | San Juan (Puerto Rico) | Saint John Island | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Bridgetown

  • 06 Feb 2027
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4740pp Now: £4503pp
View cruise Enquire Enquire
REF: SILVERSL270206012
Cruise From:
Was £4198pp Now: £3736pp

7-Day Caribbean Gems

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

  • 06 Feb 2027
  • 7 Nights
Cruise From:
Was £4198pp Now: £3736pp
View cruise Enquire Enquire
REF: SBN8719
Fly Cruise From:
Was £2374pp Now: £2255pp

7 Night Grand Cayman, Mexico & Bahamas

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

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2374pp Now: £2255pp
View cruise Enquire Enquire
REF: CELEBBY07W721-070227
Fly Cruise From:
Was £4254pp Now: £4041pp

7 Night St. Thomas & Antigua Cruise

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

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4254pp Now: £4041pp
View cruise Enquire Enquire
REF: CELEBXC07E473-070227
Cruise From:
Was £4920pp Now: £4674pp

Miami to Bridgetown

Miami | San Juan (Puerto Rico) | Saint John Island | Basseterre | Gustavia | Saint John's | Deshaies | Roseau | Fort-de-France | Port Elizabeth | Bridgetown

  • 07 Feb 2027
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,440 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4920pp Now: £4674pp
View cruise Enquire Enquire
REF: SILVERRA270207012
Fly Cruise From:
Was £4994pp Now: £3613pp

Mystical Maya

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

  • 09 Feb 2027
  • 7 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - Save up to 50%!
Fly Cruise From:
Was £4994pp Now: £3613pp
View cruise Enquire Enquire
REF: REGENTGRA270209
Cruise From:
Was £5436pp Now: £5164pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Road Town | Saint John's | Gustavia | Îles des Saintes | Basseterre | San Juan (Puerto Rico) | Punta Cana | Santo Domingo | Port Antonio | Montego Bay | Georgetown | Fort Lauderdale

  • 09 Feb 2027
  • 17 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £5436pp Now: £5164pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C17-270209
Cruise From:
Was £2668pp Now: £2534pp

Fort Lauderdale to San Juan

Fort Lauderdale | Road Town | Saint John's | Gustavia | Îles des Saintes | Basseterre | San Juan (Puerto Rico)

  • 09 Feb 2027
  • 8 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £2668pp Now: £2534pp
View cruise Enquire Enquire
REF: CRYSTALCSY-008-270209

Cruise & Stay

5* All-Inclusive Barbados Stay & Exotic Caribbean In Depth

Holiday prices from:
£8599pp

5* All-Inclusive Barbados Stay & 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

  • 10 Feb 2027
  • 18 Nights
  • Direct flights included
  • Three-night 5* all-inclusive hotel stay in Barbados
  • 14-night ultra-luxury all-inclusive Caribbean Cruise
  • 'Caviar in the Surf' beach barbeque
Holiday prices from:
£8599pp
View cruise
Fly Cruise From:
Was £7154pp Now: £6796pp

Sapphire Sojourn

Los Angeles | Cabo San Lucas | Mazatlán | Acapulco | Puerto Quetzal | Puntarenas | Panama City

  • 10 Feb 2027
  • 12 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £7154pp Now: £6796pp
View cruise Enquire Enquire
REF: REGENTPRT270210
Cruise From:
£3840pp

Wonders of the Caribbean

Fort-de-France | Antigua | Spanish Town | Great Harbour | Basseterre | Deshaies | Marie-Galante | Fort-de-France

  • 10 Feb 2027
  • 7 Nights
Cruise From:
£3840pp
View cruise Enquire Enquire
REF: PONANTEG100227

Cruise & Stay

EXCLUSIVE to SixStarCruises - FREE 4* Miami Stay & Luxury Caribbean Cruise

Holiday prices from:
£3129pp

EXCLUSIVE to SixStarCruises - FREE 4* Miami Stay & Luxury Caribbean Cruise

Miami | Charlotte Amalie | Saint John's | Philipsburg | San Juan (Puerto Rico) | Puerto Plata | Great Stirrup Cay | Miami

  • 11 Feb 2027
  • 13 Nights
  • FREE two-night 4* hotel stay in Miami
  • FREE South Beach Food and fun Art Deco Miami Food Tour*
  • 10-night luxury Caribbean Cruise
  • EXCLUSIVE to SixStarCruises!
Holiday prices from:
£3129pp
View cruise
Cruise From:
Was £3950pp Now: £3752pp

A Journey through Captivating Caribbean Culture & Sunlit Shores

San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Terre-de-Haut | Puerto Plata | Miami

  • 12 Feb 2027
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £3950pp Now: £3752pp
View cruise Enquire Enquire
REF: EXPLORAEL20270212SJUMIA
Cruise From:
Was £8520pp Now: £8094pp

An Extended Journey of Relaxing Waters & Blissful Shores

San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Terre-de-Haut | Puerto Plata | Miami | Puerto Plata | Cayo Levantado | San Juan (Puerto Rico) | Spanish Town | Road Bay | Miami

  • 12 Feb 2027
  • 16 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8520pp Now: £8094pp
View cruise Enquire Enquire
REF: EXPLORAEL20270212SJUMI1
Fly Cruise From:
Was £8720pp Now: £8371pp

Discover Eastern Caribbean & Grenadines

Marigot | Prickly Pear Island | Gustavia | Charlestown | Falmouth | Deshaies | Soufrière | Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown

  • 13 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £8720pp Now: £8371pp
View cruise Enquire Enquire
REF: EMERALD2J01130227-1
Fly Cruise From:
Was £5407pp Now: £5190pp

Eastern Caribbean with St. Barths

Marigot | Prickly Pear Island | Gustavia | Charlestown | Falmouth | Deshaies | Soufrière | Bridgetown

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £5407pp Now: £5190pp
View cruise Enquire Enquire
REF: EMERALDE02J130227-1
Fly Cruise From:
Was £4622pp Now: £4437pp

Quintessential Caribbean

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

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4622pp Now: £4437pp
View cruise Enquire Enquire
REF: EMERALDE16J130227-1
Fly Cruise From:
Was £2646pp Now: £2513pp

7 Night St. Thomas & St. Kitts Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Basseterre | Port Canaveral

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2646pp Now: £2513pp
View cruise Enquire Enquire
REF: CELEBAX07E469-130227
Fly Cruise From:
Was £3077pp Now: £2907pp

Captivating Island Rhythms

Miami | Charlotte Amalie | Saint John's | Philipsburg | San Juan (Puerto Rico) | Puerto Plata | Great Stirrup Cay | Miami

  • 13 Feb 2027
  • 10 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 £3077pp Now: £2907pp
View cruise Enquire Enquire
REF: OCEANIAMNA270213
Fly Cruise From:
Was £5060pp Now: £4807pp

7 Night Southern Caribbean Cruise

San Juan (Puerto Rico) | Tortola | Basseterre | Roseau | Castries | Bridgetown | San Juan (Puerto Rico)

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £5060pp Now: £4807pp
View cruise Enquire Enquire
REF: CELEBCS07D452-130227
Cruise From:
£6740pp

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

  • 13 Feb 2027
  • 7 Nights
Cruise From:
£6740pp
View cruise Enquire Enquire
REF: PONANTPO130227
Cruise From:
Was £3498pp Now: £3113pp

7-Day Classic Caribbean Yacht Harbors

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

  • 13 Feb 2027
  • 7 Nights
Cruise From:
Was £3498pp Now: £3113pp
View cruise Enquire Enquire
REF: SBN8722
Cruise From:
Was £7498pp Now: £6673pp

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

  • 13 Feb 2027
  • 14 Nights
Cruise From:
Was £7498pp Now: £6673pp
View cruise Enquire Enquire
REF: SBN8722A
Fly Cruise From:
Was £4895pp Now: £4699pp

West Indies Explorer

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

  • 14 Feb 2027
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4895pp Now: £4699pp
View cruise Enquire Enquire
REF: VIKINGOSE270214
Fly Cruise From:
Was £4494pp Now: £4269pp

7 Night Bahamas, Mexico & Cayman

Miami | Nassau | Georgetown | Cozumel | Costa Maya | Miami

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £4494pp Now: £4269pp
View cruise Enquire Enquire
REF: CELEBXC07E474-140227
Fly Cruise From:
Was £14239pp Now: £13455pp

Epic Antarctic & Amazon

Valparaiso | Puerto Montt | Castro | Puerto Chacabuco | Laguna San Rafael National Park | Punta Arenas | Ushuaia | Port Stanley | Puerto Madryn | Buenos Aires | Montevideo | Punta del Este | Rio Grande | Florianópolis | Itajai | Santos | Parati | Ilha Grande | Buzios | Rio de Janeiro | Alter do Chão | Boca de Valeria | Manaus | Parintins | Santarém | Bridgetown | Saint John's | Charlotte Amalie | Miami

  • 14 Feb 2027
  • 54 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £14239pp Now: £13455pp
View cruise Enquire Enquire
REF: OCEANIAINS270214B
Fly Cruise From:
Was £10544pp Now: £10016pp

11 Night Best Of Southern Caribbean

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

  • 15 Feb 2027
  • 11 Nights
Fly Cruise From:
Was £10544pp Now: £10016pp
View cruise Enquire Enquire
REF: CELEBAT11D091-150227
Fly Cruise From:
Was £5484pp Now: £3939pp

Rum, Roatan & Ruins

Miami | Cozumel | Belize City | Roatán Island | Costa Maya | Miami

  • 16 Feb 2027
  • 7 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - Save up to 50%!
Fly Cruise From:
Was £5484pp Now: £3939pp
View cruise Enquire Enquire
REF: REGENTGRA270216

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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