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:
£3019pp

Caribbean Combination Cruise: New York, Bermuda & Barbados

New York | Hamilton | Philipsburg | Road Town | San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 29 Oct 2026
  • 16 Nights
Cruise From:
£3019pp
View cruise Enquire Enquire
REF: AZJR261029-016
Fly Cruise From:
Was £10514pp Now: £7017pp

Epic Atlantic Escapade

Montréal | Quebec City | Saguenay | Sydney | Halifax | Philipsburg | Saint John's | Basseterre | Tortola | San Juan (Puerto Rico) | Miami

  • 30 Oct 2026
  • 16 Nights
Exquisite Escapes Sale - Save up to 50%*
Fly Cruise From:
Was £10514pp Now: £7017pp
View cruise Enquire Enquire
REF: REGENTSPL261030
Fly Cruise From:
Was £4621pp Now: £4389pp

7 Night Key West, Mexico & Cayman

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

  • 31 Oct 2026
  • 7 Nights
Fly Cruise From:
Was £4621pp Now: £4389pp
View cruise Enquire Enquire
REF: CELEBAX07W681-311026
Fly Cruise From:
Was £12069pp Now: £11405pp

Rivieras To The Caribbean

Tarragona | Palamós | Sète | Marseille | Savona | La Spezia | Portoferraio | Civitavecchia | Naples | Messina | Valletta | Trapani | La Goulette | Cagliari | Cartagena | Valencia | Barcelona | Málaga | Agadir | Arrecife | San Juan (Puerto Rico) | Miami

  • 31 Oct 2026
  • 32 Nights
  • Allura
  • Caribbean
  • 31 Oct 2026
  • 32 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £12069pp Now: £11405pp
View cruise Enquire Enquire
REF: OCEANIAALU261031B
Cruise From:
Was £5600pp Now: £4522pp

A Journey into Caribbean Exploration & Island Delights

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

  • 01 Nov 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5600pp Now: £4522pp
View cruise Enquire Enquire
REF: EXPLORAEL20261101SJUMIA
Cruise From:
Was £8075pp Now: £7671pp

An Extended Journey into Island Delights, Hidden Coves & Chic Coastlines

San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Road Bay | Miami | Providenciales | Puerto Plata | La Romana | Great Harbour | Gustavia | San Juan (Puerto Rico)

  • 01 Nov 2026
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8075pp Now: £7671pp
View cruise Enquire Enquire
REF: EXPLORAEL20261101SJUSJU
Cruise From:
Was £9250pp Now: £5928pp

A Grand Journey of Lively Culture & Stunning Beaches

Barcelona | Cádiz | Funchal | Saint John's | Road Bay | San Juan (Puerto Rico) | Miami

  • 01 Nov 2026
  • 16 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £9250pp Now: £5928pp
View cruise Enquire Enquire
REF: EXPLORAEX20261101BCNMIA
Cruise From:
Was £8775pp Now: £8336pp

A Grand Journey of Vibrant Cultures, Mayan Marvels & Idyllic Beaches

Barcelona | Cádiz | Funchal | Saint John's | Road Bay | San Juan (Puerto Rico) | Miami | Progreso | Roatán Island | Belize City | Ocean Cay | Miami

  • 01 Nov 2026
  • 24 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8775pp Now: £8336pp
View cruise Enquire Enquire
REF: EXPLORAEX20261101BCNMI1
Fly Cruise From:
Was £7379pp Now: £6973pp

Flamenco To Flamingos

Barcelona | Palma de Mallorca | Alicante | Cartagena | Málaga | Cádiz | Portimão | Lisbon | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | San Juan (Puerto Rico) | Nassau | Miami

  • 02 Nov 2026
  • 22 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £7379pp Now: £6973pp
View cruise Enquire Enquire
REF: OCEANIAINS261102A
Fly Cruise From:
Was £4495pp Now: £4315pp

Classic Panama Canal Passage

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

  • 03 Nov 2026
  • 10 Nights
Fly Cruise From:
Was £4495pp Now: £4315pp
View cruise Enquire Enquire
REF: VIKINGOMA261103
Cruise From:
Was £2542pp Now: £2414pp

San Juan to Fort Lauderdale

San Juan (Puerto Rico) | Great Harbour | Saint John's | Gustavia | Saint Thomas | Fort Lauderdale

  • 04 Nov 2026
  • 7 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £2542pp Now: £2414pp
View cruise Enquire Enquire
REF: CRYSTALCSY-007-261104
Fly Cruise From:
Was £3449pp Now: £3345pp

Eastern Caribbean

Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami

  • 05 Nov 2026
  • 12 Nights
NEW! Low deposit from ONLY £100pp*
Fly Cruise From:
Was £3449pp Now: £3345pp
View cruise Enquire Enquire
REF: CUNARDQ630
Fly Cruise From:
Was £5489pp Now: £5324pp

Caribbean

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

  • 05 Nov 2026
  • 21 Nights
NEW! Low deposit from ONLY £100pp*
Fly Cruise From:
Was £5489pp Now: £5324pp
View cruise Enquire Enquire
REF: CUNARDQ630A
Fly Cruise From:
Was £4595pp Now: £4411pp

West Indies Explorer

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

  • 05 Nov 2026
  • 10 Nights
Fly Cruise From:
Was £4595pp Now: £4411pp
View cruise Enquire Enquire
REF: VIKINGOSE261105
Fly Cruise From:
Was £4327pp Now: £4110pp

7 Night St. Thomas & St. Kitts Cruise

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

  • 07 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £4327pp Now: £4110pp
View cruise Enquire Enquire
REF: CELEBAX07E469-071126
Fly Cruise From:
Was £9269pp Now: £8759pp

Allura Autumn Crossing

Civitavecchia | Naples | Messina | Valletta | Trapani | La Goulette | Cagliari | Cartagena | Valencia | Barcelona | Málaga | Agadir | Arrecife | San Juan (Puerto Rico) | Miami

  • 07 Nov 2026
  • 25 Nights
  • Allura
  • Caribbean
  • 07 Nov 2026
  • 25 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £9269pp Now: £8759pp
View cruise Enquire Enquire
REF: OCEANIAALU261107A
Cruise From:
£1329pp

Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 07 Nov 2026
  • 7 Nights
Cruise From:
£1329pp
View cruise Enquire Enquire
REF: AZJR261107-007
Cruise From:
£3029pp

Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | Road Town | San Juan (Puerto Rico)

  • 07 Nov 2026
  • 14 Nights
Cruise From:
£3029pp
View cruise Enquire Enquire
REF: AZJR261107-014
Cruise From:
Was £6500pp Now: £6175pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Basseterre | Little Bay | Great Harbour | Miami

  • 07 Nov 2026
  • 11 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £6500pp Now: £6175pp
View cruise Enquire Enquire
REF: SILVERSS261107011
Fly Cruise From:
Was £4179pp Now: £3970pp

7 Night Puerto Plata & St. Maarten

Miami | Philipsburg | Charlotte Amalie | Puerto Plata | Miami

  • 08 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £4179pp Now: £3970pp
View cruise Enquire Enquire
REF: CELEBXC07E472-081126
Fly Cruise From:
Was £9877pp Now: £9383pp

Atlantic Ocean Isles

Civitavecchia | Palma de Mallorca | Funchal | Kings Wharf | Miami | Roatán Island | Santo Tomás de Castilla | Harvest Caye | Costa Maya | Miami

  • 08 Nov 2026
  • 21 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £9877pp Now: £9383pp
View cruise Enquire Enquire
REF: REGENTGRA261108A
Cruise From:
£4522pp

A Journey through Beguiling Caribbean Coastlines & Lush Landscapes

Miami | Providenciales | Puerto Plata | La Romana | Great Harbour | Gustavia | San Juan (Puerto Rico)

  • 08 Nov 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
£4522pp
View cruise Enquire Enquire
REF: EXPLORAEL20261108MIASJU
Cruise From:
Was £7360pp Now: £6992pp

An Extended Journey of Blissful Escapes & Shoreline Splendour

Miami | Providenciales | Puerto Plata | La Romana | Great Harbour | Gustavia | San Juan (Puerto Rico) | Road Bay | Saint John's | Frederiksted | Isla Catalana | Puerto Plata | Miami

  • 08 Nov 2026
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £7360pp Now: £6992pp
View cruise Enquire Enquire
REF: EXPLORAEL20261108MIAMIA
Cruise From:
Was £5540pp Now: £5263pp

Lisbon to Fort Lauderdale

Lisbon | Praia da Vitória | Ponta Delgada | Horta | Saint John's | Great Harbour | San Juan (Puerto Rico) | Fort Lauderdale

  • 08 Nov 2026
  • 15 Nights
Up to 30% OFF per suite
Cruise From:
Was £5540pp Now: £5263pp
View cruise Enquire Enquire
REF: CRYSTALCSE-015-261108
Fly Cruise From:
Was £2436pp Now: £2302pp

Canaries To The Caribbean

Lisbon | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | San Juan (Puerto Rico) | Nassau | Miami

  • 09 Nov 2026
  • 15 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 £2436pp Now: £2302pp
View cruise Enquire Enquire
REF: OCEANIAINS261109
Fly Cruise From:
Was £9809pp Now: £9269pp

Amazon & Tropical Isles

Lisbon | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | San Juan (Puerto Rico) | Nassau | Miami | Tortola | Saint John's | Castries | Scarborough | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Bridgetown | Roseau | Philipsburg | San Juan (Puerto Rico) | Nassau | Miami

  • 09 Nov 2026
  • 40 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £9809pp Now: £9269pp
View cruise Enquire Enquire
REF: OCEANIAINS261109A
Fly Cruise From:
Was £12214pp Now: £11603pp

Secrets Of The Amazon

Miami | Bridgetown | Port-of-Spain | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Saint George's | San Juan (Puerto Rico) | Miami

  • 09 Nov 2026
  • 22 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £12214pp Now: £11603pp
View cruise Enquire Enquire
REF: REGENTMAR261109
Fly Cruise From:
Was £8439pp Now: £8185pp

Transatlantic Crossing and Eastern Caribbean

Southampton | New York | Saint Thomas | Tortola | Saint Kitts | Sint Maarten | New York

  • 10 Nov 2026
  • 18 Nights
NEW! Low deposit from ONLY £100pp*
Fly Cruise From:
Was £8439pp Now: £8185pp
View cruise Enquire Enquire
REF: CUNARDM630A

DEPARTS FROM UK

Cruise From:
Was £5749pp Now: £5576pp

Transatlantic Crossing and Eastern Caribbean

Southampton | New York | Saint Thomas | Tortola | Saint Kitts | Sint Maarten | New York | Southampton

  • 10 Nov 2026
  • 25 Nights
Cruise From:
Was £5749pp Now: £5576pp
View cruise Enquire Enquire
REF: CUNARDM630B

Cruise & Stay

Holiday prices from:
£3239pp

Sandals Barbados Stay with Eastern Caribbean Cruise

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

  • 11 Nov 2026
  • 11 Nights
Three-night all-inclusive stay at Sandals Barbados
Holiday prices from:
£3239pp
View cruise
REF: AZJR261114-007-2
Three-night all-inclusive stay at Sandals Barbados

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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