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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TOP DEAL

Fly Cruise From:
Was £3600pp Now: £3159pp

New York to San Juan

New York | Kings Wharf | Santo Domingo | Samaná | San Juan (Puerto Rico)

  • 26 Oct 2026
  • 9 Nights
Up to 30% OFF per suite
Book now and take advantage of HUGE savings - EXCLUSIVE to SixStarCruises!
Fly Cruise From:
Was £3600pp Now: £3159pp
View cruise Enquire Enquire
REF: CRYSTALCSY-009-261026

TOP DEAL

Fly Cruise From:
Was £8924pp Now: £5763pp

Sapphire Sea Dreams

Miami | Willemstad | Oranjestad | Kralendijk | Montego Bay | Georgetown | Roatán Island | Cozumel | Progresso | Galveston

  • 15 Nov 2026
  • 15 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £8924pp Now: £5763pp
View cruise Enquire Enquire
REF: REGENTSPL261115

TOP DEAL

Cruise & Stay

Holiday prices from:
£4999pp

Southern Caribbean Gems & 5* All-Inclusive Barbados Stay

Miami | San Juan (Puerto Rico) | Great Harbour | South Friars Bay | Roseau | Port Elizabeth | Bridgetown

  • 19 Nov 2026
  • 14 Nights
5* all-inclusive Barbados Stay
5* luxury hotel stay in Miami
8-night all-inclusive luxury cruise with a 'Caviar in the Surf' beach barbeque
Direct flights included
Holiday prices from:
£4999pp
View cruise
REF: SBN8676-2
5* all-inclusive Barbados Stay
5* luxury hotel stay in Miami
8-night all-inclusive luxury cruise with a 'Caviar in the Surf' beach barbeque
Direct flights included

TOP DEAL

Cruise & Stay

Holiday prices from:
£6399pp

5* All-Inclusive Sandals Royal Barbados Stay & 6* Caribbean Cruise

Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 25 Nov 2026
  • 18 Nights
Three-night 5* all-inclusive stay in Barbados
14-night ultra-luxury all-inclusive cruise
'Caviar in the Surf' beach barbeque
Direct flights from London Heathrow
Holiday prices from:
£6399pp
View cruise
REF: SBN8677A-2
Three-night 5* all-inclusive stay in Barbados
14-night ultra-luxury all-inclusive cruise
'Caviar in the Surf' beach barbeque
Direct flights from London Heathrow

TOP DEAL

Cruise & Stay

Holiday prices from:
£4979pp

5* Miami Stay & Leeward Island Jewels Cruise

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

  • 03 Dec 2026
  • 18 Nights
Three-night 5* hotel stay in Miami
South Beach Cultural Food and Walking Tour
Direct flights from London!
Holiday prices from:
£4979pp
View cruise
REF: SBN6684-2
Three-night 5* hotel stay in Miami
South Beach Cultural Food and Walking Tour
Direct flights from London!

TOP DEAL

Cruise From:
Was £3700pp Now: £3515pp

Bridgetown to Bridgetown

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

  • 12 Dec 2026
  • 7 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3700pp Now: £3515pp
View cruise Enquire Enquire
REF: SILVERSL261212007

TOP DEAL

Cruise & Stay

Holiday prices from:
£9099pp

5* All-Inclusive Barbados Stay & 6* Caribbean In Depth Cruise

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

  • 20 Jan 2027
  • 18 Nights
5* all-inclusive Barbados Stay
14-night ultra-luxury all-inclusive cruise
Direct flights included!
Holiday prices from:
£9099pp
View cruise
REF: SBN8715A-2
5* all-inclusive Barbados Stay
14-night ultra-luxury all-inclusive cruise
Direct flights included!
Fly Cruise From:
Was £2193pp Now: £2083pp

7 Nt Grand Cayman, Mexico & Perfect Day

Miami | Coco Cay | Cozumel | Georgetown | Bimini Island | Miami

  • 26 Jul 2026
  • 7 Nights
Fly Cruise From:
Was £2193pp Now: £2083pp
View cruise Enquire Enquire
REF: CELEBBY07W680-260726
Fly Cruise From:
Was £2322pp Now: £2205pp

7 Night Usvi, St. Maarten & Perfect Day

Miami | Coco Cay | San Juan (Puerto Rico) | Philipsburg | Miami

  • 02 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2322pp Now: £2205pp
View cruise Enquire Enquire
REF: CELEBBY07E494-020826
Cruise From:
Was £3109pp Now: £2984pp

Ireland Intensive Cruise: Waterford, Foynes & Belfast

Dublin | Waterford | Cork | Bantry | Foynes | Killybegs | Londonderry | Belfast | Portsmouth

  • 07 Aug 2026
  • 12 Nights
Up to $750 onboard spend
Cruise From:
Was £3109pp Now: £2984pp
View cruise Enquire Enquire
REF: AZQS260807-012
Fly Cruise From:
Was £2370pp Now: £2251pp

7 Nt Grand Cayman, Mexico & Perfect Day

Miami | Coco Cay | Georgetown | Cozumel | Nassau | Miami

  • 09 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2370pp Now: £2251pp
View cruise Enquire Enquire
REF: CELEBBY07W680-090826
Fly Cruise From:
Was £2602pp Now: £2471pp

7 Nt Tortola, St. Kitts & Puerto Plata

Miami | Puerto Plata | Tortola | Basseterre | Miami

  • 16 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2602pp Now: £2471pp
View cruise Enquire Enquire
REF: CELEBBY07E467-160826
Cruise From:
£13778pp

Vancouver to New York City

Vancouver | Victoria | Astoria | Eureka | San Francisco | San Diego | Ensenada | Cabo San Lucas | Puerto Vallarta | Acajutla | Playa Flamingo | Puntarenas | Manta | Guayaquil | Fuerte Amador | Cartagena | Santo Domingo | Punta Cana | San Juan (Puerto Rico) | Marigot | Roseau | Bridgetown | Castries | Saint John's | Great Harbour | Samaná | Grand Turk Island | New York

  • 17 Aug 2026
  • 39 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
£13778pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C39-260817
Fly Cruise From:
Was £2299pp Now: £2079pp

France & Spain Cruise: Honfleur, Bordeaux & Bilbao

Portsmouth | Honfleur | Saint-Malo | Bordeaux | Bilbao | Ferrol | Vigo | Leixões | Lisbon

  • 19 Aug 2026
  • 11 Nights
Fly Cruise From:
Was £2299pp Now: £2079pp
View cruise Enquire Enquire
REF: AZQS260819-011
Fly Cruise From:
Was £2610pp Now: £2479pp

7 Nt Grand Cayman, Mexico & Perfect Day

Miami | Coco Cay | Cozumel | Georgetown | Nassau | Miami

  • 23 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2610pp Now: £2479pp
View cruise Enquire Enquire
REF: CELEBBY07W680-230826
Cruise From:
£10162pp

San Diego to New York City

San Diego | Ensenada | Cabo San Lucas | Puerto Vallarta | Acajutla | Playa Flamingo | Puntarenas | Manta | Guayaquil | Fuerte Amador | Cartagena | Santo Domingo | Punta Cana | San Juan (Puerto Rico) | Marigot | Roseau | Bridgetown | Castries | Saint John's | Great Harbour | Samaná | Grand Turk Island | New York

  • 24 Aug 2026
  • 32 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
£10162pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C32-260824
Fly Cruise From:
Was £2293pp Now: £2178pp

7 Nt Tortola, St. Maarten & Puerto Plata

Miami | Puerto Plata | Tortola | Philipsburg | Miami

  • 30 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2293pp Now: £2178pp
View cruise Enquire Enquire
REF: CELEBBY07E468-300826
Cruise From:
Was £3148pp Now: £2990pp

Guayaquil to San Juan

Guayaquil | Fuerte Amador | Cartagena | Santo Domingo | Punta Cana | San Juan (Puerto Rico)

  • 05 Sep 2026
  • 9 Nights
Up to 30% OFF per suite
Book now and take advantage of HUGE savings - EXCLUSIVE to SixStarCruises!
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £3148pp Now: £2990pp
View cruise Enquire Enquire
REF: CRYSTALCSY-009-260905
Fly Cruise From:
Was £2034pp Now: £1932pp

7 Nt Grand Cayman, Mexico & Perfect Day

Miami | Coco Cay | Cozumel | Georgetown | Nassau | Miami

  • 06 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £2034pp Now: £1932pp
View cruise Enquire Enquire
REF: CELEBBY07W680-060926

Cruise & Stay

Holiday prices from:
£4149pp

5* All-Inclusive Barbados Stay & Caribbean Cruise

Bridgetown | Castries | Saint John's | Great Harbour | Samaná | Grand Turk Island | New York

  • 13 Sep 2026
  • 12 Nights
5* luxury hotel stay in Barbados
Eight-night ultra-luxury all-inclusive cruise
Direct return flights included
Holiday prices from:
£4149pp
View cruise
REF: CRYSTALCSY-S08-260917-2
5* luxury hotel stay in Barbados
Eight-night ultra-luxury all-inclusive cruise
Direct return flights included
Fly Cruise From:
Was £1948pp Now: £1850pp

7 Nt Tortola, St. Kitts & Puerto Plata

Miami | Puerto Plata | Tortola | Basseterre | Miami

  • 13 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £1948pp Now: £1850pp
View cruise Enquire Enquire
REF: CELEBBY07E467-130926
Cruise From:
Was £3507pp Now: £3331pp

San Juan to New York

San Juan (Puerto Rico) | Marigot | Roseau | Bridgetown | Castries | Saint John's | Great Harbour | Samaná | Grand Turk Island | New York

  • 14 Sep 2026
  • 11 Nights
Up to 30% OFF per suite
Book now and take advantage of HUGE savings - EXCLUSIVE to SixStarCruises!
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £3507pp Now: £3331pp
View cruise Enquire Enquire
REF: CRYSTALCSY-011-260914
Cruise From:
Was £1080pp Now: £1026pp

San Juan to Bridgetown

San Juan (Puerto Rico) | Marigot | Roseau | Bridgetown

  • 14 Sep 2026
  • 3 Nights
Up to 30% OFF per suite
Cruise From:
Was £1080pp Now: £1026pp
View cruise Enquire Enquire
REF: CRYSTALCSY-S03-260914
Fly Cruise From:
Was £14129pp Now: £13705pp

Seattle to Miami

Seattle | Ketchikan | Juneau | Endicott Arm | Victoria | Seattle | Los Angeles | Cabo San Lucas | Puerto Quetzal | Fuerte Amador | Curaçao | Aruba | Miami

  • 17 Sep 2026
  • 28 Nights
Fly Cruise From:
Was £14129pp Now: £13705pp
View cruise Enquire Enquire
REF: CUNARDQ626A
Fly Cruise From:
Was £13029pp Now: £12638pp

Seattle to Miami

Seattle | Ketchikan | Juneau | Endicott Arm | Victoria | Seattle | Los Angeles | Cabo San Lucas | Puerto Quetzal | Fuerte Amador | Curaçao | Aruba | Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami

  • 17 Sep 2026
  • 40 Nights
Fly Cruise From:
Was £13029pp Now: £12638pp
View cruise Enquire Enquire
REF: CUNARDQ626B
Fly Cruise From:
Was £4850pp Now: £3399pp

Bridgetown to New York

Bridgetown | Castries | Saint John's | Great Harbour | Samaná | Grand Turk Island | New York

  • 17 Sep 2026
  • 8 Nights
FREE direct flights & FREE Barbados hotel stay - SixStarCruises EXCLUSIVE
Up to 30% OFF per suite
Fly Cruise From:
Was £4850pp Now: £3399pp
View cruise Enquire Enquire
REF: CRYSTALCSY-S08-260917
Cruise From:
Was £12833pp Now: £11421pp

22-Day Wild Labrador Coast & Southern Caribbean

Reykjavík | Kangerlussuaq Havn | Pangnirtung | Lady Franklin Island | Monument Island | Lower Savage Islands | Resolution Island | Nachvak Fiord | Saglek Fjord | Hebron | Nain | Indian Harbour | Battle Harbor | L'Anse aux Meadows | Halifax | South Friars Bay | Montserrat | Rodney Bay | Bridgetown

  • 20 Sep 2026
  • 23 Nights
Save up to 15% for a limited time ONLY!
Cruise From:
Was £12833pp Now: £11421pp
View cruise Enquire Enquire
REF: SBNV650A
Cruise From:
Was £18358pp Now: £16338pp

38-Day Wild Labrador Coast, Caribbean & South America

Reykjavík | Kangerlussuaq Havn | Pangnirtung | Lady Franklin Island | Monument Island | Lower Savage Islands | Resolution Island | Nachvak Fiord | Saglek Fjord | Hebron | Nain | Indian Harbour | Battle Harbor | L'Anse aux Meadows | Halifax | South Friars Bay | Montserrat | Rodney Bay | Bridgetown | Port-of-Spain | Devil's Island | Fortaleza | Natal | Salvador de Bahia | Buzios | Parati | Rio de Janeiro

  • 20 Sep 2026
  • 39 Nights
Save up to 15% for a limited time ONLY!
Cruise From:
Was £18358pp Now: £16338pp
View cruise Enquire Enquire
REF: SBNV650B
Cruise From:
Was £28813pp Now: £25643pp

59-Day Labrador Coast, Caribbean, South America & Scotia Arc

Reykjavík | Kangerlussuaq Havn | Pangnirtung | Lady Franklin Island | Monument Island | Lower Savage Islands | Resolution Island | Nachvak Fiord | Saglek Fjord | Hebron | Nain | Indian Harbour | Battle Harbor | L'Anse aux Meadows | Halifax | South Friars Bay | Montserrat | Rodney Bay | Bridgetown | Port-of-Spain | Devil's Island | Fortaleza | Natal | Salvador de Bahia | Buzios | Parati | Rio de Janeiro | Camboriú | Montevideo | Falkland Islands | Port Stanley | Falkland Islands | Antarctic Experience | Ushuaia

  • 20 Sep 2026
  • 60 Nights
Save up to 15% for a limited time ONLY!
Cruise From:
Was £28813pp Now: £25643pp
View cruise Enquire Enquire
REF: SBNV650C
Fly Cruise From:
Was £1674pp Now: £1590pp

7 Nt Grand Cayman, Mexico & Perfect Day

Miami | Coco Cay | Cozumel | Georgetown | Nassau | Miami

  • 20 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £1674pp Now: £1590pp
View cruise Enquire Enquire
REF: CELEBBY07W680-200926

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.

Our Award-Winning Service


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
Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year 2024
TTG Luxury Cruise Agency Of The Year 2024
Best Use Of Content 2023
Best Use Of Content 2023
Best Specialist Cruise Agent 2023
Best Specialist Cruise Agent 2023
UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
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Best Luxury Travel Agent 2022
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