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 1448 cruises
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TOP DEAL

Fly Cruise From:
Was £4604pp Now: £3289pp

New York to San Juan

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

  • 26 Oct 2026
  • 9 Nights
Fly Cruise From:
Was £4604pp Now: £3289pp
View cruise Enquire Enquire
REF: CRYSTALCSY-009-261026

TOP DEAL

Fly Cruise From:
Was £8974pp Now: £5212pp

Sapphire Sea Dreams

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

  • 15 Nov 2026
  • 15 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £8974pp Now: £5212pp
View cruise Enquire Enquire
REF: REGENTSPL261115

Cruise & Stay

Southern Caribbean Gems & 5* All-Inclusive Barbados Stay

Holiday prices from:
£4389pp

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
  • Direct flights included
  • 5* luxury hotel stay in Miami
  • 8-night all-inclusive luxury cruise with a 'Caviar in the Surf' beach barbeque
  • 5* all-inclusive Barbados Stay
Holiday prices from:
£4389pp
View cruise

Cruise & Stay

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

Holiday prices from:
£5999pp

5* All-Inclusive 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
  • Direct flights from London Heathrow
  • Three-night 5* all-inclusive stay in Barbados
  • 14-night ultra-luxury all-inclusive cruise
  • 'Caviar in the Surf' beach barbeque
Holiday prices from:
£5999pp
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Cruise & Stay

5* Miami Stay & Leeward Island Jewels Cruise

Holiday prices from:
£7799pp

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
  • Direct flights from London!
  • Three-night 5* hotel stay in Miami
  • 14-night ultra-luxury all-inclusive cruise
  • South Beach Cultural Food and Walking Tour
Holiday prices from:
£7799pp
View cruise

TOP DEAL

Fly Cruise From:
Was £4609pp Now: £2499pp

Collector's Caribbean

Miami | Charlotte Amalie | Gustavia | Saint John's | Fort-de-France | Basseterre | Philipsburg | Tortola | Miami

  • 10 Dec 2026
  • 12 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
Includes FREE flights for a limited time only!
Fly Cruise From:
Was £4609pp Now: £2499pp
View cruise Enquire Enquire
REF: OCEANIAMNA261210

TOP DEAL

Cruise From:
Was £2580pp Now: £2451pp

Bridgetown to Bridgetown

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

  • 12 Dec 2026
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
50% off second guest* - Limited time offer
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £2580pp Now: £2451pp
View cruise Enquire Enquire
REF: SILVERSL261212007

Cruise & Stay

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

Holiday prices from:
£7949pp

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
  • Direct flights included!
  • 5* all-inclusive Barbados Stay
  • 14-night ultra-luxury all-inclusive cruise
  • 'Caviar in the Surf' beach barbeque
Holiday prices from:
£7949pp
View cruise
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
Cruise From:
£13778pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C39-260817
Fly Cruise From:
Was £2486pp Now: £2361pp

7 Nt Grand Cayman, Mexico & Perfect Day

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

  • 23 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2486pp Now: £2361pp
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
Cruise From:
£10162pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C32-260824
Fly Cruise From:
Was £2165pp Now: £2056pp

7 Nt Tortola, St. Maarten & Puerto Plata

Miami | Puerto Plata | Tortola | Philipsburg | Miami

  • 30 Aug 2026
  • 7 Nights
Fly Cruise From:
Was £2165pp Now: £2056pp
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
Cruise From:
Was £3148pp Now: £2990pp
View cruise Enquire Enquire
REF: CRYSTALCSY-009-260905
Fly Cruise From:
Was £1766pp Now: £1677pp

7 Nt Grand Cayman, Mexico & Perfect Day

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

  • 06 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £1766pp Now: £1677pp
View cruise Enquire Enquire
REF: CELEBBY07W680-060926

Cruise & Stay

5* All-Inclusive Barbados Stay & Caribbean Cruise

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
Fly Cruise From:
Was £1867pp Now: £1773pp

7 Nt Tortola, St. Kitts & Puerto Plata

Miami | Puerto Plata | Tortola | Basseterre | Miami

  • 13 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £1867pp Now: £1773pp
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
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
Cruise From:
Was £1080pp Now: £1026pp
View cruise Enquire Enquire
REF: CRYSTALCSY-S03-260914
Fly Cruise From:
Was £7929pp Now: £7691pp

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 £7929pp Now: £7691pp
View cruise Enquire Enquire
REF: CUNARDQ626A
Fly Cruise From:
Was £8749pp Now: £8486pp

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 £8749pp Now: £8486pp
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
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! - Offer ends 7th July
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! - Offer ends 7th July
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! - Offer ends 7th July
Cruise From:
Was £28813pp Now: £25643pp
View cruise Enquire Enquire
REF: SBNV650C
Fly Cruise From:
Was £1645pp Now: £1562pp

7 Nt Grand Cayman, Mexico & Perfect Day

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

  • 20 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £1645pp Now: £1562pp
View cruise Enquire Enquire
REF: CELEBBY07W680-200926
Cruise From:
Was £10349pp Now: £10038pp

Seattle to Miami

Seattle | Los Angeles | Cabo San Lucas | Puerto Quetzal | Fuerte Amador | Curaçao | Aruba | Miami

  • 24 Sep 2026
  • 21 Nights
Cruise From:
Was £10349pp Now: £10038pp
View cruise Enquire Enquire
REF: CUNARDQ627
Fly Cruise From:
Was £2010pp Now: £1909pp

7 Nt Tortola, St. Maarten & Puerto Plata

Miami | Puerto Plata | Tortola | Philipsburg | Miami

  • 27 Sep 2026
  • 7 Nights
Fly Cruise From:
Was £2010pp Now: £1909pp
View cruise Enquire Enquire
REF: CELEBBY07E468-270926
Fly Cruise From:
Was £1967pp Now: £1868pp

7 Nt Grand Cayman, Mexico & Perfect Day

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

  • 04 Oct 2026
  • 7 Nights
Fly Cruise From:
Was £1967pp Now: £1868pp
View cruise Enquire Enquire
REF: CELEBBY07W680-041026

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
UK Cruise Awards 2026 Partnership Achievement Award
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