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:
Was £2133pp Now: £2026pp

6 Night Cayman, Mexico & Bahamas

Fort Lauderdale | Bimini Island | Georgetown | Cozumel | Fort Lauderdale

  • 28 Nov 2027
  • 6 Nights

Interest free Monthly Payments from JUST £114pp

Cruise From:
Was £2133pp Now: £2026pp
View cruise Enquire Enquire
REF: CELEBXC06W351-281127
Fly Cruise From:
Was £5534pp Now: £5257pp

Island Rendezvous

Miami | Puerto Plata | San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Gustavia | Tortola | Miami

  • 28 Nov 2027
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £5534pp Now: £5257pp
View cruise Enquire Enquire
REF: REGENTGRA271128
Fly Cruise From:
Was £3849pp Now: £3637pp

Caribbean Carousel

Miami | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Pointe-à-Pitre | Philipsburg | Miami

  • 28 Nov 2027
  • 12 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £3849pp Now: £3637pp
View cruise Enquire Enquire
REF: OCEANIASIR271128
Cruise From:
Was £2749pp Now: £2639pp

Caribbean Combination Cruise: Dominica, Bequia & Grenada

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

  • 28 Nov 2027
  • 14 Nights
Up to $1,000 onboard spend
Cruise From:
Was £2749pp Now: £2639pp
View cruise Enquire Enquire
REF: AZQS271128-014
Cruise From:
Was £1459pp Now: £1400pp

Eastern Caribbean Cruise: Sint Maarten, Saint Kitts & Nevis

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | Charlotte Amalie | San Juan (Puerto Rico)

  • 28 Nov 2027
  • 7 Nights
Up to $450 onboard spend
Cruise From:
Was £1459pp Now: £1400pp
View cruise Enquire Enquire
REF: AZQS271128-007
Fly Cruise From:
Was £3990pp Now: £3830pp

Classic Panama Canal Passage

Fuerte Amador | Colón | Limon | Belize City | Cozumel | Progreso | Fort Lauderdale

  • 29 Nov 2027
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £3990pp Now: £3830pp
View cruise Enquire Enquire
REF: VIKINGOMA271129
Fly Cruise From:
Was £4090pp Now: £3926pp

West Indies Explorer

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

  • 29 Nov 2027
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4090pp Now: £3926pp
View cruise Enquire Enquire
REF: VIKINGOSK271129

Cruise & Stay

5* All-Inclusive Sandals Royal Stay & Luxury Caribbean Yacht Cruise

Holiday prices from:
£5429pp

5* All-Inclusive Sandals Royal Stay & Luxury Caribbean Yacht Cruise

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

  • 01 Dec 2027
  • 11 Nights
  • 5* All-Inclusive Hotel Stay in Barbados
  • Seven-night luxury Caribbean Yacht Cruise
  • Return flights included!
Holiday prices from:
£5429pp
View cruise
Cruise From:
£3500pp

Pearls of the Caribbean

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

  • 01 Dec 2027
  • 7 Nights
Cruise From:
£3500pp
View cruise Enquire Enquire
REF: PONANTEC011227
Cruise From:
Was £4275pp Now: £4061pp

A Journey through Caribbean Havens & the Tropical Gems of Seaside Cities

Miami | Port Antonio | Colón | Bocas del Toro | Puerto Limón | San Andrés Island | Miami

  • 02 Dec 2027
  • 10 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4275pp Now: £4061pp
View cruise Enquire Enquire
REF: EXPLORAEP20271202MIAMIA
Cruise From:
Was £2749pp Now: £2639pp

Transatlantic Combination Cruise: Rome to Miami

Civitavecchia | Trapani | Tunis | Alger (Algiers) | Cartagena | Motril | Málaga | Tangier | Charlotte Amalie | Miami

  • 02 Dec 2027
  • 20 Nights
Up to $1,000 onboard spend
Cruise From:
Was £2749pp Now: £2639pp
View cruise Enquire Enquire
REF: AZON271202-020
Cruise From:
Was £2695pp Now: £2560pp

Cartagena to San Juan

Cartagena | Oranjestad | Willemstad | Kralendijk | Pointe-à-Pitre | Marigot | San Juan (Puerto Rico)

  • 02 Dec 2027
  • 8 Nights
Up to 30% OFF per suite
Cruise From:
Was £2695pp Now: £2560pp
View cruise Enquire Enquire
REF: CRYSTALCSY-008-271202
Cruise From:
Was £3300pp Now: £3135pp

Lisbon to Bridgetown

Lisbon | Agadir | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | Mindelo | Praia | Bridgetown

  • 02 Dec 2027
  • 15 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3300pp Now: £3135pp
View cruise Enquire Enquire
REF: SILVERSL271202015
Fly Cruise From:
Was £4669pp Now: £4435pp

10 Night Ultimate Southern Caribbean - Christmas

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

  • 03 Dec 2027
  • 10 Nights
Fly Cruise From:
Was £4669pp Now: £4435pp
View cruise Enquire Enquire
REF: CELEBAT10D097-031227
Cruise From:
Was £3240pp Now: £3078pp

Miami to Miami

Miami | Great Exuma Island | Grand Turk Island | Bimini Island | Key West | Miami

  • 03 Dec 2027
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $640 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3240pp Now: £3078pp
View cruise Enquire Enquire
REF: SILVERSS271203007
Cruise From:
Was £3660pp Now: £3477pp

Lisbon to Miami

Lisbon | Gibraltar | Philipsburg | San Juan (Puerto Rico) | Miami

  • 03 Dec 2027
  • 15 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $640 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3660pp Now: £3477pp
View cruise Enquire Enquire
REF: SILVERSN271203015
Fly Cruise From:
Was £5004pp Now: £4803pp

Grenadines & Windwards yachting

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

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
Was £5004pp Now: £4803pp
View cruise Enquire Enquire
REF: EMERALDE01J041227-1
Fly Cruise From:
Was £5003pp Now: £4802pp

Eastern Caribbean with St. Barths

Philipsburg | Virgin Gorda | Gustavia | Charlestown | Saint John's | Îles des Saintes | Soufrière | Bridgetown

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
Was £5003pp Now: £4802pp
View cruise Enquire Enquire
REF: EMERALDE02J041227-1
Fly Cruise From:
Was £5442pp Now: £5224pp

Caribbean Yachting Hideaways with Chef Rachel Hargrove

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 04 Dec 2027
  • 7 Nights
Fly Cruise From:
Was £5442pp Now: £5224pp
View cruise Enquire Enquire
REF: EMERALDE17J041227-1
Fly Cruise From:
Was £3666pp Now: £3482pp

7 Night Key West, Grand Cayman & Mexico - Christmas

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

  • 04 Dec 2027
  • 7 Nights

Interest free Monthly Payments from JUST £200pp

Fly Cruise From:
Was £3666pp Now: £3482pp
View cruise Enquire Enquire
REF: CELEBAX07W803-041227
Fly Cruise From:
Was £3745pp Now: £3557pp

8 Night Aruba, Curacao & Bonaire - Christmas

Fort Lauderdale | Oranjestad | Willemstad | Kralendijk | Fort Lauderdale

  • 04 Dec 2027
  • 8 Nights

Interest free Monthly Payments from JUST £205pp

Fly Cruise From:
Was £3745pp Now: £3557pp
View cruise Enquire Enquire
REF: CELEBBY08D155-041227
Fly Cruise From:
Was £5876pp Now: £5582pp

8 Nt Antigua, St. Thomas & Puerto Plata - Christmas

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Saint John's | Philipsburg | Fort Lauderdale

  • 04 Dec 2027
  • 8 Nights
Fly Cruise From:
Was £5876pp Now: £5582pp
View cruise Enquire Enquire
REF: CELEBXC08E157-041227
Cruise From:
Was £5498pp Now: £4893pp

14-Day Windward & Leeward Islands

Miami | Cruz Bay | Gustavia | South Friars Bay | Fort-de-France | Roseau | Montserrat | Antigua | Road Bay | Great Harbour | Miami

  • 04 Dec 2027
  • 14 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £5498pp Now: £4893pp
View cruise Enquire Enquire
REF: SBN6774
Cruise From:
Was £4700pp Now: £4465pp

A Journey of Palm-Shaded Elegance & Caribbean Cultural Fusion

Miami | Puerto Plata | San Juan (Puerto Rico) | Cruz Bay | Gustavia | Charlotte Amalie | Miami

  • 04 Dec 2027
  • 9 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4700pp Now: £4465pp
View cruise Enquire Enquire
REF: EXPLORAEO20271204MIAMIA
Cruise From:
Was £3600pp Now: £3420pp

Lisbon to Bridgetown

Lisbon | Funchal | Las Palmas de Gran Canaria | Santa Cruz de La Palma | Santa Cruz de Tenerife | Mindelo | Bridgetown

  • 04 Dec 2027
  • 14 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3600pp Now: £3420pp
View cruise Enquire Enquire
REF: SILVERRA271204014
Cruise From:
Was £3198pp Now: £2846pp

7-Day Yachtsman's Caribbean

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

  • 04 Dec 2027
  • 7 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £3198pp Now: £2846pp
View cruise Enquire Enquire
REF: SBN8786
Cruise From:
Was £3026pp Now: £2874pp

7 Night Key West, Belize & Mexico Cruise - Christmas

Tampa | Key West | Belize City | Costa Maya | Tampa

  • 05 Dec 2027
  • 7 Nights

Interest free Monthly Payments from JUST £163pp

Cruise From:
Was £3026pp Now: £2874pp
View cruise Enquire Enquire
REF: CELEBCS07W808-051227
Cruise From:
Was £1539pp Now: £1477pp

Southern Caribbean Cruise: Puerto Rico, British Virgin Islands & Grenada

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

  • 05 Dec 2027
  • 7 Nights
Up to $450 onboard spend
Cruise From:
Was £1539pp Now: £1477pp
View cruise Enquire Enquire
REF: AZQS271205-007
Cruise From:
Was £3049pp Now: £2927pp

Caribbean Combination Cruise: Antigua, Grenada & Saint Lucia

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)

  • 05 Dec 2027
  • 14 Nights
Up to $1,000 onboard spend
Cruise From:
Was £3049pp Now: £2927pp
View cruise Enquire Enquire
REF: AZQS271205-014
Fly Cruise From:
Was £7174pp Now: £6815pp

The Magnificent Atlantic

Tarragona | Arrecife | Santa Cruz de La Palma | San Juan (Puerto Rico) | Miami

  • 06 Dec 2027
  • 14 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £7174pp Now: £6815pp
View cruise Enquire Enquire
REF: REGENTSPL271206

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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UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
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Travel Weekly Large Cruise Agency of the Year 2023
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