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 1425 cruises
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Fly Cruise From:
Was £5821pp Now: £5529pp

8 Nt Antigua, St. Thomas & Puerto Plata

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

  • 20 Nov 2027
  • 8 Nights
Fly Cruise From:
Was £5821pp Now: £5529pp
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REF: CELEBXC08E157-201127
Fly Cruise From:
Was £5354pp Now: £5086pp

Sea, Sun & Salsa

Miami | Belize City | Harvest Caye | Santo Tomás de Castilla | Cozumel | Miami

  • 20 Nov 2027
  • 7 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5354pp Now: £5086pp
View cruise Enquire Enquire
REF: REGENTPRT271120
Cruise From:
Was £2990pp Now: £2840pp

A Journey of Thrilling Island Adventures & Historical Wonders

Miami | Cruz Bay | Saint John's | Pointe-à-Pitre | Basseterre | San Juan (Puerto Rico)

  • 20 Nov 2027
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEO20271120MIASJU
Cruise From:
Was £3392pp Now: £3222pp

7 Night Key West, Cayman & Bahamas

Tampa | Freeport | Key West | Georgetown | Tampa

  • 21 Nov 2027
  • 7 Nights

Interest free Monthly Payments from JUST £179pp

Cruise From:
Was £3392pp Now: £3222pp
View cruise Enquire Enquire
REF: CELEBCS07W839-211127
Fly Cruise From:
Was £2629pp Now: £2484pp

Reefs Of The Maya

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

  • 21 Nov 2027
  • 7 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £2629pp Now: £2484pp
View cruise Enquire Enquire
REF: OCEANIASIR271121
Fly Cruise From:
Was £7839pp Now: £7407pp

Loving The Island Life

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami | Oranjestad | Willemstad | Kralendijk | Saint George's | Castries | Pointe-à-Pitre | Philipsburg | Miami | Nassau | Puerto Plata | San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Saint John's | Gustavia | Tortola | Miami

  • 21 Nov 2027
  • 31 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £7839pp Now: £7407pp
View cruise Enquire Enquire
REF: OCEANIASIR271121B
Cruise From:
Was £1469pp Now: £1410pp

Southern Caribbean Cruise: Antigua, Martinique & Bequia

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

  • 21 Nov 2027
  • 7 Nights
Cruise From:
Was £1469pp Now: £1410pp
View cruise Enquire Enquire
REF: AZQS271121-007
Cruise From:
Was £2859pp Now: £2744pp

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 | Charlotte Amalie | San Juan (Puerto Rico)

  • 21 Nov 2027
  • 14 Nights
Cruise From:
Was £2859pp Now: £2744pp
View cruise Enquire Enquire
REF: AZQS271121-014
Cruise From:
£2400pp

Ocean Voyage: Las Palmas - Fort de France

Las Palmas de Gran Canaria | Fort-de-France

  • 21 Nov 2027
  • 10 Nights
Cruise From:
£2400pp
View cruise Enquire Enquire
REF: PONANTEC211127
Fly Cruise From:
Was £5484pp Now: £5209pp

11 Nt Panama Canal & Southern Caribbean

Fort Lauderdale | Oranjestad | Willemstad | Colón | Georgetown | Bimini Island | Fort Lauderdale

  • 22 Nov 2027
  • 11 Nights
Fly Cruise From:
Was £5484pp Now: £5209pp
View cruise Enquire Enquire
REF: CELEBAT11C026-221127
Cruise From:
Was £4915pp Now: £4669pp

A Journey of Caribbean Charm & Spectacular Natural Beauty

Miami | Willemstad | Oranjestad | Santa Marta | Cartagena | Georgetown | Miami

  • 22 Nov 2027
  • 10 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4915pp Now: £4669pp
View cruise Enquire Enquire
REF: EXPLORAEP20271122MIAMIA
Cruise From:
Was £3164pp Now: £3005pp

Fort Lauderdale to Cartagena

Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Puerto Limón | Colón | Cartagena

  • 22 Nov 2027
  • 10 Nights
Up to 30% OFF per suite
Cruise From:
Was £3164pp Now: £3005pp
View cruise Enquire Enquire
REF: CRYSTALCSY-010-271122
Cruise From:
Was £7448pp Now: £7075pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Puerto Limón | Colón | Cartagena | Oranjestad | Willemstad | Kralendijk | Pointe-à-Pitre | Marigot | San Juan (Puerto Rico) | Basseterre | Fort-de-France | Roseau | Saint John's | Gustavia | Road Town | Fort Lauderdale

  • 22 Nov 2027
  • 27 Nights
Up to 30% OFF per suite
Cruise From:
Was £7448pp Now: £7075pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C27-271122
Cruise From:
Was £3898pp Now: £3469pp

11-Day Leeward Islands & Dominica Dreams

Miami | San Juan (Puerto Rico) | Gustavia | Montserrat | Roseau | South Friars Bay | Great Harbour | Miami

  • 23 Nov 2027
  • 11 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £3898pp Now: £3469pp
View cruise Enquire Enquire
REF: SBN6771

Cruise & Stay

Holiday prices from:
£5359pp

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

  • 24 Nov 2027
  • 11 Nights
Three-night 5* all-inclusive hotel stay included in Barbados
Seven-night luxury yacht cruise
Return flights included!
Holiday prices from:
£5359pp
View cruise
REF: EMERALDE01J271127-1-2
Three-night 5* all-inclusive hotel stay included in Barbados
Seven-night luxury yacht cruise
Return flights included!

Cruise & Stay

Holiday prices from:
£7329pp

5* All-Inclusive Sandals Royal Barbados Stay & Caribbean Yacht Explorer

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

  • 24 Nov 2027
  • 18 Nights
5* all-inclusive hotel stay in Barbados
14-night ultra-luxury all-inclusive cruise
Return flights included
Holiday prices from:
£7329pp
View cruise
REF: SBN8785A-2
5* all-inclusive hotel stay in Barbados
14-night ultra-luxury all-inclusive cruise
Return flights included
Cruise From:
Was £2999pp Now: £2909pp

Eastern Caribbean

Miami | Saint Thomas | Saint Kitts | Saint George's | Bridgetown | Castries | Sint Maarten | Tortola | Miami

  • 25 Nov 2027
  • 14 Nights
Low deposit from ONLY £100pp*
NEW unmissable fares PLUS up to $500 FREE to spend onboard per couple

Interest free Monthly Payments from JUST £143pp

Cruise From:
Was £2999pp Now: £2909pp
View cruise Enquire Enquire
REF: CUNARDQ725

Cruise & Stay

Holiday prices from:
£3609pp

5* Miami Escape & Caribbean Carousel Cruise

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

  • 25 Nov 2027
  • 16 Nights
Three-night 5* hotel stay in Miami
Little Havana Food and Walking Tour (or similar)
Flights included
Holiday prices from:
£3609pp
View cruise
REF: OCEANIASIR271128-2
Three-night 5* hotel stay in Miami
Little Havana Food and Walking Tour (or similar)
Flights included
Cruise From:
Was £5509pp Now: £5288pp

Transatlantic Combination Cruise: Athens to Miami

Athens | Valletta | Siracuse | Catania | Salerno | Civitavecchia | Trapani | Tunis | Alger (Algiers) | Cartagena | Motril | Málaga | Tangier | Charlotte Amalie | Miami

  • 25 Nov 2027
  • 27 Nights
Cruise From:
Was £5509pp Now: £5288pp
View cruise Enquire Enquire
REF: AZON271125-027
Cruise From:
Was £2310pp Now: £2194pp

Miami to Miami

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

  • 26 Nov 2027
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $640 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £2310pp Now: £2194pp
View cruise Enquire Enquire
REF: SILVERSS271126007
Fly Cruise From:
Was £4290pp Now: £4118pp

West Indies Explorer

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

  • 27 Nov 2027
  • 10 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £4290pp Now: £4118pp
View cruise Enquire Enquire
REF: VIKINGOSE271127
Fly Cruise From:
Was £10106pp Now: £9701pp

Discover the Pearls of the Caribbean

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

  • 27 Nov 2027
  • 14 Nights
Fly Cruise From:
Was £10106pp Now: £9701pp
View cruise Enquire Enquire
REF: EMERALD2J02271127-1
Fly Cruise From:
Was £10784pp Now: £10352pp

Discover the Yachting Islands of the Caribbean

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 27 Nov 2027
  • 14 Nights
Fly Cruise From:
Was £10784pp Now: £10352pp
View cruise Enquire Enquire
REF: EMERALD2J17271127-2
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

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
Was £5004pp Now: £4803pp
View cruise Enquire Enquire
REF: EMERALDE01J271127-1
Fly Cruise From:
Was £5342pp Now: £5128pp

Caribbean Yachting Discovery

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
Was £5342pp Now: £5128pp
View cruise Enquire Enquire
REF: EMERALDE18J271127-2
Fly Cruise From:
Was £5103pp Now: £4898pp

Cruising the Leeward Islands

Philipsburg | Basseterre | Anguilla | Virgin Gorda | Gustavia | Philipsburg

  • 27 Nov 2027
  • 7 Nights
Fly Cruise From:
Was £5103pp Now: £4898pp
View cruise Enquire Enquire
REF: EMERALDE08J271127-1
Cruise From:
Was £1213pp Now: £1152pp

7 Night St. Thomas & St. Maarten Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Philipsburg | Port Canaveral

  • 27 Nov 2027
  • 7 Nights

Interest free Monthly Payments from JUST £58pp

Cruise From:
Was £1213pp Now: £1152pp
View cruise Enquire Enquire
REF: CELEBAX07E551-271127
Fly Cruise From:
Was £6514pp Now: £6188pp

Reggae Rhythms

Miami | Cozumel | Santo Tomás de Castilla | Harvest Caye | Roatán Island | Falmouth | Georgetown | Miami

  • 27 Nov 2027
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6514pp Now: £6188pp
View cruise Enquire Enquire
REF: REGENTPRT271127
Cruise From:
Was £2990pp Now: £2840pp

A Journey through Shimmering Island History & Mesmerisingly Cultures

San Juan (Puerto Rico) | Gustavia | Spanish Town | Charlotte Amalie | Cayo Levantado | Ocean Cay | Miami

  • 27 Nov 2027
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEO20271127SJUMIA
Cruise From:
Was £3300pp Now: £3135pp

Lisbon to San Juan

Lisbon | Funchal | Santa Cruz de La Palma | Santa Cruz de Tenerife | Mindelo | Gustavia | San Juan (Puerto Rico)

  • 27 Nov 2027
  • 14 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3300pp Now: £3135pp
View cruise Enquire Enquire
REF: SILVERDA271127014

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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