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 1446 cruises
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Fly Cruise From:
Was £4099pp Now: £3873pp

Fantasy Islands

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

  • 27 Dec 2027
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4099pp Now: £3873pp
View cruise Enquire Enquire
REF: OCEANIAMNA271227
Cruise From:
Was £2179pp Now: £2091pp

Southern Caribbean New Year's Cruise: Aruba, Bonaire & Cura√Áao

Bridgetown | Kralendijk | Willemstad | Oranjestad | Puerto Plata | Nassau | Miami

  • 27 Dec 2027
  • 9 Nights
Cruise From:
Was £2179pp Now: £2091pp
View cruise Enquire Enquire
REF: AZQS271227-009
Cruise From:
Was £9229pp Now: £8859pp

Caribbean, Central America & Peru Combination Cruise: Aruba, Miami & Panama Canal

Bridgetown | Kralendijk | Willemstad | Oranjestad | Puerto Plata | Nassau | Miami | Cozumel | Belize City | Roatán Island | Puerto Limón | Bocas del Toro | Fuerte Amador | Manta | Callao | Pisco | Coquimbo | Valparaiso

  • 27 Dec 2027
  • 28 Nights
Cruise From:
Was £9229pp Now: £8859pp
View cruise Enquire Enquire
REF: AZQS271227-028
Cruise From:
£6520pp

Gliding the Waters of the Windward Islands

Pointe-à-Pitre | Grande Anse | Tobago Cays | Sandy Island | Port Elizabeth | Sandy Island | Portsmouth | Marie-Galante | Pointe-à-Pitre

  • 27 Dec 2027
  • 7 Nights
Cruise From:
£6520pp
View cruise Enquire Enquire
REF: PONANTPO271227
Fly Cruise From:
Was £6814pp Now: £6541pp

Tropical Retreat: Roundtrip Bridgetown

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

  • 28 Dec 2027
  • 9 Nights
Fly Cruise From:
Was £6814pp Now: £6541pp
View cruise Enquire Enquire
REF: EMERALDE20J281227-1
Cruise From:
Was £2451pp Now: £2328pp

7 Night Grand Turk & St. Maarten Holiday - New Years At Sea

Port Canaveral | Grand Turk Island | San Juan (Puerto Rico) | Philipsburg | Port Canaveral

  • 28 Dec 2027
  • 7 Nights

Interest free Monthly Payments from JUST £125pp

Cruise From:
Was £2451pp Now: £2328pp
View cruise Enquire Enquire
REF: CELEBAX07E579-281227
Fly Cruise From:
Was £7219pp Now: £6858pp

New Year Exuberance

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

  • 28 Dec 2027
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £7219pp Now: £6858pp
View cruise Enquire Enquire
REF: REGENTPRT271228
Cruise From:
Was £4198pp Now: £3736pp

10-Day Southern Caribbean & St. Barts Holiday

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

  • 28 Dec 2027
  • 10 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £4198pp Now: £3736pp
View cruise Enquire Enquire
REF: SBN6778
Fly Cruise From:
Was £5790pp Now: £5558pp

Panama Canal & the Pacific Coast

Fort Lauderdale | Cozumel | Cartagena | Colón | Puntarenas | Cabo San Lucas | Ensenada | Los Angeles

  • 28 Dec 2027
  • 17 Nights
Receive a FREE Silver Spirits Drinks Package on ALL Ocean and Expedition voyages
Fly Cruise From:
Was £5790pp Now: £5558pp
View cruise Enquire Enquire
REF: VIKINGOVS271228
Fly Cruise From:
Was £7039pp Now: £6651pp

Iberia To New World Passage

Barcelona | Valencia | Cartagena | Málaga | Cádiz | Lisbon | Arrecife | Santa Cruz de Tenerife | San Juan (Puerto Rico) | Miami

  • 28 Dec 2027
  • 21 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £7039pp Now: £6651pp
View cruise Enquire Enquire
REF: OCEANIAARL271228A
Cruise From:
Was £4601pp Now: £4370pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Georgetown | Montego Bay | Casa de Campo | San Juan (Puerto Rico) | Marigot | Saint John's | Basseterre | Road Town | Samaná | Grand Turk Island | Fort Lauderdale

  • 28 Dec 2027
  • 14 Nights
Up to 30% OFF per suite
Cruise From:
Was £4601pp Now: £4370pp
View cruise Enquire Enquire
REF: CRYSTALCSY-014-271228
Cruise From:
Was £3150pp Now: £2992pp

San Juan to San Juan

San Juan (Puerto Rico) | Saint John Island | Philipsburg | Roseau | Basseterre | Great Harbour | San Juan (Puerto Rico)

  • 28 Dec 2027
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3150pp Now: £2992pp
View cruise Enquire Enquire
REF: SILVERDA271228007
Cruise From:
Was £4898pp Now: £4359pp

11-Day Yachtsman's Holiday In Aruba, Bonaire & Curacao

Sint Maarten | Frenchman's Cay | Road Bay | English Harbour | South Friars Bay | Terre-de-Haut | Aruba | Curaçao | Bonaire | Bridgetown

  • 28 Dec 2027
  • 11 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £4898pp Now: £4359pp
View cruise Enquire Enquire
REF: SBN8791
Cruise From:
Was £5320pp Now: £5054pp

Bridgetown to Bridgetown

Bridgetown | Saint George's | Port Elizabeth | Castries | Kralendijk | Willemstad | Oranjestad | Great Harbour | Gustavia | Saint John's | Fort-de-France | Bridgetown

  • 28 Dec 2027
  • 13 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,600 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5320pp Now: £5054pp
View cruise Enquire Enquire
REF: SILVERSL271228013
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)

  • 29 Dec 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: VIKINGOSK271229
Cruise From:
Was £5760pp Now: £5472pp

Miami to Miami

Miami | Key West | Saint Thomas | Sopers Hole | Gustavia | Saint John's | Saint John Island | Miami

  • 29 Dec 2027
  • 11 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5760pp Now: £5472pp
View cruise Enquire Enquire
REF: SILVERSN271229011
Cruise From:
Was £4010pp Now: £3809pp

San Juan to Fort Lauderdale

San Juan (Puerto Rico) | Marigot | Basseterre | Great Harbour | Punta Cana | Montego Bay | Georgetown | Cozumel | Fort Lauderdale

  • 29 Dec 2027
  • 10 Nights
Up to 30% OFF per suite
Cruise From:
Was £4010pp Now: £3809pp
View cruise Enquire Enquire
REF: CRYSTALCSE-010-271229
Cruise From:
£3730pp

Pearls of the Caribbean

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

  • 29 Dec 2027
  • 7 Nights
Cruise From:
£3730pp
View cruise Enquire Enquire
REF: PONANTEC291227
Cruise From:
Was £4100pp Now: £3895pp

A Journey of Salsa Beats, Spectacular Fireworks & Dominican Charm

San Juan (Puerto Rico) | Cruz Bay | Cayo Levantado | Puerto Plata | Ocean Cay | Miami

  • 30 Dec 2027
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4100pp Now: £3895pp
View cruise Enquire Enquire
REF: EXPLORAEO20271230SJUMIA
Cruise From:
Was £3068pp Now: £2914pp

7 Night Key West & Bahamas Cruise

Tampa | Bimini Island | Freeport | Key West | Tampa

  • 02 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £157pp

Cruise From:
Was £3068pp Now: £2914pp
View cruise Enquire Enquire
REF: CELEBCS7BH158-020128
Cruise From:
Was £2795pp Now: £2655pp

7 Night St. Thomas, & St. Kitts Cruise

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Basseterre | Fort Lauderdale

  • 02 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £143pp

Cruise From:
Was £2795pp Now: £2655pp
View cruise Enquire Enquire
REF: CELEBXC07E557-020128
Cruise From:
Was £856pp Now: £813pp

6 Night Cayman, Mexico & Bahamas

Fort Lauderdale | Georgetown | Cozumel | Nassau | Fort Lauderdale

  • 02 Jan 2028
  • 6 Nights

Interest free Monthly Payments from JUST £38pp

Cruise From:
Was £856pp Now: £813pp
View cruise Enquire Enquire
REF: CELEBBY06W369-020128
Cruise From:
Was £2990pp Now: £2840pp

A Journey to Island Rhythms & Tranquil Bahamian Bliss

San Juan (Puerto Rico) | Tortola | Pointe-à-Pitre | Gustavia | Ocean Cay | Miami

  • 02 Jan 2028
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £2990pp Now: £2840pp
View cruise Enquire Enquire
REF: EXPLORAEP20280102SJUMIA
Fly Cruise From:
Was £4055pp Now: £3892pp

Beaches of the Virgin Islands

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Virgin Gorda | San Juan (Puerto Rico)

  • 03 Jan 2028
  • 5 Nights
Fly Cruise From:
Was £4055pp Now: £3892pp
View cruise Enquire Enquire
REF: EMERALDE26J030128-1

Cruise & Stay

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

Holiday prices from:
£6039pp

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

  • 03 Jan 2028
  • 11 Nights
  • 5* All-Inclusive Hotel Stay in Barbados
  • Seven-night luxury Caribbean Yacht Cruise
  • Return flights included
Holiday prices from:
£6039pp
View cruise
Cruise From:
Was £3168pp Now: £3009pp

11 Nt Panama Canal & Southern Caribbean

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

  • 03 Jan 2028
  • 11 Nights

Interest free Monthly Payments from JUST £162pp

Cruise From:
Was £3168pp Now: £3009pp
View cruise Enquire Enquire
REF: CELEBAT11C026-030128
Cruise From:
£6110pp

History and culture visiting Caribbean jewels

Pointe-à-Pitre | Îles des Saintes | Falmouth | Barbuda | Charlestown | Gustavia | Prickly Pear Island | Marigot

  • 03 Jan 2028
  • 7 Nights
Cruise From:
£6110pp
View cruise Enquire Enquire
REF: PONANTPO030128
Cruise From:
Was £4935pp Now: £4688pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Saint John's | Fort-de-France | Basseterre | Great Harbour | Miami

  • 03 Jan 2028
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4935pp Now: £4688pp
View cruise Enquire Enquire
REF: SILVERRA280103012
Cruise From:
Was £678pp Now: £644pp

4 Night Perfect Day Cococay & Bahamas

Port Canaveral | Bimini Island | Coco Cay | Port Canaveral

  • 04 Jan 2028
  • 4 Nights

Interest free Monthly Payments from JUST £28pp

Cruise From:
Was £678pp Now: £644pp
View cruise Enquire Enquire
REF: CELEBAX4BH493-040128
Fly Cruise From:
Was £4579pp Now: £4327pp

Festive Crossing

Lisbon | Arrecife | Santa Cruz de Tenerife | San Juan (Puerto Rico) | Miami

  • 04 Jan 2028
  • 14 Nights
Fly Cruise From:
Was £4579pp Now: £4327pp
View cruise Enquire Enquire
REF: OCEANIAARL280104

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
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
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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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