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 1363 cruises
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Fly Cruise From:
Was £6719pp Now: £6383pp

Caribbean Quest

Miami | Tortola | Basseterre | Oranjestad | Falmouth | Georgetown | Galveston

  • 29 Nov 2028
  • 12 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6719pp Now: £6383pp
View cruise Enquire Enquire
REF: REGENTMAR281129
Fly Cruise From:
Was £6179pp Now: £5870pp

Steel Drum Serenade

Miami | Charlotte Amalie | Saint John's | Castries | Gustavia | Tortola | Miami

  • 03 Dec 2028
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6179pp Now: £5870pp
View cruise Enquire Enquire
REF: REGENTGRA281203
Fly Cruise From:
Was £7509pp Now: £7133pp

Tideflowers & Miraflores

Miami | Georgetown | Colón | Georgetown | Puerto Limón | Roatán Island | Belize City | Cozumel | Miami

  • 09 Dec 2028
  • 11 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £7509pp Now: £7133pp
View cruise Enquire Enquire
REF: REGENTPRT281209
Fly Cruise From:
Was £6474pp Now: £6150pp

Lush Islands, Lovely Shores

Galveston | Cozumel | Belize City | Roatán Island | Montego Bay | Georgetown | Galveston

  • 11 Dec 2028
  • 11 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6474pp Now: £6150pp
View cruise Enquire Enquire
REF: REGENTMAR281211
Fly Cruise From:
Was £8324pp Now: £7907pp

Holidays On The Canal

Miami | Cozumel | Belize City | Roatán Island | Puerto Limón | Colón | Puerto Limón | Colón | Ocho Rios | Cabo Rojo | Nassau | Miami

  • 13 Dec 2028
  • 14 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £8324pp Now: £7907pp
View cruise Enquire Enquire
REF: REGENTGRA281213
Fly Cruise From:
Was £6899pp Now: £6692pp

Transatlantic Crossing And Caribbean Celebration

Southampton | New York | Tortola | Saint Kitts | Castries | Bridgetown | Sint Maarten | New York

  • 15 Dec 2028
  • 20 Nights

Interest free Monthly Payments from JUST £190pp

Fly Cruise From:
Was £6899pp Now: £6692pp
View cruise Enquire Enquire
REF: CUNARDM839A

DEPARTS FROM UK

Cruise From:
Was £7999pp Now: £7759pp

Transatlantic Crossing And Caribbean Celebration

Southampton | New York | Tortola | Saint Kitts | Castries | Bridgetown | Sint Maarten | New York | Southampton

  • 15 Dec 2028
  • 28 Nights

Interest free Monthly Payments from JUST £220pp

Cruise From:
Was £7999pp Now: £7759pp
View cruise Enquire Enquire
REF: CUNARDM839B
Fly Cruise From:
Was £6999pp Now: £6649pp

A Coral Christmas

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

  • 20 Dec 2028
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6999pp Now: £6649pp
View cruise Enquire Enquire
REF: REGENTPRT281220
Fly Cruise From:
Was £6329pp Now: £6139pp

Caribbean Celebration

New York | Tortola | Saint Kitts | Castries | Bridgetown | Sint Maarten | New York

  • 22 Dec 2028
  • 13 Nights

Interest free Monthly Payments from JUST £173pp

Fly Cruise From:
Was £6329pp Now: £6139pp
View cruise Enquire Enquire
REF: CUNARDM901
Cruise From:
Was £7199pp Now: £6983pp

Transatlantic Crossing And Caribbean Celebration

New York | Tortola | Saint Kitts | Castries | Bridgetown | Sint Maarten | New York | Southampton

  • 22 Dec 2028
  • 21 Nights

Interest free Monthly Payments from JUST £196pp

Cruise From:
Was £7199pp Now: £6983pp
View cruise Enquire Enquire
REF: CUNARDM901A
Fly Cruise From:
Was £8394pp Now: £7974pp

Caribbean Reverie

Galveston | Progresso | Georgetown | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Saint John's | Charlotte Amalie | Miami

  • 22 Dec 2028
  • 15 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £8394pp Now: £7974pp
View cruise Enquire Enquire
REF: REGENTMAR281222
Fly Cruise From:
Was £7974pp Now: £7575pp

Celebrate The Caribbean

Miami | Oranjestad | Willemstad | Kralendijk | Scarborough | Kingstown | Fort-de-France | Roseau | Castries | Bridgetown

  • 27 Dec 2028
  • 12 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £7974pp Now: £7575pp
View cruise Enquire Enquire
REF: REGENTGRA281227
Fly Cruise From:
Was £6999pp Now: £6649pp

Sunset The Year

Miami | Charlotte Amalie | Saint John's | Pointe-à-Pitre | Gustavia | Tortola | Miami

  • 30 Dec 2028
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6999pp Now: £6649pp
View cruise Enquire Enquire
REF: REGENTPRT281230
Fly Cruise From:
Was £76774pp Now: £72935pp

Eras Of Exploration

Miami | Bridgetown | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Rio de Janeiro | Santos | Montevideo | Buenos Aires | Punta del Este | Port Stanley | Ushuaia | Punta Arenas | Puerto Chacabuco | Puerto Montt | Valparaiso | Coquimbo | Iquique | Arica | Pisco | Callao | Hangaroa | Fakarava | Rangiroa | Bora-Bora | Huahine | Papeete | Moorea | Papeete | Rarotonga | Aitutaki | Pago Pago | Apia | Vava'u | Savusavu | Dravuni Island | Lautoka | Luganville | Port Vila | Nouméa | Sydney | Brisbane | Airlie Beach | Townsville | Cairns | Darwin | Komodo Island | Lombok | Benoa | Singapore | Port Klang | Georgetown | Langkawi Island | Phuket | Hambantota | Male | Mumbai (ex Bombay) | Dubai | Salalah | Jeddah | Safaga | 'Aqaba | Haifa | Piraeus | Sorrento | Civitavecchia

  • 06 Jan 2029
  • 150 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £76774pp Now: £72935pp
View cruise Enquire Enquire
REF: REGENTMAR290106H
Cruise From:
Was £69350pp Now: £65882pp

Endless Worlds, our 128-day Inaugural World Journey 2029

Dubai | Khasab | Mumbai (ex Bombay) | Goa | Cochin | Male | Colombo | Hambantota | Phuket | Langkawi Island | Singapore | Surabaya | Benoa | Komodo Island | Darwin | Port Moresby | Alotau | Cairns | Airlie Beach | Brisbane | Sydney | Melbourne | Hobart | Milford Sound | Port Chalmers | Christchurch | Wellington | Napier | Tauranga | Auckland | Waitangi | Lautoka | Dravuni Island | Suva | Nuku'alofa | Arutanga | Moorea | Bora-Bora | Huahine | Raiatea | Papeete | Fakarava | Pitcairn Island | Hangaroa | Valparaiso | Coquimbo | Pisco | Lima | Salaverry | Manta | Panama City | Cartagena | Willemstad | Oranjestad | Miami | Ocean Cay | New York | Kings Wharf | Horta | Azores | Lisbon | Cádiz | Barcelona

  • 06 Jan 2029
  • 128 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £69350pp Now: £65882pp
View cruise Enquire Enquire
REF: EXPLORAEX20290106DXBBCN
Cruise From:
Was £61275pp Now: £58211pp

Endless Worlds, our 108-day Inaugural World Journey 2029

Dubai | Khasab | Mumbai (ex Bombay) | Goa | Cochin | Male | Colombo | Hambantota | Phuket | Langkawi Island | Singapore | Surabaya | Benoa | Komodo Island | Darwin | Port Moresby | Alotau | Cairns | Airlie Beach | Brisbane | Sydney | Melbourne | Hobart | Milford Sound | Port Chalmers | Christchurch | Wellington | Napier | Tauranga | Auckland | Waitangi | Lautoka | Dravuni Island | Suva | Nuku'alofa | Arutanga | Moorea | Bora-Bora | Huahine | Raiatea | Papeete | Fakarava | Pitcairn Island | Hangaroa | Valparaiso | Coquimbo | Pisco | Lima | Salaverry | Manta | Panama City | Cartagena | Willemstad | Oranjestad | Miami

  • 06 Jan 2029
  • 108 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £61275pp Now: £58211pp
View cruise Enquire Enquire
REF: EXPLORAEX20290106DXBMIA
Cruise From:
Was £63175pp Now: £60016pp

Endless Worlds, our 112-day Inaugural World Journey 2029

Dubai | Khasab | Mumbai (ex Bombay) | Goa | Cochin | Male | Colombo | Hambantota | Phuket | Langkawi Island | Singapore | Surabaya | Benoa | Komodo Island | Darwin | Port Moresby | Alotau | Cairns | Airlie Beach | Brisbane | Sydney | Melbourne | Hobart | Milford Sound | Port Chalmers | Christchurch | Wellington | Napier | Tauranga | Auckland | Waitangi | Lautoka | Dravuni Island | Suva | Nuku'alofa | Arutanga | Moorea | Bora-Bora | Huahine | Raiatea | Papeete | Fakarava | Pitcairn Island | Hangaroa | Valparaiso | Coquimbo | Pisco | Lima | Salaverry | Manta | Panama City | Cartagena | Willemstad | Oranjestad | Miami | Ocean Cay | New York

  • 06 Jan 2029
  • 112 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £63175pp Now: £60016pp
View cruise Enquire Enquire
REF: EXPLORAEX20290106DXBNYC
Fly Cruise From:
Was £15434pp Now: £14662pp

Rio's Belle Poque

Miami | Bridgetown | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Rio de Janeiro | Santos | Montevideo | Buenos Aires

  • 07 Jan 2029
  • 25 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £15434pp Now: £14662pp
View cruise Enquire Enquire
REF: REGENTMAR290107
Cruise From:
Was £55000pp Now: £52250pp

Melbourne to Portsmouth

Melbourne | Portland | Kangaroo Island | Adelaide | Albany | Fremantle | Geraldton | Exmouth | Broome | Rinca Island | Bali | Waingapu | Kupang | Darwin | Cairns | Airlie Beach | Brisbane | Sydney | Wellington | Gisborne | Tauranga | Auckland | Bay of Islands | Suva | Pago Pago | Apia | Raiatea | Bora-Bora | Papeete | Moorea | Papeete | Huahine | Rangiroa | Fakarava | Adamstown | Hangaroa | Robinson Crusoe Island | Valparaiso | Puerto Montt | Castro | Puerto Chacabuco | Laguna San Rafael National Park | Chilean Fjords | Punta Arenas | Ushuaia | Port Stanley | Puerto Madryn | Punta del Este | Buenos Aires | Montevideo | Balneário de Camboriú | Ilhabela | Paraty | Rio de Janeiro | Buzios | Salvador de Bahia | Maceió | Recife | Santarém | Boca da Valeria | Manaus | Parintins | Alter do Chão | Iles du Salut | Bridgetown | Roseau | Basseterre | San Juan (Puerto Rico) | Samaná | Grand Turk Island | Fort Lauderdale | Kings Wharf | New York | Newport | Boston | Halifax | Sydney | Saint Pierre | Saint-John's | Cobh | Plymouth | Portsmouth

  • 07 Jan 2029
  • 141 Nights
Cruise From:
Was £55000pp Now: £52250pp
View cruise Enquire Enquire
REF: CRYSTALCSY-W141-290107
Cruise From:
Was £53000pp Now: £50350pp

Melbourne to New York City

Melbourne | Portland | Kangaroo Island | Adelaide | Albany | Fremantle | Geraldton | Exmouth | Broome | Rinca Island | Bali | Waingapu | Kupang | Darwin | Cairns | Airlie Beach | Brisbane | Sydney | Wellington | Gisborne | Tauranga | Auckland | Bay of Islands | Suva | Pago Pago | Apia | Raiatea | Bora-Bora | Papeete | Moorea | Papeete | Huahine | Rangiroa | Fakarava | Adamstown | Hangaroa | Robinson Crusoe Island | Valparaiso | Puerto Montt | Castro | Puerto Chacabuco | Laguna San Rafael National Park | Chilean Fjords | Punta Arenas | Ushuaia | Port Stanley | Puerto Madryn | Punta del Este | Buenos Aires | Montevideo | Balneário de Camboriú | Ilhabela | Paraty | Rio de Janeiro | Buzios | Salvador de Bahia | Maceió | Recife | Santarém | Boca da Valeria | Manaus | Parintins | Alter do Chão | Iles du Salut | Bridgetown | Roseau | Basseterre | San Juan (Puerto Rico) | Samaná | Grand Turk Island | Fort Lauderdale | Kings Wharf | New York

  • 07 Jan 2029
  • 127 Nights
Cruise From:
Was £53000pp Now: £50350pp
View cruise Enquire Enquire
REF: CRYSTALCSY-W127-290107
Cruise From:
Was £52000pp Now: £49400pp

Melbourne to Fort Lauderdale

Melbourne | Portland | Kangaroo Island | Adelaide | Albany | Fremantle | Geraldton | Exmouth | Broome | Rinca Island | Bali | Waingapu | Kupang | Darwin | Cairns | Airlie Beach | Brisbane | Sydney | Wellington | Gisborne | Tauranga | Auckland | Bay of Islands | Suva | Pago Pago | Apia | Raiatea | Bora-Bora | Papeete | Moorea | Papeete | Huahine | Rangiroa | Fakarava | Adamstown | Hangaroa | Robinson Crusoe Island | Valparaiso | Puerto Montt | Castro | Puerto Chacabuco | Laguna San Rafael National Park | Chilean Fjords | Punta Arenas | Ushuaia | Port Stanley | Puerto Madryn | Punta del Este | Buenos Aires | Montevideo | Balneário de Camboriú | Ilhabela | Paraty | Rio de Janeiro | Buzios | Salvador de Bahia | Maceió | Recife | Santarém | Boca da Valeria | Manaus | Parintins | Alter do Chão | Iles du Salut | Bridgetown | Roseau | Basseterre | San Juan (Puerto Rico) | Samaná | Grand Turk Island | Fort Lauderdale

  • 07 Jan 2029
  • 121 Nights
Cruise From:
Was £52000pp Now: £49400pp
View cruise Enquire Enquire
REF: CRYSTALCSY-W121-290107
Fly Cruise From:
Was £6479pp Now: £5700pp

Bongos & Breezes

Bridgetown | Kingstown | Saint George's | Castries | Fort-de-France | Gustavia | Basseterre | Saint John's | Roseau | Bridgetown

  • 08 Jan 2029
  • 10 Nights
Launch Offer - Includes savings of up to 10% - On selected suite grades
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6479pp Now: £5700pp
View cruise Enquire Enquire
REF: REGENTGRA290108
Fly Cruise From:
Was £6554pp Now: £6226pp

The Azure Wild

Miami | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami

  • 09 Jan 2029
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6554pp Now: £6226pp
View cruise Enquire Enquire
REF: REGENTPRT290109
Fly Cruise From:
Was £6479pp Now: £5700pp

Soca At Sea

Bridgetown | Saint George's | Oranjestad | Willemstad | Kralendijk | Fort-de-France | Castries | Kingstown | Bridgetown

  • 18 Jan 2029
  • 10 Nights
Launch Offer - Includes savings of up to 10% - On selected suite grades
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6479pp Now: £5700pp
View cruise Enquire Enquire
REF: REGENTGRA290118
Fly Cruise From:
Was £6704pp Now: £6368pp

Bays & Breezes

Miami | Tortola | Saint John's | Castries | Roseau | Charlotte Amalie | Miami

  • 19 Jan 2029
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6704pp Now: £6368pp
View cruise Enquire Enquire
REF: REGENTPRT290119
Fly Cruise From:
Was £6549pp Now: £6221pp

Current Of Calypso

Bridgetown | Kingstown | Saint George's | Castries | Fort-de-France | Gustavia | Basseterre | Saint John's | Roseau | Bridgetown

  • 28 Jan 2029
  • 10 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6549pp Now: £6221pp
View cruise Enquire Enquire
REF: REGENTGRA290128
Fly Cruise From:
Was £6254pp Now: £5941pp

Seagrass & Sky

Miami | Philipsburg | Saint John's | Basseterre | San Juan (Puerto Rico) | Miami

  • 29 Jan 2029
  • 9 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6254pp Now: £5941pp
View cruise Enquire Enquire
REF: REGENTPRT290129
Fly Cruise From:
Was £10374pp Now: £9012pp

Tropical Transit

Miami | Georgetown | Cartagena | Puntarenas | Puerto Quetzal | Acapulco | Cabo San Lucas | Ensenada | Los Angeles

  • 07 Feb 2029
  • 16 Nights
Launch Offer - Includes savings of up to 10% - On selected suite grades
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £10374pp Now: £9012pp
View cruise Enquire Enquire
REF: REGENTPRT290207
Fly Cruise From:
Was £6684pp Now: £6349pp

Fete Afloat

Bridgetown | Castries | Fort-de-France | Roseau | Pointe-à-Pitre | Gustavia | Philipsburg | Tortola | Miami

  • 07 Feb 2029
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6684pp Now: £6349pp
View cruise Enquire Enquire
REF: REGENTGRA290207
Fly Cruise From:
Was £5734pp Now: £5447pp

Island Rhythms & Revelry

Miami | Charlotte Amalie | Gustavia | Saint John's | Tortola | Miami

  • 17 Feb 2029
  • 9 Nights
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5734pp Now: £5447pp
View cruise Enquire Enquire
REF: REGENTGRA290217

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
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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
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Travel Weekly Large Cruise Agency of the Year 2023
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