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 1451 cruises
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Fly Cruise From:
Was £12072pp Now: £11589pp

Chairman’s Voyage: America's 250th Anniversary Cruise

New York | Wilmington | Baltimore | Yorktown | Wilmington | Charleston | Miami | Key West | Nassau

  • 05 Oct 2026
  • 11 Nights
Fly Cruise From:
Was £12072pp Now: £11589pp
View cruise Enquire Enquire
REF: SCENIC901U051026-1
Fly Cruise From:
Was £17760pp Now: £17049pp

Ultimate America's Historic Journey to Panama

New York | Wilmington | Baltimore | Yorktown | Wilmington | Charleston | Miami | Key West | Nassau | Staniel Cay | San Salvador Island | Cabo de la Vela | Cartagena | San Blas Islands | Bocas del Toro | Panama City | Bocas del Toro | Panama City

  • 05 Oct 2026
  • 21 Nights
Fly Cruise From:
Was £17760pp Now: £17049pp
View cruise Enquire Enquire
REF: SCENIC902U051026-1
Fly Cruise From:
Was £5229pp Now: £3719pp

8-Day Southern Caribbean Yacht Harbors

Halifax | South Friars Bay | Montserrat | Rodney Bay | Bridgetown

  • 05 Oct 2026
  • 8 Nights
Finale Sale Event - Save up to 30%*
Fly Cruise From:
Was £5229pp Now: £3719pp
View cruise Enquire Enquire
REF: SBNV653
Cruise From:
Was £9698pp Now: £8631pp

24-Day Southern Caribbean Yacht Harbors & Coast Of Brazil

Halifax | South Friars Bay | Montserrat | Rodney Bay | Bridgetown | Port-of-Spain | Devil's Island | Fortaleza | Natal | Salvador de Bahia | Buzios | Parati | Rio de Janeiro

  • 05 Oct 2026
  • 24 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £9698pp Now: £8631pp
View cruise Enquire Enquire
REF: SBNV653A

Cruise & Stay

5* All-Inclusive Barbados Stay with South American Expedition Cruise

Holiday prices from:
£6769pp

5* All-Inclusive Barbados Stay with South American Expedition Cruise

Bridgetown | Port-of-Spain | Devil's Island | Fortaleza | Natal | Salvador de Bahia | Buzios | Parati | Rio de Janeiro

  • 10 Oct 2026
  • 22 Nights
  • 5* hotel stays in Barbados & Rio de Janeiro
  • 16-night ultra-luxury all-inclusive expedition cruise
  • Direct flights included from London - call for regional departures
Holiday prices from:
£6769pp
View cruise
Fly Cruise From:
Was £2059pp Now: £1956pp

7 Nt Tortola, St. Kitts & Puerto Plata

Miami | Puerto Plata | Tortola | Basseterre | Miami

  • 11 Oct 2026
  • 7 Nights
Fly Cruise From:
Was £2059pp Now: £1956pp
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REF: CELEBBY07E467-111026
Fly Cruise From:
Was £8807pp Now: £7838pp

16-Day Trinidad To Rio: South American Expedition

Bridgetown | Port-of-Spain | Devil's Island | Fortaleza | Natal | Salvador de Bahia | Buzios | Parati | Rio de Janeiro

  • 13 Oct 2026
  • 16 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £8807pp Now: £7838pp
View cruise Enquire Enquire
REF: SBNV654
Fly Cruise From:
Was £3329pp Now: £3229pp

Eastern Caribbean

Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami

  • 15 Oct 2026
  • 12 Nights
Fly Cruise From:
Was £3329pp Now: £3229pp
View cruise Enquire Enquire
REF: CUNARDQ628
Fly Cruise From:
Was £5049pp Now: £4897pp

Caribbean

Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami | Grand Turk Island | Curaçao | Bonaire | Aruba | Miami

  • 15 Oct 2026
  • 21 Nights
Fly Cruise From:
Was £5049pp Now: £4897pp
View cruise Enquire Enquire
REF: CUNARDQ628A
Cruise From:
Was £9035pp Now: £8583pp

A Grand Journey of Bright Coastlines & Captivating Havens

Quebec City | La Baie | Sept-Iles | Sydney | Halifax | New York | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico)

  • 15 Oct 2026
  • 17 Nights
A Spontaneous Summer Invitation – save up to £1,800 per Suite*
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £9035pp Now: £8583pp
View cruise Enquire Enquire
REF: EXPLORAEL20261015QUESJU
Fly Cruise From:
Was £8745pp Now: £8143pp

Pristine islands of the Bahamas & the Panama Canal

Nassau | Staniel Cay | San Salvador Island | Cabo de la Vela | Cartagena | San Blas Islands | Bocas del Toro | Panama City | Bocas del Toro | Panama City

  • 16 Oct 2026
  • 10 Nights
Fly Cruise From:
Was £8745pp Now: £8143pp
View cruise Enquire Enquire
REF: SCENIC111C161026-1
Cruise From:
Was £9756pp Now: £9268pp

Montreal to Fort Lauderdale

Montréal | Quebec City | Magdalen Islands | Sydney | Halifax | Saint-John | Portland | Boston | Newport | New York | Kings Wharf | Santo Domingo | Samaná | San Juan (Puerto Rico) | Great Harbour | Saint John's | Gustavia | Saint Thomas | Fort Lauderdale

  • 16 Oct 2026
  • 26 Nights
Cruise From:
Was £9756pp Now: £9268pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C26-261016
Fly Cruise From:
Was £10749pp Now: £10157pp

Canada & Caribbean Isles

Montréal | Quebec City | Saguenay | Baie Comeau | Sept-Iles | Havre-Saint-Pierre | Corner Brook | Sydney | Halifax | Saint-John | New York | Charlotte Amalie | Tortola | Saint John's | Basseterre | Castries | Saint George's | Willemstad | Oranjestad | Miami

  • 17 Oct 2026
  • 25 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £10749pp Now: £10157pp
View cruise Enquire Enquire
REF: OCEANIAVIS261017A
Fly Cruise From:
Was £2119pp Now: £2013pp

7 Nt Grand Cayman, Mexico & Perfect Day

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

  • 18 Oct 2026
  • 7 Nights
Fly Cruise From:
Was £2119pp Now: £2013pp
View cruise Enquire Enquire
REF: CELEBBY07W680-181026
Cruise From:
Was £5859pp Now: £5624pp

Canada & Caribbean Combination Cruise: Montreal, Quebec & Barbados

Montréal | Quebec City | Saguenay | Charlottetown | Sydney | Halifax | Portland | Boston | Newport | New York | Hamilton | Philipsburg | Road Town | San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 19 Oct 2026
  • 26 Nights
Up to $1,000 onboard spend
Cruise From:
Was £5859pp Now: £5624pp
View cruise Enquire Enquire
REF: AZJR261019-026
Cruise From:
Was £10950pp Now: £10402pp

A Grand Journey of Colourful Moroccan Shores & Idyllic Caribbean Scenery

Barcelona | Alicante | Lisbon | Casablanca | Tangier | Málaga | Motril | Barcelona | Cádiz | Funchal | Saint John's | Road Bay | San Juan (Puerto Rico) | Miami

  • 21 Oct 2026
  • 27 Nights
A Spontaneous Summer Invitation – save up to £1,800 per Suite*
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £10950pp Now: £10402pp
View cruise Enquire Enquire
REF: EXPLORAEX20261021BCNMIA
Fly Cruise From:
Was £3740pp Now: £3590pp

West Indies to Spain

Barcelona | Valencia | Funchal | Philipsburg | San Juan (Puerto Rico)

  • 23 Oct 2026
  • 13 Nights
Fly Cruise From:
Was £3740pp Now: £3590pp
View cruise Enquire Enquire
REF: VIKINGOSE261023
Fly Cruise From:
Was £11559pp Now: £10923pp

Adriatic To Caribbean Isles

Venice | Rijeka | Split | Kotor | Igoumenítsa | Gallipoli | Catania | Naples | Civitavecchia | Barcelona | Palma de Mallorca | Alicante | Cartagena | Málaga | Cádiz | Portimão | Lisbon | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | San Juan (Puerto Rico) | Puerto Plata | Miami

  • 23 Oct 2026
  • 32 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £11559pp Now: £10923pp
View cruise Enquire Enquire
REF: OCEANIAINS261023B
Fly Cruise From:
Was £20959pp Now: £19806pp

Old & New World Discovery

Venice | Rijeka | Split | Kotor | Igoumenítsa | Gallipoli | Catania | Naples | Civitavecchia | Barcelona | Palma de Mallorca | Alicante | Cartagena | Málaga | Cádiz | Portimão | Lisbon | Arrecife | Las Palmas de Gran Canaria | Santa Cruz de La Palma | San Juan (Puerto Rico) | Puerto Plata | Miami | Tortola | Saint John's | Castries | Scarborough | Santarém | Boca de Valeria | Manaus | Parintins | Alter do Chão | Bridgetown | Roseau | Philipsburg | San Juan (Puerto Rico) | Nassau | Miami

  • 23 Oct 2026
  • 57 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £20959pp Now: £19806pp
View cruise Enquire Enquire
REF: OCEANIAINS261023C
Fly Cruise From:
Was £2452pp Now: £2329pp

7 Nt Tortola, St. Maarten & Puerto Plata

Miami | Puerto Plata | Tortola | Philipsburg | Miami

  • 25 Oct 2026
  • 7 Nights
Fly Cruise From:
Was £2452pp Now: £2329pp
View cruise Enquire Enquire
REF: CELEBBY07E468-251026
Cruise From:
Was £5300pp Now: £3714pp

A Journey of Caribbean Adventure & Shimmering Tropical Harmony

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico)

  • 25 Oct 2026
  • 7 Nights
A Spontaneous Summer Invitation – save up to £1,800 per Suite*
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5300pp Now: £3714pp
View cruise Enquire Enquire
REF: EXPLORAEL20261025MIASJU
Cruise From:
Was £8540pp Now: £8113pp

An Extended Journey of Maritime Soul & Island Zest

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Road Bay | Miami

  • 25 Oct 2026
  • 14 Nights
A Spontaneous Summer Invitation – save up to £1,800 per Suite*
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8540pp Now: £8113pp
View cruise Enquire Enquire
REF: EXPLORAEL20261025MIAMIA
Fly Cruise From:
Was £10190pp Now: £9782pp

Panama Canal & the Americas

New York | San Salvador Island | Inagua | Port Antonio | Fuerte Amador | Callao | Iquique | Valparaiso

  • 25 Oct 2026
  • 19 Nights
Fly Cruise From:
Was £10190pp Now: £9782pp
View cruise Enquire Enquire
REF: VIKINGXPO261025
Cruise From:
£5380pp

Panama, Colombia & Caribbean Islands

Fort-de-France | Îles des Saintes | Pigeon Island | Soufrière | Port Elizabeth | Mayreau Island | Bonaire | Santa Marta | Cartagena | San Blas Islands | Portobelo | Colón

  • 26 Oct 2026
  • 12 Nights
Cruise From:
£5380pp
View cruise Enquire Enquire
REF: PONANTEE261026
Fly Cruise From:
Was £2999pp Now: £2909pp

Western Caribbean

Miami | Grand Turk Island | Curaçao | Bonaire | Aruba | Miami

  • 27 Oct 2026
  • 9 Nights
Fly Cruise From:
Was £2999pp Now: £2909pp
View cruise Enquire Enquire
REF: CUNARDQ629
Fly Cruise From:
Was £5149pp Now: £4994pp

Caribbean

Miami | Grand Turk Island | Curaçao | Bonaire | Aruba | Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami

  • 27 Oct 2026
  • 21 Nights
Fly Cruise From:
Was £5149pp Now: £4994pp
View cruise Enquire Enquire
REF: CUNARDQ629A
Fly Cruise From:
Was £5139pp Now: £3618pp

Caribbean Enchantment

New York | Charlotte Amalie | Tortola | Saint John's | Basseterre | Castries | Saint George's | Willemstad | Oranjestad | Miami

  • 28 Oct 2026
  • 14 Nights
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 £5139pp Now: £3618pp
View cruise Enquire Enquire
REF: OCEANIAVIS261028
Cruise From:
Was £1839pp Now: £1765pp

Bermuda, Sint Maarten & British Virgin Islands Cruise: Hamilton, Philipsburg & Road Town

New York | Hamilton | Philipsburg | Road Town | San Juan (Puerto Rico)

  • 29 Oct 2026
  • 9 Nights
Up to $450 onboard spend
Cruise From:
Was £1839pp Now: £1765pp
View cruise Enquire Enquire
REF: AZJR261029-009
Cruise From:
Was £3469pp Now: £3330pp

Caribbean Combination Cruise: New York, Bermuda & Barbados

New York | Hamilton | Philipsburg | Road Town | San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 29 Oct 2026
  • 16 Nights
Up to $1,000 onboard spend
Cruise From:
Was £3469pp Now: £3330pp
View cruise Enquire Enquire
REF: AZJR261029-016
Fly Cruise From:
Was £10584pp Now: £6006pp

Epic Atlantic Escapade

Montréal | Quebec City | Saguenay | Sydney | Halifax | Philipsburg | Saint John's | Basseterre | Tortola | San Juan (Puerto Rico) | Miami

  • 30 Oct 2026
  • 16 Nights
Sale now on - Save up to 50%!
Fly Cruise From:
Was £10584pp Now: £6006pp
View cruise Enquire Enquire
REF: REGENTSPL261030

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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