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 1439 cruises
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Cruise From:
Was £3120pp Now: £2964pp

Miami to Bridgetown

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Willemstad | Kralendijk | Saint George's | Port Elizabeth | Bridgetown

  • 19 Mar 2027
  • 12 Nights
Save up to 40% PLUS deposits from 15%*
Cruise From:
Was £3120pp Now: £2964pp
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REF: SILVERSL270319012
Cruise From:
Was £7020pp Now: £6669pp

Fort Lauderdale to Lisbon

Fort Lauderdale | San Juan (Puerto Rico) | Gustavia | Basseterre | Saint John's | Santa Cruz de La Palma | Santa Cruz de Tenerife | Las Palmas de Gran Canaria | San Sebastian de la Gomera | Arrecife | Funchal | Agadir | Casablanca | Cádiz | Portimão | Lisbon

  • 19 Mar 2027
  • 24 Nights
Up to 30% OFF per suite
Cruise From:
Was £7020pp Now: £6669pp
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REF: CRYSTALCSY-C24-270319
Cruise From:
Was £3483pp Now: £3213pp

Fort Lauderdale to Gran Canaria, Las Palmas

Fort Lauderdale | San Juan (Puerto Rico) | Gustavia | Basseterre | Saint John's | Santa Cruz de La Palma | Santa Cruz de Tenerife | Las Palmas de Gran Canaria

  • 19 Mar 2027
  • 14 Nights
Up to 30% OFF per suite
Cruise From:
Was £3483pp Now: £3213pp
View cruise Enquire Enquire
REF: CRYSTALCSY-014-270319
Fly Cruise From:
Was £6585pp Now: £6321pp

Grenadines & Windwards yachting

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

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £6585pp Now: £6321pp
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REF: EMERALDE01J200327-1
Fly Cruise From:
Was £4622pp Now: £4437pp

Quintessential Caribbean

San Juan (Puerto Rico) | Cruz Bay | Nevis | Deshaies | Falmouth | Gustavia | Virgin Gorda | Saint Thomas

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £4622pp Now: £4437pp
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REF: EMERALDE16J200327-1
Fly Cruise From:
Was £2665pp Now: £2531pp

7 Night Key West, Mexico & Cayman

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

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £2665pp Now: £2531pp
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REF: CELEBAX07W681-200327
Fly Cruise From:
Was £6299pp Now: £5984pp

Tropical Passage

Miami | Charlotte Amalie | Roseau | Bridgetown | Castries | Fort-de-France | Saint John's | Tortola | San Juan (Puerto Rico)

  • 20 Mar 2027
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £6299pp Now: £5984pp
View cruise Enquire Enquire
REF: REGENTPRT270320
Fly Cruise From:
Was £5112pp Now: £4856pp

7 Night Southern Caribbean Cruise

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

  • 20 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £5112pp Now: £4856pp
View cruise Enquire Enquire
REF: CELEBCS07D453-200327
Cruise From:
Was £4198pp Now: £3736pp

7-Day Yachtsman's Caribbean

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

  • 20 Mar 2027
  • 7 Nights
Save up to 15% for a limited time only!
Cruise From:
Was £4198pp Now: £3736pp
View cruise Enquire Enquire
REF: SBN8731
Cruise From:
Was £7139pp Now: £6353pp

19-Day Yachtsman's Caribbean & Atlantic Passage

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

  • 20 Mar 2027
  • 19 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £7139pp Now: £6353pp
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REF: SBN8731A
Cruise From:
£7080pp

History and culture visiting Caribbean jewels

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

  • 20 Mar 2027
  • 7 Nights
Cruise From:
£7080pp
View cruise Enquire Enquire
REF: PONANTPO200327
Fly Cruise From:
Was £16611pp Now: £15946pp

Ultimate South America to the Caribbean through the Panama Canal

Valparaiso | Pingüino de Humboldt National Reserve | Paracas | Salaverry | Manta | Utría National Park | Ensenada de Utria | Darién National Park | Playa del Muerto | Panama City | San Blas Islands | Cartagena | Cabo de la Vela | Willemstad | Tobago Cays | Mayreau Island | Soufrière | Bridgetown

  • 21 Mar 2027
  • 24 Nights
Fly Cruise From:
Was £16611pp Now: £15946pp
View cruise Enquire Enquire
REF: SCENIC132C210327-2
Fly Cruise From:
Was £2382pp Now: £2262pp

7 Night Grand Cayman, Mexico & Bahamas

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

  • 21 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £2382pp Now: £2262pp
View cruise Enquire Enquire
REF: CELEBBY07W714-210327
Fly Cruise From:
Was £4515pp Now: £4289pp

7 Night St. Thomas & Antigua Cruise

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 21 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £4515pp Now: £4289pp
View cruise Enquire Enquire
REF: CELEBXC07E473-210327
Fly Cruise From:
Was £4152pp Now: £3923pp

Tropical Island Havens

Miami | Basseterre | Philipsburg | Gustavia | Charlotte Amalie | Tortola | Miami

  • 21 Mar 2027
  • 10 Nights
  • Allura
  • Caribbean
  • 21 Mar 2027
  • 10 Nights
Exploration Event Sale - Save up to 50%* - Book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4152pp Now: £3923pp
View cruise Enquire Enquire
REF: OCEANIAALU270321
Cruise From:
Was £5160pp Now: £4902pp

A Journey of Tranquil Harbours, Stunning Peaks & Caribbean Charm

Bridgetown | Saint George | Castries | Martinique | Gustavia | Spanish Town | Miami

  • 21 Mar 2027
  • 8 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5160pp Now: £4902pp
View cruise Enquire Enquire
REF: EXPLORAEL20270321BGIMIA
Cruise From:
Was £8585pp Now: £8155pp

An Extended Journey of Endless Beauty & Historic Treasures

Bridgetown | Saint George | Castries | Martinique | Gustavia | Spanish Town | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Tortola | San Juan (Puerto Rico)

  • 21 Mar 2027
  • 15 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8585pp Now: £8155pp
View cruise Enquire Enquire
REF: EXPLORAEL20270321BGISJU
Fly Cruise From:
Was £8589pp Now: £5676pp

Cultural Currents

Miami | Tortola | Gustavia | Fort-de-France | Kingstown | Bridgetown | Saint George's | Willemstad | Kralendijk | Puerto Plata | Miami

  • 26 Mar 2027
  • 15 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - Save up to 50%!
Fly Cruise From:
Was £8589pp Now: £5676pp
View cruise Enquire Enquire
REF: REGENTMAR270326
Fly Cruise From:
Was £6635pp Now: £6369pp

Eastern Caribbean with St. Barths

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot

  • 27 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £6635pp Now: £6369pp
View cruise Enquire Enquire
REF: EMERALDE02J270327-2
Fly Cruise From:
Was £6000pp Now: £5760pp

Vibes of the Virgin Islands

Saint Thomas | Saint John Island | Norman Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 27 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £6000pp Now: £5760pp
View cruise Enquire Enquire
REF: EMERALDE15J270327-1
Fly Cruise From:
Was £2798pp Now: £2658pp

7 Night St. Thomas & St. Kitts Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Basseterre | Port Canaveral

  • 27 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £2798pp Now: £2658pp
View cruise Enquire Enquire
REF: CELEBAX07E469-270327
Cruise From:
£7500pp

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 Mar 2027
  • 7 Nights
Cruise From:
£7500pp
View cruise Enquire Enquire
REF: PONANTPO270327
Cruise From:
Was £4334pp Now: £3857pp

12-Day Caribbean & Atlantic Passage

Bridgetown | Castries | Funchal | Portimão | Lisbon

  • 27 Mar 2027
  • 12 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £4334pp Now: £3857pp
View cruise Enquire Enquire
REF: SBN8734
Cruise From:
Was £8699pp Now: £7742pp

22-Day Atlantic Passage & Andalusian Treasures

Bridgetown | Castries | Funchal | Portimão | Lisbon | Cádiz | Ceuta | Motril | Cartagena | Sète | Marseille | Ajaccio | Genoa

  • 27 Mar 2027
  • 22 Nights
Cruise From:
Was £8699pp Now: £7742pp
View cruise Enquire Enquire
REF: SBN8734A
Fly Cruise From:
Was £2318pp Now: £2202pp

7 Night St. Thomas & St. Kitts Cruise

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

  • 28 Mar 2027
  • 7 Nights

Interest free Monthly Payments from JUST £245pp

Fly Cruise From:
Was £2318pp Now: £2202pp
View cruise Enquire Enquire
REF: CELEBBY07E466-280327
Fly Cruise From:
Was £5852pp Now: £5559pp

7 Night Bahamas, Mexico & Cayman

Miami | Nassau | Georgetown | Cozumel | Costa Maya | Miami

  • 28 Mar 2027
  • 7 Nights
Fly Cruise From:
Was £5852pp Now: £5559pp
View cruise Enquire Enquire
REF: CELEBXC07E474-280327
Fly Cruise From:
Was £4892pp Now: £4647pp

11 Night Best Of Southern Caribbean

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

  • 29 Mar 2027
  • 11 Nights
Fly Cruise From:
Was £4892pp Now: £4647pp
View cruise Enquire Enquire
REF: CELEBAT11D091-290327
Cruise From:
Was £5650pp Now: £4023pp

A Journey from Glorious Shorelines to Nature's Allure

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

  • 29 Mar 2027
  • 7 Nights
EXCLUSIVE fly-cruise prices - don't miss out
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5650pp Now: £4023pp
View cruise Enquire Enquire
REF: EXPLORAEL20270329MIASJU
Cruise From:
Was £8025pp Now: £7623pp

An Extended Journey from Vibrant Shores to Spectacular Scenery

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

  • 29 Mar 2027
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £8025pp Now: £7623pp
View cruise Enquire Enquire
REF: EXPLORAEL20270329MIAMIA
Fly Cruise From:
Was £6544pp Now: £6216pp

Caribbean Mystique

San Juan (Puerto Rico) | Tortola | Basseterre | Saint John's | Gustavia | Philipsburg | Charlotte Amalie | La Romana | Nassau | Miami

  • 30 Mar 2027
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £6544pp Now: £6216pp
View cruise Enquire Enquire
REF: REGENTPRT270330

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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