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 1449 cruises
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Fly Cruise From:
Was £4700pp Now: £4183pp

7-Day Classic Caribbean Yacht Harbors

Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten

  • 28 Nov 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £4700pp Now: £4183pp
View cruise Enquire Enquire
REF: SBN8677
Fly Cruise From:
Was £6626pp Now: £5897pp

14-Day Exotic Caribbean In Depth

Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 28 Nov 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £6626pp Now: £5897pp
View cruise Enquire Enquire
REF: SBN8677A
Fly Cruise From:
Was £11032pp Now: £10590pp

Discover Eastern Caribbean & Grenadines

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot

  • 29 Nov 2026
  • 14 Nights
Fly Cruise From:
Was £11032pp Now: £10590pp
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REF: EMERALD2J01291126-2
Fly Cruise From:
Was £5132pp Now: £4926pp

Grenadines & Windwards yachting

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

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £5132pp Now: £4926pp
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REF: EMERALDE01J291126-1
Fly Cruise From:
Was £2251pp Now: £2138pp

7 Nt St. Maarten & Puerto Plata Cruise

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Philipsburg | Fort Lauderdale

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £2251pp Now: £2138pp
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REF: CELEBBY07E464-291126
Fly Cruise From:
Was £6204pp Now: £5893pp

Riviera Chic & Caribbean Cool

Miami | San Juan (Puerto Rico) | Gustavia | Philipsburg | Frederiksted | La Romana | Nassau | Miami

  • 29 Nov 2026
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £6204pp Now: £5893pp
View cruise Enquire Enquire
REF: REGENTGRA261129
Cruise From:
Was £3680pp Now: £3496pp

A Journey through a Caribbean Tapestry of Serenity & Splendour

San Juan (Puerto Rico) | Tortola | Basseterre | Gustavia | Grand Turk Island | Miami

  • 29 Nov 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £3680pp Now: £3496pp
View cruise Enquire Enquire
REF: EXPLORAEL20261129SJUMIA
Cruise From:
Was £7560pp Now: £7182pp

An Extended Journey through Golden Shores & Island Grace

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

  • 29 Nov 2026
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £7560pp Now: £7182pp
View cruise Enquire Enquire
REF: EXPLORAEL20261129SJUSJU
Fly Cruise From:
Was £4845pp Now: £3575pp

Caribbean escapade

Miami | Nassau | Bahamas | San Salvador Island | Gordon's Beach | Grand Turk Island | San Juan (Puerto Rico)

  • 30 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £4845pp Now: £3575pp
View cruise Enquire Enquire
REF: EMERALDE11J301126-1
Fly Cruise From:
Was £9947pp Now: £9549pp

Discover the Vibes of the Caribbean

Miami | Nassau | Bahamas | San Salvador Island | Gordon's Beach | Grand Turk Island | San Juan (Puerto Rico) | Cruz Bay | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas

  • 30 Nov 2026
  • 13 Nights
Fly Cruise From:
Was £9947pp Now: £9549pp
View cruise Enquire Enquire
REF: EMERALD2J11301126-1
Fly Cruise From:
Was £7534pp Now: £4533pp

Waterfalls & Divers

Galveston | Georgetown | Roatán Island | Belize City | Costa Maya | Cozumel | Galveston

  • 30 Nov 2026
  • 11 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £7534pp Now: £4533pp
View cruise Enquire Enquire
REF: REGENTSPL261130
Cruise From:
Was £3780pp Now: £3591pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Basseterre | Great Harbour | Miami

  • 30 Nov 2026
  • 10 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3780pp Now: £3591pp
View cruise Enquire Enquire
REF: SILVERSS261130010
Fly Cruise From:
Was £7874pp Now: £7480pp

Sunset Serenity

Miami | Oranjestad | Willemstad | Kralendijk | Montego Bay | Georgetown | Tampa

  • 01 Dec 2026
  • 10 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £7874pp Now: £7480pp
View cruise Enquire Enquire
REF: REGENTMAR261201
Fly Cruise From:
Was £5249pp Now: £3712pp

Caribbean Island Bliss

Miami | Charlotte Amalie | Gustavia | Philipsburg | Frederiksted | Tortola | Miami

  • 02 Dec 2026
  • 10 Nights
  • Allura
  • Caribbean
  • 02 Dec 2026
  • 10 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 £5249pp Now: £3712pp
View cruise Enquire Enquire
REF: OCEANIAALU261202
Cruise From:
Was £3716pp Now: £3530pp

Cartagena to Puerto Caldera

Cartagena | Willemstad | Kralendijk | Oranjestad | Santa Marta | Fuerte Amador | Puntarenas

  • 02 Dec 2026
  • 10 Nights
Cruise From:
Was £3716pp Now: £3530pp
View cruise Enquire Enquire
REF: CRYSTALCSE-010-261202
Cruise From:
£3164pp

Fort Lauderdale to San Juan

Fort Lauderdale | Road Town | Gustavia | Pointe-à-Pitre | Kingstown | Castries | Fort-de-France | Basseterre | San Juan (Puerto Rico)

  • 03 Dec 2026
  • 10 Nights
Cruise From:
£3164pp
View cruise Enquire Enquire
REF: CRYSTALCSY-010-261203
Cruise From:
Was £5292pp Now: £5027pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Road Town | Gustavia | Pointe-à-Pitre | Kingstown | Castries | Fort-de-France | Basseterre | San Juan (Puerto Rico) | Great Harbour | Marigot | Saint John's | Saint Thomas | Fort Lauderdale

  • 03 Dec 2026
  • 17 Nights
Cruise From:
Was £5292pp Now: £5027pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C17-261203

Cruise & Stay

Southern Caribbean Cruise with Sandals Barbados Stay

Holiday prices from:
£3449pp

Southern Caribbean Cruise with Sandals Barbados Stay

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

  • 04 Dec 2026
  • 12 Nights
  • Thee-night 5* all-inclusive stay at Sandals Barbados
Holiday prices from:
£3449pp
View cruise
Fly Cruise From:
Was £3032pp Now: £2880pp

10 Night Ultimate Southern Caribbean - Christmas

Fort Lauderdale | Philipsburg | Castries | Saint George's | Bridgetown | Saint John's | Fort Lauderdale

  • 04 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £3032pp Now: £2880pp
View cruise Enquire Enquire
REF: CELEBAT10D090-041226
Cruise From:
£3320pp

Ocean Voyage: Cadiz - Fort de France

Cádiz | Portsmouth | Fort-de-France

  • 04 Dec 2026
  • 12 Nights
Cruise From:
£3320pp
View cruise Enquire Enquire
REF: PONANTEG041226
Fly Cruise From:
£2179pp

Transatlantic Cruise: Malaga, San Juan & Miami

Málaga | Tangier | San Juan (Puerto Rico) | Miami

  • 04 Dec 2026
  • 13 Nights
Up to $1,000 onboard spend
Fly Cruise From:
£2179pp
View cruise Enquire Enquire
REF: AZQS261204-013
Fly Cruise From:
Was £4195pp Now: £4027pp

West Indies Explorer

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

  • 05 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £4195pp Now: £4027pp
View cruise Enquire Enquire
REF: VIKINGOSE261205
Fly Cruise From:
Was £3665pp Now: £3481pp

7 Night St. Thomas & St. Kitts Cruise - Christmas

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

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £3665pp Now: £3481pp
View cruise Enquire Enquire
REF: CELEBAX07E469-051226
Cruise From:
Was £5450pp Now: £4142pp

A Journey into Tropical Idylls & Mayan Mystery

Miami | Cozumel | Costa Maya | Santo Tomás de Castilla | Belize City | Roatán Island | Miami

  • 05 Dec 2026
  • 8 Nights
EXCLUSIVE fly-cruise prices - don't miss out
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5450pp Now: £4142pp
View cruise Enquire Enquire
REF: EXPLORAEX20261205MIAMIA
Cruise From:
Was £6840pp Now: £6498pp

An Extended Journey of Cultural Treasures & Seaside Harmony

Miami | Cozumel | Costa Maya | Santo Tomás de Castilla | Belize City | Roatán Island | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 15 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £6840pp Now: £6498pp
View cruise Enquire Enquire
REF: EXPLORAEX20261205MIASJU
Cruise From:
Was £1199pp Now: £1151pp

Southern Caribbean Cruise: Antigua, Martinique & Grenada

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

  • 05 Dec 2026
  • 7 Nights
Up to $450 onboard spend
Cruise From:
Was £1199pp Now: £1151pp
View cruise Enquire Enquire
REF: AZJR261205-007
Cruise From:
Was £2959pp Now: £2840pp

Caribbean Combination Cruise: San Juan, Antigua & St. Lucia

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 13 Nights
Up to $1,000 onboard spend
Cruise From:
Was £2959pp Now: £2840pp
View cruise Enquire Enquire
REF: AZJR261205-013
Fly Cruise From:
Was £5090pp Now: £4530pp

7-Day Yachtsman's Caribbean

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

  • 05 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Fly Cruise From:
Was £5090pp Now: £4530pp
View cruise Enquire Enquire
REF: SBN8680
Cruise From:
Was £4898pp Now: £4359pp

14-Day Yachtsman's Caribbean In Depth

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 05 Dec 2026
  • 14 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: SBN8680A
Cruise From:
Was £3990pp Now: £3790pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Fort-de-France | Deshaies | Gustavia | Saint John's | Castries | Bridgetown

  • 05 Dec 2026
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3990pp Now: £3790pp
View cruise Enquire Enquire
REF: SILVERSL261205007

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
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UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
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