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 1453 cruises
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Fly Cruise From:
Was £5374pp Now: £5159pp

West Indies Island Hopping

San Juan (Puerto Rico) | Saint John's | Saint Thomas | Gustavia | Great Harbour | Norman Island | San Juan (Puerto Rico)

  • 17 Nov 2028
  • 7 Nights
Fly Cruise From:
Was £5374pp Now: £5159pp
View cruise Enquire Enquire
REF: EMERALDE05J171128-1
Fly Cruise From:
Was £6624pp Now: £6292pp

Tides & Traditions

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

  • 17 Nov 2028
  • 12 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £6624pp Now: £6292pp
View cruise Enquire Enquire
REF: REGENTMAR281117
Fly Cruise From:
Was £4914pp Now: £4668pp

Rainforest Reverie

Miami | Key West | Harvest Caye | Roatán Island | Cozumel | Miami

  • 18 Nov 2028
  • 7 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £4914pp Now: £4668pp
View cruise Enquire Enquire
REF: REGENTPRT281118
Cruise From:
Was £7829pp Now: £6967pp

21-Day Atlantic Crossing From Spain To The Caribbean

Barcelona | Mahón | Palma de Mallorca | Cartagena | Motril | Melilla | Tangier | Cádiz | Lisbon | Casablanca | Bridgetown

  • 18 Nov 2028
  • 21 Nights
Save up to 15% for a limited time ONLY! - Offer ends 7th July
Cruise From:
Was £7829pp Now: £6967pp
View cruise Enquire Enquire
REF: SBN8888A
Fly Cruise From:
Was £5530pp Now: £5253pp

Lullaby Of The Atlantic

Lisbon | Funchal | San Juan (Puerto Rico) | Miami

  • 20 Nov 2028
  • 13 Nights
Launch Offer - Includes savings of up to 10% - On selected suite grades
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £5530pp Now: £5253pp
View cruise Enquire Enquire
REF: REGENTGRA281120
Fly Cruise From:
Was £5449pp Now: £5285pp

Eastern Caribbean

New York | Saint Thomas | Bridgetown | Castries | Dominica | Saint Kitts | Tortola | New York

  • 24 Nov 2028
  • 14 Nights

Interest free Monthly Payments from JUST £159pp

Fly Cruise From:
Was £5449pp Now: £5285pp
View cruise Enquire Enquire
REF: CUNARDM837
Fly Cruise From:
Was £6049pp Now: £5867pp

Transatlantic Crossing And Eastern Caribbean

New York | Saint Thomas | Bridgetown | Castries | Dominica | Saint Kitts | Tortola | New York | Southampton

  • 24 Nov 2028
  • 21 Nights

Interest free Monthly Payments from JUST £176pp

Fly Cruise From:
Was £6049pp Now: £5867pp
View cruise Enquire Enquire
REF: CUNARDM837A
Fly Cruise From:
Was £5424pp Now: £5207pp

Caribbean Yachting Hideaways

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 24 Nov 2028
  • 7 Nights
Fly Cruise From:
Was £5424pp Now: £5207pp
View cruise Enquire Enquire
REF: EMERALDE17J241128-1
Fly Cruise From:
Was £12119pp Now: £11634pp

Discover the Yachting Islands of the Caribbean

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 24 Nov 2028
  • 14 Nights
Fly Cruise From:
Was £12119pp Now: £11634pp
View cruise Enquire Enquire
REF: EMERALD2J17241128-1
Fly Cruise From:
Was £7756pp Now: £7368pp

The Spicewind Trail

Miami | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Saint George's | Kingstown | Castries | Basseterre | Miami

  • 25 Nov 2028
  • 14 Nights
Launch Offer - Includes savings of up to 10% - On selected suite grades
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £7756pp Now: £7368pp
View cruise Enquire Enquire
REF: REGENTPRT281125
Fly Cruise From:
Was £4549pp Now: £4298pp

Western Caribbean Wonders

Miami | Key West | Georgetown | Santo Tomás de Castilla | Harvest Caye | Cozumel | Miami

  • 25 Nov 2028
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4549pp Now: £4298pp
View cruise Enquire Enquire
REF: OCEANIAVIS281125
Cruise From:
Was £4499pp Now: £4004pp

12-Day Atlantic Crossing From Casablanca To The Caribbean

Lisbon | Casablanca | Bridgetown

  • 27 Nov 2028
  • 12 Nights
Save up to 15% for a limited time ONLY! - Offer ends 7th July
Cruise From:
Was £4499pp Now: £4004pp
View cruise Enquire Enquire
REF: SBN8889
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* - Ends 8th July
Fly Cruise From:
Was £6719pp Now: £6383pp
View cruise Enquire Enquire
REF: REGENTMAR281129
Fly Cruise From:
Was £5324pp Now: £5111pp

Caribbean Yachting Discovery

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 01 Dec 2028
  • 7 Nights
Fly Cruise From:
Was £5324pp Now: £5111pp
View cruise Enquire Enquire
REF: EMERALDE18J011228-2
Fly Cruise From:
Was £12119pp Now: £11634pp

Discover the Yachting Islands of the Caribbean

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 01 Dec 2028
  • 14 Nights
Fly Cruise From:
Was £12119pp Now: £11634pp
View cruise Enquire Enquire
REF: EMERALD2J17011228-2
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* - Ends 8th July
Fly Cruise From:
Was £6179pp Now: £5870pp
View cruise Enquire Enquire
REF: REGENTGRA281203
Fly Cruise From:
Was £7589pp Now: £7171pp

Pacific To Panama Passage

Los Angeles | Cabo San Lucas | Zihuatanejo | Puerto Quetzal | Puntarenas | Cartagena | Nassau | Miami

  • 03 Dec 2028
  • 16 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £7589pp Now: £7171pp
View cruise Enquire Enquire
REF: OCEANIASON281203
Fly Cruise From:
Was £10169pp Now: £9609pp

Merry Mexico & Canal Crossing

Los Angeles | Cabo San Lucas | Zihuatanejo | Puerto Quetzal | Puntarenas | Cartagena | Nassau | Miami | Progreso | Cozumel | Roatán Island | Harvest Caye | Georgetown | Miami

  • 03 Dec 2028
  • 25 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £10169pp Now: £9609pp
View cruise Enquire Enquire
REF: OCEANIASON281203A
Fly Cruise From:
Was £3867pp Now: £3712pp

Caribbean Elegance: Barbados St Lucia & the Grenadines

Bridgetown | Pointe du Bout (Les Trois-Îlets) | Soufrière | Tobago Cays | Mayreau Island | Canouan Island | Bridgetown

  • 04 Dec 2028
  • 5 Nights
Fly Cruise From:
Was £3867pp Now: £3712pp
View cruise Enquire Enquire
REF: EMERALDE21J041228-1
Fly Cruise From:
Was £5369pp Now: £5073pp

Southern Caribbean Jewels

Miami | Oranjestad | Willemstad | Kralendijk | Saint George's | Roseau | Tortola | Miami

  • 05 Dec 2028
  • 11 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £5369pp Now: £5073pp
View cruise Enquire Enquire
REF: OCEANIAVIS281205
Fly Cruise From:
Was £5424pp Now: £5207pp

Classic Caribbean

Bridgetown | Tobago Cays | Mayreau Island | Soufrière | Martinique | Îles des Saintes | Falmouth | Basse-Terre | Gustavia | Philipsburg

  • 07 Dec 2028
  • 9 Nights
Fly Cruise From:
Was £5424pp Now: £5207pp
View cruise Enquire Enquire
REF: EMERALDE09J071228-2
Fly Cruise From:
Was £5424pp Now: £5207pp

Caribbean Yachting Hideaways

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's

  • 08 Dec 2028
  • 7 Nights
Fly Cruise From:
Was £5424pp Now: £5207pp
View cruise Enquire Enquire
REF: EMERALDE17J081228-1
Fly Cruise From:
Was £12119pp Now: £11634pp

Discover the Yachting Islands of the Caribbean

San Juan (Puerto Rico) | Vieques | Saint John Island | Great Harbour | Philipsburg | Gustavia | Little Bay | Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 08 Dec 2028
  • 14 Nights
Fly Cruise From:
Was £12119pp Now: £11634pp
View cruise Enquire Enquire
REF: EMERALD2J17081228-1
Fly Cruise From:
Was £4824pp Now: £4631pp

Grenadines & Windwards yachting

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

  • 09 Dec 2028
  • 7 Nights
Fly Cruise From:
Was £4824pp Now: £4631pp
View cruise Enquire Enquire
REF: EMERALDE01J091228-1
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* - Ends 8th July
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* - Ends 8th July
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* - Ends 8th July
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 £196pp

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 £227pp

Cruise From:
Was £7999pp Now: £7759pp
View cruise Enquire Enquire
REF: CUNARDM839B
Fly Cruise From:
Was £5324pp Now: £5111pp

Caribbean Yachting Discovery

Saint John's | Basseterre | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico)

  • 15 Dec 2028
  • 7 Nights
Fly Cruise From:
Was £5324pp Now: £5111pp
View cruise Enquire Enquire
REF: EMERALDE18J151228-2

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
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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TTG Luxury Cruise Agency Of The Year 2024
TTG Luxury Cruise Agency Of The Year 2024
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UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
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