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


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Transatlantic Crossing and Eastern Caribbean
Southampton | New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York
10 Nov 2026
19 Nights
Caribbean

SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £5599pp
Now: £5487
pp
REF: CUNARDM630A
Transatlantic Crossing and Eastern Caribbean
Southampton | New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York | Southampton
10 Nov 2026
26 Nights
Caribbean

Departs from the UK
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Cruise Only From
Was £6399pp
Now: £6271
pp
REF: CUNARDM630B
Sapphire Sea Dreams
Miami, Florida | Willemstad | Oranjestad | Kralendijk | Montego Bay | Georgetown, Grand Cayman | Roatán Island | Progresso | Galveston, Texas
15 Nov 2026
14 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £9424pp
Now: £8952
pp
REF: REGENTSPL261115
Eastern Caribbean
New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York
17 Nov 2026
12 Nights
Caribbean

SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £4559pp
Now: £4467
pp
REF: CUNARDM631
Transatlantic Crossing and Eastern Caribbean
New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York | Southampton
17 Nov 2026
19 Nights
Caribbean

SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £5449pp
Now: £5340
pp
REF: CUNARDM631A
Transatlantic Cruise: Lisbon, San Juan & Miami
Lisbon | Funchal, Madeira | San Juan (Puerto Rico) | Miami, Florida
17 Nov 2026
14 Nights
Transatlantic

BRAND NEW ITINERARY NOW ON SALE
Balconies and above receive: $300 FREE to spend on-board, Premium beverage package & unlimited wi-fi*
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Cruise Only From
Was £1509pp
Now: £1464
pp
REF: AZON261117-014
Discover the Best of the Caribbean
Marigot | Gustavia | Saint Kitts | Falmouth | Îles des Saintes | Martinique | Soufrière | Tobago Cays | Mayreau Island | Tobago Cays | Bridgetown | Bridgetown | Speightstown | Kingstown | More...
20 Nov 2026
16 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £9431pp
Now: £9053
pp
REF: EMERALD2J09201126-1
Classic Caribbean
Marigot | Gustavia | Saint Kitts | Falmouth | Îles des Saintes | Martinique | Soufrière | Tobago Cays | Mayreau Island | Tobago Cays | Bridgetown
20 Nov 2026
9 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £4466pp
Now: £4287
pp
REF: EMERALDE09J201126-1
Caribbean escapade
San Juan (Puerto Rico) | Grand Turk Island | Gordon's Beach, Long Island | San Salvador Island | Bahamas | Nassau | Miami, Florida
21 Nov 2026
7 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £3724pp
Now: £3575
pp
REF: EMERALDE11J211126-2
Fall For The Caribbean
Miami, Florida | Roatán Island | Harvest Caye | Belize City | Costa Maya | Miami, Florida
22 Nov 2026
7 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £4384pp
Now: £4164
pp
REF: REGENTGRA261122
Yachting Pop-up: Miami Roundtrip
Miami, Florida | Bimini Island | Miami, Florida
28 Nov 2026
2 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £845pp
Now: £811
pp
REF: EMERALDE01U281126-1
Discover Eastern Caribbean & Grenadines
Bridgetown | Bridgetown | Speightstown | Kingstown | Port Elizabeth, Bequia | Port Elizabeth, Bequia | Mayreau Island | Union Island | Mayreau Island | Union Island | Union Island | Tobago Cays | Bridgetown | Soufrière | More...
29 Nov 2026
14 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £8275pp
Now: £7944
pp
REF: EMERALD2J01291126-2
Grenadines & Windwards yachting
Bridgetown | Bridgetown | Speightstown | Kingstown | Port Elizabeth, Bequia | Port Elizabeth, Bequia | Mayreau Island | Union Island | Mayreau Island | Union Island | Union Island | Tobago Cays | Bridgetown
29 Nov 2026
7 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £4698pp
Now: £4510
pp
REF: EMERALDE01J291126-1
Riviera Chic & Caribbean Cool
Miami, Florida | San Juan (Puerto Rico) | Gustavia | Santa Marta | Frederiksted, Saint Croix | La Romana | Nassau | Miami, Florida
29 Nov 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £5654pp
Now: £5371
pp
REF: REGENTGRA261129
Waterfalls & Divers
Galveston, Texas | Georgetown, Grand Cayman | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Galveston, Texas
29 Nov 2026
12 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £6814pp
Now: £6473
pp
REF: REGENTSPL261129
Caribbean escapade
Miami, Florida | Nassau | Bahamas | San Salvador Island | Gordon's Beach, Long Island | Grand Turk Island | San Juan (Puerto Rico)
30 Nov 2026
7 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £3724pp
Now: £3575
pp
REF: EMERALDE11J301126-1
Discover the Vibes of the Caribbean
Miami, Florida | Nassau | Bahamas | San Salvador Island | Gordon's Beach, Long Island | Grand Turk Island | San Juan (Puerto Rico) | Cruz Bay, Saint John | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas
30 Nov 2026
13 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £9040pp
Now: £8678
pp
REF: EMERALD2J11301126-1
Sunset Serenity
Miami, Florida | Oranjestad | Willemstad | Kralendijk | Montego Bay | Georgetown, Grand Cayman | Tampa, Florida
01 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £5714pp
Now: £5428
pp
REF: REGENTMAR261201
Discover the Pearls of the Caribbean
Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot | Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | More...
06 Dec 2026
14 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £9740pp
Now: £9350
pp
REF: EMERALD2J02061226-2
Eastern Caribbean with St. Barths
Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot
06 Dec 2026
7 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £3724pp
Now: £3575
pp
REF: EMERALDE02J061226-2
Splendours of the Caribbean
San Juan (Puerto Rico) | Cruz Bay, Saint John | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas
07 Dec 2026
6 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £3428pp
Now: £3290
pp
REF: EMERALDE14J071226-1
Treasures Of Belize
Miami, Florida | Costa Maya | Belize City | Harvest Caye | Roatán Island | Montego Bay | Georgetown, Grand Cayman | Miami, Florida
09 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £6004pp
Now: £5703
pp
REF: REGENTGRA261209
Shimmering Reefs, Mighty Ruins
Tampa, Florida | Georgetown, Grand Cayman | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Tampa, Florida
11 Dec 2026
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £6064pp
Now: £5760
pp
REF: REGENTMAR261211
Tropical Sparkle & Holiday Cheer
Galveston, Texas | Montego Bay | Port Royal | Punta Cana | San Juan (Puerto Rico) | Tortola | Saint John's | Gustavia | Santa Marta | Georgetown, Grand Cayman | Galveston, Texas
11 Dec 2026
17 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
EXCLUSIVE $400 FREE to spend on-board per couple
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £9094pp
Now: £8639
pp
REF: REGENTSPL261211
Cruising the Leeward Islands
Marigot | Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | Great Harbour, Jost Van Dyke | Anegada | Gustavia | Saba | Gustavia | Marigot
13 Dec 2026
7 Nights
Caribbean

Nothing beats seeing the world from a new perspective as you set sail on an Emerald Cruises luxury yacht cruise.
Save up to 30% and enjoy included drinks on board
SixStarCruises FLASH SALE - Save up to an EXTRA £300* off advertised prices
Fly Cruise From
Was £3774pp
Now: £3623
pp
REF: EMERALDE08J131226-1

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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