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 Caribbean Celebration
New York, New York | Amber Cove | Tortola | Dominica | Bridgetown | Castries | Saint Kitts | New York, New York | Southampton
20 Dec 2026
22 Nights
Caribbean

Fly Cruise From
Was £7919pp
Now: £7760
pp
REF: CUNARDM701A
7 Night St. Kitts, & Perfect Day Holiday
Fort Lauderdale, Florida | Basseterre, Saint Kitts | San Juan (Puerto Rico) | Coco Cay | Fort Lauderdale, Florida
20 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £2358pp
Now: £2240
pp
REF: CELEBBY07E465-201226
7 Night Tortola & St. Maarten Holiday
Miami, Florida | Philipsburg | Tortola | Puerto Plata | Miami, Florida
20 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £5017pp
Now: £4766
pp
REF: CELEBXC07E475-201226
Roundtrip Fort Lauderdale
Fort Lauderdale, Florida | Saint Thomas | Virgin Gorda | Saint John's | Marigot | San Juan (Puerto Rico) | Nassau | Fort Lauderdale, Florida
20 Dec 2026
10 Nights
Caribbean

Cruise Only From
Was £4300pp
Now: £4171
pp
REF: CRYSTALCSY-010-261220
Fort Lauderdale to Fort Lauderdale
Fort Lauderdale, Florida | Saint Thomas | Virgin Gorda | Saint John's | Marigot | San Juan (Puerto Rico) | Nassau | Fort Lauderdale, Florida | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown, Grand Cayman | Fort Lauderdale, Florida
20 Dec 2026
20 Nights
Caribbean

Cruise Only From
Was £8200pp
Now: £7954
pp
REF: CRYSTALCSY-C20-261220
Caribbean Celebration
Tampa, Florida | Tampa, Florida | Georgetown, Grand Cayman | Ocho Rios | Ocho Rios | Oranjestad | Willemstad | Kralendijk | Kralendijk | Gustavia | Philipsburg | Tortola | Tortola | Tortola | More...
21 Dec 2026
14 Nights
Caribbean

Fly Cruise From
Was £7629pp
Now: £7247
pp
REF: REGENTMAR261221
7 Night Western Caribbean Holiday
Fort Lauderdale, Florida | Key West, Florida | Cozumel | Georgetown, Grand Cayman | Fort Lauderdale, Florida
21 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £2941pp
Now: £2793
pp
REF: CELEBRF07W684-211226
Miami to Los Angeles
Miami, Florida | Cozumel | Puerto Limón | Puerto Limón | Puntarenas | Puerto Quetzal | Puerto Vallarta | San Diego, California | Los Angeles, California
21 Dec 2026
18 Nights
Caribbean

Fly Cruise From
Was £9400pp
Now: £8930
pp
REF: SILVERDA261221018
San Diego, California to San Diego, California
San Diego, California | Topolobampo | Loreto | La Paz | Isla Natividad | San Diego, California | Manzanillo, Mexico | Puerto Vallarta | Mazatlán | Cabo San Lucas | Cabo San Lucas | San Diego, California
21 Dec 2026
18 Nights
Caribbean

Cruise Only From
Was £7100pp
Now: £6887
pp
REF: CRYSTALCSE-C18-261221
Bridgetown to Miami
Bridgetown | Soufrière | Port Elizabeth, Bequia | Saint George's | Kralendijk | Willemstad | Oranjestad | Fort-de-France | Deshaies | Saint John Island | San Juan (Puerto Rico) | Miami, Florida
21 Dec 2026
16 Nights
Caribbean

Fly Cruise From
Was £10100pp
Now: £9595
pp
REF: SILVERSN261221016
12 Night Southern Caribbean Holiday
Fort Lauderdale, Florida | Basseterre, Saint Kitts | Castries | Bridgetown | Willemstad | Kralendijk | Oranjestad | Fort Lauderdale, Florida
22 Dec 2026
12 Nights
Caribbean

Cruise Only From
Was £9459pp
Now: £8986
pp
REF: CELEBEC12D053-221226
Miami to Miami
Miami, Florida | Grand Turk Island | Basseterre, Saint Kitts | Deshaies | Kralendijk | Willemstad | Oranjestad | San Juan (Puerto Rico) | Miami, Florida
22 Dec 2026
14 Nights
Caribbean

Fly Cruise From
Was £9300pp
Now: £8835
pp
REF: SILVERRA261222014
San Juan to San Juan
San Juan (Puerto Rico) | Saint John Island | Basseterre, Saint Kitts | Mayreau Island | Saint George's | Oranjestad | Willemstad | Kralendijk | Great Harbour, Jost Van Dyke | San Juan (Puerto Rico)
22 Dec 2026
12 Nights
Caribbean

Fly Cruise From
Was £7000pp
Now: £6650
pp
REF: SILVERSS261222012
Bridgetown to Miami
Bridgetown | Castries | Saint George's | Kralendijk | Willemstad | Oranjestad | Saint John Island | San Juan (Puerto Rico) | Miami, Florida
22 Dec 2026
12 Nights
Caribbean

Fly Cruise From
Was £7000pp
Now: £6650
pp
REF: SILVERSL261222012
11 Night Southern Caribbean Holiday
Fort Lauderdale, Florida | Philipsburg | Saint John's | Castries | Bridgetown | Roseau | Basseterre, Saint Kitts | Fort Lauderdale, Florida
24 Dec 2026
11 Nights
Caribbean

Cruise Only From
Was £4521pp
Now: £4294
pp
REF: CELEBAT11D090-241226
7 Nt Key West, Mexico & Cayman Holiday
Port Canaveral, Florida | Key West, Florida | Georgetown, Grand Cayman | Cozumel | Port Canaveral, Florida
26 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £2429pp
Now: £2307
pp
REF: CELEBAX07W683-261226
Discover the Grenadines & Windwards islands
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...
27 Dec 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 25% and enjoy included drinks on board
Fly Cruise From
Was £9490pp
Now: £9110
pp
REF: EMERALD2J10271226-2
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
27 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 25% and enjoy included drinks on board
Fly Cruise From
Was £3862pp
Now: £3707
pp
REF: EMERALDE01J271226-1
Vibes of the Virgin Islands
Saint Thomas | Saint John Island | Norman Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Gustavia | Saint Thomas
27 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 25% and enjoy included drinks on board
Fly Cruise From
Was £3912pp
Now: £3755
pp
REF: EMERALDE15J271226-1
7 Nt Cayman, Mexico & Bahamas Holiday
Fort Lauderdale, Florida | Cozumel | Georgetown, Grand Cayman | Nassau | Fort Lauderdale, Florida
27 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £2328pp
Now: £2211
pp
REF: CELEBBY07W679-271226
6 Nt Cayman, Mexico & Bahamas Holiday
Fort Lauderdale, Florida | Georgetown, Grand Cayman | Cozumel | Bimini Island | Fort Lauderdale, Florida
27 Dec 2026
6 Nights
Caribbean

Cruise Only From
Was £1784pp
Now: £1694
pp
REF: CELEBSI06W272-271226
7 Night St. Thomas & Antigua Holiday
Miami, Florida | Nassau | Charlotte Amalie | Saint John's | Miami, Florida
27 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £5095pp
Now: £4840
pp
REF: CELEBXC07E476-271226
7 Night Eastern Caribbean Holiday
Fort Lauderdale, Florida | Puerto Plata | Charlotte Amalie | Saint John's | Fort Lauderdale, Florida
28 Dec 2026
7 Nights
Caribbean

Cruise Only From
Was £3212pp
Now: £3051
pp
REF: CELEBRF07E471-281226
Blue Seas & Pastel Towns
Galveston, Texas | Galveston, Texas | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Roatán Island | Montego Bay | Montego Bay | Willemstad | Oranjestad | Kralendijk | Kralendijk | Kralendijk | More...
28 Dec 2026
14 Nights
Caribbean

Fly Cruise From
Was £7724pp
Now: £7337
pp
REF: REGENTSPL261228
Caribbean Cruise: Curacao, Aruba & St.lucia
Bridgetown | Willemstad | Oranjestad | Castries | Charlestown | Frederiksted, Saint Croix | San Juan (Puerto Rico)
28 Dec 2026
8 Nights
Caribbean

Balconies and above receive: $300 FREE to spend on-board, Premium beverage package & unlimited wi-fi*
Cruise Only From
Was £1319pp
Now: £1266
pp
REF: AZJR261228-008

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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