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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An Extended Journey from Butterfly Isles to Mayan Mysteries
Bridgetown | Pointe-à-Pitre | Saint John's | San Juan (Puerto Rico) | Miami, Florida | Ocho Rios | Georgetown, Grand Cayman | Cozumel | Progreso | Miami, Florida
10 Dec 2024
13 Nights
Caribbean

Sail Unique - Value savings included PLUS book with a low 10% deposit*
Penthouse Dream - Reserve an Ocean Penthouse and receive a complimentary one-category upgrade
Cruise Only From
Was £4000pp
Now: £3800
pp
REF: EXPLORAEX20241210BGIMI1
11-Day Lesser Antilles Isles
Bridgetown | Castries | Antigua | Marigot | South Friars Bay | Frenchman's Cay | Pointe-à-Pitre | Fort-de-France | Saint George's | Bridgetown
10 Dec 2024
11 Nights
Caribbean

Ends 3rd September - Save up to £1,600 per couple off your flights*
Fly Cruise From
Was £5127pp
Now: £4132
pp
REF: SBN8483
25-Day Captivating Antillean Treasures
Bridgetown | Castries | Antigua | Marigot | South Friars Bay | Frenchman's Cay | Pointe-à-Pitre | Fort-de-France | Saint George's | Bridgetown | Rodney Bay | Pointe-à-Pitre | Road Bay | South Friars Bay | More...
10 Dec 2024
25 Nights
Caribbean

Ends 3rd September - Save up to £1,600 per couple off your flights*
Cruise Only From
Was £9198pp
Now: £8127
pp
REF: SBN8483A
Rhythms Under The Sun
Miami, Florida | Roatán Island | Harvest Caye | Costa Maya | Cozumel | Key West, Florida | Miami, Florida
11 Dec 2024
7 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £5099pp
Now: £4601
pp
REF: REGENTMAR241211
San Juan to Fort Lauderdale
San Juan (Puerto Rico) | Great Harbour, Jost Van Dyke | Saint John's | Gustavia | Saint Thomas | Fort Lauderdale, Florida
11 Dec 2024
7 Nights
Caribbean

FREE upgrade from Aquamarine Veranda to Sapphire Veranda Suite - Limited availability
Up to $1,000 to spend on-board per couple*
Cruise Only From
Was £2650pp
Now: £2570
pp
REF: CRYSTALCSE-007-241211
Willemstad to Bridgetown
Willemstad | Saint Thomas | Basseterre, Saint Kitts | Saint John's | Deshaies | Castries | Scarborough | Port Elizabeth, Bequia | Bridgetown
12 Dec 2024
9 Nights
Caribbean

Save £2400 per couple
Cruise Only From
Was £5550pp
Now: £5008
pp
REF: SILVERMO241212S09
Caribbean Chorus
Bridgetown | Saint George's | Kingstown | Castries | Roseau | Saint John's | Gustavia | San Juan (Puerto Rico) | Puerto Plata | Miami, Florida
12 Dec 2024
10 Nights
Caribbean

Receive up to a four-category stateroom upgrade*!
FREE simply MORE shore excursion credit, FREE gratuities, FREE Champagne, wine and more, FREE speciality dining and FREE Wi-Fi available on EVERY booking
Fly Cruise From
Was £2589pp
Now: £2349
pp
REF: OCEANIAINS241212
10 Night Ultimate Southern Caribbean
Fort Lauderdale, Florida | Philipsburg | Castries | Saint George's | Bridgetown | Saint John's | Fort Lauderdale, Florida
13 Dec 2024
10 Nights
Caribbean

Fly Cruise From
Was £3384pp
Now: £3214
pp
REF: CELEBBY10D064-131224
Tropical Holiday
Miami, Florida | Georgetown, Grand Cayman | Cartagena | Puntarenas | Corinto | Puerto Quetzal | Acapulco | Cabo San Lucas | Ensenada | Los Angeles, California
13 Dec 2024
16 Nights
Panama Canal

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £9549pp
Now: £8617
pp
REF: REGENTGRA241213
Glamorous Gustavia
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Roseau | Saint John's | Tortola | Miami, Florida
13 Dec 2024
10 Nights
Caribbean

Ultimate All-Inclusive Cruise Fare now includes: Round-trip Economy flights, transfers between airport and ship PLUS Private Executive Chauffeur Credit*
Fly Cruise From
Was £5849pp
Now: £5278
pp
REF: REGENTNAV241213
A Journey to Sainted Shores and Volcanic Islands
Bridgetown | Port Elizabeth, Bequia | Castries | Basseterre, Saint Kitts | Spanish Town, Virgin Gorda | Miami, Florida
13 Dec 2024
7 Nights
Caribbean

Sail Unique - Value savings included PLUS book with a low 10% deposit*
Penthouse Dream - Reserve an Ocean Penthouse and receive a complimentary one-category upgrade
Cruise Only From
Was £3240pp
Now: £3078
pp
REF: EXPLORAEP20241213BGIMIA
An Extended Journey of Island Alchemy & Transformative Tropical Shores
Bridgetown | Port Elizabeth, Bequia | Castries | Basseterre, Saint Kitts | Spanish Town, Virgin Gorda | Miami, Florida | Road Bay | Pointe-à-Pitre | Great Harbour, Jost Van Dyke | Marigot | San Juan (Puerto Rico)
13 Dec 2024
14 Nights
Caribbean

Sail Unique - Value savings included PLUS book with a low 10% deposit*
Penthouse Dream - Reserve an Ocean Penthouse and receive a complimentary one-category upgrade
Cruise Only From
Was £6250pp
Now: £5937
pp
REF: EXPLORAEP20241213BGISJU
Caribbean Chic
Cartagena | Santa Marta | Oranjestad | Willemstad | Castries | Gustavia | San Juan (Puerto Rico) | Puerto Plata | Miami, Florida
13 Dec 2024
10 Nights
Caribbean

Receive up to a four-category stateroom upgrade*!
FREE simply MORE shore excursion credit, FREE gratuities, FREE Champagne, wine and more, FREE speciality dining and FREE Wi-Fi available on EVERY booking
Fly Cruise From
Was £3019pp
Now: £2344
pp
REF: OCEANIANAU241213
Loyalty Members Cruise with Ken Muskat - Grenadines & Windwards Yachting
Bridgetown | Speightstown | Kingstown | Port Elizabeth, Bequia | Port Elizabeth, Bequia | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown
14 Dec 2024
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
Fly Cruise From
Was £3710pp
Now: £3561
pp
REF: EMERALDE01J141224-1
Discover the Yachting Islands of the Caribbean
Saint John's | Gustavia | Barbuda | Îles des Saintes | Deshaies | Norman Island | Virgin Gorda | Saint Thomas | Culebra Island | Vieques | Saint John Island | Great Harbour, Jost Van Dyke | Virgin Gorda | Gustavia | More...
14 Dec 2024
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
Fly Cruise From
Was £7816pp
Now: £7503
pp
REF: EMERALD2J17141224-2
Caribbean Yachting Discovery
Saint John's | Gustavia | Barbuda | Îles des Saintes | Deshaies | Norman Island | Virgin Gorda | Saint Thomas
14 Dec 2024
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
Fly Cruise From
Was £4169pp
Now: £4002
pp
REF: EMERALDE18J141224-2
7 Night St. Kitts And Tortola
Fort Lauderdale, Florida | Basseterre, Saint Kitts | Tortola | Puerto Plata | Fort Lauderdale, Florida
14 Dec 2024
7 Nights
Caribbean

Fly Cruise From
Was £2587pp
Now: £2457
pp
REF: CELEBAX07E375-141224
8 Night Eastern Caribbean Cruise
Fort Lauderdale, Florida | Nassau | Puerto Plata | Charlotte Amalie | Philipsburg | Fort Lauderdale, Florida
14 Dec 2024
8 Nights
Caribbean

Fly Cruise From
Was £3755pp
Now: £3567
pp
REF: CELEBEC08E110-141224
7 Nt Belize, Honduras & Mexico
Port Canaveral, Florida | Costa Maya | Belize City | Roatán Island | Cozumel | Port Canaveral, Florida
14 Dec 2024
7 Nights
Caribbean

Fly Cruise From
Was £5386pp
Now: £5116
pp
REF: CELEBEQ07W622-141224
6 Night Bahamas, Mexico & Grand Cayman
Fort Lauderdale, Florida | Cozumel | Georgetown, Grand Cayman | Bimini Island | Fort Lauderdale, Florida
15 Dec 2024
6 Nights
Caribbean

Fly Cruise From
Was £3552pp
Now: £3374
pp
REF: CELEBRF06W196-151224
7 Night Western Caribbean Cruise
Fort Lauderdale, Florida | Bimini Island | Falmouth | Georgetown, Grand Cayman | Fort Lauderdale, Florida
15 Dec 2024
7 Nights
Caribbean

Fly Cruise From
Was £2805pp
Now: £2664
pp
REF: CELEBAT07W567-151224
A Journey of Reggae, Reefs and Magical Mayan Ruins
Miami, Florida | Ocho Rios | Georgetown, Grand Cayman | Cozumel | Progreso | Miami, Florida
16 Dec 2024
7 Nights
Caribbean

Sail Unique - Value savings included PLUS book with a low 10% deposit*
Penthouse Dream - Reserve an Ocean Penthouse and receive a complimentary one-category upgrade
Cruise Only From

Now: £2640
pp
REF: EXPLORAEX20241216MIAMIA
An Extended Journey of Caribbean Crescendos & Reggae Rhythms
Miami, Florida | Ocho Rios | Georgetown, Grand Cayman | Cozumel | Progreso | Miami, Florida | San Juan (Puerto Rico) | Road Bay | Roseau | Castries | Bridgetown
16 Dec 2024
14 Nights
Caribbean

Sail Unique - Value savings included PLUS book with a low 10% deposit*
Penthouse Dream - Reserve an Ocean Penthouse and receive a complimentary one-category upgrade
Cruise Only From
Was £6300pp
Now: £5985
pp
REF: EXPLORAEX20241216MIABGI
Hidden Caribbean Coves
Miami, Florida | Puerto Plata | San Juan (Puerto Rico) | Gustavia | Pointe-à-Pitre | Castries | Saint John's | Miami, Florida
17 Dec 2024
10 Nights
Caribbean

Receive up to a four-category stateroom upgrade*!
FREE simply MORE shore excursion credit, FREE gratuities, FREE Champagne, wine and more, FREE speciality dining and FREE Wi-Fi available on EVERY booking
Fly Cruise From

Now: £5029
pp
REF: OCEANIAVIS241217
Fort Lauderdale to Los Angeles
Fort Lauderdale, Florida | Cartagena | Cartagena | Panama City | Puntarenas | Cabo San Lucas | San Diego, California | Los Angeles, California
17 Dec 2024
18 Nights
Caribbean

Save £2400 per couple
Fly Cruise From
Was £33100pp
Now: £25365
pp
REF: SILVERSS241217018

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


Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year
TTG Luxury Cruise Agency Of The Year
Best Use Of Content 2023
Best Use Of Content 2023
Best Specialist Cruise Agent 2023
Best Specialist Cruise Agent 2023
UK Cruise Awards Winners 2023
UK Cruise Awards Winners 2023
Best Luxury Travel Agent 2022
Best Luxury Travel Agent 2022
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023

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