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 1363 cruises
Per Person
Total Price
List Grid

Range:

APPLY
Fly Cruise From:
Was £8395pp Now: £8059pp

Discover the Pearls of the Caribbean

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | Great Harbour | Anegada | Gustavia | Saba | Gustavia | Marigot

  • 06 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £8395pp Now: £8059pp
View cruise Enquire Enquire
REF: EMERALD2J02061226-2
Fly Cruise From:
Was £4845pp Now: £4221pp

Eastern Caribbean with St. Barths

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4845pp Now: £4221pp
View cruise Enquire Enquire
REF: EMERALDE02J061226-2
Fly Cruise From:
Was £2041pp Now: £1938pp

7 Night Grand Cayman, Mexico & Bahamas - Christmas

Fort Lauderdale | Nassau | Georgetown | Cozumel | Fort Lauderdale

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £2041pp Now: £1938pp
View cruise Enquire Enquire
REF: CELEBBY07W678-061226
Fly Cruise From:
Was £4491pp Now: £4266pp

7 Night St. Thomas & Antigua Cruise - Christmas

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4491pp Now: £4266pp
View cruise Enquire Enquire
REF: CELEBXC07E473-061226
Fly Cruise From:
Was £5809pp Now: £5170pp

14-Day Leeward Island Jewels

Miami | San Juan (Puerto Rico) | Virgin Gorda | South Friars Bay | Roseau | Fort-de-France | Terre-de-Haut | Montserrat | Road Bay | Great Harbour | Miami

  • 06 Dec 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £5809pp Now: £5170pp
View cruise Enquire Enquire
REF: SBN6684
Cruise From:
Was £4480pp Now: £4256pp

A Journey of Colourful Treasures & Idyllic Island Scenery

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico)

  • 06 Dec 2026
  • 7 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4480pp Now: £4256pp
View cruise Enquire Enquire
REF: EXPLORAEL20261206MIASJU
Cruise From:
Was £7120pp Now: £6764pp

An Extended Journey through Islands of Scenic Wonder & Coastal History

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

  • 06 Dec 2026
  • 14 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £7120pp Now: £6764pp
View cruise Enquire Enquire
REF: EXPLORAEL20261206MIAMIA
Fly Cruise From:
Was £4993pp Now: £4793pp

Splendours of the Caribbean

San Juan (Puerto Rico) | Cruz Bay | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas

  • 07 Dec 2026
  • 6 Nights
Fly Cruise From:
Was £4993pp Now: £4793pp
View cruise Enquire Enquire
REF: EMERALDE14J071226-1
Fly Cruise From:
Was £4159pp Now: £2799pp

Tropical Retreats

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 07 Dec 2026
  • 7 Nights
Save up to 50%* - book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4159pp Now: £2799pp
View cruise Enquire Enquire
REF: OCEANIAVIS261207
Fly Cruise From:
Was £4095pp Now: £3931pp

Classic Panama Canal Passage

Fort Lauderdale | Cozumel | Belize City | Roatán Island | Limon | Colón | Fuerte Amador

  • 07 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £4095pp Now: £3931pp
View cruise Enquire Enquire
REF: VIKINGOMA261207
Cruise From:
£6410pp

Panama, Colombia & Caribbean Islands

Fort-de-France | Marie-Galante | Pigeon Island | Soufrière | Union Island | Mayreau Island | Bonaire | Santa Marta | Cartagena | San Blas Islands | Portobelo | Colón

  • 07 Dec 2026
  • 12 Nights
Cruise From:
£6410pp
View cruise Enquire Enquire
REF: PONANTER071226
Fly Cruise From:
Was £3479pp Now: £3374pp

Western Caribbean

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami

  • 08 Dec 2026
  • 9 Nights
NEW! Low deposit from ONLY £100pp*
Fly Cruise From:
Was £3479pp Now: £3374pp
View cruise Enquire Enquire
REF: CUNARDQ633
Fly Cruise From:
Was £6299pp Now: £6110pp

Caribbean Celebration

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Miami

  • 08 Dec 2026
  • 21 Nights
NEW! Low deposit from ONLY £100pp*
Fly Cruise From:
Was £6299pp Now: £6110pp
View cruise Enquire Enquire
REF: CUNARDQ633A

Cruise & Stay

Holiday prices from:
£5399pp

Crossing the Atlantic with Christmas at Sandals Barbados

Lisbon | Las Palmas de Gran Canaria | Mindelo | Bridgetown

  • 09 Dec 2026
  • 19 Nights
Six-night stay at Sandals Royal Barbados for Christmas
Sail on the beautiful Silver Nova
Holiday prices from:
£5399pp
View cruise
REF: SILVERSN261209012-2
Six-night stay at Sandals Royal Barbados for Christmas
Sail on the beautiful Silver Nova

Cruise & Stay

Holiday prices from:
£4299pp

5* All-Inclusive Barbados Stay & Caribbean Gems Cruise

Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 09 Dec 2026
  • 11 Nights
5* all-inclusive hotel stay in Barbados
Seven-night ultra-luxury Caribbean Cruise
'Caviar in the Surf' beach barbeque
Return flights included
Holiday prices from:
£4299pp
View cruise
REF: SBN8681-2
5* all-inclusive hotel stay in Barbados
Seven-night ultra-luxury Caribbean Cruise
'Caviar in the Surf' beach barbeque
Return flights included

Cruise & Stay

Holiday prices from:
£4049pp

Sandals Royal Barbados Stay with Caribbean Beauty Cruise

Bridgetown | Castries | Fort-de-France | Deshaies | Saint John's | Îles des Saintes | Port Elizabeth | Bridgetown

  • 09 Dec 2026
  • 11 Nights
Three-night all-inclusive stay at Sandals Royal Barbados
Seven-nights island hopping in luxury
Perfect pre-Christmas getaway
Holiday prices from:
£4049pp
View cruise
REF: SILVERSL261212007-2
Three-night all-inclusive stay at Sandals Royal Barbados
Seven-nights island hopping in luxury
Perfect pre-Christmas getaway

Cruise & Stay

Holiday prices from:
£2989pp

Eastern Caribbean Cruise with Sandals Barbados Stay

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 09 Dec 2026
  • 10 Nights
Three-night all-inclusive stay at Sandals Royal Barbados
Holiday prices from:
£2989pp
View cruise
REF: AZJR261212-006-2
Three-night all-inclusive stay at Sandals Royal Barbados
Fly Cruise From:
Was £5022pp Now: £4770pp

Treasures Of Belize

Miami | Costa Maya | Belize City | Harvest Caye | Roatán Island | Montego Bay | Georgetown | Miami

  • 09 Dec 2026
  • 10 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5022pp Now: £4770pp
View cruise Enquire Enquire
REF: REGENTGRA261209
Cruise From:
Was £4800pp Now: £4560pp

Lisbon to Bridgetown

Lisbon | Las Palmas de Gran Canaria | Mindelo | Bridgetown

  • 09 Dec 2026
  • 12 Nights
Enjoy $320 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4800pp Now: £4560pp
View cruise Enquire Enquire
REF: SILVERSN261209012
Fly Cruise From:
Was £4719pp Now: £2929pp

Collector's Caribbean

Miami | Charlotte Amalie | Gustavia | Saint John's | Fort-de-France | Basseterre | Philipsburg | Tortola | Miami

  • 10 Dec 2026
  • 12 Nights
Save up to 50%* - book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4719pp Now: £2929pp
View cruise Enquire Enquire
REF: OCEANIAMNA261210
Cruise From:
Was £4200pp Now: £3990pp

Miami to San Juan

Miami | Saint John Island | Philipsburg | Basseterre | Îles des Saintes | Fort-de-France | Little Bay | Great Harbour | San Juan (Puerto Rico)

  • 10 Dec 2026
  • 10 Nights
Enjoy $1,120 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £4200pp Now: £3990pp
View cruise Enquire Enquire
REF: SILVERSS261210010
Fly Cruise From:
Was £5129pp Now: £4872pp

Shimmering Reefs, Mighty Ruins

Tampa | Georgetown | Montego Bay | Roatán Island | Belize City | Costa Maya | Cozumel | Tampa

  • 11 Dec 2026
  • 10 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £5129pp Now: £4872pp
View cruise Enquire Enquire
REF: REGENTMAR261211
Fly Cruise From:
Was £8914pp Now: £6851pp

Tropical Sparkle & Holiday Cheer

Galveston | Montego Bay | Ocho Rios | Punta Cana | San Juan (Puerto Rico) | Tortola | Philipsburg | Gustavia | Saint John's | Georgetown | Galveston

  • 11 Dec 2026
  • 17 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £8914pp Now: £6851pp
View cruise Enquire Enquire
REF: REGENTSPL261211
Cruise From:
Was £5700pp Now: £5415pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Basseterre | Gustavia | Deshaies | Road Town | Miami

  • 11 Dec 2026
  • 11 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5700pp Now: £5415pp
View cruise Enquire Enquire
REF: SILVERRA261211011
Fly Cruise From:
Was £4203pp Now: £3992pp

7 Night Key West, Mexico & Cayman - Christmas

Port Canaveral | Key West | Georgetown | Cozumel | Port Canaveral

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4203pp Now: £3992pp
View cruise Enquire Enquire
REF: CELEBAX07W681-121226
Fly Cruise From:
Was £4899pp Now: £3599pp

Sunlit Caribbean Gems

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

  • 12 Dec 2026
  • 9 Nights
Save up to 50%* - book before prices increase!
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £4899pp Now: £3599pp
View cruise Enquire Enquire
REF: OCEANIAALU261212
Cruise From:
£1099pp

Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 6 Nights
Cruise From:
£1099pp
View cruise Enquire Enquire
REF: AZJR261212-006
Cruise From:
£3599pp

Caribbean Combination Cruise: Barbados, St. Lucia & St. Thomas

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico) | Charlotte Amalie | Virgin Gorda | Saint John's | Gustavia | Saint Pierre | Port Elizabeth | Scarborough | Mayreau Island | Bridgetown

  • 12 Dec 2026
  • 16 Nights
Cruise From:
£3599pp
View cruise Enquire Enquire
REF: AZJR261212-016
Fly Cruise From:
Was £4256pp Now: £4043pp

7 Night Southern Caribbean Cruise - Christmas

San Juan (Puerto Rico) | Tortola | Basseterre | Roseau | Castries | Saint George's | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4256pp Now: £4043pp
View cruise Enquire Enquire
REF: CELEBCS07D444-121226
Fly Cruise From:
Was £4519pp Now: £4021pp

7-Day Caribbean Gems

Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 12 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £4519pp Now: £4021pp
View cruise Enquire Enquire
REF: SBN8681

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
Best Workplaces in Travel 2024
Best Workplaces in Travel 2024
TTG Luxury Cruise Agency Of The Year 2024
TTG Luxury Cruise Agency Of The Year 2024
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
Travel Weekly Large Cruise Agency of the Year 2023
Travel Weekly Large Cruise Agency of the Year 2023
Best Luxury Travel Agent 2022
Best Luxury Travel Agent 2022
Sorry, we have been unable to sign you up to receive our emails. Please use an alternative email address or try again later.
You've added to your wishlist. To view, go to Wishlist

Request a Callback