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 1448 cruises
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Fly Cruise From:
Was £10710pp Now: £10281pp

Discover the Grenadines & Windwards islands

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Soufrière | Îles des Saintes | Falmouth | Saint Kitts | Gustavia | Marigot

  • 27 Dec 2026
  • 13 Nights
Fly Cruise From:
Was £10710pp Now: £10281pp
View cruise Enquire Enquire
REF: EMERALD2J10271226-2
Fly Cruise From:
Was £4879pp Now: £4683pp

Grenadines & Windwards yachting

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

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4879pp Now: £4683pp
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REF: EMERALDE01J271226-1
Fly Cruise From:
Was £5095pp Now: £3755pp

Vibes of the Virgin Islands

Saint Thomas | Saint John Island | Norman Island | Virgin Gorda | Norman Island | Philipsburg | Sandy Ground | Philipsburg | Gustavia | Saint Thomas

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £5095pp Now: £3755pp
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REF: EMERALDE15J271226-1

Cruise & Stay

5* Miami Escape & Caribbean New Year Cruise

Holiday prices from:
£5899pp

5* Miami Escape & Caribbean New Year Cruise

Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown | Ocho Rios | Nassau | Fort Lauderdale

  • 27 Dec 2026
  • 14 Nights
  • Celebrate New Year’s Eve under the stars, sailing through the Caribbean
  • Three-night 5* pre-cruise hotel stay in Miami
  • Direct flights included
Holiday prices from:
£5899pp
View cruise

Cruise & Stay

Western Caribbean New Year’s Eve Cruise & Miami Escape

Holiday prices from:
£4399pp

Western Caribbean New Year’s Eve Cruise & Miami Escape

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

  • 27 Dec 2026
  • 11 Nights
  • Ring in the New Year on this nine-night luxury Caribbean cruise with unforgettable celebrations at sea
  • Two-night 5* pre-cruise hotel stay in Miami
  • Direct return flights included
Holiday prices from:
£4399pp
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Fly Cruise From:
Was £3055pp Now: £2902pp

7 Nt Cayman, Mexico & Bahamas Holiday - New Years At Sea

Fort Lauderdale | Cozumel | Georgetown | Nassau | Fort Lauderdale

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £3055pp Now: £2902pp
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REF: CELEBBY07W679-271226
Fly Cruise From:
Was £6712pp Now: £6376pp

7 Night St. Thomas & Antigua Holiday - New Years At Sea

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

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £6712pp Now: £6376pp
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REF: CELEBXC07E476-271226
Fly Cruise From:
Was £5195pp Now: £4987pp

Panama Canal & Central America

West Palm Beach | Montego Bay | Cartagena | Colón | Limon | Belize City | Cozumel | Fort Lauderdale

  • 27 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £5195pp Now: £4987pp
View cruise Enquire Enquire
REF: VIKINGOMA261227
Cruise From:
Was £3486pp Now: £3311pp

San Juan to San Juan

San Juan (Puerto Rico) | Saint John Island | Basseterre | Îles des Saintes | Port Elizabeth | Saint Thomas | San Juan (Puerto Rico)

  • 27 Dec 2026
  • 7 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3486pp Now: £3311pp
View cruise Enquire Enquire
REF: SILVERSS261227007
Cruise From:
Was £3120pp Now: £2964pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Fort-de-France | Deshaies | Basseterre | Saint George's | Castries | Bridgetown

  • 27 Dec 2026
  • 8 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3120pp Now: £2964pp
View cruise Enquire Enquire
REF: SILVERSL261227008
Fly Cruise From:
Was £5169pp Now: £3249pp

Calypso Sunsets

Miami | Georgetown | Montego Bay | Roatán Island | Harvest Caye | Cozumel | Miami

  • 28 Dec 2026
  • 9 Nights
Exploration Event Sale - 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 £5169pp Now: £3249pp
View cruise Enquire Enquire
REF: OCEANIAVIS261228
Fly Cruise From:
Was £6079pp Now: £5744pp

Tropical Island Havens

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

  • 28 Dec 2026
  • 10 Nights
  • Allura
  • Caribbean
  • 28 Dec 2026
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
Was £6079pp Now: £5744pp
View cruise Enquire Enquire
REF: OCEANIAALU261228
Fly Cruise From:
Was £9174pp Now: £6138pp

Blue Seas & Pastel Towns

Galveston | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Montego Bay | Willemstad | Oranjestad | Kralendijk | Miami

  • 28 Dec 2026
  • 14 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Sale now on - save up to 50%!
Fly Cruise From:
Was £9174pp Now: £6138pp
View cruise Enquire Enquire
REF: REGENTSPL261228
Cruise From:
Was £4760pp Now: £4522pp

A Journey of Spectacular Festivities & Caribbean Wonders

San Juan (Puerto Rico) | Saint John's | Pointe-à-Pitre | Cruz Bay | Samaná | Puerto Plata | Miami

  • 28 Dec 2026
  • 8 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £4760pp Now: £4522pp
View cruise Enquire Enquire
REF: EXPLORAEL20261228SJUMIA
Cruise From:
Was £11680pp Now: £11096pp

An Extended Journey of Caribbean Celebrations & Tropical Idylls

San Juan (Puerto Rico) | Saint John's | Pointe-à-Pitre | Cruz Bay | Samaná | Puerto Plata | Miami | Cruz Bay | Gustavia | Saint John's | Tortola | Basseterre | San Juan (Puerto Rico)

  • 28 Dec 2026
  • 16 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £11680pp Now: £11096pp
View cruise Enquire Enquire
REF: EXPLORAEL20261228SJUSJU
Cruise From:
Was £1669pp Now: £1602pp

Caribbean New Year's Cruise: Aruba, Saint Lucia & Saint Croix

Bridgetown | Oranjestad | Willemstad | Castries | Charlestown | Frederiksted | San Juan (Puerto Rico)

  • 28 Dec 2026
  • 8 Nights
Up to $450 onboard spend
Cruise From:
Was £1669pp Now: £1602pp
View cruise Enquire Enquire
REF: AZJR261228-008
Cruise From:
Was £4509pp Now: £4328pp

Caribbean Combination Cruise: Barbados, Aruba & St. Barts

Bridgetown | Oranjestad | Willemstad | Castries | Charlestown | Frederiksted | San Juan (Puerto Rico) | Virgin Gorda | Gustavia | Philipsburg | Saint John's | Basseterre | Road Town | Miami

  • 28 Dec 2026
  • 17 Nights
Up to $1,000 onboard spend
Cruise From:
Was £4509pp Now: £4328pp
View cruise Enquire Enquire
REF: AZJR261228-017
Fly Cruise From:
Was £6349pp Now: £6158pp

Eastern Caribbean

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami | Praia da Vitória | Ponta Delgada | Southampton

  • 29 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £6349pp Now: £6158pp
View cruise Enquire Enquire
REF: CUNARDQ701B

Cruise & Stay

5* All-Inclusive Barbados Stay & 6* Caribbean Cruise

Holiday prices from:
£5149pp

5* All-Inclusive Barbados Stay & 6* Caribbean Cruise

Bridgetown | Rodney Bay | Curaçao | Aruba | Bonaire | Bridgetown

  • 29 Dec 2026
  • 12 Nights
  • Direct flights included
  • 5* all-inclusive hotel stay in Barbados for New Year!
  • Seven-night ultra-luxury all-inclusive cruise
Holiday prices from:
£5149pp
View cruise
Fly Cruise From:
Was £12599pp Now: £11969pp

Panama Canal & Pacific Gems

Miami | Georgetown | Cartagena | Puntarenas | Puerto Quetzal | Acapulco | Cabo San Lucas | San Diego | Los Angeles

  • 29 Dec 2026
  • 16 Nights
Book now with a 7.5% low deposit* - Ends 8th July
Fly Cruise From:
Was £12599pp Now: £11969pp
View cruise Enquire Enquire
REF: REGENTGRA261229
Cruise From:
Was £3600pp Now: £3420pp

San Juan to Miami

San Juan (Puerto Rico) | Saint John Island | Charlestown | Roseau | Saint John's | Great Harbour | Miami

  • 29 Dec 2026
  • 8 Nights
Save up to 40% PLUS deposits from 15%*
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £3600pp Now: £3420pp
View cruise Enquire Enquire
REF: SILVERSN261229008
Fly Cruise From:
£4499pp

Round trip Fort Lauderdale

Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown | Ocho Rios | Nassau | Fort Lauderdale

  • 30 Dec 2026
  • 11 Nights
Fly Cruise From:
£4499pp
View cruise Enquire Enquire
REF: CRYSTALCSY-011-261230
Cruise From:
£5090pp

Pearls of the Caribbean

Fort-de-France | Union Island | Tobago Cays | Mayreau Island | Port Elizabeth | Pigeon Island | Soufrière | Îles des Saintes | Fort-de-France

  • 30 Dec 2026
  • 7 Nights
Cruise From:
£5090pp
View cruise Enquire Enquire
REF: PONANTEG301226
Fly Cruise From:
Was £2514pp Now: £2388pp

7 Night St. Thomas & St. Kitts Cruise

Port Canaveral | Puerto Plata | Charlotte Amalie | Basseterre | Port Canaveral

  • 02 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £2514pp Now: £2388pp
View cruise Enquire Enquire
REF: CELEBAX07E469-020127
Fly Cruise From:
Was £4652pp Now: £4419pp

7 Night Southern Caribbean Cruise

San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Roseau | Castries | Bridgetown | San Juan (Puerto Rico)

  • 02 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £4652pp Now: £4419pp
View cruise Enquire Enquire
REF: CELEBCS07D447-020127
Cruise From:
£7930pp

Gliding the Waters of the Windward Islands

Pointe-à-Pitre | Grande Anse | Tobago Cays | Sandy Island | Port Elizabeth | Sandy Island | Portsmouth | Marie-Galante | Pointe-à-Pitre

  • 02 Jan 2027
  • 7 Nights
Cruise From:
£7930pp
View cruise Enquire Enquire
REF: PONANTPO020127
Cruise From:
Was £3098pp Now: £2757pp

7-Day Treasures Of Aruba, Bonaire & Curacao

Bridgetown | Rodney Bay | Curaçao | Aruba | Bonaire | Bridgetown

  • 02 Jan 2027
  • 7 Nights
Receive up to $1,000 onboard spend per couple - Offer ends 7th July
Cruise From:
Was £3098pp Now: £2757pp
View cruise Enquire Enquire
REF: SBN8710
Fly Cruise From:
Was £6079pp Now: £5835pp

Caribbean Sojourn

Bridgetown | Soufrière | Îles des Saintes | Falmouth | Saint Kitts | Gustavia | Marigot

  • 03 Jan 2027
  • 6 Nights
Fly Cruise From:
Was £6079pp Now: £5835pp
View cruise Enquire Enquire
REF: EMERALDE10J030127-2
Fly Cruise From:
Was £4037pp Now: £3875pp

Splendours of the Caribbean

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

  • 03 Jan 2027
  • 6 Nights
Fly Cruise From:
Was £4037pp Now: £3875pp
View cruise Enquire Enquire
REF: EMERALDE14J030127-2
Fly Cruise From:
Was £2073pp Now: £1969pp

7 Night St. Thomas & St. Kitts Cruise

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Basseterre | Fort Lauderdale

  • 03 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £2073pp Now: £1969pp
View cruise Enquire Enquire
REF: CELEBBY07E466-030127

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.

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UK Cruise Awards 2026 Partnership Achievement Award
UK Cruise Awards 2026 Partnership Achievement Award
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Luxury Cruise Agency of the Year 2025
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UK Cruise Awards Winners 2023
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