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
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Cruise From:
£3279pp

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

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

  • 28 Nov 2026
  • 14 Nights
Cruise From:
£3279pp
View cruise Enquire Enquire
REF: AZJR261128-014
Fly Cruise From:
Was £4700pp Now: £4183pp

7-Day Classic Caribbean Yacht Harbors

Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten

  • 28 Nov 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £4700pp Now: £4183pp
View cruise Enquire Enquire
REF: SBN8677
Fly Cruise From:
Was £7152pp Now: £6365pp

14-Day Exotic Caribbean In Depth

Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 28 Nov 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £7152pp Now: £6365pp
View cruise Enquire Enquire
REF: SBN8677A
Fly Cruise From:
Was £10615pp Now: £10190pp

Discover Eastern Caribbean & Grenadines

Bridgetown | Speightstown | Kingstown | Port Elizabeth | Mayreau Island | Union Island | Mayreau Island | Union Island | Tobago Cays | Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot

  • 29 Nov 2026
  • 14 Nights
Fly Cruise From:
Was £10615pp Now: £10190pp
View cruise Enquire Enquire
REF: EMERALD2J01291126-2
Fly Cruise From:
Was £6360pp Now: £6105pp

Grenadines & Windwards yachting

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

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £6360pp Now: £6105pp
View cruise Enquire Enquire
REF: EMERALDE01J291126-1
Fly Cruise From:
Was £2216pp Now: £2105pp

7 Nt St. Maarten & Puerto Plata Cruise

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Philipsburg | Fort Lauderdale

  • 29 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £2216pp Now: £2105pp
View cruise Enquire Enquire
REF: CELEBBY07E464-291126
Fly Cruise From:
Was £6214pp Now: £5903pp

Riviera Chic & Caribbean Cool

Miami | San Juan (Puerto Rico) | Gustavia | Philipsburg | Frederiksted | La Romana | Nassau | Miami

  • 29 Nov 2026
  • 10 Nights
EXCLUSIVE $400 onboard spend* - ONLY when booking with SixStarCruises
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6214pp Now: £5903pp
View cruise Enquire Enquire
REF: REGENTGRA261129
Fly Cruise From:
Was £4845pp Now: £3575pp

Caribbean escapade

Miami | Nassau | Bahamas | San Salvador Island | Gordon's Beach | Grand Turk Island | San Juan (Puerto Rico)

  • 30 Nov 2026
  • 7 Nights
Fly Cruise From:
Was £4845pp Now: £3575pp
View cruise Enquire Enquire
REF: EMERALDE11J301126-1
Fly Cruise From:
Was £9947pp Now: £9549pp

Discover the Vibes of the Caribbean

Miami | Nassau | Bahamas | San Salvador Island | Gordon's Beach | Grand Turk Island | San Juan (Puerto Rico) | Cruz Bay | Nevis | Falmouth | Gustavia | Virgin Gorda | Saint Thomas

  • 30 Nov 2026
  • 13 Nights
Fly Cruise From:
Was £9947pp Now: £9549pp
View cruise Enquire Enquire
REF: EMERALD2J11301126-1
Fly Cruise From:
Was £7244pp Now: £5335pp

Waterfalls & Divers

Galveston | Georgetown | Roatán Island | Belize City | Costa Maya | Cozumel | Galveston

  • 30 Nov 2026
  • 11 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £7244pp Now: £5335pp
View cruise Enquire Enquire
REF: REGENTSPL261130
Cruise From:
Was £5400pp Now: £5130pp

Miami to Miami

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Basseterre | Great Harbour | Miami

  • 30 Nov 2026
  • 10 Nights
Enjoy $800 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5400pp Now: £5130pp
View cruise Enquire Enquire
REF: SILVERSS261130010
Fly Cruise From:
Was £6714pp Now: £4817pp

Sunset Serenity

Miami | Oranjestad | Willemstad | Kralendijk | Montego Bay | Georgetown | Tampa

  • 01 Dec 2026
  • 10 Nights
Exquisite Escapes Sale - Save up to 50%*
Book now with a 7.5% low deposit*
Fly Cruise From:
Was £6714pp Now: £4817pp
View cruise Enquire Enquire
REF: REGENTMAR261201
Fly Cruise From:
£4619pp

Caribbean Island Bliss

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

  • 02 Dec 2026
  • 10 Nights
  • Allura
  • Caribbean
  • 02 Dec 2026
  • 10 Nights
Choose between FREE Wine, Beer & Champagne by the glass with lunch and dinner OR shore excursion credit
Fly Cruise From:
£4619pp
View cruise Enquire Enquire
REF: OCEANIAALU261202
Cruise From:
Was £3716pp Now: £3530pp

Cartagena to Puerto Caldera

Cartagena | Willemstad | Kralendijk | Oranjestad | Santa Marta | Fuerte Amador | Puntarenas

  • 02 Dec 2026
  • 10 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £3716pp Now: £3530pp
View cruise Enquire Enquire
REF: CRYSTALCSE-010-261202
Cruise From:
£3164pp

Fort Lauderdale to San Juan

Fort Lauderdale | Road Town | Gustavia | Pointe-à-Pitre | Kingstown | Castries | Fort-de-France | Basseterre | San Juan (Puerto Rico)

  • 03 Dec 2026
  • 10 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
£3164pp
View cruise Enquire Enquire
REF: CRYSTALCSY-010-261203
Cruise From:
Was £5292pp Now: £5027pp

Roundtrip Fort Lauderdale

Fort Lauderdale | Road Town | Gustavia | Pointe-à-Pitre | Kingstown | Castries | Fort-de-France | Basseterre | San Juan (Puerto Rico) | Great Harbour | Marigot | Saint John's | Saint Thomas | Fort Lauderdale

  • 03 Dec 2026
  • 17 Nights
Up to 30% OFF per suite
Receive up to £3,000 Caribbean Air Credit
Cruise From:
Was £5292pp Now: £5027pp
View cruise Enquire Enquire
REF: CRYSTALCSY-C17-261203

Cruise & Stay

Holiday prices from:
£3449pp

Southern Caribbean Cruise with Sandals Barbados Stay

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 04 Dec 2026
  • 12 Nights
Thee-night 5* all-inclusive stay at Sandals Barbados
Holiday prices from:
£3449pp
View cruise
REF: AZJR261205-007-2
Thee-night 5* all-inclusive stay at Sandals Barbados
Fly Cruise From:
Was £3717pp Now: £3531pp

10 Night Ultimate Southern Caribbean - Christmas

Fort Lauderdale | Philipsburg | Castries | Saint George's | Bridgetown | Saint John's | Fort Lauderdale

  • 04 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £3717pp Now: £3531pp
View cruise Enquire Enquire
REF: CELEBAT10D090-041226
Cruise From:
£3320pp

Ocean Voyage: Cadiz - Fort de France

Cádiz | Portsmouth | Fort-de-France

  • 04 Dec 2026
  • 12 Nights
Cruise From:
£3320pp
View cruise Enquire Enquire
REF: PONANTEG041226
Cruise From:
Was £1369pp Now: £1314pp

Transatlantic Cruise: Malaga, San Juan & Miami

Málaga | Tangier | San Juan (Puerto Rico) | Miami

  • 04 Dec 2026
  • 13 Nights
Up to $750 onboard spend
Cruise From:
Was £1369pp Now: £1314pp
View cruise Enquire Enquire
REF: AZQS261204-013
Fly Cruise From:
Was £3995pp Now: £3835pp

West Indies Explorer

San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Castries | Bridgetown | Roseau | Saint John's | Philipsburg | Frederiksted | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £3995pp Now: £3835pp
View cruise Enquire Enquire
REF: VIKINGOSE261205
Fly Cruise From:
Was £4086pp Now: £3881pp

7 Night St. Thomas & St. Kitts Cruise - Christmas

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

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4086pp Now: £3881pp
View cruise Enquire Enquire
REF: CELEBAX07E469-051226
Cruise From:
Was £5450pp Now: £4142pp

A Journey into Tropical Idylls & Mayan Mystery

Miami | Cozumel | Costa Maya | Santo Tomás de Castilla | Belize City | Roatán Island | Miami

  • 05 Dec 2026
  • 8 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £5450pp Now: £4142pp
View cruise Enquire Enquire
REF: EXPLORAEX20261205MIAMIA
Cruise From:
Was £6840pp Now: £6498pp

An Extended Journey of Cultural Treasures & Seaside Harmony

Miami | Cozumel | Costa Maya | Santo Tomás de Castilla | Belize City | Roatán Island | Miami | Cruz Bay | Saint John's | Terre-de-Haut | Philipsburg | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 15 Nights
Save up to 25% PLUS up to £2,600 Explora Credit
Cruise From:
Was £6840pp Now: £6498pp
View cruise Enquire Enquire
REF: EXPLORAEX20261205MIASJU
Cruise From:
£1199pp

Southern Caribbean Cruise: Antigua, Martinique & Grenada

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown

  • 05 Dec 2026
  • 7 Nights
Cruise From:
£1199pp
View cruise Enquire Enquire
REF: AZJR261205-007
Cruise From:
£2959pp

Caribbean Combination Cruise: San Juan, Antigua & St. Lucia

San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth | Saint George's | Scarborough | Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 13 Nights
Cruise From:
£2959pp
View cruise Enquire Enquire
REF: AZJR261205-013
Fly Cruise From:
Was £4193pp Now: £3983pp

7 Night Southern Caribbean Cruise - Christmas

San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Saint John's | Castries | Bridgetown | San Juan (Puerto Rico)

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4193pp Now: £3983pp
View cruise Enquire Enquire
REF: CELEBCS07D443-051226
Fly Cruise From:
Was £5090pp Now: £4530pp

7-Day Yachtsman's Caribbean

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown

  • 05 Dec 2026
  • 7 Nights
Receive up to $1,000 onboard spend per couple
Fly Cruise From:
Was £5090pp Now: £4530pp
View cruise Enquire Enquire
REF: SBN8680
Cruise From:
Was £5098pp Now: £4537pp

14-Day Yachtsman's Caribbean In Depth

Sint Maarten | Frenchman's Cay | South Friars Bay | Trois-Ilets | Port Elizabeth | Saint George's | Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 05 Dec 2026
  • 14 Nights
Receive up to $1,000 onboard spend per couple
Cruise From:
Was £5098pp Now: £4537pp
View cruise Enquire Enquire
REF: SBN8680A
Cruise From:
Was £5500pp Now: £5225pp

Bridgetown to Bridgetown

Bridgetown | Port Elizabeth | Fort-de-France | Deshaies | Gustavia | Saint John's | Castries | Bridgetown

  • 05 Dec 2026
  • 7 Nights
Enjoy $960 shore excursion credit when booking ALL-INCLUSIVE PLUS
Cruise From:
Was £5500pp Now: £5225pp
View cruise Enquire Enquire
REF: SILVERSL261205007

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
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