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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7n Cayman, Mexico, Jamaica, Perfect Day
Miami, Florida | Coco Cay | Cozumel | Georgetown, Grand Cayman | Falmouth | Miami, Florida
19 Oct 2025
7 Nights
Caribbean

Fly Cruise From
Was £3229pp
Now: £3067
pp
REF: CELEBBY07W659-191025
6 Night Cayman, Bahamas & Mexico Cruise
Fort Lauderdale, Florida | Bimini Island | Cozumel | Georgetown, Grand Cayman | Fort Lauderdale, Florida
20 Oct 2025
6 Nights
Caribbean

Fly Cruise From
Was £2356pp
Now: £2238
pp
REF: CELEBSI06W252-201025
A Journey Of Sun And Sea
Civitavecchia | Naples | Messina | Valletta | La Goulette | La Goulette | Ajaccio, Corsica | Livorno | Monaco | Monaco | Palma de Mallorca | Alicante | Valencia | Barcelona | More...
25 Oct 2025
30 Nights
World-wide

Fly Cruise From
Was £18139pp
Now: £17232
pp
REF: REGENTGRA251025A
7n St. Thomas, St. Kitts & Puerto Plata
Miami, Florida | Puerto Plata | Charlotte Amalie | Basseterre, Saint Kitts | Miami, Florida
26 Oct 2025
7 Nights
Caribbean

Fly Cruise From
Was £3147pp
Now: £2989
pp
REF: CELEBBY07E450-261025
6 Night Grand Cayman, Bahamas & Mexico
Fort Lauderdale, Florida | Bimini Island | Cozumel | Georgetown, Grand Cayman | Fort Lauderdale, Florida
26 Oct 2025
6 Nights
Caribbean

Fly Cruise From
Was £2866pp
Now: £2722
pp
REF: CELEBSI06W253-261025
Island Inspiration
Boston, Massachusetts | Newport, Rhode Island | Hamilton | Hamilton | Saint George | Gustavia | Saint John's | Castries | Bridgetown | Saint George's | Kralendijk | Oranjestad | Miami, Florida
27 Oct 2025
16 Nights
Caribbean

SixStarCruises EXCLUSIVE! Receive a FREE All-Inclusive drinks package worth $1,918 per couple
Fly Cruise From
Was £4229pp
Now: £3975
pp
REF: OCEANIAINS251027
Caribbean & Amazon Icons
Boston, Massachusetts | Newport, Rhode Island | Hamilton | Hamilton | Saint George | Gustavia | Saint John's | Castries | Bridgetown | Saint George's | Kralendijk | Oranjestad | Miami, Florida | Saint John's | More...
27 Oct 2025
41 Nights
Caribbean

Fly Cruise From
Was £17789pp
Now: £16721
pp
REF: OCEANIAINS251027A
A Grand Journey from Barcelona to Miami
Barcelona | Cádiz | Funchal, Madeira | Saint John's | Tortola | San Juan (Puerto Rico) | Miami, Florida
27 Oct 2025
16 Nights
Mediterranean

Cruise Only From
Was £4250pp
Now: £4038
pp
REF: EXPLORAEX20251027BCNMIA
A Grand Journey into Sun-kissed Oceanic Riches and Tropical Splendour
Barcelona | Cádiz | Funchal, Madeira | Saint John's | Tortola | San Juan (Puerto Rico) | Miami, Florida | Cruz Bay, Saint John | Deshaies | Bridgetown | Roseau | Philipsburg | San Juan (Puerto Rico)
27 Oct 2025
24 Nights
Mediterranean

Cruise Only From
Was £7960pp
Now: £7562
pp
REF: EXPLORAEX20251027BCNSJ1
A Grand Journey from Andalusian Shores to Coral-Laden Lagoons
Barcelona | Cádiz | Funchal, Madeira | Saint John's | Tortola | San Juan (Puerto Rico)
27 Oct 2025
13 Nights
Mediterranean

Cruise Only From
Was £4140pp
Now: £3933
pp
REF: EXPLORAEX20251027BCNSJU
Western Caribbean
Miami, Florida | Amber Cove | Montego Bay | Belize City | Cozumel | Miami, Florida
28 Oct 2025
9 Nights
Caribbean

Fly Cruise From
Was £3839pp
Now: £3762
pp
REF: CUNARDQ530
Caribbean
Miami, Florida | Amber Cove | Montego Bay | Belize City | Cozumel | Miami, Florida | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami, Florida
28 Oct 2025
21 Nights
Caribbean

Fly Cruise From
Was £6089pp
Now: £5967
pp
REF: CUNARDQ530A
10 Night Southern Caribbean Cruise
Fort Lauderdale, Florida | Tortola | Saint John's | Bridgetown | Castries | Basseterre, Saint Kitts | Fort Lauderdale, Florida
29 Oct 2025
10 Nights
Caribbean

Fly Cruise From
Was £5655pp
Now: £5372
pp
REF: CELEBRF10D088-291025
34-Day Mediterranean Rivieras & Atlantic Crossing
Barcelona | Mahón, Menorca | Palma de Mallorca | Sète | Toulon | Monte-Carlo | Portofino | Calvi, Corsica | Olbia | Civitavecchia | Amalfi | Lipari | Valletta | Mgarr, Gozo | More...
29 Oct 2025
34 Nights
Transatlantic

Cruise Only From
Was £12789pp
Now: £11010
pp
REF: SBN8574B
15-Night Eastern Caribbean Voyage
Miami, Florida | Charlotte Amalie | Road Town, Tortola | Basse-Terre | Philipsburg | Gustavia | San Juan (Puerto Rico) | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth, Bequia | Saint George's | Scarborough | Bridgetown More...
31 Oct 2025
15 Nights
Caribbean

Fly Cruise From

Now: £3299
pp
REF: AZQS251031-015
8-Night Eastern Caribbean Voyage
Miami, Florida | Charlotte Amalie | Road Town, Tortola | Basse-Terre | Philipsburg | Gustavia | San Juan (Puerto Rico)
31 Oct 2025
8 Nights
Caribbean

Cruise Only From
Was £1296pp
Now: £1228
pp
REF: AZQS251031-008
7 Nt St. Kitts, San Juan & Puerto Plata
Port Canaveral, Florida | Puerto Plata | San Juan (Puerto Rico) | Basseterre, Saint Kitts | Port Canaveral, Florida
01 Nov 2025
7 Nights
Caribbean

Fly Cruise From
Was £2821pp
Now: £2679
pp
REF: CELEBAX07E442-011125
8 Night Aruba, Curacao & Bonaire Cruise
Fort Lauderdale, Florida | Willemstad | Oranjestad | Kralendijk | Fort Lauderdale, Florida
01 Nov 2025
8 Nights
Caribbean

Fly Cruise From
Was £3327pp
Now: £3160
pp
REF: CELEBSI08D114-011125
7 Night Tortola, Antigua & Bahamas
Miami, Florida | Nassau | Tortola | Saint John's | Miami, Florida
02 Nov 2025
7 Nights
Caribbean

Fly Cruise From
Was £3269pp
Now: £3105
pp
REF: CELEBBY07E451-021125
Auburn Sunsets, Turquoise Seas
New York, New York | New York, New York | Kings Wharf | Kings Wharf | Kings Wharf | Kings Wharf | Gustavia | Castries | Bridgetown | Saint George's | Willemstad | Kralendijk | Oranjestad | Oranjestad | More...
02 Nov 2025
15 Nights
Caribbean

Fly Cruise From
Was £9799pp
Now: £9309
pp
REF: REGENTSPL251102
A Grand Journey through Moorish Marvels and the Lavish Spectacle of the Caribbean
Barcelona | Tangier | Lisbon | Lisbon | Málaga | Valencia | Barcelona | Tangier | Las Palmas | Bridgetown | Pointe-à-Pitre | Saint John's | Charlotte Amalie | Miami, Florida More...
02 Nov 2025
26 Nights
Mediterranean

Cruise Only From
Was £8960pp
Now: £8512
pp
REF: EXPLORAEP20251102BCNMIA
Eastern Caribbean
Miami, Florida | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami, Florida
06 Nov 2025
12 Nights
Caribbean

Fly Cruise From
Was £4789pp
Now: £4693
pp
REF: CUNARDQ531
Caribbean
Miami, Florida | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Tortola | Miami, Florida | Miami, Florida | Grand Cayman | Grand Cayman | Montego Bay | Montego Bay | More...
06 Nov 2025
21 Nights
Caribbean

Fly Cruise From
Was £6189pp
Now: £6065
pp
REF: CUNARDQ531A
Iberia & Atlantic Sojourn
Barcelona | Málaga | Cádiz | Casablanca | Agadir | Arrecife, Lanzarote | Las Palmas de Gran Canaria | Funchal, Madeira | Santa Cruz de La Palma | Santa Cruz de Tenerife | San Sebastian de la Gomera | Bridgetown | Saint John's | San Juan (Puerto Rico) | More...
07 Nov 2025
22 Nights
Atlantic Islands

Fly Cruise From
Was £6639pp
Now: £6240
pp
REF: OCEANIAMNA251107A
7 Nt St. Kitts, San Juan & Puerto Plata
Port Canaveral, Florida | Puerto Plata | San Juan (Puerto Rico) | Basseterre, Saint Kitts | Port Canaveral, Florida
08 Nov 2025
7 Nights
Caribbean

Fly Cruise From
Was £3030pp
Now: £2878
pp
REF: CELEBAX07E443-081125

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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