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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A Journey of Caribbean Islands from Clouds to Emeralds
Bridgetown | Port Elizabeth, Bequia | Port-of-Spain | Martinique | Little Bay | Tortola | Miami, Florida
14 Dec 2025
8 Nights
Caribbean

Cruise Only From
Was £2850pp
Now: £2708
pp
REF: EXPLORAEP20251214BGIMIA
An Extended Journey through Turquoise Seas and Festive Caribbean Gems
Bridgetown | Port Elizabeth, Bequia | Port-of-Spain | Martinique | Little Bay | Tortola | Miami, Florida | Ocean Cay, MSC Marine Reserve | Charlotte Amalie | Spanish Town, Virgin Gorda | Marigot | San Juan (Puerto Rico)
14 Dec 2025
15 Nights
Caribbean

Cruise Only From
Was £6040pp
Now: £5738
pp
REF: EXPLORAEP20251214BGISJU
8-Day Yachtsman's Caribbean
San Juan (Puerto Rico) | Frenchman's Cay | South Friars Bay | Terre-de-Haut | Saint Pierre | Port Elizabeth, Bequia | Saint George's | Bridgetown
14 Dec 2025
8 Nights
Caribbean

Cruise Only From
Was £3949pp
Now: £3194
pp
REF: SBN8582
20-Day Holiday Caribbean Enchantment
San Juan (Puerto Rico) | Frenchman's Cay | South Friars Bay | Terre-de-Haut | Saint Pierre | Port Elizabeth, Bequia | Saint George's | Bridgetown | Rodney Bay | Terre-de-Haut | South Friars Bay | Montserrat | Curaçao | Aruba | More...
14 Dec 2025
20 Nights
Caribbean

Cruise Only From
Was £10349pp
Now: £8364
pp
REF: SBN8582A
Transatlantic Crossing And Caribbean Celebration, 27 Nights
Southampton | New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York | Southampton
15 Dec 2025
27 Nights
Caribbean

Departs from the UK
Cruise Only From
Was £8099pp
Now: £7937
pp
REF: CUNARDM539B
Transatlantic Crossing And Caribbean Celebration, 19 Nights
Southampton | New York, New York | Saint Thomas | Saint Kitts | English Harbour | Sint Maarten | Tortola | New York, New York
15 Dec 2025
19 Nights
Caribbean

Fly Cruise From
Was £6909pp
Now: £6770
pp
REF: CUNARDM539A
4 Night Key West & Bahamas Cruise
Fort Lauderdale, Florida | Key West, Florida | Bimini Island | Fort Lauderdale, Florida
15 Dec 2025
4 Nights
Caribbean

Fly Cruise From
Was £3077pp
Now: £2923
pp
REF: CELEBRF4BH248-151225
Bridgetown to Bridgetown
Bridgetown | Port Elizabeth, Bequia | Fort-de-France | Gustavia | Roseau | Saint George's | Castries | Bridgetown
15 Dec 2025
7 Nights
Caribbean

$200 FREE to spend on-board - ONLY when booking with SixStarCruises
Fly Cruise From
Was £7100pp
Now: £3800
pp
REF: SILVERSL251215007
Caribbean Elegance
Miami, Florida | Charlotte Amalie | Saint John's | Gustavia | Philipsburg | Tortola | Miami, Florida
17 Dec 2025
10 Nights
Caribbean

Fly Cruise From
Was £4399pp
Now: £4135
pp
REF: OCEANIANAU251217
Eastern Caribbean Celebration
Miami, Florida | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami, Florida
18 Dec 2025
12 Nights
Caribbean

Fly Cruise From
Was £5889pp
Now: £5771
pp
REF: CUNARDQ535
Caribbean Celebration
Miami, Florida | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Tortola | Miami, Florida | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami, Florida More...
18 Dec 2025
21 Nights
Caribbean

Fly Cruise From
Was £8159pp
Now: £7995
pp
REF: CUNARDQ535A
3 Night Key West & Bahamas Cruise
Fort Lauderdale, Florida | Key West, Florida | Bimini Island | Fort Lauderdale, Florida
19 Dec 2025
3 Nights
Caribbean

Fly Cruise From
Was £2982pp
Now: £2832
pp
REF: CELEBRF3BH130-191225
Yachting Treasures
Miami, Florida | San Juan (Puerto Rico) | Basseterre, Saint Kitts | Saint John's | Philipsburg | Charlotte Amalie | Miami, Florida
19 Dec 2025
10 Nights
Caribbean

Fly Cruise From
Was £4399pp
Now: £4135
pp
REF: OCEANIAINS251219
18-Night Eastern Caribbean Voyage
San Juan (Puerto Rico) | Charlotte Amalie | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth, Bequia | Scarborough | Bridgetown | Mayreau Island | Castries | Roseau | Basse-Terre | Philipsburg | Road Town, Tortola | More...
19 Dec 2025
18 Nights
Caribbean

Cruise Only From
Was £3709pp
Now: £3407
pp
REF: AZQS251219-018
8-Night Southern Caribbean Voyage
San Juan (Puerto Rico) | Charlotte Amalie | Virgin Gorda | Saint John's | Saint Pierre | Port Elizabeth, Bequia | Scarborough | Bridgetown
19 Dec 2025
8 Nights
Caribbean

Cruise Only From
Was £1429pp
Now: £1372
pp
REF: AZQS251219-008
Cartagena to Bridgetown
Cartagena | Santa Marta | Oranjestad | Oranjestad | Kralendijk | Willemstad | Soufrière | Port Elizabeth, Bequia | Bridgetown
19 Dec 2025
9 Nights
Caribbean

Fly Cruise From
Was £6700pp
Now: £6365
pp
REF: SILVERSS251219009
Cartagena to Philipsburg, St. Maarten
Cartagena | Santa Marta | Oranjestad | Oranjestad | Kralendijk | Willemstad | Soufrière | Port Elizabeth, Bequia | Bridgetown | Bridgetown | Kingstown | Saint George's | Trois-Ilets | Saint Thomas | More...
19 Dec 2025
16 Nights
Caribbean

Fly Cruise From
Was £7300pp
Now: £6935
pp
REF: SILVERSS251219C16
Eastern Caribbean with St. Barths
Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot
20 Dec 2025
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 25% and enjoy included drinks on board
Fly Cruise From
Was £4563pp
Now: £4380
pp
REF: EMERALDE02J201225-2
Discover the Pearls of the Caribbean
Bridgetown | Soufrière | Îles des Saintes | Falmouth | Charlestown | Gustavia | Marigot | Prickly Pear Island | Marigot | Marigot | Anguilla | Norman Island | Virgin Gorda | Norman Island | More...
20 Dec 2025
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 25% and enjoy included drinks on board
Fly Cruise From
Was £28290pp
Now: £27158
pp
REF: EMERALD2J02201225-2
Discover the yachting islands of the Caribbean
San Juan (Puerto Rico) | Culebra Island | Saint John Island | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Philipsburg | Gustavia | Little Bay | Saint John's | Barbuda | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | More...
20 Dec 2025
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 25% and enjoy included drinks on board
Fly Cruise From
Was £12520pp
Now: £12019
pp
REF: EMERALD2J17201225-1
Caribbean Yachting Hideaways
San Juan (Puerto Rico) | Culebra Island | Saint John Island | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Philipsburg | Gustavia | Little Bay | Saint John's
20 Dec 2025
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 25% and enjoy included drinks on board
Fly Cruise From
Was £4829pp
Now: £4635
pp
REF: EMERALDE17J201225-1
8 Night Antigua, St. Maarten Holiday
Fort Lauderdale, Florida | Saint John's | Philipsburg | San Juan (Puerto Rico) | Puerto Plata | Fort Lauderdale, Florida
20 Dec 2025
8 Nights
Caribbean

Fly Cruise From
Was £6627pp
Now: £6295
pp
REF: CELEBEC08E139-201225
7 Night St. Kitts, & San Juan Holiday
Port Canaveral, Florida | Puerto Plata | San Juan (Puerto Rico) | Basseterre, Saint Kitts | Port Canaveral, Florida
20 Dec 2025
7 Nights
Caribbean

Fly Cruise From
Was £3626pp
Now: £3444
pp
REF: CELEBAX07E445-201225
Caribbean Quest
Miami, Florida | Miami, Florida | Miami, Florida | Oranjestad | Kralendijk | Willemstad | Willemstad | Saint George's | Castries | Pointe-à-Pitre | Basseterre, Saint Kitts | Tortola | Tortola | Tortola | More...
20 Dec 2025
14 Nights
Caribbean

EXCLUSIVE $400 FREE to spend on-board per couple
Fly Cruise From
Was £7939pp
Now: £7514
pp
REF: REGENTMAR251220
Island Rhythm & Coastal Charm
Miami, Florida | Miami, Florida | Miami, Florida | Oranjestad | Kralendijk | Willemstad | Willemstad | Saint George's | Castries | Pointe-à-Pitre | Basseterre, Saint Kitts | Tortola | Tortola | Tortola | More...
20 Dec 2025
21 Nights
Caribbean

Fly Cruise From
Was £10759pp
Now: £10221
pp
REF: REGENTMAR251220A

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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