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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Philipsburg to Philipsburg
Philipsburg | Saint John's | Saint Thomas | Little Bay | Castries | Mayreau Island | Îles des Saintes | Philipsburg
19 Feb 2026
7 Nights
Caribbean

Fly Cruise From
Was £6500pp
Now: £6175
pp
REF: SILVERSS260219007
Philipsburg, St. Maarten to Bridgetown
Philipsburg | Saint John's | Saint Thomas | Saint Thomas | Little Bay | Little Bay | Castries | Castries | Mayreau Island | Mayreau Island | Îles des Saintes | Îles des Saintes | Philipsburg | Philipsburg | More...
19 Feb 2026
14 Nights
Caribbean

Fly Cruise From
Was £6800pp
Now: £6460
pp
REF: SILVERSS260219C14
3 Night Key West & Bahamas Cruise
Fort Lauderdale, Florida | Key West, Florida | Bimini Island | Fort Lauderdale, Florida
20 Feb 2026
3 Nights
Caribbean

Cruise Only From
Was £1194pp
Now: £1134
pp
REF: CELEBRF3BH130-200226
A Journey into Historic Charm & Tropical Bliss
San Juan (Puerto Rico) | Oranjestad | Willemstad | Kralendijk | Bridgetown | Terre-de-Haut | Philipsburg | Great Harbour, Jost Van Dyke | San Juan (Puerto Rico)
20 Feb 2026
10 Nights
Caribbean

Cruise Only From
Was £4575pp
Now: £4346
pp
REF: EXPLORAEX20260220SJUSJU
Discover the yachting islands of the Caribbean
Saint John's | Barbuda | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | San Juan (Puerto Rico) | Culebra Island | Saint John Island | Great Harbour, Jost Van Dyke | Great Harbour, Jost Van Dyke | Philipsburg | Gustavia | More...
21 Feb 2026
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 £9990pp
Now: £9590
pp
REF: EMERALD2J17210226-2
Caribbean Yachting Discovery
Saint John's | Barbuda | Îles des Saintes | Deshaies | Gustavia | Virgin Gorda | Norman Island | Norman Island | San Juan (Puerto Rico) | San Juan (Puerto Rico)
21 Feb 2026
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 £3657pp
Now: £3510
pp
REF: EMERALDE18J210226-2
7 Night Key West, Bahamas & Labadee
Port Canaveral, Florida | Key West, Florida | Bimini Island | Puerto Plata | Labadee | Port Canaveral, Florida
21 Feb 2026
7 Nights
Caribbean

Cruise Only From
Was £1482pp
Now: £1407
pp
REF: CELEBAX07E444-210226
8 Night Aruba, Curacao & Grand Cayman
Fort Lauderdale, Florida | Georgetown, Grand Cayman | Oranjestad | Willemstad | Fort Lauderdale, Florida
21 Feb 2026
8 Nights
Caribbean

Cruise Only From
Was £1420pp
Now: £1349
pp
REF: CELEBSI08D121-210226
Secret Shores & Cultural Gems
Miami, Florida | Miami, Florida | Costa Maya | Harvest Caye | Roatán Island | Cozumel | Cozumel | Miami, Florida
21 Feb 2026
7 Nights
Caribbean

Fly Cruise From
Was £5319pp
Now: £5053
pp
REF: REGENTGRA260221
7-Day Yachtsman's Caribbean
Sint Maarten | Frenchman's Cay | South Friars Bay | Saint Pierre | Port Elizabeth, Bequia | Saint George's | Bridgetown
21 Feb 2026
7 Nights
Caribbean

Cruise Only From
Was £4649pp
Now: £3758
pp
REF: SBN8623
14-Day Gems Of The Caribbean
Sint Maarten | Frenchman's Cay | South Friars Bay | Saint Pierre | Port Elizabeth, Bequia | Saint George's | Bridgetown | Castries | Montserrat | Antigua | South Friars Bay | Great Harbour, Jost Van Dyke | Sint Maarten
21 Feb 2026
14 Nights
Caribbean

Cruise Only From
Was £8374pp
Now: £6767
pp
REF: SBN8623A
Eastern Caribbean
Southampton | Funchal, Madeira | Tortola | Sint Maarten | Saint Kitts | Dominica | Castries | Bridgetown | Bridgetown | Santa Cruz de Tenerife | Southampton
22 Feb 2026
28 Nights
Caribbean

Departs from the UK
Cruise Only From
Was £6999pp
Now: £6859
pp
REF: CUNARDV604
6 Night Grand Cayman, Bahamas & Mexico
Fort Lauderdale, Florida | Georgetown, Grand Cayman | Cozumel | Nassau | Fort Lauderdale, Florida
22 Feb 2026
6 Nights
Caribbean

Cruise Only From
Was £3443pp
Now: £3270
pp
REF: CELEBEC06W248-220226
7 Night Usvi & Puerto Plata Cruise
Fort Lauderdale, Florida | Puerto Plata | Charlotte Amalie | Philipsburg | Fort Lauderdale, Florida
22 Feb 2026
7 Nights
Caribbean

Cruise Only From
Was £3337pp
Now: £3170
pp
REF: CELEBXC07E431-220226
7 Night Tortola, Antigua & Bahamas
Miami, Florida | Nassau | Tortola | Saint John's | Miami, Florida
22 Feb 2026
7 Nights
Caribbean

Cruise Only From
Was £1525pp
Now: £1448
pp
REF: CELEBBY07E451-220226
Tropical Harmony
Bridgetown | Oranjestad | Montego Bay | Costa Maya | Cozumel | Tampa, Florida
22 Feb 2026
9 Nights
Caribbean

Fly Cruise From
Was £3729pp
Now: £3505
pp
REF: OCEANIAINS260222
11 Night Best Of Southern Caribbean
Fort Lauderdale, Florida | Philipsburg | Saint John's | Castries | Bridgetown | Roseau | Basseterre, Saint Kitts | Fort Lauderdale, Florida
23 Feb 2026
11 Nights
Caribbean

Fly Cruise From
Was £3796pp
Now: £3606
pp
REF: CELEBAT11D087-230226
4 Night Key West & Bahamas Cruise
Fort Lauderdale, Florida | Key West, Florida | Bimini Island | Fort Lauderdale, Florida
23 Feb 2026
4 Nights
Caribbean

Cruise Only From
Was £1460pp
Now: £1387
pp
REF: CELEBRF4BH248-230226
Bridgetown to Bridgetown
Bridgetown | Port Elizabeth, Bequia | Willemstad | Oranjestad | Kralendijk | Bridgetown
23 Feb 2026
7 Nights
Caribbean

$300 FREE to spend on-board - ONLY when booking with SixStarCruises
Fly Cruise From
Was £6100pp
Now: £5795
pp
REF: SILVERSL260223007
A Journey of Paradise Coves and Puerto Rican Spirits
Miami, Florida | Charlotte Amalie | Great Harbour, Jost Van Dyke | Saint John's | Gustavia | San Juan (Puerto Rico)
24 Feb 2026
7 Nights
Caribbean

Cruise Only From
Was £2805pp
Now: £2664
pp
REF: EXPLORAEP20260224MIASJU
An Extended Journey of Idyllic Coves and Captivating Cultures
Miami, Florida | Charlotte Amalie | Great Harbour, Jost Van Dyke | Saint John's | Gustavia | San Juan (Puerto Rico) | Saint George's | Port Elizabeth, Bequia | Bridgetown | Martinique | Gustavia | Basseterre, Saint Kitts | San Juan (Puerto Rico)
24 Feb 2026
15 Nights
Caribbean

Cruise Only From
Was £5695pp
Now: £5410
pp
REF: EXPLORAEP20260224MIASJ1
San Juan to Fort Lauderdale
San Juan (Puerto Rico) | Saint John Island | Gustavia | Saint John's | Port Elizabeth, Bequia | Soufrière | Bridgetown | Fort-de-France | Deshaies | Basseterre, Saint Kitts | Road Town, Tortola | Fort Lauderdale, Florida
24 Feb 2026
14 Nights
Caribbean

Fly Cruise From
Was £8900pp
Now: £8455
pp
REF: SILVERRA260224014
Azure Antilles
Miami, Florida | San Juan (Puerto Rico) | San Juan (Puerto Rico) | Basseterre, Saint Kitts | Gustavia | Philipsburg | Tortola | Miami, Florida
26 Feb 2026
11 Nights
Caribbean

Fly Cruise From
Was £4749pp
Now: £4464
pp
REF: OCEANIAALU260226
Tropical Island Rhythms
Miami, Florida | Oranjestad | Willemstad | Kingstown | Castries | Basseterre, Saint Kitts | San Juan (Puerto Rico) | Grand Turk Island | Miami, Florida
26 Feb 2026
12 Nights
Caribbean

Fly Cruise From
Was £4119pp
Now: £3871
pp
REF: OCEANIANAU260226
Philipsburg to Bridgetown
Philipsburg | Saint John Island | Gustavia | Roseau | Saint George's | Trois-Ilets | Kingstown | Bridgetown
26 Feb 2026
7 Nights
Caribbean

Fly Cruise From
Was £6500pp
Now: £6175
pp
REF: SILVERSS260226007

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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