2026 Caribbean Cruises

Find all available sailing dates and itineraries for 2026 cruise holidays in the Caribbean. See the latest deals and best prices. All Caribbean cruise bookings are fully ABTA & ATOL protected. Call our cruising and destination experts today.

Find Out More About Cruising The Caribbean

Showing 30 out of 880 cruises
Per Person
Total Price
Cruise From:
Was £2879pp Now: £2763pp

Miami | Amber Cove | Grand Turk Island | Half Moon Cay | Key West | Miami | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Miami

  • 19 Dec 2026
  • 14 Nights
Cruise From:
Was £2879pp Now: £2763pp
Holiday ID: 031284
Fly Cruise From:
Was £2888pp Now: £2772pp

Fort Lauderdale | Basseterre | Castries | Roseau | Saint John's | Fort Lauderdale

  • 03 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £2888pp Now: £2772pp
Holiday ID: 018659
Fly Cruise From:
Was £2979pp Now: £2799pp

Bridgetown | Kingstown | Saint George's | Fort-de-France | Pointe-à-Pitre | Philipsburg | Saint John's | Basseterre | Roseau | Fort-de-France | Pointe-à-Pitre | Bridgetown

  • 15 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £2979pp Now: £2799pp
Holiday ID: 078000
Cruise&Stay

Christmas in the Southern Caribbean with San Juan Stay

San Juan (Puerto Rico) | Basseterre | Fort-de-France | Oranjestad | Willemstad | San Juan (Puerto Rico)

  • 17 Dec 2026
  • 12 Nights
Holiday prices from
£2799pp
Holiday ID: 025162CE
Cruise From:
Was £2949pp Now: £2831pp

Fort Lauderdale | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale

  • 19 Dec 2026
  • 14 Nights
Cruise From:
Was £2949pp Now: £2831pp
Holiday ID: 031230
Cruise From:
Was £2949pp Now: £2831pp

Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale | Nassau | Grand Turk Island | Amber Cove | Half Moon Cay | Fort Lauderdale

  • 20 Dec 2026
  • 14 Nights
Cruise From:
Was £2949pp Now: £2831pp
Holiday ID: 031594
Fly Cruise From:
£2841pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint Croix Island | Saint John's | Roseau | Philipsburg | San Juan (Puerto Rico)

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£2841pp
Holiday ID: 048915
Fly Cruise From:
Was £2980pp Now: £2860pp

Fort Lauderdale | Georgetown | Cozumel | Bimini Island | Fort Lauderdale

  • 27 Dec 2026
  • 6 Nights
Fly Cruise From:
Was £2980pp Now: £2860pp
Holiday ID: 018742
Cruise&Stay

Memphis, New Orleans and the Caribbean: Harvest Caye, Cozumel & Roatan

New Orleans | Cozumel | Roatán Island | Harvest Caye | Costa Maya | New Orleans

  • 24 Nov 2026
  • 13 Nights
Holiday prices from
£2879pp
Holiday ID: 039847G
Fly Cruise From:
£2880pp

Fort Lauderdale | Oranjestad | Cabo Rojo | Coco Cay | Fort Lauderdale

  • 26 Dec 2026
  • 8 Nights
Fly Cruise From:
£2880pp
Holiday ID: 035852
Cruise&Stay

Niagara Falls & New York with Caribbean Christmas Cruise

New York | Puerto Plata | San Juan (Puerto Rico) | Basseterre | Saint Thomas | Road Town | Philipsburg | New York

  • 17 Dec 2026
  • 19 Nights
Holiday prices from
£2899pp
Holiday ID: 018062C
Cruise From:
£2900pp

San Juan (Puerto Rico) | Great Harbour | Oranjestad | Cartagena

  • 27 Nov 2026
  • 5 Nights
Cruise From:
£2900pp
Holiday ID: 067027

Cruise

Caribbean Voyage with Walt Disney Orlando

Holiday prices from
£2925pp

Caribbean Voyage with Walt Disney Orlando

Port Canaveral | Nassau | Ocean Cay | Puerto Plata | Port Canaveral

  • 28 Nov 2026
  • 15 Nights
Holiday prices from
£2925pp
Holiday ID: 026322U3
Cruise From:
£2990pp

San Juan (Puerto Rico) | Road Bay | Saint John's | Basseterre | Grand Turk Island | Miami

  • 13 Dec 2026
  • 7 Nights
Cruise From:
£2990pp
Holiday ID: 024867
Cruise From:
Was £3169pp Now: £3042pp

Fort Lauderdale | Half Moon Cay | Falmouth | Mahogany Bay | Belize City | Costa Maya | Cozumel | Fort Lauderdale | Sint Maarten | Antigua | Roseau | Castries | Basseterre | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 21 Nov 2026
  • 21 Nights
Cruise From:
Was £3169pp Now: £3042pp
Holiday ID: 031290
Cruise From:
Was £3179pp Now: £3051pp

Fort Lauderdale | Sint Maarten | Fort-de-France | Bridgetown | Scarborough | Castries | Basseterre | Key West | Fort Lauderdale | Sint Maarten | Antigua | Tortola | San Juan (Puerto Rico) | Half Moon Cay | Fort Lauderdale

  • 29 Nov 2026
  • 21 Nights
Cruise From:
Was £3179pp Now: £3051pp
Holiday ID: 031585
Fly Cruise From:
Was £3299pp Now: £3099pp

Bridgetown | Kingstown | Saint George's | Castries | Fort-de-France | Pointe-à-Pitre | Philipsburg | Saint John's | Basseterre | Roseau | Fort-de-France | Pointe-à-Pitre | Castries | Bridgetown

  • 29 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £3299pp Now: £3099pp
Holiday ID: 078001
Cruise From:
£3100pp

Fort Lauderdale | Saint Thomas | Road Town | Marigot | San Juan (Puerto Rico) | Fort Lauderdale

  • 24 Nov 2026
  • 9 Nights
Cruise From:
£3100pp
Holiday ID: 054530P
Cruise From:
£3100pp

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

  • 02 Dec 2026
  • 8 Nights
Cruise From:
£3100pp
Holiday ID: 099257
Cruise From:
Was £4398pp Now: £3131pp

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

  • 26 Dec 2026
  • 7 Nights
Cruise From:
Was £4398pp Now: £3131pp
Holiday ID: 031683
Fly Cruise From:
Was £3239pp Now: £3141pp

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 £3239pp Now: £3141pp
Holiday ID: 047715
Fly Cruise From:
Was £3249pp Now: £3151pp

New York | Tortola | Sint Maarten | Bridgetown | Castries | Dominica | Saint Kitts | New York

  • 19 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £3249pp Now: £3151pp
Holiday ID: 032463
Fly Cruise From:
£3182pp

Cape Liberty | Port Canaveral | Coco Cay | Nassau | Cape Liberty

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£3182pp
Holiday ID: 019313
Fly Cruise From:
Was £4161pp Now: £3199pp

Bridgetown | South Friars Bay | Terre-de-Haut | Saint Pierre | Roseau | Rodney Bay | Bridgetown

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4161pp Now: £3199pp
Holiday ID: 031680
Cruise From:
£3215pp

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

  • 05 Dec 2026
  • 8 Nights
Cruise From:
£3215pp
Holiday ID: 031646
Cruise From:
£3220pp

Miami | Cruz Bay | Saint John's | Terre-de-Haut | Gustavia | San Juan (Puerto Rico)

  • 06 Dec 2026
  • 7 Nights
Cruise From:
£3220pp
Holiday ID: 024865
Fly Cruise From:
Was £3365pp Now: £3230pp

Fort Lauderdale | Basseterre | Castries | Bridgetown | Willemstad | Kralendijk | Oranjestad | Fort Lauderdale

  • 22 Dec 2026
  • 12 Nights
Fly Cruise From:
Was £3365pp Now: £3230pp
Holiday ID: 018665
Fly Cruise From:
£3252pp

Cartagena | Santa Marta | Oranjestad | Willemstad | Colón | Cartagena

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
£3252pp
Holiday ID: 043240
Cruise From:
£3300pp

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

  • 03 Dec 2026
  • 10 Nights
Cruise From:
£3300pp
Holiday ID: 019816
Fly Cruise From:
Was £3449pp Now: £3345pp

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami | San Juan (Puerto Rico) | Saint John's | Castries | Bridgetown | Sint Maarten | Miami

  • 08 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £3449pp Now: £3345pp
Holiday ID: 013742

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.

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