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
Fly Cruise From:
Was £4149pp Now: £3920pp

Miami | Costa Maya | Roatán Island | Harvest Caye | Cozumel | Miami

  • 21 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4149pp Now: £3920pp
Holiday ID: 031651
Fly Cruise From:
Was £4088pp Now: £3924pp

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

  • 24 Dec 2026
  • 11 Nights
Fly Cruise From:
Was £4088pp Now: £3924pp
Holiday ID: 018564
Cruise From:
Was £4250pp Now: £3995pp

Lisbon | Funchal | Santa Cruz de La Palma | Mindelo | Bridgetown

  • 22 Nov 2026
  • 13 Nights
Cruise From:
Was £4250pp Now: £3995pp
Holiday ID: 020371
Fly Cruise From:
Was £4249pp Now: £4015pp

Miami | Cozumel | Roatán Island | Harvest Caye | Costa Maya | Miami

  • 07 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4249pp Now: £4015pp
Holiday ID: 031649
Cruise From:
Was £5699pp Now: £4057pp

Miami | San Juan (Puerto Rico) | Great Harbour | South Friars Bay | Roseau | Port Elizabeth | Bridgetown | Rodney Bay | Montserrat | Antigua | South Friars Bay | Virgin Gorda | Sint Maarten

  • 20 Nov 2026
  • 15 Nights
Cruise From:
Was £5699pp Now: £4057pp
Holiday ID: 044791
Cruise From:
£4100pp

Fuerte Amador | Puntarenas | Playa Flamingo | Acajutla | Zihuatanejo | Manzanillo | Puerto Vallarta | San Diego

  • 10 Dec 2026
  • 11 Nights
Cruise From:
£4100pp
Holiday ID: 096872
Cruise From:
Was £4377pp Now: £4114pp

San Juan (Puerto Rico) | Great Harbour | Little Bay | Castries | Canouan Island | Sopers Hole | San Juan (Puerto Rico)

  • 20 Dec 2026
  • 7 Nights
Cruise From:
Was £4377pp Now: £4114pp
Holiday ID: 035552
Fly Cruise From:
Was £4409pp Now: £4166pp

Miami | Tortola | Charlotte Amalie | Nassau | Miami

  • 21 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4409pp Now: £4166pp
Holiday ID: 031741
Cruise From:
Was £4450pp Now: £4183pp

Miami | San Juan (Puerto Rico) | Saint John Island | Basseterre | Gustavia | Saint John's | Anguilla | Miami

  • 11 Dec 2026
  • 11 Nights
Cruise From:
Was £4450pp Now: £4183pp
Holiday ID: 020356
Fly Cruise From:
Was £4449pp Now: £4199pp

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

  • 12 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £4449pp Now: £4199pp
Holiday ID: 031734
Cruise From:
£4200pp

San Juan (Puerto Rico) | Basseterre | Tortola | Gustavia | Road Bay | Miami

  • 20 Dec 2026
  • 7 Nights
Cruise From:
£4200pp
Holiday ID: 024870
Cruise From:
£4300pp

Fort Lauderdale | Cozumel | Belize City | Santo Tomás de Castilla | Roatán Island | Georgetown | Ocho Rios | Nassau | Fort Lauderdale

  • 30 Dec 2026
  • 11 Nights
Cruise From:
£4300pp
Holiday ID: 039884
Fly Cruise From:
Was £4541pp Now: £4359pp

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

  • 19 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £4541pp Now: £4359pp
Holiday ID: 018591

Sails from the UK

Cruise From:
Was £4449pp Now: £4360pp

Southampton | Santa Cruz de Tenerife | Saint John's | Philipsburg | Basseterre | Castries | Saint George's | Bridgetown | Funchal | Southampton

  • 18 Dec 2026
  • 31 Nights
Cruise From:
Was £4449pp Now: £4360pp
Holiday ID: 031003
Fly Cruise From:
Was £4689pp Now: £4548pp

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

  • 17 Dec 2026
  • 33 Nights
Fly Cruise From:
Was £4689pp Now: £4548pp
Holiday ID: 047714
Cruise From:
Was £4845pp Now: £4554pp

Miami | San Juan (Puerto Rico) | Saint John Island | Gustavia | Saint John's | Little Bay | Basseterre | Great Harbour | Miami

  • 18 Nov 2026
  • 12 Nights
Cruise From:
Was £4845pp Now: £4554pp
Holiday ID: 020364
Fly Cruise From:
Was £5009pp Now: £4733pp

Barcelona | Málaga | Agadir | Arrecife | San Juan (Puerto Rico) | Miami

  • 17 Nov 2026
  • 15 Nights
Fly Cruise From:
Was £5009pp Now: £4733pp
Holiday ID: 015459
Fly Cruise From:
Was £5360pp Now: £4770pp

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
Fly Cruise From:
Was £5360pp Now: £4770pp
Holiday ID: 044793
Fly Cruise From:
Was £5049pp Now: £4771pp

Miami | Charlotte Amalie | Gustavia | Saint John's | Fort-de-France | Basseterre | Philipsburg | Tortola | Miami

  • 10 Dec 2026
  • 12 Nights
Fly Cruise From:
Was £5049pp Now: £4771pp
Holiday ID: 015462
Fly Cruise From:
Was £4995pp Now: £4795pp

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

  • 25 Nov 2026
  • 10 Nights
Fly Cruise From:
Was £4995pp Now: £4795pp
Holiday ID: 109212
Fly Cruise From:
Was £5099pp Now: £4818pp

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

  • 02 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £5099pp Now: £4818pp
Holiday ID: 031731
Fly Cruise From:
Was £5452pp Now: £4852pp

Miami | San Juan (Puerto Rico) | Road Bay | South Friars Bay | Roseau | Fort-de-France | Montserrat | Terre-de-Haut | Virgin Gorda | Great Harbour | Miami

  • 22 Nov 2026
  • 14 Nights
Fly Cruise From:
Was £5452pp Now: £4852pp
Holiday ID: 031669
Fly Cruise From:
Was £5279pp Now: £4988pp

Miami | Charlotte Amalie | Philipsburg | Gustavia | Fort-de-France | Pointe-à-Pitre | Saint John's | Tortola | Miami

  • 25 Nov 2026
  • 12 Nights
Fly Cruise From:
Was £5279pp Now: £4988pp
Holiday ID: 031730
Fly Cruise From:
Was £6787pp Now: £5097pp

Miami | San Juan (Puerto Rico) | Virgin Gorda | South Friars Bay | Roseau | Fort-de-France | Terre-de-Haut | Montserrat | Road Bay | Great Harbour | Miami

  • 06 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £6787pp Now: £5097pp
Holiday ID: 031670
Fly Cruise From:
Was £5395pp Now: £5179pp

Fort Lauderdale | Montego Bay | Colón | Limon | Roatán Island | Belize City | Cozumel | Fort Lauderdale

  • 23 Nov 2026
  • 14 Nights
Fly Cruise From:
Was £5395pp Now: £5179pp
Holiday ID: 108808
Cruise From:
£5310pp

Miami | Puerto Plata | Isla Catalana | Cruz Bay | Great Harbour | Basseterre | Charlotte Amalie | San Juan (Puerto Rico)

  • 27 Dec 2026
  • 8 Nights
Cruise From:
£5310pp
Holiday ID: 024872
Cruise From:
£5555pp

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
Cruise From:
£5555pp
Holiday ID: 044354
Fly Cruise From:
Was £5909pp Now: £5584pp

Miami | Georgetown | Montego Bay | Oranjestad | Willemstad | Kralendijk | Fort-de-France | Basseterre | Philipsburg | Miami

  • 22 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £5909pp Now: £5584pp
Holiday ID: 031652
Fly Cruise From:
Was £5939pp Now: £5612pp

Miami | Georgetown | Montego Bay | Roatán Island | Harvest Caye | Cozumel | Miami

  • 28 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £5939pp Now: £5612pp
Holiday ID: 031743
Fly Cruise From:
Was £6046pp Now: £5799pp

Miami | Philipsburg | Charlotte Amalie | Puerto Plata | Miami

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £6046pp Now: £5799pp
Holiday ID: 018775

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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