2026 Winter Cruises

Cruise Deals> Winter Cruises

Whether you’re looking to escape the freezing winter weather or celebrate the festive season embracing local Christmas traditions, you can find all of the major cruise lines offering the best winter cruises to cruise destinations across the globe. Be sure to browse winter cruises and escape from reality to celebrate the festive season with a unique cruise holiday experience. 

Showing 30 out of 3123 cruises
Per Person
Total Price
Fly Cruise From:
£1640pp

Galveston | Costa Maya | Roatán Island | Cozumel | Galveston

  • 10 Jan 2027
  • 7 Nights
Fly Cruise From:
£1640pp
Holiday ID: 019409
Fly Cruise From:
£1640pp

Port Canaveral | Philipsburg | San Juan (Puerto Rico) | Coco Cay | Port Canaveral

  • 16 Jan 2027
  • 7 Nights
Fly Cruise From:
£1640pp
Holiday ID: 025706
Fly Cruise From:
Was £1712pp Now: £1643pp

San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Saint John's | Castries | Saint George's | San Juan (Puerto Rico)

Fly Cruise From:
Was £1712pp Now: £1643pp
Holiday ID: 018649
Cruise From:
Was £1749pp Now: £1644pp

Miami | Roatán Island | Costa Maya | Cozumel | Ocean Cay | Miami | Puerto Plata | San Juan (Puerto Rico) | Ocean Cay | Miami

  • 19 Dec 2026
  • 14 Nights
Cruise From:
Was £1749pp Now: £1644pp
Holiday ID: 031318
Fly Cruise From:
£1645pp

Miami | Coco Cay | Nassau | Miami

  • 18 Dec 2026
  • 3 Nights
Fly Cruise From:
£1645pp
Holiday ID: 025977
Cruise From:
£1647pp

Port Canaveral | Cozumel | Georgetown | Falmouth | Castaway Cay | Port Canaveral

  • 23 Jan 2027
  • 7 Nights
Cruise From:
£1647pp
Holiday ID: 063309

Sails from the UK

Cruise From:
Was £1699pp Now: £1648pp

Southampton | Santa Cruz de Tenerife | Sao Vicente Island | Praia | Lanzarote | Agadir | Casablanca | Lisbon | Southampton

  • 03 Dec 2026
  • 18 Nights
Cruise From:
Was £1699pp Now: £1648pp
Holiday ID: 017449
Fly Cruise From:
Was £1699pp Now: £1648pp

Santa Cruz de Tenerife | Fuerteventura | Funchal | Lisbon | Cádiz | Tangier | Málaga | Barcelona | Cartagena | Gibraltar | Lanzarote | Las Palmas de Gran Canaria | Santa Cruz de Tenerife

  • 18 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £1699pp Now: £1648pp
Holiday ID: 014986

Sails from the UK

Cruise From:
Was £1699pp Now: £1648pp

Southampton | Vigo | Lanzarote | Fuerteventura | Santa Cruz de Tenerife | Santa Cruz de La Palma | Funchal | Lisbon | Southampton

  • 21 Dec 2026
  • 16 Nights
Cruise From:
Was £1699pp Now: £1648pp
Holiday ID: 015067
Fly Cruise From:
£1648pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Roseau | Bridgetown

  • 10 Jan 2027
  • 7 Nights
Fly Cruise From:
£1648pp
Holiday ID: 048590
Fly Cruise From:
£1648pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Roseau | Bridgetown

  • 24 Jan 2027
  • 7 Nights
Fly Cruise From:
£1648pp
Holiday ID: 048592
Fly Cruise From:
£1648pp

Bridgetown | Castries | Pointe-à-Pitre | Saint George's | Scarborough | Kingstown | Bridgetown

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
£1648pp
Holiday ID: 048593
Fly Cruise From:
£1648pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Roseau | Bridgetown

  • 21 Feb 2027
  • 7 Nights
Fly Cruise From:
£1648pp
Holiday ID: 048596
Fly Cruise From:
£1648pp

Bridgetown | Castries | Pointe-à-Pitre | Saint George's | Scarborough | Kingstown | Bridgetown

  • 28 Feb 2027
  • 7 Nights
Fly Cruise From:
£1648pp
Holiday ID: 048597
Fly Cruise From:
£1649pp

Port Canaveral | Coco Cay | Nassau | Port Canaveral

  • 13 Feb 2027
  • 5 Nights
Fly Cruise From:
£1649pp
Holiday ID: 025694
Fly Cruise From:
£1651pp

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

  • 28 Feb 2027
  • 7 Nights
Fly Cruise From:
£1651pp
Holiday ID: 019310
Fly Cruise From:
£1654pp

Fort Lauderdale | Grand Turk Island | Oranjestad | Willemstad | Fort Lauderdale

  • 30 Jan 2027
  • 8 Nights
Fly Cruise From:
£1654pp
Holiday ID: 019124
Fly Cruise From:
£1655pp

Port Canaveral | Nassau | Coco Cay | Port Canaveral

  • 04 Jan 2027
  • 4 Nights
Fly Cruise From:
£1655pp
Holiday ID: 025938
Cruise From:
Was £1729pp Now: £1659pp

San Diego | Cabo San Lucas | Guaymas | Topolobampo | La Paz | Mazatlán | Puerto Vallarta | Ensenada | San Diego

  • 07 Dec 2026
  • 12 Nights
Cruise From:
Was £1729pp Now: £1659pp
Holiday ID: 026179
Fly Cruise From:
£1660pp

Port Canaveral | Charlotte Amalie | Nassau | Coco Cay | Port Canaveral

  • 09 Jan 2027
  • 7 Nights
Fly Cruise From:
£1660pp
Holiday ID: 025693
Fly Cruise From:
£1665pp

New Orleans | Cozumel | Georgetown | Falmouth | New Orleans

  • 23 Jan 2027
  • 7 Nights
Fly Cruise From:
£1665pp
Holiday ID: 026703
Cruise From:
£1665pp

Port Everglades | Disney Lookout Cay at Lighthouse Point | San Juan (Puerto Rico) | Philipsburg | Port Everglades

  • 30 Jan 2027
  • 7 Nights
Cruise From:
£1665pp
Holiday ID: 063401
Fly Cruise From:
£1666pp

Fort Lauderdale | Grand Turk Island | Oranjestad | Willemstad | Fort Lauderdale

  • 02 Jan 2027
  • 8 Nights
Fly Cruise From:
£1666pp
Holiday ID: 019138
Fly Cruise From:
£1669pp

Bridgetown | Saint John's | Philipsburg | Road Town | Basseterre | Pointe-à-Pitre | Bridgetown

  • 28 Jan 2027
  • 7 Nights
Fly Cruise From:
£1669pp
Holiday ID: 037781
Fly Cruise From:
Was £1739pp Now: £1669pp

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1739pp Now: £1669pp
Holiday ID: 018784
Fly Cruise From:
£1671pp

Galveston | Cozumel | Costa Maya | Galveston

  • 01 Feb 2027
  • 5 Nights
Fly Cruise From:
£1671pp
Holiday ID: 025711
Fly Cruise From:
Was £1742pp Now: £1672pp

Port Canaveral | Key West | Georgetown | Cozumel | Port Canaveral

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1742pp Now: £1672pp
Holiday ID: 018577
Fly Cruise From:
£1672pp

La Romana | Roseau | Saint John's | Basseterre | Philipsburg | Road Town | La Romana

  • 16 Feb 2027
  • 7 Nights
Fly Cruise From:
£1672pp
Holiday ID: 037786
Fly Cruise From:
£1673pp

La Romana | San Juan (Puerto Rico) | Charlotte Amalie | Frederiksted | Ponce | Catalina Island | La Romana

  • 23 Feb 2027
  • 7 Nights
Fly Cruise From:
£1673pp
Holiday ID: 037788
Fly Cruise From:
£1675pp

Fort Lauderdale | Coco Cay | Cozumel | Costa Maya | Fort Lauderdale

  • 06 Dec 2026
  • 6 Nights
Fly Cruise From:
£1675pp
Holiday ID: 035830

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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