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 3122 cruises
Per Person
Total Price
Fly Cruise From:
Was £1399pp Now: £1357pp

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

  • 19 Dec 2026
  • 21 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 014988

Sails from the UK

Cruise From:
Was £1399pp Now: £1357pp

Southampton | Funchal | Santa Cruz de Tenerife | Fuerteventura | Las Palmas de Gran Canaria | Lanzarote | Cádiz | Lisbon | La Coruña | Southampton

  • 19 Dec 2026
  • 16 Nights
Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015058

Sails from the UK

Cruise From:
Was £1399pp Now: £1357pp

Southampton | La Coruña | Santa Cruz de Tenerife | Santa Cruz de La Palma | Las Palmas de Gran Canaria | Lanzarote | Funchal | Southampton

  • 21 Dec 2026
  • 14 Nights
Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015114
Fly Cruise From:
Was £1399pp Now: £1357pp

Málaga | Barcelona | Cartagena | Gibraltar | Lanzarote | Las Palmas de Gran Canaria | Santa Cruz de Tenerife | Funchal | Fuerteventura | Santa Cruz de La Palma | Santa Cruz de Tenerife

  • 29 Dec 2026
  • 18 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 014992
Fly Cruise From:
Was £1399pp Now: £1357pp

Bridgetown | Martinique | Saint Kitts | Tortola | Sint Maarten | Saint John's | Saint George's | Castries | Bridgetown

  • 01 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015093
Fly Cruise From:
Was £1399pp Now: £1357pp

Saint John's | Saint George's | Castries | Bridgetown | Martinique | Saint Kitts | Tortola | Sint Maarten | Saint John's

  • 09 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015095
Fly Cruise From:
Was £1399pp Now: £1357pp

Bridgetown | Martinique | Saint Kitts | Tortola | Sint Maarten | Saint John's | Castries | Saint George's | Bridgetown

  • 15 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015096
Fly Cruise From:
Was £1399pp Now: £1357pp

Bridgetown | Martinique | Saint Kitts | Tortola | Sint Maarten | Saint John's | Castries | Saint George's | Bridgetown

  • 12 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1399pp Now: £1357pp
Holiday ID: 015102
Cruise From:
Was £1400pp Now: £1358pp

Sydney | Eden | Burnie | Melbourne | Milford Sound | Melbourne | Dunedin | Timaru | Bay of Islands | Auckland

  • 16 Feb 2027
  • 11 Nights
Cruise From:
Was £1400pp Now: £1358pp
Holiday ID: 018107
Fly Cruise From:
£1359pp

Fort Lauderdale | Key West | Nassau | Fort Lauderdale

  • 07 Dec 2026
  • 4 Nights
Fly Cruise From:
£1359pp
Holiday ID: 018717
Fly Cruise From:
£1360pp

Tampa | Costa Maya | Cozumel | Tampa

  • 13 Feb 2027
  • 5 Nights
Fly Cruise From:
£1360pp
Holiday ID: 042289
Fly Cruise From:
£1361pp

Tampa | Cozumel | Roatán Island | Belize City | Costa Maya | Tampa

Fly Cruise From:
£1361pp
Holiday ID: 019199
Cruise From:
Was £1449pp Now: £1362pp

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

  • 26 Dec 2026
  • 14 Nights
Cruise From:
Was £1449pp Now: £1362pp
Holiday ID: 031319
Cruise From:
Was £1419pp Now: £1362pp

Fort Lauderdale | Key West | Amber Cove | Grand Turk Island | Half Moon Cay | Fort Lauderdale

  • 02 Jan 2027
  • 7 Nights
Cruise From:
Was £1419pp Now: £1362pp
Holiday ID: 031232
Fly Cruise From:
£1362pp

Fort Lauderdale | Key West | Freeport | Fort Lauderdale

  • 15 Jan 2027
  • 3 Nights
Fly Cruise From:
£1362pp
Holiday ID: 018705
Fly Cruise From:
£1366pp

Miami | Nassau | Puerto Plata | Miami

  • 15 Feb 2027
  • 5 Nights
Fly Cruise From:
£1366pp
Holiday ID: 025632
Cruise&Stay

Caribbean Voyage with Orlando Stay

Holiday prices from
£1369pp

Caribbean Voyage with Orlando Stay

Port Canaveral | Nassau | Great Stirrup Cay | Georgetown | Cozumel | Port Canaveral

  • 11 Dec 2026
  • 10 Nights
Holiday prices from
£1369pp
Holiday ID: 018351C
Fly Cruise From:
£1372pp

Fort Lauderdale | Key West | Bimini Island | Fort Lauderdale

  • 18 Jan 2027
  • 4 Nights
Fly Cruise From:
£1372pp
Holiday ID: 018696
Fly Cruise From:
£1372pp

Fort Lauderdale | Falmouth | Georgetown | Nassau | Fort Lauderdale

  • 24 Jan 2027
  • 6 Nights
Fly Cruise From:
£1372pp
Holiday ID: 019154
Fly Cruise From:
£1373pp

Los Angeles | Santa Catalina Island | Cabo San Lucas | Ensenada | Los Angeles

Fly Cruise From:
£1373pp
Holiday ID: 024692
Fly Cruise From:
£1375pp

Tampa | Costa Maya | Roatán Island | Cozumel | Tampa

  • 17 Jan 2027
  • 6 Nights
Fly Cruise From:
£1375pp
Holiday ID: 048894
Cruise From:
Was £1446pp Now: £1380pp

Fort Lauderdale | Grand Turk Island | Amber Cove | Bimini Island | Celebration Key | Fort Lauderdale | Roatán Island | Belize City | Cozumel | Fort Lauderdale

  • 09 Jan 2027
  • 14 Nights
Cruise From:
Was £1446pp Now: £1380pp
Holiday ID: 018850
Fly Cruise From:
Was £1443pp Now: £1385pp

Tampa | Cozumel | Belize City | Costa Maya | Tampa

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1443pp Now: £1385pp
Holiday ID: 018765
Cruise From:
Was £1455pp Now: £1389pp

Fort Lauderdale | Belize City | Roatán Island | Cozumel | Fort Lauderdale | Grand Turk Island | Amber Cove | Celebration Key | Fort Lauderdale

  • 27 Feb 2027
  • 14 Nights
Cruise From:
Was £1455pp Now: £1389pp
Holiday ID: 018864
Fly Cruise From:
£1390pp

Miami | Coco Cay | San Juan (Puerto Rico) | Charlotte Amalie | Miami

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1390pp
Holiday ID: 026675
Cruise From:
Was £1459pp Now: £1393pp

San Juan (Puerto Rico) | Saint Thomas | Sint Maarten | Saint John's | Castries | Bridgetown | San Juan (Puerto Rico) | Saint Thomas | Saint Kitts | Dominica | Saint George's | Bridgetown | San Juan (Puerto Rico)

  • 27 Dec 2026
  • 14 Nights
Cruise From:
Was £1459pp Now: £1393pp
Holiday ID: 018810
Fly Cruise From:
£1394pp

Fort Lauderdale | Nassau | Oranjestad | Willemstad | Fort Lauderdale

  • 05 Dec 2026
  • 8 Nights
Fly Cruise From:
£1394pp
Holiday ID: 019163
Cruise From:
£1394pp

Singapore | Georgetown | Phuket | Singapore

Cruise From:
£1394pp
Holiday ID: 033162
Fly Cruise From:
£1395pp

Miami | Coco Cay | San Juan (Puerto Rico) | Charlotte Amalie | Miami

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
£1395pp
Holiday ID: 026690
Cruise&Stay

Western Caribbean with Mexico with Miami Stay

Holiday prices from
£1395pp

Western Caribbean with Mexico with Miami Stay

Fort Lauderdale | Celebration Key | Roatán Island | Cozumel | Fort Lauderdale

  • 05 Feb 2027
  • 10 Nights
Holiday prices from
£1395pp
Holiday ID: 018975C

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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