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
Cruise&Stay

Southern Caribbean Islander Holiday with Miami Stay

Holiday prices from
£1859pp

Southern Caribbean Islander Holiday with Miami Stay

Fort Lauderdale | Aruba | Curaçao | Saint John's | Saint Thomas | San Juan (Puerto Rico)

  • 17 Dec 2026
  • 11 Nights
Holiday prices from
£1859pp
Holiday ID: 018808CE

Sails from the UK

Cruise From:
Was £1899pp Now: £1861pp

Liverpool | Leixões | Funchal | Santa Cruz de La Palma | Santa Cruz de Tenerife | Vigo | Liverpool

  • 07 Dec 2026
  • 14 Nights
Cruise From:
Was £1899pp Now: £1861pp
Holiday ID: 030999E
Fly Cruise From:
Was £1946pp Now: £1868pp

Miami | Nassau | Georgetown | Cozumel | Costa Maya | Miami

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1946pp Now: £1868pp
Holiday ID: 018785
Cruise From:
Was £1989pp Now: £1869pp

Miami | Ocho Rios | Cartagena | Colón | Puerto Limón | Roatán Island | Belize City | Miami | Montego Bay | Cartagena | Colón | Puerto Limón | Roatán Island | Belize City | Miami

  • 23 Dec 2026
  • 22 Nights
Cruise From:
Was £1989pp Now: £1869pp
Holiday ID: 031610
Fly Cruise From:
£1869pp

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

  • 02 Feb 2027
  • 7 Nights
Fly Cruise From:
£1869pp
Holiday ID: 037782
Cruise&Stay

Ultimate Southern Caribbean with Miami Stay

Holiday prices from
£1869pp

Ultimate Southern Caribbean with Miami Stay

Fort Lauderdale | Philipsburg | Castries | Saint George's | Bridgetown | Saint John's | Fort Lauderdale

  • 24 Feb 2027
  • 13 Nights
Holiday prices from
£1869pp
Holiday ID: 018563C
Fly Cruise From:
Was £1950pp Now: £1872pp

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

  • 02 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1950pp Now: £1872pp
Holiday ID: 018576
Fly Cruise From:
Was £1956pp Now: £1877pp

Fort Lauderdale | Bimini Island | Georgetown | Cozumel | Costa Maya | Fort Lauderdale

  • 07 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1956pp Now: £1877pp
Holiday ID: 018614
Cruise From:
Was £1959pp Now: £1880pp

Fort Lauderdale | Sint Maarten | Antigua | Roseau | Castries | Basseterre | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 01 Dec 2026
  • 11 Nights
Cruise From:
Was £1959pp Now: £1880pp
Holiday ID: 031291
Cruise From:
Was £1969pp Now: £1880pp

Singapore | Ko Samui | Laem Chabang | Sihanoukville | Phu My | Langkawi Island | Phuket | Georgetown | Port Klang | Singapore

Cruise From:
Was £1969pp Now: £1880pp
Holiday ID: 033295
Fly Cruise From:
£1884pp

Cartagena | Oranjestad | Willemstad | Colón | Cartagena

  • 21 Feb 2027
  • 7 Nights
Fly Cruise From:
£1884pp
Holiday ID: 043244
Fly Cruise From:
£1886pp

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

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1886pp
Holiday ID: 019314
Fly Cruise From:
£1888pp

Miami | Costa Maya | Roatán Island | Cozumel | Coco Cay | Miami

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£1888pp
Holiday ID: 019475
Fly Cruise From:
Was £2009pp Now: £1888pp

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

  • 23 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £2009pp Now: £1888pp
Holiday ID: 078006
Fly Cruise From:
£1889pp

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

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1889pp
Holiday ID: 019317
Fly Cruise From:
Was £1949pp Now: £1890pp

Bridgetown | Saint George's | Curaçao | Aruba | Ocho Rios | Grand Turk Island | Sint Maarten | Dominica | Bridgetown

  • 19 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1949pp Now: £1890pp
Holiday ID: 015050
Fly Cruise From:
Was £1949pp Now: £1890pp

Bridgetown | Saint George's | Curaçao | Aruba | Ocho Rios | Grand Turk Island | Sint Maarten | Dominica | Bridgetown

  • 20 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1949pp Now: £1890pp
Holiday ID: 015051
Fly Cruise From:
£1892pp

Miami | Philipsburg | Charlotte Amalie | Coco Cay | Miami

  • 30 Jan 2027
  • 7 Nights
Fly Cruise From:
£1892pp
Holiday ID: 019472
Cruise From:
Was £1999pp Now: £1899pp

Fort Lauderdale | Celebration Key | Grand Turk Island | Nassau | Fort Lauderdale | Aruba | Bonaire | Curaçao | Fort Lauderdale

  • 03 Jan 2027
  • 14 Nights
Cruise From:
Was £1999pp Now: £1899pp
Holiday ID: 018918
Cruise From:
Was £2029pp Now: £1899pp

Miami | Willemstad | Oranjestad | Ocho Rios | Georgetown | Cozumel | Miami | Montego Bay | Cartagena | Colón | Puerto Limón | Roatán Island | Belize City | Miami

  • 14 Jan 2027
  • 21 Nights
Cruise From:
Was £2029pp Now: £1899pp
Holiday ID: 031612
Fly Cruise From:
£1899pp

Cape Liberty | Philipsburg | Castries | Bridgetown | Basseterre | Cape Liberty

  • 14 Jan 2027
  • 11 Nights
Fly Cruise From:
£1899pp
Holiday ID: 019315
Fly Cruise From:
Was £2804pp Now: £1899pp

Málaga | Tangier | Alicante | Barcelona

  • 20 Jan 2027
  • 4 Nights
Fly Cruise From:
Was £2804pp Now: £1899pp
Holiday ID: 088034P
Cruise&Stay

Sisters at Sea: Scarlet Lady with Miami stay

Holiday prices from
£1899pp

Sisters at Sea: Scarlet Lady with Miami stay

Miami | Freeport | Bimini Island | Miami

  • 13 Feb 2027
  • 8 Nights
Holiday prices from
£1899pp
Holiday ID: 025152C
Fly Cruise From:
£1904pp

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

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1904pp
Holiday ID: 048595
Fly Cruise From:
Was £1995pp Now: £1915pp

Piraeus | Kusadasi | Suda Bay | Messina | Naples | Civitavecchia

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1995pp Now: £1915pp
Holiday ID: 027001
Fly Cruise From:
Was £1995pp Now: £1915pp

Piraeus | Kusadasi | Suda Bay | Messina | Naples | Civitavecchia

  • 16 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1995pp Now: £1915pp
Holiday ID: 061727
Fly Cruise From:
Was £1995pp Now: £1915pp

Civitavecchia | Naples | Messina | Suda Bay | Kusadasi | Piraeus

  • 03 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1995pp Now: £1915pp
Holiday ID: 027329
Fly Cruise From:
Was £1995pp Now: £1915pp

Piraeus | Heraklion (Iraklion) | Rhodes | Kusadasi | Çanakkale | Istanbul

  • 06 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1995pp Now: £1915pp
Holiday ID: 027106
Fly Cruise From:
Was £1995pp Now: £1915pp

Civitavecchia | Naples | Messina | Suda Bay | Kusadasi | Piraeus

  • 06 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1995pp Now: £1915pp
Holiday ID: 061733
Fly Cruise From:
£1917pp

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

  • 31 Dec 2026
  • 7 Nights
Fly Cruise From:
£1917pp
Holiday ID: 037773

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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