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:
£1712pp

Hong Kong | Okinawa | Ishigaki | Hong Kong

Fly Cruise From:
£1712pp
Holiday ID: 026791
Cruise&Stay

Christmas time St. Thomas, San Juan & Bahamas with Miami Stay

Fort Lauderdale | Puerto Plata | Charlotte Amalie | San Juan (Puerto Rico) | Nassau | Fort Lauderdale

  • 11 Dec 2026
  • 10 Nights
Holiday prices from
£1715pp
Holiday ID: 018634C
Fly Cruise From:
Was £1789pp Now: £1717pp

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Basseterre | Fort Lauderdale

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1789pp Now: £1717pp
Holiday ID: 018595
Fly Cruise From:
Was £1829pp Now: £1719pp

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

  • 09 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1829pp Now: £1719pp
Holiday ID: 078005
Cruise&Stay

Eastern Caribbean & Bimini Beach Club with Miami Stay

Miami | Saint Croix Island | San Juan (Puerto Rico) | Puerto Plata | Bimini Island | Miami

  • 03 Dec 2026
  • 11 Nights
Holiday prices from
£1719pp
Holiday ID: 053315C
Cruise From:
£1724pp

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

  • 06 Feb 2027
  • 7 Nights
Cruise From:
£1724pp
Holiday ID: 063311
Fly Cruise From:
£1725pp

Galveston | Costa Maya | Roatán Island | Cozumel | Galveston

  • 03 Jan 2027
  • 7 Nights
Fly Cruise From:
£1725pp
Holiday ID: 019404
Fly Cruise From:
Was £1797pp Now: £1725pp

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

  • 09 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1797pp Now: £1725pp
Holiday ID: 018588
Fly Cruise From:
Was £1797pp Now: £1725pp

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

  • 14 Feb 2027
  • 10 Nights
Fly Cruise From:
Was £1797pp Now: £1725pp
Holiday ID: 032797
Cruise From:
Was £1839pp Now: £1728pp

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

  • 26 Jan 2027
  • 14 Nights
Cruise From:
Was £1839pp Now: £1728pp
Holiday ID: 078004
Fly Cruise From:
£1729pp

Santa Cruz de Tenerife | Santa Cruz de La Palma | Funchal | Puerto del Rosario | Las Palmas de Gran Canaria | Santa Cruz de Tenerife

  • 29 Dec 2026
  • 7 Nights
Fly Cruise From:
£1729pp
Holiday ID: 037826
Fly Cruise From:
Was £2735pp Now: £1729pp

Lisbon | Portimão | Seville | Gibraltar | Málaga

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2735pp Now: £1729pp
Holiday ID: 019975P
Fly Cruise From:
£1730pp

New Orleans | Cozumel | Georgetown | Montego Bay | New Orleans

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
£1730pp
Holiday ID: 026713
Fly Cruise From:
Was £1804pp Now: £1731pp

Fort Lauderdale | Puerto Plata | Charlotte Amalie | Basseterre | Fort Lauderdale

  • 21 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1804pp Now: £1731pp
Holiday ID: 018633
Fly Cruise From:
Was £1804pp Now: £1731pp

Miami | Philipsburg | Tortola | Puerto Plata | Miami

  • 21 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1804pp Now: £1731pp
Holiday ID: 018776
Fly Cruise From:
£1735pp

Miami | Bimini Island | Cabo Rojo | Oranjestad | Willemstad | Miami

  • 25 Feb 2027
  • 9 Nights
Fly Cruise From:
£1735pp
Holiday ID: 062755
Cruise From:
Was £1809pp Now: £1736pp

Fort Lauderdale | Half Moon Cay | Falmouth | Grand Cayman | Mahogany Bay | Belize City | Cozumel | Fort Lauderdale

  • 12 Dec 2026
  • 10 Nights
Cruise From:
Was £1809pp Now: £1736pp
Holiday ID: 031293
Cruise From:
£1744pp

Port Canaveral | Castaway Cay | Disney Lookout Cay at Lighthouse Point | Port Canaveral

  • 23 Dec 2026
  • 4 Nights
Cruise From:
£1744pp
Holiday ID: 062931
Fly Cruise From:
Was £1799pp Now: £1745pp

Miami | Grand Cayman | Montego Bay | Roatán Island | Costa Maya | Cozumel | Miami

  • 08 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £1799pp Now: £1745pp
Holiday ID: 013741
Fly Cruise From:
Was £1799pp Now: £1745pp

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

  • 19 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £1799pp Now: £1745pp
Holiday ID: 015091
Fly Cruise From:
£1745pp

Las Palmas de Gran Canaria | Santa Cruz de Tenerife | Arrecife | Santa Cruz de La Palma | Funchal | Las Palmas de Gran Canaria

  • 21 Dec 2026
  • 7 Nights
Fly Cruise From:
£1745pp
Holiday ID: 037821
Fly Cruise From:
Was £1818pp Now: £1745pp

Port Canaveral | Key West | Bimini Island | Georgetown | Cozumel | Port Canaveral

  • 20 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1818pp Now: £1745pp
Holiday ID: 018579
Cruise From:
Was £1819pp Now: £1746pp

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

  • 26 Dec 2026
  • 7 Nights
Cruise From:
Was £1819pp Now: £1746pp
Holiday ID: 031598
Fly Cruise From:
Was £1820pp Now: £1747pp

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

  • 03 Dec 2026
  • 9 Nights
Fly Cruise From:
Was £1820pp Now: £1747pp
Holiday ID: 018659
Fly Cruise From:
£1747pp

Miami | Philipsburg | Charlotte Amalie | Puerto Plata | Miami

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1747pp
Holiday ID: 026664
Fly Cruise From:
£1749pp

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

Fly Cruise From:
£1749pp
Holiday ID: 019235
Cruise From:
£1749pp

Port Canaveral | Disney Lookout Cay at Lighthouse Point | Port Canaveral

  • 24 Dec 2026
  • 4 Nights
Cruise From:
£1749pp
Holiday ID: 063226
Cruise From:
Was £1845pp Now: £1752pp

Miami | Philipsburg | Tortola | Saint Croix Island | San Juan (Puerto Rico) | Puerto Plata | Bimini Island | Miami

  • 08 Feb 2027
  • 10 Nights
Cruise From:
Was £1845pp Now: £1752pp
Holiday ID: 026733
Fly Cruise From:
Was £1828pp Now: £1754pp

Fort Lauderdale | Nassau | Cozumel | Georgetown | Fort Lauderdale

  • 28 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1828pp Now: £1754pp
Holiday ID: 018621
Fly Cruise From:
£1755pp

Santa Cruz de Tenerife | Las Palmas de Gran Canaria | Arrecife | Puerto del Rosario | Funchal | Santa Cruz de La Palma | Santa Cruz de Tenerife

Fly Cruise From:
£1755pp
Holiday ID: 037823

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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