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:
£1756pp

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

  • 14 Jan 2027
  • 7 Nights
Fly Cruise From:
£1756pp
Holiday ID: 037777
Cruise From:
Was £1839pp Now: £1756pp

Fort Lauderdale | Aruba | Fuerte Amador | Puntarenas | Puerto Chiapas | Huatulco (Santa María Huatulco) | Puerto Vallarta | Los Angeles

  • 14 Feb 2027
  • 16 Nights
Cruise From:
Was £1839pp Now: £1756pp
Holiday ID: 018802
Cruise From:
Was £1841pp Now: £1758pp

Buenos Aires | Montevideo | Puerto Madryn | Port Stanley | Cape Horn | Ushuaia | Punta Arenas | Puerto Montt | Valparaiso

  • 07 Dec 2026
  • 15 Nights
Cruise From:
Was £1841pp Now: £1758pp
Holiday ID: 035392
Fly Cruise From:
£1758pp

Colón | Cartagena | Santa Marta | Oranjestad | Willemstad | Colón

  • 30 Jan 2027
  • 7 Nights
Fly Cruise From:
£1758pp
Holiday ID: 043190

Sails from the UK

Cruise From:
Was £1839pp Now: £1765pp

Tilbury | Brest | Ferrol | Funchal | Santa Cruz de La Palma | San Sebastian de la Gomera | Santa Cruz de Tenerife | Las Palmas de Gran Canaria | Puerto del Rosario | Arrecife | Portimão | Lisbon | Leixões | Tilbury

  • 16 Feb 2027
  • 20 Nights
Cruise From:
Was £1839pp Now: £1765pp
Holiday ID: 023854
Cruise From:
Was £1849pp Now: £1765pp

Fort Lauderdale | Celebration Key | Grand Turk Island | Nassau | Fort Lauderdale | Amber Cove | Curaçao | Aruba | Fort Lauderdale

  • 28 Feb 2027
  • 14 Nights
Cruise From:
Was £1849pp Now: £1765pp
Holiday ID: 018934
Fly Cruise From:
Was £1841pp Now: £1767pp

Fort Lauderdale | Nassau | Cozumel | Georgetown | Fort Lauderdale

  • 17 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1841pp Now: £1767pp
Holiday ID: 018593
Fly Cruise From:
£1770pp

Miami | Georgetown | Nassau | Miami

  • 21 Dec 2026
  • 5 Nights
Fly Cruise From:
£1770pp
Holiday ID: 025649
Cruise From:
£1773pp

Port Canaveral | Tortola | San Juan (Puerto Rico) | Castaway Cay | Port Canaveral

  • 16 Jan 2027
  • 7 Nights
Cruise From:
£1773pp
Holiday ID: 063308
Cruise&Stay

Superbowl weekend! LA & Las Vegas Stay with Ensenada Cruise

Los Angeles | Ensenada | Los Angeles

Holiday prices from
£1770pp
Holiday ID: 024826C
Fly Cruise From:
£1774pp

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

Fly Cruise From:
£1774pp
Holiday ID: 019202
Fly Cruise From:
Was £1850pp Now: £1776pp

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

  • 23 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1850pp Now: £1776pp
Holiday ID: 018587
Fly Cruise From:
£1776pp

New Orleans | Cozumel | Georgetown | Falmouth | New Orleans

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£1776pp
Holiday ID: 026706
Cruise&Stay

Hawaiian Islands with San Francisco Stay

Holiday prices from
£1779pp

Hawaiian Islands with San Francisco Stay

San Francisco | Nawiliwili | Kahului-Maui | Honolulu | Kailua-Kona | Ensenada | San Francisco

  • 10 Feb 2027
  • 19 Nights
Holiday prices from
£1779pp
Holiday ID: 017542CE
Fly Cruise From:
£1783pp

Miami | Coco Cay | Miami

  • 28 Dec 2026
  • 3 Nights
Fly Cruise From:
£1783pp
Holiday ID: 026001
Cruise From:
Was £1859pp Now: £1784pp

Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale

  • 26 Dec 2026
  • 7 Nights
Cruise From:
Was £1859pp Now: £1784pp
Holiday ID: 031582
Cruise From:
Was £1859pp Now: £1784pp

Fort Lauderdale | Nassau | Grand Turk Island | Amber Cove | Half Moon Cay | Fort Lauderdale

  • 27 Dec 2026
  • 7 Nights
Cruise From:
Was £1859pp Now: £1784pp
Holiday ID: 031253
Cruise From:
Was £1859pp Now: £1784pp

Fort Lauderdale | Bonaire | Curaçao | Aruba | Half Moon Cay | Fort Lauderdale

  • 19 Feb 2027
  • 9 Nights
Cruise From:
Was £1859pp Now: £1784pp
Holiday ID: 063921
Fly Cruise From:
£1789pp

San Juan (Puerto Rico) | Tortola | Philipsburg | Saint John's | Basseterre | Saint Croix Island | San Juan (Puerto Rico)

  • 12 Dec 2026
  • 7 Nights
Fly Cruise From:
£1789pp
Holiday ID: 047740
Fly Cruise From:
Was £1867pp Now: £1792pp

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

  • 24 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1867pp Now: £1792pp
Holiday ID: 018623

Sails from the UK

Cruise From:
Was £1849pp Now: £1793pp

Southampton | Ferrol | Funchal | Sao Vicente Island | Dakar | Santa Cruz de Tenerife | Lanzarote | Lisbon | Southampton

  • 21 Feb 2027
  • 21 Nights
Cruise From:
Was £1849pp Now: £1793pp
Holiday ID: 048765
Fly Cruise From:
£1796pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint Croix Island | Philipsburg | Saint John's | Roseau | San Juan (Puerto Rico)

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1796pp
Holiday ID: 048920
Fly Cruise From:
£1799pp

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

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
£1799pp
Holiday ID: 019312
Fly Cruise From:
£1799pp

Port Canaveral | Coco Cay | Charlotte Amalie | Philipsburg | Port Canaveral

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£1799pp
Holiday ID: 019337
Cruise From:
Was £1885pp Now: £1799pp

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

  • 19 Dec 2026
  • 14 Nights
Cruise From:
Was £1885pp Now: £1799pp
Holiday ID: 018844
Fly Cruise From:
Was £1881pp Now: £1799pp

San Juan (Puerto Rico) | Tortola | Basseterre | Roseau | Castries | Bridgetown | San Juan (Puerto Rico)

Fly Cruise From:
Was £1881pp Now: £1799pp
Holiday ID: 018639
Cruise From:
Was £1893pp Now: £1799pp

Valparaiso | Puerto Montt | Punta Arenas | Ushuaia | Cape Horn | Port Stanley | Puerto Madryn | Montevideo | Buenos Aires

  • 22 Dec 2026
  • 15 Nights
Cruise From:
Was £1893pp Now: £1799pp
Holiday ID: 035393
Cruise From:
Was £1892pp Now: £1799pp

Brisbane | Bay of Islands | Auckland | Tauranga | Napier | Port Chalmers | Fiordland National Park | Brisbane

  • 23 Dec 2026
  • 14 Nights
Cruise From:
Was £1892pp Now: £1799pp
Holiday ID: 018423
Fly Cruise From:
£1799pp

Miami | Coco Cay | Falmouth | Miami

  • 26 Dec 2026
  • 5 Nights
Fly Cruise From:
£1799pp
Holiday ID: 064296
Fly Cruise From:
£1799pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint Croix Island | Philipsburg | Saint John's | Roseau | San Juan (Puerto Rico)

  • 02 Jan 2027
  • 7 Nights
Fly Cruise From:
£1799pp
Holiday ID: 047737
Fly Cruise From:
Was £1881pp Now: £1799pp

Fort Lauderdale | Saint John's | Roseau | Fort-de-France | Philipsburg | Fort Lauderdale

  • 08 Jan 2027
  • 9 Nights
Fly Cruise From:
Was £1881pp Now: £1799pp
Holiday ID: 018660

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.

Our Award Winning Service

You've added to your wishlist. To view, go to Wishlist