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 From:
Was £1855pp Now: £1799pp

Galveston | Key West | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Saint Kitts | Sint Maarten | Saint Croix Island | Ocho Rios | Galveston

  • 16 Jan 2027
  • 14 Nights
Cruise From:
Was £1855pp Now: £1799pp
Holiday ID: 108666
Fly Cruise From:
£1799pp

Cartagena | Oranjestad | Kralendijk | Colón | Cartagena

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1799pp
Holiday ID: 043180
Cruise&Stay

Caribbean: Great Stirrup Cay & Dominican Republic with Miami Stay

Miami | Puerto Plata | Saint Thomas | Road Town | Great Stirrup Cay | Miami

  • 26 Feb 2027
  • 10 Nights
Holiday prices from
£1799pp
Holiday ID: 018050C
Fly Cruise From:
£1805pp

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

  • 11 Feb 2027
  • 7 Nights
Fly Cruise From:
£1805pp
Holiday ID: 037785
Cruise&Stay

Caribbean Voyage with New Orleans Stay & Jazz Tour

Holiday prices from
£1809pp

Caribbean Voyage with New Orleans Stay & Jazz Tour

New Orleans | Cozumel | Roatán Island | Harvest Caye | Costa Maya | New Orleans

  • 11 Dec 2026
  • 10 Nights
Holiday prices from
£1809pp
Holiday ID: 039849C

Sails from the UK

Cruise From:
Was £1849pp Now: £1812pp

Liverpool | La Coruña | Cádiz | Málaga | Gibraltar | Vigo | Liverpool

  • 05 Jan 2027
  • 13 Nights
Cruise From:
Was £1849pp Now: £1812pp
Holiday ID: 048552
Cruise From:
Was £1899pp Now: £1813pp

Singapore | Cam Ranh | Cai Lan | Hong Kong | Keelung (Chilung) | Ishigaki | Nagasaki | Tokyo

Cruise From:
Was £1899pp Now: £1813pp
Holiday ID: 033297
Fly Cruise From:
Was £1890pp Now: £1814pp

Fort Lauderdale | Tortola | Saint John's | Bridgetown | Castries | Basseterre | Fort Lauderdale

  • 12 Dec 2026
  • 10 Nights
Fly Cruise From:
Was £1890pp Now: £1814pp
Holiday ID: 018662
Fly Cruise From:
Was £1890pp Now: £1814pp

San Juan (Puerto Rico) | Charlotte Amalie | Basseterre | Roseau | Castries | Bridgetown | San Juan (Puerto Rico)

Fly Cruise From:
Was £1890pp Now: £1814pp
Holiday ID: 018643
Fly Cruise From:
£1816pp

Port Canaveral | Oranjestad | Willemstad | Kralendijk | Coco Cay | Port Canaveral

  • 02 Dec 2026
  • 9 Nights
Fly Cruise From:
£1816pp
Holiday ID: 062335
Fly Cruise From:
Was £1892pp Now: £1816pp

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

  • 30 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1892pp Now: £1816pp
Holiday ID: 018578
Fly Cruise From:
Was £1925pp Now: £1819pp

Civitavecchia | Bastia | Livorno | La Spezia | Toulon | Palamós | Palma de Mallorca | Barcelona

  • 02 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1925pp Now: £1819pp
Holiday ID: 026869
Fly Cruise From:
£1820pp

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

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£1820pp
Holiday ID: 025678
Fly Cruise From:
Was £1896pp Now: £1820pp

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

  • 27 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £1896pp Now: £1820pp
Holiday ID: 018590
Fly Cruise From:
Was £1899pp Now: £1823pp

Bridgetown | Kingstown | Castries | Oranjestad | Willemstad | Kralendijk | Pointe-à-Pitre | Saint John's | Road Town | Philipsburg | Bridgetown

  • 31 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1899pp Now: £1823pp
Holiday ID: 071331
Fly Cruise From:
£1828pp

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

  • 29 Dec 2026
  • 7 Nights
Fly Cruise From:
£1828pp
Holiday ID: 037772
Cruise&Stay

San Francisco Stay with Heavenly Hawaiian Islands Cruise

San Francisco | Hilo | Kahului-Maui | Honolulu | Ensenada | San Francisco

  • 24 Jan 2027
  • 20 Nights
Holiday prices from
£1829pp
Holiday ID: 017541CE
Fly Cruise From:
Was £1945pp Now: £1838pp

Civitavecchia | Livorno | Genoa | Nice | Marseille | Barcelona | Alicante | Motril | Cádiz | Lisbon

  • 04 Jan 2027
  • 10 Nights
Fly Cruise From:
Was £1945pp Now: £1838pp
Holiday ID: 031746
Fly Cruise From:
£1838pp

Fort Lauderdale | Nassau | Cabo Rojo | Oranjestad | Willemstad | Fort Lauderdale

  • 13 Feb 2027
  • 8 Nights
Fly Cruise From:
£1838pp
Holiday ID: 019173
Fly Cruise From:
£1839pp

Colón | Cartagena | Oranjestad | Willemstad | Colón

  • 27 Feb 2027
  • 7 Nights
Fly Cruise From:
£1839pp
Holiday ID: 043185
Cruise&Stay

Eastern Caribbean & Bahamas with Orlando & Miami Stay

Fort Lauderdale | Grand Turk Island | Amber Cove | Celebration Key | Fort Lauderdale

  • 30 Jan 2027
  • 15 Nights
Holiday prices from
£1839pp
Holiday ID: 018857C
Cruise From:
£1840pp

Colón | Cartagena | Oranjestad | Willemstad | Colón

  • 26 Dec 2026
  • 7 Nights
Cruise From:
£1840pp
Holiday ID: 043196
Fly Cruise From:
£1841pp

Galveston | Cozumel | Galveston

  • 17 Dec 2026
  • 4 Nights
Fly Cruise From:
£1841pp
Holiday ID: 025730
Fly Cruise From:
£1841pp

Port Canaveral | Nassau | Cabo Rojo | Oranjestad | Willemstad | Kralendijk | Port Canaveral

  • 24 Feb 2027
  • 9 Nights
Fly Cruise From:
£1841pp
Holiday ID: 062334
Fly Cruise From:
£1842pp

Singapore | Georgetown | Phuket | Singapore

Fly Cruise From:
£1842pp
Holiday ID: 033158

Sails from the UK

Cruise From:
Was £1899pp Now: £1842pp

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

  • 20 Dec 2026
  • 14 Nights
Cruise From:
Was £1899pp Now: £1842pp
Holiday ID: 010241
Fly Cruise From:
Was £1919pp Now: £1842pp

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

  • 03 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1919pp Now: £1842pp
Holiday ID: 051325
Fly Cruise From:
£1853pp

Singapore | Ho Chi Minh City | Laem Chabang | Langkawi Island | Singapore

Fly Cruise From:
£1853pp
Holiday ID: 033135
Fly Cruise From:
£1859pp

La Romana | Santo Domingo | Oranjestad | Willemstad | Kralendijk | La Romana

  • 09 Feb 2027
  • 7 Nights
Fly Cruise From:
£1859pp
Holiday ID: 037784

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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