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 3124 cruises
Per Person
Total Price
Fly Cruise From:
Was £2399pp Now: £2327pp

Southampton | Funchal | Bridgetown | Curaçao | Manzanillo | San Francisco

  • 06 Jan 2027
  • 22 Nights
Fly Cruise From:
Was £2399pp Now: £2327pp
Holiday ID: 015075
Cruise&Stay

Malaysia & Thailand with Singapore and Bali stays

Holiday prices from
£2329pp

Malaysia & Thailand with Singapore and Bali stays

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

Holiday prices from
£2329pp
Holiday ID: 032422CE
Fly Cruise From:
£2341pp

Miami | Puerto Plata | San Juan (Puerto Rico) | Charlotte Amalie | Miami

  • 20 Dec 2026
  • 7 Nights
Fly Cruise From:
£2341pp
Holiday ID: 026644
Fly Cruise From:
Was £2440pp Now: £2342pp

Fort Lauderdale | Basseterre | Castries | Bridgetown | Willemstad | Kralendijk | Oranjestad | Fort Lauderdale

  • 28 Feb 2027
  • 12 Nights
Fly Cruise From:
Was £2440pp Now: £2342pp
Holiday ID: 018658
Fly Cruise From:
£2345pp

Fort Lauderdale | Willemstad | Oranjestad | Cabo Rojo | Coco Cay | Fort Lauderdale

  • 09 Jan 2027
  • 8 Nights
Fly Cruise From:
£2345pp
Holiday ID: 035855
Fly Cruise From:
£2347pp

Fort Lauderdale | Cozumel | Costa Maya | Nassau | Fort Lauderdale

  • 27 Dec 2026
  • 6 Nights
Fly Cruise From:
£2347pp
Holiday ID: 019168
Fly Cruise From:
£2350pp

Sydney | Bay of Islands | Tauranga | Napier | Picton | Sydney

  • 02 Dec 2026
  • 9 Nights
Fly Cruise From:
£2350pp
Holiday ID: 032741
Fly Cruise From:
Was £2452pp Now: £2353pp

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

  • 15 Feb 2027
  • 11 Nights
Fly Cruise From:
Was £2452pp Now: £2353pp
Holiday ID: 018554
Fly Cruise From:
£2357pp

Cartagena | Oranjestad | Willemstad | Colón | Cartagena

  • 10 Jan 2027
  • 7 Nights
Fly Cruise From:
£2357pp
Holiday ID: 043209
Cruise From:
Was £2459pp Now: £2360pp

Miami | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Miami | Amber Cove | Grand Turk Island | Half Moon Cay | Key West | Miami

  • 12 Dec 2026
  • 14 Nights
Cruise From:
Was £2459pp Now: £2360pp
Holiday ID: 031282
Cruise From:
Was £2459pp Now: £2360pp

Fort Lauderdale | Half Moon Cay | Ocho Rios | Grand Cayman | Cozumel | Fort Lauderdale | Nassau | Half Moon Cay | Grand Turk Island | Amber Cove | Fort Lauderdale

  • 10 Jan 2027
  • 14 Nights
Cruise From:
Was £2459pp Now: £2360pp
Holiday ID: 031257
Fly Cruise From:
£2360pp

Brisbane | Airlie Beach | Yorkeys Knob | Brisbane

  • 19 Feb 2027
  • 7 Nights
Fly Cruise From:
£2360pp
Holiday ID: 032767
Fly Cruise From:
£2362pp

Singapore | Hong Kong | Keelung (Chilung) | Nagasaki | Kumamoto | Kagoshima | Yokohama

Fly Cruise From:
£2362pp
Holiday ID: 033160
Cruise&Stay

Sisters at Sea: Valiant Lady with San Juan Stay

Holiday prices from
£2369pp

Sisters at Sea: Valiant Lady with San Juan Stay

San Juan (Puerto Rico) | Samaná | Grand Turk Island | Cabo Rojo | San Juan (Puerto Rico)

  • 11 Feb 2027
  • 10 Nights
Holiday prices from
£2369pp
Holiday ID: 025170C
Cruise From:
Was £2469pp Now: £2370pp

San Diego | Puerto Vallarta | Mazatlán | Cabo San Lucas | San Diego | Cabo San Lucas | La Paz | Guaymas | San Diego

  • 26 Dec 2026
  • 14 Nights
Cruise From:
Was £2469pp Now: £2370pp
Holiday ID: 026156
Fly Cruise From:
£2374pp

Brisbane | Airlie Beach | Yorkeys Knob | Brisbane

  • 16 Jan 2027
  • 6 Nights
Fly Cruise From:
£2374pp
Holiday ID: 032763
Fly Cruise From:
£2378pp

Fort Lauderdale | Coco Cay | Charlotte Amalie | Philipsburg | Fort Lauderdale

  • 28 Dec 2026
  • 7 Nights
Fly Cruise From:
£2378pp
Holiday ID: 025837
Cruise&Stay

Southern Caribbean & Aruban Nights with San Juan Stay

San Juan (Puerto Rico) | Oranjestad | Willemstad | Fort-de-France | Basseterre | San Juan (Puerto Rico)

  • 25 Feb 2027
  • 10 Nights
Holiday prices from
£2379pp
Holiday ID: 026202C
Cruise&Stay

Eastern Caribbean Cruise: Saint Lucia, Dominica & Sint Maarten with Barbados & San Juan Stays

Bridgetown | Castries | Roseau | Basseterre | Charlestown | Philipsburg | San Juan (Puerto Rico)

  • 10 Dec 2026
  • 11 Nights
Holiday prices from
£2379pp
Holiday ID: 019961C4
Fly Cruise From:
£2383pp

Galveston | Roatán Island | Costa Maya | Cozumel | Galveston

  • 13 Dec 2026
  • 7 Nights
Fly Cruise From:
£2383pp
Holiday ID: 019387
Fly Cruise From:
£2384pp

Port Canaveral | Nassau | Falmouth | Coco Cay | Port Canaveral

  • 30 Dec 2026
  • 6 Nights
Fly Cruise From:
£2384pp
Holiday ID: 025702
Fly Cruise From:
£2388pp

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

  • 19 Dec 2026
  • 8 Nights
Fly Cruise From:
£2388pp
Holiday ID: 019127
Fly Cruise From:
£2389pp

Málaga | Tangier | Motril | Cartagena | Alicante | Valencia | Barcelona

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
£2389pp
Holiday ID: 019976P
Fly Cruise From:
Was £2495pp Now: £2395pp

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

  • 15 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2495pp Now: £2395pp
Holiday ID: 027336
Fly Cruise From:
Was £2495pp Now: £2395pp

Barcelona | Sète | Marseille | Villefranche-sur-Mer | Livorno | Civitavecchia

  • 17 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2495pp Now: £2395pp
Holiday ID: 027121
Fly Cruise From:
Was £2495pp Now: £2395pp

Civitavecchia | Livorno | Ajaccio | Marseille | Sète | Barcelona

  • 18 Feb 2027
  • 7 Nights
Fly Cruise From:
Was £2495pp Now: £2395pp
Holiday ID: 061563
Cruise From:
Was £2499pp Now: £2399pp

Fort Lauderdale | Nassau | Grand Turk Island | Amber Cove | Half Moon Cay | Fort Lauderdale | Grand Turk Island | San Juan (Puerto Rico) | Saint Thomas | Half Moon Cay | Fort Lauderdale

  • 12 Dec 2026
  • 14 Nights
Cruise From:
Was £2499pp Now: £2399pp
Holiday ID: 031229
Cruise From:
Was £2499pp Now: £2399pp

Fort Lauderdale | Half Moon Cay | Aruba | Cartagena | Colón | Gatun Lake | Puerto Limón | Grand Cayman | Fort Lauderdale

  • 27 Dec 2026
  • 12 Nights
Cruise From:
Was £2499pp Now: £2399pp
Holiday ID: 031241
Fly Cruise From:
£2399pp

Hong Kong | Busan | Nagasaki | Kobe | Yokohama

Fly Cruise From:
£2399pp
Holiday ID: 068494
Cruise From:
Was £2509pp Now: £2399pp

San Diego | Puerto Vallarta | Huatulco (Santa María Huatulco) | Puerto Chiapas | Puerto Quetzal | Fuerte Amador | Cartagena | Half Moon Cay | Miami

  • 30 Jan 2027
  • 15 Nights
Cruise From:
Was £2509pp Now: £2399pp
Holiday ID: 026175

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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