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 9825 cruises
Per Person
Total Price
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:
£2341pp

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

  • 23 Dec 2027
  • 7 Nights

Interest free Monthly Payments from JUST £234pp

Fly Cruise From:
£2341pp
Holiday ID: 091887
Fly Cruise From:
Was £2442pp Now: £2344pp

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

  • 23 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £196pp

Fly Cruise From:
Was £2442pp Now: £2344pp
Holiday ID: 052325
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:
£2348pp

Sydney | Nouméa | Mystery Island (Inyeug) | Port Vila | Sydney

  • 23 Nov 2026
  • 9 Nights
Fly Cruise From:
£2348pp
Holiday ID: 032723
Fly Cruise From:
Was £2447pp Now: £2349pp

Port Canaveral | Key West | Falmouth | Georgetown | Port Canaveral

  • 29 Jan 2028
  • 7 Nights

Interest free Monthly Payments from JUST £193pp

Fly Cruise From:
Was £2447pp Now: £2349pp
Holiday ID: 052093
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 £2399pp Now: £2351pp

Piraeus | Sarandë | Koper | Ancona | Sibenik | Ancona | Dubrovnik | Kotor | Dubrovnik | Piraeus | Bodrum | Rhodes | Alanya | Heraklion (Iraklion) | Piraeus

  • 02 Nov 2027
  • 21 Nights
Fly Cruise From:
Was £2399pp Now: £2351pp
Holiday ID: 090912
Cruise From:
Was £2449pp Now: £2351pp

Fort Lauderdale | Half Moon Cay | Sint Maarten | Roseau | Fort-de-France | Basseterre | Saint Thomas | Fort Lauderdale

  • 22 Dec 2027
  • 11 Nights

Interest free Monthly Payments from JUST £228pp

Cruise From:
Was £2449pp Now: £2351pp
Holiday ID: 092105
Fly Cruise From:
Was £2449pp Now: £2351pp

Bridgetown | Saint George's | Castries | Scarborough | Willemstad | Kralendijk | Pointe-à-Pitre | Philipsburg | Road Town | Basseterre | Bridgetown

  • 12 Dec 2027
  • 14 Nights

Interest free Monthly Payments from JUST £235pp

Fly Cruise From:
Was £2449pp Now: £2351pp
Holiday ID: 107719
Fly Cruise From:
£2355pp

Colón | Cartagena | Oranjestad | Willemstad | Colón

  • 06 Feb 2027
  • 7 Nights
Fly Cruise From:
£2355pp
Holiday ID: 043189
Fly Cruise From:
£2359pp

Brisbane | Airlie Beach | Yorkeys Knob | Brisbane

  • 19 Feb 2027
  • 7 Nights
Fly Cruise From:
£2359pp
Holiday ID: 032767
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
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

Buenos Aires | Punta Arenas | Ushuaia | Antarctic Peninsula | Port Stanley | Montevideo | Buenos Aires

  • 23 Jan 2027
  • 17 Nights
Cruise From:
Was £2459pp Now: £2360pp
Holiday ID: 035033
Fly Cruise From:
£2361pp

Miami | Coco Cay | Nassau | Falmouth | Georgetown | Miami

  • 27 Dec 2026
  • 7 Nights
Fly Cruise From:
£2361pp
Holiday ID: 026689
Fly Cruise From:
£2362pp

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

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

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

  • 09 Jan 2027
  • 8 Nights
Fly Cruise From:
£2362pp
Holiday ID: 035855
Cruise From:
Was £2464pp Now: £2365pp

Trieste | Split | Dubrovnik | Santorini | Mykonos | Kos | Kusadasi | Istanbul | Piraeus

  • 10 Nov 2027
  • 11 Nights
Cruise From:
Was £2464pp Now: £2365pp
Holiday ID: 105185
Fly Cruise From:
Was £2466pp Now: £2367pp

San Juan (Puerto Rico) | Charlotte Amalie | Philipsburg | Saint John's | Castries | Bridgetown | San Juan (Puerto Rico)

Fly Cruise From:
Was £2466pp Now: £2367pp
Holiday ID: 018636
Fly Cruise From:
Was £2467pp Now: £2368pp

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

  • 15 Feb 2027
  • 11 Nights
Fly Cruise From:
Was £2467pp Now: £2368pp
Holiday ID: 018554
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:
£2370pp

Fort Lauderdale | Coco Cay | Nassau | Fort Lauderdale

  • 09 Nov 2027
  • 3 Nights
Fly Cruise From:
£2370pp
Holiday ID: 057720
Fly Cruise From:
£2372pp

Brisbane | Airlie Beach | Yorkeys Knob | Brisbane

  • 16 Jan 2027
  • 6 Nights
Fly Cruise From:
£2372pp
Holiday ID: 032763
Fly Cruise From:
£2374pp

Fort Lauderdale | Key West | Bimini Island | Fort Lauderdale

  • 12 Nov 2027
  • 3 Nights
Fly Cruise From:
£2374pp
Holiday ID: 052262
Fly Cruise From:
£2376pp

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

  • 28 Dec 2026
  • 7 Nights
Fly Cruise From:
£2376pp
Holiday ID: 025837
Fly Cruise From:
£2378pp

Fort Lauderdale | Coco Cay | Freeport | Fort Lauderdale

  • 12 Nov 2027
  • 3 Nights
Fly Cruise From:
£2378pp
Holiday ID: 068499
Cruise From:
Was £2479pp Now: £2379pp

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

  • 02 Jan 2028
  • 12 Nights

Interest free Monthly Payments from JUST £222pp

Cruise From:
Was £2479pp Now: £2379pp
Holiday ID: 084694
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

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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