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:
£1529pp

Baoshan Pt | Nagasaki | Kagoshima | Baoshan Pt

Fly Cruise From:
£1529pp
Holiday ID: 087133
Fly Cruise From:
Was £1594pp Now: £1530pp

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

Fly Cruise From:
Was £1594pp Now: £1530pp
Holiday ID: 018653
Fly Cruise From:
£1531pp

Tampa | Costa Maya | Roatán Island | Cozumel | Tampa

  • 14 Feb 2027
  • 6 Nights
Fly Cruise From:
£1531pp
Holiday ID: 048883
Fly Cruise From:
£1533pp

Bridgetown | Castries | Willemstad | Oranjestad | Kralendijk | Saint George's | Bridgetown

  • 18 Feb 2027
  • 7 Nights
Fly Cruise From:
£1533pp
Holiday ID: 037787
Fly Cruise From:
£1534pp

Tampa | Cozumel | Roatán Island | Costa Maya | Tampa

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
£1534pp
Holiday ID: 047356
Fly Cruise From:
£1534pp

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

  • 06 Dec 2026
  • 7 Nights
Fly Cruise From:
£1534pp
Holiday ID: 048918
Cruise From:
Was £1616pp Now: £1535pp

Miami | Philipsburg | Basseterre | Road Town | Saint John's | Bimini Island | Miami

  • 28 Dec 2026
  • 10 Nights
Cruise From:
Was £1616pp Now: £1535pp
Holiday ID: 026727
Cruise From:
Was £1585pp Now: £1537pp

Galveston | Ocho Rios | Bridgetown | Castries | Saint Kitts | San Juan (Puerto Rico) | Amber Cove | Galveston

  • 02 Jan 2027
  • 14 Nights
Cruise From:
Was £1585pp Now: £1537pp
Holiday ID: 108665
Fly Cruise From:
Was £1606pp Now: £1541pp

San Juan (Puerto Rico) | Charlotte Amalie | Saint John's | Roseau | Castries | Saint George's | San Juan (Puerto Rico)

Fly Cruise From:
Was £1606pp Now: £1541pp
Holiday ID: 018647
Fly Cruise From:
£1542pp

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

  • 23 Jan 2027
  • 7 Nights
Fly Cruise From:
£1542pp
Holiday ID: 047351
Cruise From:
Was £1609pp Now: £1544pp

Miami | Amber Cove | Grand Turk Island | Half Moon Cay | Key West | Miami

  • 19 Dec 2026
  • 7 Nights
Cruise From:
Was £1609pp Now: £1544pp
Holiday ID: 031283
Fly Cruise From:
Was £1611pp Now: £1546pp

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

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
Was £1611pp Now: £1546pp
Holiday ID: 018581
Fly Cruise From:
£1546pp

Tampa | Costa Maya | Cozumel | Coco Cay | Tampa

  • 19 Dec 2026
  • 7 Nights
Fly Cruise From:
£1546pp
Holiday ID: 047347
Cruise From:
Was £1595pp Now: £1547pp

Sydney | Eden | Burnie | Melbourne | Milford Sound | Melbourne | Dunedin | Timaru | Tauranga | Auckland

  • 25 Jan 2027
  • 11 Nights
Cruise From:
Was £1595pp Now: £1547pp
Holiday ID: 018105
Fly Cruise From:
£1548pp

Baoshan Pt | Fukuoka | Busan | Baoshan Pt

Fly Cruise From:
£1548pp
Holiday ID: 087137
Fly Cruise From:
Was £1599pp Now: £1551pp

Bridgetown | Aruba | Curaçao | Saint Vincent | Dominica | Castries | Saint Kitts | Saint John's | Sint Maarten | Bridgetown

  • 12 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015042
Fly Cruise From:
Was £1599pp Now: £1551pp

Bridgetown | Sint Maarten | Saint John's | Saint Kitts | Castries | Saint Vincent | Saint George's | Aruba | Curaçao | Bridgetown

  • 09 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015045
Fly Cruise From:
Was £1599pp Now: £1551pp

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

  • 23 Jan 2027
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015098
Fly Cruise From:
Was £1599pp Now: £1551pp

Bridgetown | Sint Maarten | Saint John's | Saint Kitts | Castries | Saint Vincent | Saint George's | Bonaire | Curaçao | Bridgetown

  • 05 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015048
Fly Cruise From:
Was £1599pp Now: £1551pp

Bridgetown | Sint Maarten | Saint John's | Saint Kitts | Castries | Saint Vincent | Saint George's | Bonaire | Curaçao | Bridgetown

  • 06 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015049
Fly Cruise From:
Was £1599pp Now: £1551pp

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

  • 27 Feb 2027
  • 14 Nights
Fly Cruise From:
Was £1599pp Now: £1551pp
Holiday ID: 015106
Fly Cruise From:
£1552pp

Hong Kong | Okinawa | Ishigaki | Hong Kong

Fly Cruise From:
£1552pp
Holiday ID: 026739
Fly Cruise From:
£1552pp

San Juan (Puerto Rico) | Saint Croix Island | Philipsburg | Saint John's | Fort-de-France | Basseterre | San Juan (Puerto Rico)

  • 09 Jan 2027
  • 7 Nights
Fly Cruise From:
£1552pp
Holiday ID: 047744
Fly Cruise From:
£1553pp

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

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
£1553pp
Holiday ID: 047742
Fly Cruise From:
£1553pp

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

  • 13 Feb 2027
  • 7 Nights
Fly Cruise From:
£1553pp
Holiday ID: 048911
Cruise From:
Was £1619pp Now: £1554pp

Fort Lauderdale | Sint Maarten | Antigua | Tortola | San Juan (Puerto Rico) | Half Moon Cay | Fort Lauderdale

  • 11 Dec 2026
  • 9 Nights
Cruise From:
Was £1619pp Now: £1554pp
Holiday ID: 031586
Fly Cruise From:
£1556pp

Port Canaveral | Grand Turk Island | Coco Cay | Port Canaveral

  • 05 Feb 2027
  • 5 Nights
Fly Cruise From:
£1556pp
Holiday ID: 025598
Fly Cruise From:
£1556pp

Galveston | Costa Maya | Cozumel | Galveston

  • 06 Feb 2027
  • 5 Nights
Fly Cruise From:
£1556pp
Holiday ID: 025748
Fly Cruise From:
£1558pp

New Orleans | Cozumel | Georgetown | Falmouth | New Orleans

  • 26 Dec 2026
  • 7 Nights
Fly Cruise From:
£1558pp
Holiday ID: 026710
Fly Cruise From:
Was £1623pp Now: £1558pp

Fort Lauderdale | Cozumel | Roatán Island | Costa Maya | Fort Lauderdale

  • 10 Jan 2027
  • 6 Nights
Fly Cruise From:
Was £1623pp Now: £1558pp
Holiday ID: 018755

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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