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:
£1561pp

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

  • 21 Jan 2027
  • 7 Nights
Fly Cruise From:
£1561pp
Holiday ID: 037779
Fly Cruise From:
£1566pp

Galveston | Costa Maya | Roatán Island | Cozumel | Galveston

  • 28 Feb 2027
  • 7 Nights
Fly Cruise From:
£1566pp
Holiday ID: 019427
Fly Cruise From:
£1569pp

Galveston | Roatán Island | Costa Maya | Cozumel | Galveston

  • 21 Feb 2027
  • 7 Nights
Fly Cruise From:
£1569pp
Holiday ID: 019385
Cruise From:
Was £1648pp Now: £1573pp

Tokyo | Kagoshima | Okinawa | Kaohsiung | Hong Kong | Chan May | Phu My | Singapore

Cruise From:
Was £1648pp Now: £1573pp
Holiday ID: 033292
Fly Cruise From:
£1573pp

Galveston | Cozumel | Galveston

  • 11 Feb 2027
  • 4 Nights
Fly Cruise From:
£1573pp
Holiday ID: 025746
Fly Cruise From:
£1573pp

Galveston | Costa Maya | Roatán Island | Cozumel | Galveston

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1573pp
Holiday ID: 019388
Fly Cruise From:
£1580pp

Miami | Nassau | Georgetown | Falmouth | Ocho Rios | Miami

  • 14 Feb 2027
  • 7 Nights
Fly Cruise From:
£1580pp
Holiday ID: 026683
Fly Cruise From:
Was £1648pp Now: £1582pp

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

Fly Cruise From:
Was £1648pp Now: £1582pp
Holiday ID: 018651
Fly Cruise From:
£1583pp

Port Canaveral | Philipsburg | San Juan (Puerto Rico) | Coco Cay | Port Canaveral

  • 05 Dec 2026
  • 7 Nights
Fly Cruise From:
£1583pp
Holiday ID: 025682
Cruise From:
Was £1649pp Now: £1583pp

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

  • 19 Dec 2026
  • 7 Nights
Cruise From:
Was £1649pp Now: £1583pp
Holiday ID: 031581
Cruise From:
Was £1649pp Now: £1583pp

Fort Lauderdale | Half Moon Cay | Grand Turk Island | Amber Cove | Key West | Fort Lauderdale

  • 20 Dec 2026
  • 7 Nights
Cruise From:
Was £1649pp Now: £1583pp
Holiday ID: 031240
Cruise From:
Was £1649pp Now: £1583pp

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

  • 20 Dec 2026
  • 7 Nights
Cruise From:
Was £1649pp Now: £1583pp
Holiday ID: 031593
Fly Cruise From:
£1584pp

Tampa | Roatán Island | Belize City | Cozumel | Tampa

Fly Cruise From:
£1584pp
Holiday ID: 019241
Fly Cruise From:
£1584pp

Miami | Willemstad | Oranjestad | Cabo Rojo | Coco Cay | Miami

  • 28 Jan 2027
  • 9 Nights
Fly Cruise From:
£1584pp
Holiday ID: 062751
Fly Cruise From:
£1584pp

Baoshan Pt | Okinawa | Baoshan Pt

Fly Cruise From:
£1584pp
Holiday ID: 087135
Fly Cruise From:
£1586pp

Galveston | Cozumel | Costa Maya | Galveston

  • 15 Feb 2027
  • 5 Nights
Fly Cruise From:
£1586pp
Holiday ID: 025726
Fly Cruise From:
Was £1654pp Now: £1587pp

Miami | Nassau | Charlotte Amalie | Saint John's | Miami

  • 17 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1654pp Now: £1587pp
Holiday ID: 018787
Fly Cruise From:
£1588pp

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

  • 12 Jan 2027
  • 7 Nights
Fly Cruise From:
£1588pp
Holiday ID: 037776
Fly Cruise From:
Was £1656pp Now: £1589pp

Miami | Philipsburg | Charlotte Amalie | Puerto Plata | Miami

  • 10 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1656pp Now: £1589pp
Holiday ID: 018791
Fly Cruise From:
Was £1656pp Now: £1589pp

Miami | Philipsburg | Tortola | Puerto Plata | Miami

  • 31 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1656pp Now: £1589pp
Holiday ID: 018797
Fly Cruise From:
£1589pp

Baoshan Pt | Seogwipo | Baoshan Pt

Fly Cruise From:
£1589pp
Holiday ID: 026757
Cruise&Stay

St. Thomas & St. Kitts with Miami Stay

Holiday prices from
£1589pp

St. Thomas & St. Kitts with Miami Stay

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

  • 29 Jan 2027
  • 10 Nights
Holiday prices from
£1589pp
Holiday ID: 018595C
Fly Cruise From:
£1590pp

Fort Lauderdale | Grand Turk Island | Oranjestad | Willemstad | Fort Lauderdale

  • 27 Feb 2027
  • 8 Nights
Fly Cruise From:
£1590pp
Holiday ID: 019148
Cruise From:
Was £1659pp Now: £1592pp

Civitavecchia | Livorno | Mahón | Palma de Mallorca | Barcelona

  • 22 Dec 2026
  • 7 Nights
Cruise From:
Was £1659pp Now: £1592pp
Holiday ID: 019966
Cruise From:
Was £1671pp Now: £1595pp

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

  • 26 Dec 2026
  • 14 Nights
Cruise From:
Was £1671pp Now: £1595pp
Holiday ID: 018846
Fly Cruise From:
£1596pp

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

Fly Cruise From:
£1596pp
Holiday ID: 019240
Fly Cruise From:
Was £1649pp Now: £1599pp

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

  • 18 Dec 2026
  • 14 Nights
Fly Cruise From:
Was £1649pp Now: £1599pp
Holiday ID: 015090
Fly Cruise From:
£1599pp

Port Canaveral | Bimini Island | Willemstad | Oranjestad | Cabo Rojo | Coco Cay | Port Canaveral

  • 04 Jan 2027
  • 9 Nights
Fly Cruise From:
£1599pp
Holiday ID: 062333
Fly Cruise From:
£1599pp

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

  • 17 Jan 2027
  • 7 Nights
Fly Cruise From:
£1599pp
Holiday ID: 048591
Fly Cruise From:
Was £1670pp Now: £1599pp

Miami | Bimini Island | Nassau | Cozumel | Georgetown | Miami

  • 24 Jan 2027
  • 7 Nights
Fly Cruise From:
Was £1670pp Now: £1599pp
Holiday ID: 018780

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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