Call free 0800 917 5742 We are open today between 9am and 8pm
Find the best Winter cruise from Southampton for you in 2027, 2028 and 2029 with Stewart Travel below. Call one of our Cruise Experts on 0800 917 5742 to book your dream cruise holiday today!
Ventura 03 December 2026 18 nights
Itinerary: Southampton - Madeira - Praia - St Vincent - Lanzarote - Gran Canaria - Cadiz - Lisbon - Southampton
Sail From UK from
Arcadia 03 December 2026 18 nights
Itinerary: Southampton - Tenerife - St Vincent - Praia - Lanzarote - Agadir - Casablanca - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £23pp
Queen Victoria 04 December 2026 12 nights
Itinerary: Southampton - Funchal - La Palma - Tenerife - Lanzarote - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £66pp
MSC Preziosa 04 December 2026 7 nights
Itinerary: Southampton - Hamburg - Rotterdam - Cherbourg - Paris - Southampton
Sail From UK from
Includes extra savings of up to £59pp
Iona 05 December 2026 14 nights
Itinerary: Southampton - Tenerife - Gran Canaria - Lanzarote - Cadiz - Lisbon - Southampton
Sail From UK from
Queen Mary 2 05 December 2026 7 nights
Itinerary: Southampton - Paris - Zeebrugge - Rotterdam - Southampton
Sail From UK from
Includes extra savings of up to £129pp
Small Ship Experience
Balmoral 10 December 2026 6 nights
Itinerary: Southampton - Rouen - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £50pp
Small Ship Experience
Aurora 11 December 2026 4 nights
Itinerary: Southampton - Rotterdam - Southampton
Sail From UK from
MSC Preziosa 11 December 2026 7 nights
Itinerary: Southampton - Hamburg - Zeebrugge - Cherbourg - Paris - Southampton
Sail From UK from
Includes extra savings of up to £57pp
Queen Mary 2 12 December 2026 7 nights
Itinerary: Southampton - New York
Sail From UK from
Includes extra savings of up to £41pp
Queen Mary 2 12 December 2026 30 nights
Itinerary: Southampton - New York - Road Town - Philipsburg - Barbados - Castries - Roseau - St. Kitts - New York - Southampton
Sail From UK from
Includes extra savings of up to £201pp
Queen Mary 2 12 December 2026 21 nights
Itinerary: Southampton - New York - Road Town - Philipsburg - Barbados - Castries - Roseau - St. Kitts - New York
Sail From UK from
Call us now on 0800 917 5742
Queen Anne 13 December 2026 5 nights
Itinerary: Southampton - Zeebrugge - Rotterdam - Hamburg
Sail From UK from
Includes extra savings of up to £15pp
Queen Anne 13 December 2026 7 nights
Itinerary: Southampton - Zeebrugge - Rotterdam - Hamburg - Southampton
Sail From UK from
Includes extra savings of up to £12pp
Small Ship Experience
Borealis 13 December 2026 5 nights
Itinerary: Southampton - Amsterdam - Honfleur - Southampton
Sail From UK from
Includes extra savings of up to £32pp
Small Ship Experience
Aurora 15 December 2026 14 nights
Itinerary: Southampton - Copenhagen - Gdynia - Oslo - Hamburg - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £17pp
Queen Victoria 16 December 2026 12 nights
Itinerary: Southampton - Lisbon - Funchal - Tenerife - Gran Canaria - Lanzarote - Southampton
Sail From UK from
Includes extra savings of up to £305pp
Small Ship Experience
Balmoral 16 December 2026 6 nights
Itinerary: Southampton - Hamburg - Honfleur - Southampton
Sail From UK from
Includes extra savings of up to £38pp
Small Ship Experience
Borealis 18 December 2026 31 nights
Itinerary: Southampton - Tenerife - St John's - Philipsburg - St. Kitts - Castries - St Vincent - St Georges - Barbados - Funchal...
Sail From UK from
Includes extra savings of up to £113pp
MSC Preziosa 18 December 2026 6 nights
Itinerary: Southampton - Hamburg - Zeebrugge - Rotterdam - Southampton
Sail From UK from
Includes extra savings of up to £46pp
Iona 19 December 2026 16 nights
Itinerary: Southampton - Madeira - Tenerife - Fuerteventura - Gran Canaria - Lanzarote - Cadiz - Lisbon - La Coruna - Southampton
Sail From UK from
Includes extra savings of up to £32pp
Queen Anne 20 December 2026 14 nights
Itinerary: Southampton - Funchal - Lanzarote - Fuerteventura - Tenerife - La Palma - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £58pp
Ventura 21 December 2026 14 nights
Itinerary: Southampton - La Coruna - Tenerife - La Palma - Gran Canaria - Lanzarote - Madeira - Southampton
Sail From UK from
Includes extra savings of up to £17pp
Arcadia 21 December 2026 16 nights
Itinerary: Southampton - Vigo - Lanzarote - Fuerteventura - Tenerife - La Palma - Madeira - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £46pp
Small Ship Experience
Balmoral 22 December 2026 15 nights
Itinerary: Southampton - Tenerife - La Palma - Gran Canaria - Funchal - Lisbon - Southampton
Sail From UK from
Call us now on 0800 917 5742
Britannia 01 December 2027 6 nights
Itinerary: Southampton - Paris - Hamburg - Southampton
Sail From UK from
Queen Victoria 03 December 2027 12 nights
Itinerary: Southampton - Lisbon - Alicante - Barcelona - Malaga - Cadiz - Southampton
Sail From UK from
Includes extra savings of up to £67pp
Small Ship Experience
Borealis 03 December 2027 14 nights
Itinerary: Southampton - Lisbon - Funchal - Cadiz - Gibraltar - Vigo - La Coruna - Southampton
Sail From UK from
Includes extra savings of up to £58pp
Ventura 04 December 2027 7 nights
Itinerary: Southampton - Copenhagen - Oslo - Skagen - Southampton
Sail From UK from
Includes extra savings of up to £19pp
Small Ship Experience
Bolette 04 December 2027 33 nights
Itinerary: Southampton - La Coruna - Tenerife - Castries - Barbados - Bequia - Fort de France - Roseau - Road Town - Philipsburg...
Sail From UK from
Includes extra savings of up to £190pp
Queen Anne 05 December 2027 12 nights
Itinerary: Southampton - Funchal - Tenerife - Gran Canaria - Fuerteventura - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £57pp
MSC Preziosa 05 December 2027 7 nights
Itinerary: Southampton - Paris - Zeebrugge - Rotterdam - Hamburg - Southampton
Sail From UK from
Includes extra savings of up to £57pp
Britannia 07 December 2027 14 nights
Itinerary: Southampton - Madeira - La Palma - Tenerife - Gran Canaria - Lanzarote - Cadiz - Lisbon - Southampton
Sail From UK from
Arcadia 09 December 2027 12 nights
Itinerary: Southampton - Agadir - Casablanca - Tangier - Malaga - Cadiz - Southampton
Sail From UK from
Includes extra savings of up to £19pp
Queen Mary 2 09 December 2027 5 nights
Itinerary: Southampton - Rotterdam - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £33pp
Ventura 11 December 2027 5 nights
Itinerary: Southampton - Zeebrugge - Amsterdam - Southampton
Sail From UK from
MSC Preziosa 12 December 2027 7 nights
Itinerary: Southampton - Paris - Zeebrugge - Rotterdam - Hamburg - Southampton
Sail From UK from
Includes extra savings of up to £57pp
Queen Mary 2 14 December 2027 7 nights
Itinerary: Southampton - New York
Sail From UK from
Includes extra savings of up to £78pp
Queen Mary 2 14 December 2027 20 nights
Itinerary: Southampton - New York - St. Kitts - Castries - Barbados - Roseau - Philipsburg - New York
Sail From UK from
Includes extra savings of up to £84pp
Queen Mary 2 14 December 2027 28 nights
Itinerary: Southampton - New York - St. Kitts - Castries - Barbados - Roseau - Philipsburg - New York - Southampton
Sail From UK from
Includes extra savings of up to £277pp
Small Ship Experience
Aurora 15 December 2027 14 nights
Itinerary: Southampton - Copenhagen - Gdynia - Oslo - Hamburg - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £39pp
Queen Victoria 15 December 2027 13 nights
Itinerary: Southampton - Lisbon - Lanzarote - Gran Canaria - Tenerife - Funchal - Southampton
Sail From UK from
Includes extra savings of up to £113pp
Ventura 16 December 2027 4 nights
Itinerary: Southampton - Zeebrugge - Paris - Southampton
Sail From UK from
Queen Anne 17 December 2027 4 nights
Itinerary: Southampton - Rotterdam - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £23pp
Small Ship Experience
Borealis 17 December 2027 5 nights
Itinerary: Southampton - Honfleur - Hamburg - Southampton
Sail From UK from
Includes extra savings of up to £23pp
MSC Preziosa 19 December 2027 7 nights
Itinerary: Southampton - Paris - Zeebrugge - Rotterdam - Hamburg - Southampton
Sail From UK from
Includes extra savings of up to £77pp
Ventura 20 December 2027 4 nights
Itinerary: Southampton - Paris - Southampton
Sail From UK from
Arcadia 21 December 2027 16 nights
Itinerary: Southampton - Vigo - Cadiz - Lanzarote - Tenerife - La Palma - Gran Canaria - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £42pp
Britannia 21 December 2027 14 nights
Itinerary: Southampton - La Coruna - Fuerteventura - La Palma - Tenerife - Gran Canaria - Madeira - Southampton
Sail From UK from
Includes extra savings of up to £57pp
Queen Anne 21 December 2027 14 nights
Itinerary: Southampton - Lisbon - Lanzarote - Gran Canaria - Tenerife - Fuerteventura - Funchal - Southampton
Sail From UK from
Includes extra savings of up to £140pp
Ventura 02 December 2028 7 nights
Itinerary: Southampton - Copenhagen - Oslo - Skagen - Southampton
Sail From UK from
Queen Anne 03 December 2028 14 nights
Itinerary: Southampton - Funchal - La Palma - Tenerife - Gran Canaria - Lanzarote - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £80pp
Britannia 07 December 2028 14 nights
Itinerary: Southampton - Lisbon - Madeira - Agadir - Tangier - La Coruna - Southampton
Sail From UK from
Ventura 09 December 2028 5 nights
Itinerary: Southampton - Amsterdam - Zeebrugge - Southampton
Sail From UK from
Arcadia 10 December 2028 11 nights
Itinerary: Southampton - La Coruna - Tangier - Cadiz - Lisbon - Vigo - Cherbourg - Southampton
Sail From UK from
Queen Victoria 13 December 2028 4 nights
Itinerary: Southampton - Rotterdam - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £21pp
Ventura 14 December 2028 4 nights
Itinerary: Southampton - Amsterdam - Southampton
Sail From UK from
Small Ship Experience
Aurora 15 December 2028 14 nights
Itinerary: Southampton - Copenhagen - Gdynia - Oslo - Hamburg - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £37pp
Queen Mary 2 15 December 2028 7 nights
Itinerary: Southampton - New York
Sail From UK from
Includes extra savings of up to £73pp
Queen Mary 2 15 December 2028 20 nights
Itinerary: Southampton - New York - Road Town - St. Kitts - Castries - Barbados - Philipsburg - New York
Sail From UK from
Includes extra savings of up to £196pp
Queen Mary 2 15 December 2028 28 nights
Itinerary: Southampton - New York - Road Town - St. Kitts - Castries - Barbados - Philipsburg - New York - Southampton
Sail From UK from
Includes extra savings of up to £246pp
Queen Anne 17 December 2028 5 nights
Itinerary: Southampton - Paris - Cherbourg - Zeebrugge - Southampton
Sail From UK from
Includes extra savings of up to £32pp
Queen Victoria 17 December 2028 12 nights
Itinerary: Southampton - Funchal - La Palma - Tenerife - Fuerteventura - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £152pp
Ventura 18 December 2028 4 nights
Itinerary: Southampton - Paris - Cherbourg - Southampton
Sail From UK from
Britannia 21 December 2028 14 nights
Itinerary: Southampton - La Coruna - Gran Canaria - La Palma - Lanzarote - Tenerife - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £40pp
Arcadia 21 December 2028 16 nights
Itinerary: Southampton - Vigo - Cadiz - Lanzarote - Tenerife - La Palma - Madeira - Lisbon - Southampton
Sail From UK from
Includes extra savings of up to £47pp
Ventura 22 December 2028 7 nights
Itinerary: Southampton - Hamburg - Rotterdam - Zeebrugge - Southampton
Sail From UK from
Queen Anne 22 December 2028 14 nights
Itinerary: Southampton - Lanzarote - Gran Canaria - Tenerife - La Palma - Funchal - La Coruna - Southampton
Sail From UK from
Includes extra savings of up to £160pp
Ventura 29 December 2028 7 nights
Itinerary: Southampton - Copenhagen - Oslo - Skagen - Southampton
Sail From UK from
Small Ship Experience
Aurora 29 December 2028 5 nights
Itinerary: Southampton - Zeebrugge - Hamburg - Southampton
Sail From UK from
Queen Victoria 29 December 2028 7 nights
Itinerary: Southampton - Zeebrugge - Amsterdam - Paris - Southampton
Sail From UK from
Includes extra savings of up to £80pp
Small Ship Experience
Aurora 03 January 2029 75 nights
Itinerary: Southampton - Madeira - Tenerife - Recife - Rio de Janeiro - Sao Paulo - Salvador - Fortaleza - Barbados - Kingstown...
Sail From UK from
Includes extra savings of up to £228pp
Britannia 04 January 2029 35 nights
Itinerary: Southampton - Tenerife - Barbados - Grenadine Islands - Willemstad - Oranjestad - Kingstown - Dominica - Antigua - Basseterre...
Sail From UK from
Includes extra savings of up to £109pp
Ventura 05 January 2029 14 nights
Itinerary: Southampton - Vigo - Lisbon - Lanzarote - Gran Canaria - Tenerife - La Palma - Madeira - Southampton
Sail From UK from
Queen Anne 05 January 2029 2 nights
Itinerary: Southampton - Hamburg
Sail From UK from
Includes extra savings of up to £14pp
Christmas Cruises from Southampton | Christmas Market Cruises from Southampton | New Years Eve Cruises from Southampton | Easter Cruises from Southampton
Spring Cruises from Southampton | March Cruises from Southampton | April Cruises from Southampton | May Cruises from Southampton
Summer Cruises from Southampton | June Cruises from Southampton | July Cruises from Southampton | August Cruises from Southampton
Autumn Cruises from Southampton | September Cruises from Southampton | October Cruises from Southampton | November Cruises from Southampton
Winter Cruises from Southampton | December Cruises from Southampton | January Cruises from Southampton | February Cruises from Southampton
Excellent service throughout
Trusted Customer / November 2026
Very informative and helpful. Complete understanding of our needs and delivered on recommendation and price.
Mrs Brown / November 2026
Another excellent experience, booking my next holiday, from the ladies at the Helensburgh branch. Always very welcoming when you enter their premises, and every so helpful and friendly at helping you find the right holiday for you. Add to that, when they ask how your previous trip went, and love to hear your stories. They're genuinely interested in their customers, and their needs.
Mr Cornish / November 2026
Get A Quote