Luxury Winter Cruises

Luxury winter cruises are quiet and peaceful, away from the busy crowds and packed beaches, allowing for more time to enjoy the landscapes and breathing space outside of peak tourist periods.

Where can you sail?

Whether you are looking to enjoy winter in another continent complete with snow, ice rinks and sledging, or you are looking for a warmer climate where your toes can thaw on the shores of decadent beaches, there is a destination for everyone looking cruise in winter.

Looking for winter sun?

For those looking to follow the sun this winter, Azamara sails to the popular ports of the Caribbean where year-round heat is guaranteed. Visit Puerto Rico, St. Kitts and the Bahamas on-board a luxurious vessel as you scour the Caribbean coastlines looking for your best sunbathing spot.

Make your Christmas and New Year with a cruise to Australia and New Zealand, where you can witness stunning Sydney Harbour erupt into colourful fireworks before visiting the neighbouring islands of Bali, Darwin Island and Whitsunday Islands.

For a voyage closer to home, Regent Seven Seas Cruises journeys to the cosy islands of Italy, Spain and France. You could also venture to the Grecian coast and peer into the ports of Athens, Rhodes and Crete where the cruise line sails in the sunshine, offering the perfect escape from the winter blues.

Longing for wintery climes?

If stunning snowy landscapes, ice-caps and chilling temperatures are more suited to your choice of winter cruise, look no further than Alaska and Canada. Seabourn Sojourn sails along the Gulf of Alaska and between the Inside Passage to create a winter journey like no other; a wonderful sailing for adventurous cruisers, with opportunities to explore the most remote state in the USA. Each port is as charming as the next and offers unforgettable sights and scenery which will linger in your memory.

Northern Europe is also home to some fascinating destinations to visit over the winter months, especially Norway and Sweden. Oceania cruises the Norwegian Sea and explores Bergen, Alesund and Hammerfest, allowing you to witness the sheer beauty of the fjords and surrounding natural wonders – a stunning backdrop for luxury winter cruises.

When is winter?

Our deals below are focused on the three months of December, January, and February - the most popular times to set sail for winter. If you're keen to cruise outside of these months, call our Cruise Concierge team for more information on 0808 202 6105.

Want to choose another season?

Luxury Summer Cruises Luxury Spring Cruises Luxury Autumn Cruises 

Book your luxury winter cruise

Winter is prime-time to enjoy a luxury sailing. The off-peak cruises explore many parts of the world during the quieter periods, so you can truly relax while escaping the winter blues back home.

Browse our luxury cruise deals below, and call our Cruise Concierge team to secure your place on-board a winter voyage like never before.

1 San Juan to San Juan
01 December 2019 - 7 nights

San Juan | Great Harbour, Jost Van Dyke, B.V.I | Carambola Beach, Saint Kitts And Nevis | Fort-de-france, Martinique | St. John's, Antigua | Charleston | Gustavia | San Juan more

Fly Cruise£2689pp
Cruise Only£2689pp
2 Panama Panorama
01 December 2019 - 10 nights

Miami | Grand Turk, Turks & Caicos | Cartagena, Colombia | Cartagena, Colombia | Panama Canal | Panama Canal | Puerto Caldera, Costa Rica | Puerto Caldera, Costa Rica more

Fly Cruise£3919pp
Cruise Only£2969pp
3 Australia And New Zealand
02 December 2019 - 12 nights

Auckland, New Zealand | Bay Of Islands | Tauranga (Rotorua) New Zealand | Wellington, New Zealand | Akaroa (Christchurch, NZ) | Port Chalmers (Dunedin), New Zealand | Dusky Sound | Doubtful Sound | Milford Sound, New Zealand | Hobart | Sydney, Australia more

Fly Cruise£3179pp
Cruise Only£1839pp
4 Fort Lauderdale to San Juan
03 December 2019 - 7 nights

Fort Lauderdale | Grand Turk, Turks & Caicos | Gustavia | Philipsburg, St Maarten | Roadtown | San Juan

Fly CruiseCall
Cruise Only£3589pp
5 South America & Chilean Fjords from Buenos Aires
04 December 2019 - 17 nights

Buenos Aires, Argentina | Buenos Aires, Argentina | Montevideo, Uruguay | Puerto Madryn | Port Stanley | Ushuaia, Argentina | Punta Arenas, Chile | Puerto Montt, Chile | Valparaiso | Valparaiso more

Fly CruiseCall
Cruise Only£6890pp
6 Gems of The Southern Seas
04 December 2019 - 33 nights

Benoa (Denpasar), Bali | Komodo Island, Indonesia | Darwin, Australia | Cairns, Australia | Cairns, Australia | Townsville, Australia | Airlie Beach, Queensland, Australia | Moreton Island, Queensland, Australia | Sydney, Australia | Sydney, Australia | Phillip Island | Melbourne, Australia | Milford Sound, New Zealand | Fiordland National Park | Oban (Halfmoon Bay), New Zealand | Port Chalmers (Dunedin), New Zealand | Lyttelton | Kaikoura, New Zealand | Nelson, New Zealand | Wellington, New Zealand | Tauranga (Rotorua) New Zealand | Auckland, New Zealand more

Fly Cruise£10959pp
Cruise Only£10179pp
7 Orchid Isles & The Coral Coast
04 December 2019 - 17 nights

Benoa (Denpasar), Bali | Komodo Island, Indonesia | Darwin, Australia | Cairns, Australia | Cairns, Australia | Townsville, Australia | Airlie Beach, Queensland, Australia | Moreton Island, Queensland, Australia | Sydney, Australia | Sydney, Australia more

Fly Cruise£3869pp
Cruise Only£3389pp
8 Sunny Charms - Roundtrip Miami
05 December 2019 - 10 nights

Miami | Nassau | San Juan | Philipsburg, St Maarten | St. John's, Antigua | Castries | Gustavia | Miami more

Fly Cruise£2159pp
Cruise Only£1559pp
9 Los Angeles to Papeete
05 December 2019 - 18 nights

Los Angeles, California | Kauai (Nawiliwili) | Honolulu | Kahului (Maui) | Nuku Hiva | Fakarava | Bora Bora | Moorea | Tahiti (Papeete) | Tahiti (Papeete) more

Fly Cruise£6099pp
Cruise Only£4199pp
10 Ushuaia to Ushuaia
05 December 2019 - 12 nights

Ushuaia, Argentina | Antarctic Experience | Antarctic Experience | Antarctic Experience | Antarctic Experience | Antarctic Experience | Ushuaia, Argentina more

Fly Cruise£19879pp
Cruise Only£19879pp
11 Chile & Argentina
06 December 2019 - 15 nights

San Antonio, Chile | Puerto Montt, Chile | Punta Arenas, Chile | Ushuaia, Argentina | Cape Horn | Puerto Madryn | Punta Del Este, Uruguay | Montevideo, Uruguay | Buenos Aires, Argentina | Buenos Aires, Argentina more

Fly Cruise£5279pp
Cruise Only£3519pp
12 Reefs to Romance - Sydney to Bali
06 December 2019 - 15 nights

Sydney, Australia | Brisbane, Australia | Whitsunday Island | Cairns, Australia | Alotau, Milne Bay | Port Moresby, Papua New Guinea | Darwin, Australia | Komodo Island, Indonesia | Benoa, Bali, Indonesia | Benoa, Bali, Indonesia more

Fly Cruise£3989pp
Cruise Only£2569pp
13 Sydney to Auckland
06 December 2019 - 14 nights

Sydney, Australia | Melbourne, Australia | Hobart | Doubtful Sound | Milford Sound, New Zealand | Port Chalmers (Dunedin), New Zealand | Christchurch | Picton | Tauranga (Rotorua) New Zealand | Auckland, New Zealand more

Fly Cruise£5149pp
Cruise OnlyCall
14 Fort Lauderdale round-trip
06 December 2019 - 14 nights

Fort Lauderdale | Grand Turk, Turks & Caicos | Philipsburg, St Maarten | Roseau, Dominica | Bequia | Castries | St. John's, Antigua | Basseterre, St Kitts/Nevis | Great Harbour, Jost Van Dyke, B.V.I | San Juan | Fort Lauderdale more

Fly Cruise£4059pp
Cruise Only£4289pp
15 The Emirates & Dubai
06 December 2019 - 10 nights

Dubai, United Arab Emirates | Dubai, United Arab Emirates | Khasab, Oman | Muscat, Oman | Muscat, Oman | Doha, Qatar | Sir Bani Yas, United Arab Emirates | Abu Dhabi, U.A.E | Abu Dhabi, U.A.E | Dubai, United Arab Emirates | Dubai, United Arab Emirates more

Fly CruiseCall
Cruise Only£3559pp
16 Eastern Caribbean
07 December 2019 - 7 nights

Fort Lauderdale | San Juan | Charlotte Amalie, St Thomas | Tortola | Nassau | Fort Lauderdale

Fly Cruise£2479pp
Cruise Only£1899pp
17 Radiant Rhythms
07 December 2019 - 12 nights

Rio De Janeiro, Brazil | Rio De Janeiro, Brazil | Buzios | Ilha Grande | Parati | Sao Paulo (Santos) | Porto Belo | Rio Grande | Punta Del Este, Uruguay | Montevideo, Uruguay | Buenos Aires, Argentina | Buenos Aires, Argentina more

Fly Cruise£2999pp
Cruise Only£1899pp
18 Southern Serenade
07 December 2019 - 28 nights

Rio De Janeiro, Brazil | Rio De Janeiro, Brazil | Buzios | Ilha Grande | Parati | Sao Paulo (Santos) | Porto Belo | Rio Grande | Punta Del Este, Uruguay | Montevideo, Uruguay | Buenos Aires, Argentina | Buenos Aires, Argentina | Montevideo, Uruguay | Punta Del Este, Uruguay | Puerto Madryn | Stanley/Falkland Is/Islas Malvinas | Ushuaia, Argentina | Cruising Around Cape Horn | Punta Arenas, Chile | Puerto Chacabuco | Puerto Montt, Chile | Santiago De Chile more

Fly CruiseCall
Cruise OnlyCall
19 Serenity to Safaris - Dubai to Capetown
07 December 2019 - 30 nights

Dubai, United Arab Emirates | Abu Dhabi, U.A.E | Fujairah | Muscat, Oman | Mumbai (Bombay), India | Mumbai (Bombay), India | Mormugao, Goa | Mangalore, India | Cochin, India | Male (Maldives) | Male (Maldives) | Mahe | La Digue | Mahe | Port Louis | Pointe Des Galets | Maputo | Richard's Bay | Durban | Mossel Bay | Cape Town | Cape Town more

Fly Cruise£7499pp
Cruise Only£6189pp
20 Stars of the Vine - Roundtrip Los Angeles
07 December 2019 - 7 nights

Los Angeles, California | Catalina Island, USA | Ensenada, Mexico | San Francisco | Monterey, United States | Santa Barbara | Los Angeles, California more

Fly Cruise£2629pp
Cruise Only£1829pp
21 Caribbean Journey Voyage
07 December 2019 - 7 nights

San Juan | Philipsburg, St Maarten | Willemstad | Kralendijk | Oranjestad | San Juan

Fly Cruise£1419pp
Cruise Only£769pp
22 Classic Caribbean Yacht Harbors
07 December 2019 - 7 nights

Bridgetown, Barbados | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre, St Kitts/Nevis | Charlestown | St. John's, Antigua | Carambola Beach, Saint Kitts And Nevis | Philipsburg, St Maarten more

Fly Cruise£2349pp
Cruise Only£1929pp
23 Exotic Caribbean In-Depth
07 December 2019 - 14 nights

Bridgetown, Barbados | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre, St Kitts/Nevis | Charlestown | St. John's, Antigua | Carambola Beach, Saint Kitts And Nevis | Philipsburg, St Maarten | Sopers Hole (Frenchmans Cay) | Gustavia | Basseterre, St Kitts/Nevis | Terre-de-Haut, Guadeloupe | Castries | Saline Bay, Mayreau, St. Vincent And The Grenadine | Bridgetown, Barbados more

Fly Cruise£3579pp
Cruise Only£3579pp
24 Miami to Miami
07 December 2019 - 10 nights

Miami | George Town | Cozumel | Costa Maya | Harvest Caye | Santo Tomas De Castilla | Roatan | Key West, Florida | Miami more

Fly Cruise£4449pp
Cruise Only£3819pp
25 Buenos Aires to Rio De Janeiro
07 December 2019 - 10 nights

Buenos Aires, Argentina | Montevideo, Uruguay | Punta Del Este, Uruguay | Rio Grande | Porto Belo | Santos | Parati | Ilha Grande | Buzios | Rio De Janeiro, Brazil more

Fly Cruise£4849pp
Cruise Only£3229pp
26 San Cristobal to Baltra
07 December 2019 - 7 nights

San Cristobal, Ecuador | Roca Leon Dormido, Ecuador | Bartolome, Ecuador | Playa Espumilla, Santiago, Ecuador | Punta Vicente Roca, Isabela, Ecuador | Espinoza Point (Fernandina) | Caleta Tagus, Isabela, Ecuador | Elizabeth Bay | Post Office | Islote Campéon, Floreana, Ecuador | Punta Cormorant | Cerro Dragon, Santa Cruz, Ecuador | Las Bachas (Santa Cruz) | Los Gemelos, Santa Cruz, Ecuador | Puerto Ayora (Santa Cruz) | Baltra (Galapagos) more

Fly Cruise£6199pp
Cruise Only£6199pp
27 Singapore to Hong Kong
07 December 2019 - 14 nights

Singapore | Ko Samui, Thailand | Laem Chabang (Bangkok), Thailand | Laem Chabang (Bangkok), Thailand | Ho Chi Minh City, Vietnam | Ho Chi Minh City, Vietnam | Ho Chi Minh City, Vietnam | Chan May | Halong Bay, Vietnam | Hong Kong, China | Hong Kong, China more

Fly Cruise£4459pp
Cruise OnlyCall
28 Western Caribbean
08 December 2019 - 7 nights

Fort Lauderdale | Key West, Florida | Costa Maya | Cozumel | George Town | Fort Lauderdale

Fly Cruise£2569pp
Cruise Only£2019pp
29 Tango, Salsa & Samba Voyage
08 December 2019 - 13 nights

Buenos Aires, Argentina | Montevideo, Uruguay | Santos | Parati | Buzios | Rio De Janeiro, Brazil | Rio De Janeiro, Brazil | Rio De Janeiro, Brazil | Punta Del Este, Uruguay | Buenos Aires, Argentina more

Fly Cruise£2599pp
Cruise Only£1379pp
30 San Juan To Fort Lauderdale Florida
08 December 2019 - 9 nights

San Juan | Basseterre, St Kitts/Nevis | Castries | Roseau, Dominica | Philipsburg, St Maarten | Spanish Town / Prickly Pear | La Romana | Fort Lauderdale more

Fly Cruise£2869pp
Cruise Only£2829pp
31 Journey along the Pacific Coast
09 December 2019 - 26 nights

Valparaiso | Valparaiso | La Serena | Iquique, Chile | Arequipa | General San Martin (Pisco), Peru | Lima (Callao) | Quito (Manta) | Panama City (Fuerte Amador), Panama | Puntarenas, Costa Rica | Puerto Quetzal, Guatemala | Cabo San Lucas, Mexico | San Diego | Los Angeles, California | Los Angeles, California more

Fly Cruise£5190pp
Cruise OnlyCall
32 Ultimate Caribbean
09 December 2019 - 11 nights

Fort Lauderdale | Cartagena, Colombia | Oranjestad | Oranjestad | Willemstad | Kralendijk | George Town | Fort Lauderdale more

Fly Cruise£3259pp
Cruise Only£2699pp
33 Gems Of The Antillies
10 December 2019 - 11 nights

Miami | Santo Domingo, Dominican Republic | Isla Catalina, Dominican Republic | Fort-de-france, Martinique | Terre-de-Haut, Guadeloupe | St. John's, Antigua | Marigot, St Martin | Cruz Bay, St John, US Virgin Isles | San Juan more

Fly Cruise£3299pp
Cruise Only£2599pp
34 Ushuaia To Ushuaia
10 December 2019 - 10 nights

Ushuaia, Argentina | Antarctic Experience | Antarctic Experience | Antarctic Experience | South Shetland Islands | Ushuaia, Argentina

Fly Cruise£12019pp
Cruise Only£12019pp
35 San juan to Fortlauderdale
10 December 2019 - 9 nights

San Juan | Basseterre, St Kitts/Nevis | Roseau, Dominica | St. Georges, Grenada | Castries | St. John's, Antigua | St John US Virgin Islands | Fort Lauderdale more

Fly Cruise£3319pp
Cruise Only£3779pp
36 Komodo & the Australian Coast - Bali to Sydney
11 December 2019 - 16 nights

Benoa, Bali, Indonesia | Lombok | Komodo Island, Indonesia | Darwin, Australia | Darwin, Australia | Thursday Island | Cairns, Australia | Townsville, Australia | Whitsunday Island | Brisbane, Australia | New Castle (Australia) | Sydney, Australia more

Fly CruiseCall
Cruise Only£5490pp
37 Treasures of the Sun
11 December 2019 - 10 nights

Puerto Caldera, Costa Rica | San Juan Del Sur | Acajutla | Puerto Vallarta | Cabo San Lucas, Mexico | Cabo San Lucas, Mexico | San Diego | San Diego more

Fly Cruise£2879pp
Cruise Only£1949pp
38 Treasures of the Sun - Getaway
11 December 2019 - 5 nights

Puerto Caldera, Costa Rica | Puerto Caldera, Costa Rica | San Juan Del Sur | San Juan Del Sur | Acajutla | Acajutla | Puerto Vallarta | Puerto Vallarta more

Fly Cruise£1959pp
Cruise Only£1129pp
39 Journey to Antiquities - Rome to Athens
13 December 2019 - 7 nights

Civitavecchia | Naples/Pompeii | Taormina (Sicily) | Katakalon (Olympia) | Crete | Athens (Piraeus) | Athens (Piraeus) more

Fly CruiseCall
Cruise Only£1990pp
40 Western Caribbean
14 December 2019 - 7 nights

Fort Lauderdale | Key West, Florida | Costa Maya | Cozumel | George Town | Fort Lauderdale

Fly Cruise£2679pp
Cruise Only£1799pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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