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 West Indies Explorer - San Juan to San Juan
01 December 2019 - 10 nights

San Juan | San Juan | Tortola | St Johns, Antigua | Castries | Bridgetown, Barbados | Roseau | St. Kitts | Philipsburg, St Maarten | St Thomas | San Juan more

Fly Cruise£2840pp
Cruise OnlyCall
2 San Juan to San Juan
01 December 2019 - 7 nights

San Juan, Puerto Rico | Jost Van Dyke Bay | St. Kitts | Fort De France, Martinique | St Johns, Antigua | Charleston | Gustavia | San Juan, Puerto Rico more

Fly Cruise£2899pp
Cruise Only£2899pp
3 Panama Panorama
01 December 2019 - 10 nights

Miami | Grand Turk | Cartagena, Colombia | Cartagena, Colombia | Panama Canal | Panama Canal | Puerto Caldera | Puerto Caldera more

Fly Cruise£3959pp
Cruise Only£2999pp
4 Australia And New Zealand
02 December 2019 - 12 nights

Auckland, New Zealand | Bay Of Islands, New Zealand | Tauranga, New Zealand | Wellington, New Zealand | Akaroa, New Zealand | Dunedin, New Zealand | Milford Sound,New Zealand | Doubtful Sound,New Zealand | Dusky Sound | Hobart, Tasmania | Sydney, Australia more

Fly Cruise£3959pp
Cruise Only£2269pp
5 Pearls of Arabia & India
02 December 2019 - 19 nights

Dubai | Khor Al Fakkan | Muscat, Oman | Mumbai, India | Mumbai, India | Cochin, India | Chennai (Madras), India | Karaikal, India | Trincomalee | Sabang, Pulau We | Singapore | Singapore more

Fly Cruise£4359pp
Cruise Only£4169pp
6 Fort Lauderdale to San Juan
03 December 2019 - 7 nights

Fort Lauderdale, Florida | Grand Turk | Gustavia | Philipsburg, St Maarten | Road Town, Tortola, Bvi | San Juan, Puerto Rico

Fly Cruise£2199pp
Cruise OnlyCall
7 South America & Chilean Fjords from Buenos Aires
04 December 2019 - 17 nights

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

Fly Cruise£7240pp
Cruise OnlyCall
8 Orchid Isles & The Coral Coast
04 December 2019 - 17 nights

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

Fly Cruise£4389pp
Cruise Only£3869pp
9 Sunny Charms - Roundtrip Miami
05 December 2019 - 10 nights

Miami | Great Stirrup Cay | San Juan, Puerto Rico | Philipsburg, St Maarten | St Johns, Antigua | Castries | Gustavia | Miami more

Fly Cruise£2399pp
Cruise Only£1929pp
10 Los Angeles to Papeete
05 December 2019 - 18 nights

Los Angeles | Kauai (Nawiliwili) | Honololu, Hawaii | Kahului | Nuku Hiva | Fakarava | Bora Bora | Moorea | Tahiti (Papeete) | Tahiti (Papeete) more

Fly Cruise£6439pp
Cruise Only£4819pp
11 Ushuaia to Ushuaia
05 December 2019 - 12 nights

Ushuaia, Argentina | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Ushuaia, Argentina more

Fly Cruise£11729pp
Cruise Only£11729pp
12 Chile & Argentina
06 December 2019 - 15 nights

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

Fly Cruise£5279pp
Cruise Only£4349pp
13 Enchanting Holidays - Roundtrip Sydney
06 December 2019 - 31 nights

Sydney, Australia | Brisbane, Australia | Whitsunday Island | Cairns | Alotau | Port Moresby, Papua New Guinea | Darwin | Komodo | Bali (Benoa) | Bali (Benoa) | Exmouth | Geraldton, Australia | Fremantle | Albany, Australia | Adelaide, Australia | Adelaide, Australia | Melbourne, Australia | Burnie, Tasmania, Australia | Phillip Island (Rhyll) | Sydney, Australia more

Fly Cruise£7869pp
Cruise Only£6299pp
14 Reefs to Romance - Sydney to Bali
06 December 2019 - 15 nights

Sydney, Australia | Brisbane, Australia | Whitsunday Island | Cairns | Alotau | Port Moresby, Papua New Guinea | Darwin | Komodo | Bali (Benoa) | Bali (Benoa) more

Fly Cruise£3499pp
Cruise Only£2569pp
15 Singapore to Singapore
06 December 2019 - 14 nights

Singapore | Ko Samui | Bangkok (Laem Chabang) | Bangkok (Laem Chabang) | Ho Chi Minh City (Saigon) | Ho Chi Minh City (Saigon) | Nha Trang | Kota Kinabalu | Muara | Kuching, Malaysia | Singapore more

Fly Cruise£5299pp
Cruise Only£4539pp
16 Sydney to Auckland
06 December 2019 - 14 nights

Sydney, Australia | Melbourne, Australia | Hobart, Tasmania | Doubtful Sound,New Zealand | Milford Sound,New Zealand | Dunedin, New Zealand | Christchurch | Picton, New Zealand | Tauranga, New Zealand | Auckland, New Zealand more

Fly Cruise£5199pp
Cruise Only£5289pp
17 Fort Lauderdale round-trip
06 December 2019 - 14 nights

Fort Lauderdale, Florida | Grand Turk | Philipsburg, St Maarten | Fort De France, Martinique | Bequia, St. Vincent And The Grenadines | Castries | St Johns, Antigua | Basseterre | Jost Van Dyke Bay | San Juan, Puerto Rico | Fort Lauderdale, Florida more

Fly Cruise£4599pp
Cruise OnlyCall
18 The Emirates & Dubai
06 December 2019 - 10 nights

Dubai | Dubai | Khasab | Muscat, Oman | Muscat, Oman | Doha, Qatar | Sir Bani Yas Is | Abu Dhabi | Abu Dhabi | Dubai | Dubai more

Fly CruiseCall
Cruise Only£4519pp
19 Colorful Cultures
06 December 2019 - 8 nights

Fort Lauderdale, Florida | St. Thomas | Gustavia | St. Lucia | Coconut Grove, Nevis, Saint Kitts And Nevis | Tortola | San Juan, Puerto Rico more

Fly Cruise£2919pp
Cruise Only£2199pp
20 Antarctica in Depth
07 December 2019 - 11 nights

Buenos Aires | Ushuaia, Argentina | South Shetland Islands | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Ushuaia, Argentina more

Fly Cruise£13969pp
21 Eastern Caribbean
07 December 2019 - 7 nights

Fort Lauderdale, Florida | San Juan, Puerto Rico | Charlotte Amalie | Tortola | Nassau | Fort Lauderdale, Florida

Fly Cruise£2929pp
Cruise Only£2149pp
22 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 | Buenos Aires more

Fly Cruise£2999pp
Cruise Only£1899pp
23 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 | Buenos Aires | Montevideo, Uruguay | Punta Del Este, Uruguay | Puerto Madryn | Port Stanley | Ushuaia, Argentina | Cruising Around Cape Horn | Punta Arenas, Chile | Puerto Chacabuco | Puerto Montt, Chile | Santiago De Chile more

Fly Cruise£7799pp
Cruise Only£6279pp
24 Serenity to Safaris - Dubai to Capetown
07 December 2019 - 30 nights

Dubai | Abu Dhabi | Fujairah | Muscat, Oman | Mumbai, India | Mumbai, India | Goa (Mormugao) | Mangalore | Cochin, India | Male | Male | Mahe | La Digue | Mahe | Port Louis | Pointe De Galets | Maputo | Richards Bay | Durban | Mossel Bay | Cape Town | Cape Town more

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

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

Fly Cruise£1869pp
Cruise Only£1299pp
26 Caribbean Journey Voyage
07 December 2019 - 7 nights

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

Fly Cruise£1389pp
Cruise Only£689pp
27 Classic Caribbean Yacht Harbors
07 December 2019 - 7 nights

Bridgetown, Barbados | Port Elizabeth (Grenadines) | Trois Ilets, Martinique | Basseterre | Charlestown, Nevis | St Johns, Antigua | St. Kitts | Philipsburg, St Maarten more

Fly Cruise£2449pp
Cruise Only£1929pp
28 Exotic Caribbean In-Depth
07 December 2019 - 14 nights

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

Fly Cruise£4259pp
Cruise Only£3869pp
29 Buenos Aires to Rio De Janeiro
07 December 2019 - 10 nights

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

Fly Cruise£5319pp
Cruise Only£4179pp
30 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 | Punta Cormorant | Islote Campéon, Floreana, Ecuador | Bahia Post Office (Floreana) | Cerro Dragon, Santa Cruz, Ecuador | Las Bachas (Santa Cruz) | Los Gemelos, Santa Cruz, Ecuador | Puerto Ayora (Santa Cruz) | Baltra (Galapagos) more

Fly Cruise£6169pp
Cruise Only£6169pp
31 Singapore to Hong Kong
07 December 2019 - 14 nights

Singapore | Ko Samui | Bangkok (Laem Chabang) | Bangkok (Laem Chabang) | Ho Chi Minh City | Ho Chi Minh City | Ho Chi Minh City | Chan May | Ha Long Bay | Hong Kong | Hong Kong more

Fly Cruise£4459pp
Cruise Only£4849pp
32 Western Caribbean
08 December 2019 - 7 nights

Fort Lauderdale, Florida | Key West | Costa Maya | Cozumel | Georgetown (Grand Cayman) | Fort Lauderdale, Florida

Fly Cruise£4359pp
Cruise Only£2569pp
33 Tango, Salsa & Samba Voyage
08 December 2019 - 13 nights

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

Fly Cruise£2599pp
Cruise Only£1599pp
34 San Juan To Fort Lauderdale Florida
08 December 2019 - 9 nights

San Juan, Puerto Rico | Gustavia | Castries | St Johns, Antigua | Philipsburg, St Maarten | Spanish Town / Prickly Pear | La Romana, Dominican Republic | Fort Lauderdale, Florida more

Fly Cruise£3399pp
Cruise Only£3519pp
35 Journey along the Pacific Coast
09 December 2019 - 26 nights

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

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

Fort Lauderdale, Florida | Cartagena, Colombia | Oranjestad | Oranjestad | Willemstad | Kralendijk | Georgetown (Grand Cayman) | Fort Lauderdale, Florida more

Fly Cruise£3659pp
Cruise Only£3019pp
37 Ushuaia To Ushuaia
10 December 2019 - 10 nights

Ushuaia, Argentina | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | Antarctic Peninsula, Antarctica | South Shetland Islands | Ushuaia, Argentina

Fly Cruise£11899pp
Cruise Only£11899pp
38 San juan to Fortlauderdale
10 December 2019 - 9 nights

San Juan, Puerto Rico | Basseterre | Roseau | Grenada | Castries | St Johns, Antigua | St John US Virgin Islands | Fort Lauderdale, Florida more

Fly Cruise£3349pp
Cruise Only£3519pp
39 Komodo & the Australian Coast - Bali to Sydney
11 December 2019 - 16 nights

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

Fly Cruise£5690pp
Cruise OnlyCall
40 West Indies Explorer - San Juan to San Juan
11 December 2019 - 10 nights

San Juan | San Juan | Tortola | St Johns, Antigua | Castries | Bridgetown, Barbados | Roseau | St. Kitts | Philipsburg, St Maarten | St Thomas | San Juan more

Fly Cruise£2990pp
Cruise OnlyCall
Prices are subject to change and availability. Prices may vary depending on airport selected.

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