Luxury Cruises in October 2019, 2020 & 2021

Luxury cruises often sail to the Mediterranean or Caribbean, with other popular destinations in October including Asia and transatlantic voyages, where ships reposition in preparation for the winter season. Luxury cruises in October can be booked with Seabourn, Regent Seven Seas, Azamara, Oceania, Celebrity, Crystal, Hapag-Lloyd, Silversea and Scenic Ocean.

Why cruise in October?

Escape the winter months at home for the sun-kissed shores of other-worldly locations and experience the warm sands and endless beaches of bucket-list destinations this October. Spend some time with the family and cruise during school holidays or adventure uncrowded cities and empty shores with your partner on an adults-only luxurious cruise ship.

Transatlantic journeys in October

Enjoy romantic days at sea or active excursions in port as you travel to distant shores in October. Many cruise lines begin to reposition towards the end of the year, allowing cruisers time to spend on-board luxurious cruise ships during east-to-west transatlantic journeys.

Many of these depart from the UK in October and visit destinations such as New York or Canada. Enjoy the boutiques of America’s Big Apple or see the bright oranges and yellows illuminate the streets of Canada as the autumnal season reaches the ports of Quebec, Montreal and Vancouver.

Where else to sail this October

Europe is a popular destination in October, as temperatures remain warm, perfect for exploring ports such as Rome and Venice in Italy or the sun-kissed shores of Cyprus. Sample the many ports of Europe on a luxury cruise across the Mediterranean in October.

Set sail to paradise and enjoy a cruise to the South Pacific. Indulge your senses in the pristine ports of Honolulu, Tahiti and Bora Bora – perfect for couples on a honeymoon or those seeking out a romantic adventure for two.

Booking your October cruise

Browse through our selection of luxury October cruises and see which itineraries are currently available. We've provided more information here too, but please feel free to call our team who will be happy to help you find your dream cruise holiday.

1 Chateaux & Saints
02 October 2019 - 12 nights

Southampton | St. Peter Port (Guernsey) | Brest | La Rochelle | Bordeaux | Bordeaux | Lisbon | Lisbon | Seville (Cadiz) | Granada (Malaga) | Alicante | Barcelona more

Fly Cruise£2899pp
Cruise Only£2819pp
2 Hawaii
03 October 2019 - 10 nights

Honolulu | Lahaina | Kailua Kona | Hilo | Hilo | Vancouver, British Columbia, Canada

Fly CruiseCall
Cruise OnlyCall
3 Canary Islands
03 October 2019 - 10 nights

Southampton | Madeira (Funchal) | Tenerife | Gran Canaria | Lanzarote | Vigo | Southampton more

Cruise OnlyCall
4 Spanish Autumn and Morocco
03 October 2019 - 11 nights

Barcelona | Valencia | Cadiz, Spain | Portimao | Tangier | Malaga | Cartagena, Spain | Ibiza | Saint-Florent, Corsica, France | Civitavecchia more

Fly Cruise£4169pp
Cruise Only£4169pp
5 Mediterranean Arts
03 October 2019 - 7 nights

Barcelona | Palma De Mallorca | Marseille (Provence) | Monte Carlo | Monte Carlo | Florence/Pisa (Livorno) | Florence/Pisa (Livorno) | Civitavecchia more

Fly Cruise£2279pp
Cruise Only£1959pp
6 Central American Sojourn - Getaway
03 October 2019 - 8 nights

Puerto Vallarta, Mexico | Zihuatanejo (Ixtapa), Mexico | Puerto Quetzal | Acajutla, El Salvador | San Juan Del Sur | Puntarenas, Costa Rica | Caldera, Costa Rica | Caldera, Costa Rica more

Fly Cruise£3339pp
Cruise Only£2099pp
7 Far East Explorations - Beijing to Tokyo
04 October 2019 - 28 nights

Beijing (Tianjin) | Beijing (Tianjin) | Dalian | Qingdao | Shanghai | Shanghai | Okinawa | Ishigaki (Sakishima Islands) | Xiamen | Xiamen | Hong Kong | Hong Kong | Hong Kong | Keelung | Kagoshima | Nagasaki | Busan | Hiroshima | Hiroshima | Osaka | Shimizu | Shimizu | Tokyo | Tokyo more

Fly CruiseCall
Cruise Only£11180pp
8 Southern Caribbean
04 October 2019 - 10 nights

Fort Lauderdale, Florida | Georgetown (Grand Cayman) | Oranjestad | Willemstad | Kralendijk | Key West | Fort Lauderdale, Florida more

Fly Cruise£6459pp
Cruise Only£2369pp
9 Philippines and China
04 October 2019 - 12 nights

Hong Kong | Keelung | Hualien | Kagoshima | Coron, Philippines | Boracay, Philippines | Manila | Manila | Hong Kong | Hong Kong more

Fly Cruise£3189pp
Cruise Only£2339pp
10 Greek Isles & Maltese Nights
04 October 2019 - 8 nights

Athens (Piraeus) | Nafplion(Mycenae/Corinth) | Katakolon (Olympia) | Valletta | Mgarr (Victoria), Malta | Trapani | Naples | Civitavecchia more

Fly Cruise£2889pp
Cruise Only£2699pp
11 Tropical Retreats - Roundtrip Miami
05 October 2019 - 7 nights

Miami | Cozumel | Roatan | Harvest Caye | Costa Maya | Miami

Fly Cruise£1389pp
Cruise Only£819pp
12 Trade Routes of the Middle Ages from Bergen
06 October 2019 - 14 nights

Bergen | Bergen | Amsterdam, Holland | Bruges (Belgium) | Paris (Honfleur) | Portsmouth, England | Falmouth, England | Porto | Granada (Malaga) | Murcia, Spain | Barcelona | Barcelona more

Fly CruiseCall
Cruise Only£4490pp
13 Ancient Panoramas - Montecarlo to Athens
06 October 2019 - 12 nights

Monte Carlo | Florence/Pisa (Livorno) | Civitavecchia | Sorrento/Capri | Heraklion (Crete), Greece | Jerusalem (Haifa) | Jerusalem (Haifa) | Jerusalem (Haifa) | Limassol | Rhodes | Athens (Piraeus) more

Fly Cruise£3879pp
Cruise Only£3579pp
14 Fall Foliage - Montreal to New York
08 October 2019 - 11 nights

Montreal | Quebec City | Charlottetown | Sydney, Canada | Halifax, Nova Scotia | Saint John, New Brunswick | Portland,Maine | Bar Harbor | Boston, Massachusetts | Newport, RI | New York more

Fly Cruise£3779pp
Cruise Only£3089pp
15 Pacific Gold Coast
08 October 2019 - 8 nights

Vancouver, British Columbia, Canada | Seattle, Washington | Victoria, British Colombia | San Francisco, California, USA | Monterey, California | Santa Barbara | Los Angeles, California, USA more

Fly Cruise£2999pp
Cruise Only£2319pp
16 Rome to Athens
08 October 2019 - 8 nights

Civitavecchia | Sorrento/Capri | Taormina (Naxos) | Kusadasi (Ephesus) | Istanbul | Istanbul | Bozcaada | Athens (Piraeus) more

Fly Cruise£3499pp
Cruise Only£3199pp
17 Monte Carlo to Venice
08 October 2019 - 10 nights

Monte Carlo | Portofino | Florence/Pisa (Livorno) | Civitavecchia | Naples | Giardini Naxos, Sicily | Dubrovnik | Zadar | Venice | Venice more

Fly Cruise£5139pp
Cruise Only£5139pp
18 Montreal To New York, NY
08 October 2019 - 11 nights

Montreal | Quebec City | Tadoussac | Iles De La Madeleine | Sydney, Canada | Halifax, Nova Scotia | Saint John, New Brunswick | Bar Harbor | Boston, Massachusetts | New York | New York more

Fly Cruise£4649pp
Cruise Only£6689pp
19 The Americas & Chilean Fjords
10 October 2019 - 86 nights

New York | New York | Hamilton | Hamilton | St. John's, Antigua | Roseau | Basseterre | Basseterre | Philipsburg, St Maarten | Tortola | St Thomas | San Juan | San Juan | San Juan | Bridgetown | French Guiana, France | Santarem | Parintins | Manaus, Brazil | Manaus, Brazil | Manaus, Brazil | Recife | Salvador De Bahia | Rio De Janeiro | Rio De Janeiro | Rio De Janeiro | Montevideo | Buenos Aires | Buenos Aires | Montevideo | Puerto Madryn | Falkland Islands, United Kingdom | Falkland Islands, United Kingdom | Ushuaia | Punta Arenas, Chile | Puerto Chacabuco | Puerto Montt | Valparaiso, Chile | Valparaiso, Chile | 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, California, USA | Los Angeles, California, USA | Los Angeles, California, USA more

Fly Cruise£33695pp
Cruise OnlyCall
20 Adriatic Exploration Voyage
10 October 2019 - 9 nights

Venice | Venice | Koper | Korcula | Dubrovnik | Kotor | Corfu | Katakolon (Olympia) | Nafplion(Mycenae/Corinth) | Athens (Piraeus) more

Fly Cruise£2399pp
Cruise Only£2149pp
21 Venice to Athens (Pireaus)
10 October 2019 - 7 nights

Venice | Venice | Split | Kotor | Corfu | Nafplion(Mycenae/Corinth) | Athens (Piraeus) more

Fly Cruise£4259pp
Cruise Only£4259pp
22 The Holy Land and Greek Isles - Rome To Athens
10 October 2019 - 13 nights

Civitavecchia | Sorrento/Capri | Chania, Crete | Haifa | Jerusalem/Bethlehem (Ashdod) | Jerusalem/Bethlehem (Ashdod) | Paphos, Cyprus | Rhodes | Santorini | Patmos | Athens (Piraeus) | Athens (Piraeus) more

Fly Cruise£6279pp
Cruise Only£5729pp
23 Italy, Spain and Monaco
11 October 2019 - 10 nights

Civitavecchia | Naples | Palma De Mallorca | Barcelona | Barcelona | Monte Carlo | Santa Margherita | Florence (La Spezia) | Civitavecchia more

Fly Cruise£3819pp
Cruise Only£3469pp
24 Fort Lauderdale, Florida to Callao ( Lima)
11 October 2019 - 19 nights

Fort Lauderdale, Florida | Harbour Island | Conception Island | Providencia Island | San Andres Island, Colombia | Bocas Del Toro Archipelago | Colón | Quepos | Golfito, Costa Rica | Isla De La Plata, Ecuador | Puerto Bolivar (Machala), Ecuador | Salaverry | Callao, Peru more

Fly Cruise£9899pp
Cruise Only£11539pp
25 Delights of Japan
11 October 2019 - 10 nights

Tokyo | Osaka | Osaka | Aburatsu | Nagasaki | Busan | Hiroshima | Shimizu | Tokyo more

Fly Cruise£7329pp
Cruise OnlyCall
26 New York to Montreal
11 October 2019 - 11 nights

New York | Newport, RI | Boston, Massachusetts | Saint John, New Brunswick | Halifax, Nova Scotia | Sydney, Canada | Charlottetown | Quebec City | Quebec City | Montreal more

Fly Cruise£4559pp
Cruise Only£5719pp
27 Costa Rica & the Panama Canal
11 October 2019 - 14 nights

Caldera, Costa Rica | Quepos | Golfito, Costa Rica | Panama Canal | Panama Canal | Cartagena, Colombia | Puerto Limon | Cozumel | New Orleans | New Orleans more

Fly Cruise£3199pp
Cruise Only£1969pp
28 Island Dreams - Miami to Miami
12 October 2019 - 11 nights

Miami | Philipsburg, St Maarten | Fort De France | Castries | Basseterre, St Kitts/Nevis | St. John's, Antigua | San Juan | Nassau | Miami more

Fly Cruise£1819pp
Cruise Only£1269pp
29 Monte Carlo To Barcelona Voyage
12 October 2019 - 7 nights

Monte Carlo | Porto Vecchio, Corsica | Olbia (Sardinia) | Mahon | Palma De Mallorca | Valencia | Tarragona, Spain | Barcelona | Barcelona more

Fly Cruise£1999pp
Cruise Only£1699pp
30 Florence & Spanish Splendours
12 October 2019 - 7 nights

Civitavecchia | Florence/Pisa (Livorno) | Ajaccio | Toulon | Palamos | Palma De Mallorca | Valencia | Barcelona more

Fly Cruise£2899pp
Cruise Only£2899pp
31 Spain Morocco Rivieras
12 October 2019 - 11 nights

Lisbon | Portimao | Tangier | Granada (Motril) | Cartagena, Spain | Frejus, France | Portofino | Monte Carlo | Toulon | Palamos | Barcelona more

Fly Cruise£4649pp
Cruise Only£4649pp
32 Fort Lauderdale to Puntarenas
12 October 2019 - 17 nights

Fort Lauderdale, Florida | Dangriga, Belize | Guanaja Cay, Honduras | Josh's Cay , Graham's Place, Honduras | Roatan | Pigeon Cays, Honduras | Providencia Island | Cartagena, Colombia | San Blas Islands | Fuerte Amador | Darien Jungle | Quepos | Puntarenas, Costa Rica more

Fly Cruise£8139pp
Cruise Only£8139pp
33 Pacific Coastal
13 October 2019 - 7 nights

Vancouver, British Columbia, Canada | Victoria, British Colombia | San Francisco, California, USA | San Francisco, California, USA | Santa Barbara | Los Angeles, California, USA

Fly Cruise£2869pp
Cruise Only£1949pp
34 Canaries and Azores
13 October 2019 - 11 nights

Southampton | Ponta Delgada | Madeira (Funchal) | Tenerife | Lisbon | Southampton

Cruise OnlyCall
35 Beaches to Bridges - Miami to San Francisco
14 October 2019 - 18 nights

Miami | Key West | Cartagena, Colombia | Colon | Puntarenas, Costa Rica | Corinto | Acajutla, El Salvador | Acapulco | Cabo San Lucas | Ensenada | San Francisco, California, USA more

Fly Cruise£3599pp
Cruise Only£2789pp
36 Gems Of Italy & Greece
14 October 2019 - 7 nights

Civitavecchia | Naples | Sicily (Messina), Italy | Crotone, Italy | Kerkira, Corfu, Greece | Katakolon (Olympia) | Nafplion(Mycenae/Corinth) | Athens (Piraeus) more

Fly Cruise£2899pp
Cruise Only£2899pp
37 Great Barrier Reef
15 October 2019 - 12 nights

Sydney, Australia | New Castle (Australia) | Airlie Beach | Cairns | Cairns | Port Douglas | Willis Island | Brisbane | Sydney, Australia more

Fly Cruise£4399pp
Cruise Only£2799pp
38 Beauty of the Yucatan
15 October 2019 - 7 nights

Miami | Key West | Harvest Caye | Roatan | Costa Maya | Miami

Fly Cruise£2399pp
Cruise Only£1939pp
39 New York to New York
15 October 2019 - 10 nights

New York | Newport, RI | Boston, Massachusetts | Bar Harbor | Halifax, Nova Scotia | St Georges, Bermuda | St Georges, Bermuda | New York more

Fly Cruise£3399pp
Cruise OnlyCall
40 Panama to New Orleans
15 October 2019 - 10 nights

Panama Canal | Panama Canal | Cartagena, Colombia | Puerto Limon | Cozumel | New Orleans | New Orleans more

Fly Cruise£4119pp
Cruise Only£3229pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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