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Luxury Cruises in October 2019, 2020, 2021 & 2022

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.

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.

Which ships sail in October?

Luxury cruises in October can be booked with:

  • Seabourn
  • Regent Seven Seas
  • Azamara
  • Oceania Cruises
  • Celebrity Cruises
  • Crystal Cruises
  • Hapag-Lloyd
  • Silversea
  • Scenic Ocean

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 Reykjavik to Halifax (Nova Scotia)
01 October 2020 - 13 nights

Reykjavik | Skjoldungen Fjord, Greenland | Prince Christian Sund, Greenland | Aapilattoq, Greenland | Nanortalik | Uunartoq Island, Greenland | Hvalsey | Qaqortoq | St. Anthony | Woody Point, Newfoundland | Baddeck | Louisbourg (Cape Breton Island) | Halifax, Nova Scotia more

Fly CruiseCall
Cruise Only£8929pp
2 Civitevichia to Athens
01 October 2020 - 11 nights

Civitavecchia, Italy | Naples | Giardini Naxos, Sicily | La Valletta | La Valletta | Chania, Crete, Greece | Rhodes | Santorini, Greece | Kusadasi, Turkey | Mykonos | Athens/Piraeus, Greece more

Fly Cruise£5219pp
Cruise Only£5219pp
3 Paris & the Heart of Normandy
Viking Cruises -Viking Radgrid
02 October 2020 - 7 nights

Paris | Paris | Giverny | Vernon | Rouen | Normandy | Les Andelys | Mantes La Jolie | Paris more

Fly CruiseCall
Cruise Only£3795pp
4 Fjords & America's Gold Coast
02 October 2020 - 12 nights

Vancouver | Ketchikan | Juneau | Cruising Stephens Passage | Sitka | San Francisco | Monterey, United States | Santa Barbara, California | Los Angeles (Long Beach) more

Fly CruiseCall
Cruise Only£4649pp
5 Heritage Of The Americas
02 October 2020 - 33 nights

Vancouver | Ketchikan | Cruising Stephens Passage | Juneau | Glacier Bay | Sitka | San Francisco | Monterey, United States | Santa Barbara, California | Los Angeles (Long Beach) | Cabo San Lucas | Huatulco, Mexico | Puerto Chiapas | Puerto Quetzal | Punta Arenas, Chile | Cartagena, Colombia | Santa Marta, Colombia | Port Antonio | West End, Cayman Brac, Cayman Islands | Key West (Florida), United States | Miami more

Fly CruiseCall
Cruise Only£10449pp
6 Venice to Venice
02 October 2020 - 10 nights

Venice | Rijeka | Split | Dubrovnik | Corfu | Gallipoli | Kotor | Kotor | Zadar | Trieste | Venice more

Fly Cruise£4099pp
Cruise OnlyCall
7 Venice to Venice
02 October 2020 - 10 nights

Venice | Rijeka | Split | Dubrovnik | Corfu | Gallipoli | Kotor | Kotor | Zadar | Trieste | Venice more

Fly Cruise£4899pp
Cruise OnlyCall
8 Trade Routes of the Middle Ages from Bergen
03 October 2020 - 14 nights

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

Fly CruiseCall
Cruise Only£3990pp
9 Adriatic Wonders
03 October 2020 - 7 nights

Athens/Piraeus, Greece | Katakolon | Corfu | Dubrovnik | Zadar | Koper, Slovenia | Venice | Venice more

Fly Cruise£2229pp
Cruise Only£1629pp
10 Amalfi & Dalmatian Coasts
03 October 2020 - 7 nights

Civitavecchia, Italy | Sorrento, Italy | Kotor | Split | Koper, Slovenia | Venice | Venice more

Fly Cruise£2299pp
Cruise Only£1799pp
11 Mediterranean Autumn
03 October 2020 - 7 nights

Civitavecchia | Santa Margherita, Italy | Saint-Tropez | Provence (Toulon) | Saint-Florent, Corsica, France | Golfo Aranci, Sardinia, Italy | Trapani | La Valletta more

Fly CruiseCall
Cruise OnlyCall
12 Aegean & Turkish Treasures
03 October 2020 - 7 nights

Athens/Piraeus, Greece | Ermoupoli | Rhodes | Fethiye, Turkey | Bodrum, Turkey | Santorini, Greece | Spetsai, Nisos Spetsai (Spetses), Greece | Athens/Piraeus, Greece more

Fly CruiseCall
Cruise Only£3869pp
13 Aegean & Italian Isles
03 October 2020 - 14 nights

Athens/Piraeus, Greece | Ermoupoli | Rhodes | Fethiye, Turkey | Bodrum, Turkey | Thira (Santorini), Greece | Spetsai, Nisos Spetsai (Spetses), Greece | Athens/Piraeus, Greece | Nafplion, Greece | Katakolon | Kerkira, Corfu, Greece | Crotone, Italy | Syracuse, Italy | Amalfi Coast (Salerno) | Civitavecchia, Italy more

Fly CruiseCall
Cruise Only£6299pp
14 Mediterranean Idyll
03 October 2020 - 7 nights

Monte Carlo, Monaco | Bastia, Corsica, France | Ponza, Italy | Naples | Katakolon | Nafplion, Greece | Athens/Piraeus, Greece more

Fly CruiseCall
Cruise Only£4169pp
15 Mediterranean Empires
03 October 2020 - 14 nights

Monte Carlo, Monaco | Bastia, Corsica, France | Ponza, Italy | Naples | Katakolon | Nafplion, Greece | Athens/Piraeus, Greece | Patmos, Greece | Aghios Nikolaos, Crete, Greece | Kusadasi, Turkey | Mykonos | Skiathos , Greek Isles | Bozcaada, Bozcaada (Tenedos), Turkey | Istanbul more

Fly CruiseCall
Cruise Only£6779pp
16 Mediterranean Empires
03 October 2020 - 14 nights

Monte Carlo, Monaco | Bastia, Corsica, France | Ponza, Italy | Naples | Katakolon | Nafplion, Greece | Athens/Piraeus, Greece | Patmos, Greece | Aghios Nikolaos, Crete, Greece | Kusadasi, Turkey | Mykonos | Skiathos , Greek Isles | Bozcaada, Bozcaada (Tenedos), Turkey | Istanbul more

Fly CruiseCall
Cruise OnlyCall
17 Baltra to San Cristobal
03 October 2020 - 7 nights

Baltra (Galapagos) | Isla Daphne Grande | Bahia Darwin, Genovesa, Ecuador | El Barranco (Genovesa) | North Seymour (Galapagos) | Sullivan Bay (Santiago) | Rabida (Galapagos) | El Eden, Santa Cruz | Galapaguero Cerro Colorado, San Cristobal, Ecuador | San Cristobal, Ecuador | Gardner Bay (Espanola) | Punta Suarez (Espanola) | Puerto Ayora (Santa Cruz) | Plazas Sur, Ecuador | San Cristobal, Ecuador more

Fly CruiseCall
Cruise OnlyCall
18 Kanazawa to Keelung
04 October 2020 - 13 nights

Kanazawa | Sokcho, South Korea | Ulleungdo | Busan | Karatsu/Japan | Beppu | Aburatsu | Yakushima | Amami-Oshima | Okinawa (Naha) | Ishigaki (Sakishima Islands) | Taipei (Keelung) | Taipei (Keelung) more

Fly CruiseCall
Cruise OnlyCall
19 Mediterranean Odyssey - Barcelona To Venice
04 October 2020 - 12 nights

Barcelona | Barcelona | Marseille | Monte Carlo, Monaco | Florence/Livorno, Italy | Civitavecchia, Italy | Naples | Corfu | Dubrovnik | Split, Croatia | Venice | Venice more

Fly Cruise£5290pp
Cruise OnlyCall
20 Montreal to New York City
04 October 2020 - 12 nights

Montréal, Québec | Montréal, Québec | Quebec City, Quebec | Saguenay | Gaspé, Canada | Halifax, Nova Scotia | Portland, Maine | Newport | New York,USA | New York,USA more

Fly CruiseCall
Cruise Only£5190pp
21 Galapagos Inner Loop
04 October 2020 - 7 nights

Baltra (Galapagos) | Daphne Island (Galapagos) | Egas Port | Rabida (Galapagos) | Elizabeth Bay | Tagus Cove (Isabella) | Sullivan Bay (Santiago) | Bartolome Island | Las Bachas (Santa Cruz) | North Seymour (Galapagos) | Puerto Baquerizo (Cristobal) | Punta Pitt (San Cristobal) | Puerto Ayora (Santa Cruz) | Baltra (Galapagos) more

Fly Cruise£7849pp
Cruise Only£6769pp
22 Ottomans & Olympians - Athens to Rome
04 October 2020 - 24 nights

Athens/Piraeus, Greece | Santorini, Greece | Kusadasi, Turkey | Messina | Sorrento, Italy | Civitavecchia, Italy | Monte Carlo, Monaco | Barcelona | Malaga | Huelva | Lisbon | Seville | Casablanca | Gibraltar, UK | Cartegena, Spain | Palma De Mallorca | Barcelona | Marseille | Ajaccio | Palermo | Naples | Civitavecchia, Italy more

Fly Cruise£7019pp
Cruise Only£6669pp
23 Seas of Revelation - Athens to Lisbon
04 October 2020 - 12 nights

Athens/Piraeus, Greece | Santorini, Greece | Kusadasi, Turkey | Messina | Sorrento, Italy | Civitavecchia, Italy | Monte Carlo, Monaco | Barcelona | Malaga | Huelva | Lisbon more

Fly Cruise£3219pp
Cruise Only£2739pp
24 Iberia & Coastal Gems
04 October 2020 - 17 nights

Lisbon | Funchal | Santa Cruz De La Palma, La Palma | Santa Cruz De Tenerife | Arrecife De Lanzarote | Agadir, Morocco | Casablanca | Seville | Barcelona | Palma De Mallorca | Marseille | Ajaccio | Olbia | Florence/Livorno, Italy | Cinque Terre (La Spezia) | Monte Carlo, Monaco more

Fly Cruise£3199pp
Cruise Only£2889pp
25 Canaries to Catalonia
04 October 2020 - 10 nights

Lisbon | Funchal | Santa Cruz De La Palma, La Palma | Santa Cruz De Tenerife | Arrecife De Lanzarote | Agadir, Morocco | Casablanca | Seville | Barcelona more

Fly Cruise£2159pp
Cruise Only£1799pp
26 Canadian Maritimes & New England
04 October 2020 - 11 nights

Montréal, Québec | Quebec City, Quebec | Quebec City, Quebec | Saguenay | Cap-aux-Meules, Quebec, CA | Sydney, Canada | Portland, Maine | Provincetown, Massachusetts | Boston more

Fly Cruise£6299pp
Cruise Only£5329pp
27 Athens (Piraeus) To Istanbul
04 October 2020 - 10 nights

Athens/Piraeus, Greece | Santorini, Greece | Mykonos | Gythion | Argostoli | Zakinthos | Chania, Crete, Greece | Rhodes | Ephesus (Kusadasi) | Istanbul | Istanbul more

Fly Cruise£6399pp
Cruise OnlyCall
28 Venice To Dubrovnik
04 October 2020 - 7 nights

Venice | Rovinj | Sibenik | Trogir | Vis | Hvar, Croatia | Korcula | Dubrovnik more

Fly Cruise£5299pp
Cruise Only£4469pp
29 Monte Carlo To Barcelona
04 October 2020 - 7 nights

Monte Carlo, Monaco | Monte Carlo, Monaco | Ajaccio | Sardinia (Alghero) | Palma De Mallorca | Valencia | Barcelona | Barcelona more

Fly CruiseCall
Cruise Only£2169pp
30 Ultimate Southern Caribbean
05 October 2020 - 11 nights

Fort Lauderdale (Florida), United States | Charlotte Amalie | St Croix | St John S, Antigua | Bridgetown | Castries | Philipsburg, St Maarten | Fort Lauderdale (Florida), United States more

Fly Cruise£4219pp
Cruise Only£3229pp
31 Barcelona to Venice
05 October 2020 - 12 nights

Barcelona | Sete, France | Marseille | Monte Carlo, Monaco | Florence/Livorno, Italy | Civitavecchia, Italy | Sorrento, Italy | Taormina | Corfu | Kotor | Dubrovnik | Venice | Venice more

Fly Cruise£7599pp
Cruise Only£7429pp
32 Los Angeles to Los Angeles
05 October 2020 - 7 nights

Los Angeles (Long Beach) | Ensenada, Mexico | Cabo San Lucas | Mazatlan | Los Angeles (Long Beach)

Fly Cruise£3359pp
Cruise Only£2419pp
33 Montreal to New York
05 October 2020 - 10 nights

Montréal, Québec | Quebec City, Quebec | Saguenay | Iles De La Madeleine | Charlottetown | Halifax, Nova Scotia | Bar Harbor | Boston | New York,USA | New York,USA more

Fly CruiseCall
Cruise Only£6199pp
34 Montreal to New York
05 October 2020 - 11 nights

Montréal, Québec | Quebec City, Quebec | Saguenay | Iles De La Madeleine | Charlottetown | Halifax, Nova Scotia | Bar Harbor | Salem, Massachusetts | Newport | New York,USA more

Fly CruiseCall
Cruise OnlyCall
35 Rome to Miami
06 October 2020 - 26 nights

Civitavecchia | Florence/Livorno, Italy | Monte Carlo, Monaco | Marseille | Sete | Barcelona | Barcelona | Valencia | Murcia, Spain | Granada (Malaga) | Seville | Lisbon | Lisbon | Lisbon | Ponta Delgada | Praia Da Vitória | Bermuda, United Kingdom | Bermuda, United Kingdom | Miami more

Fly CruiseCall
Cruise Only£6590pp
36 Western Mediterranean Explorer - Rome to Lisbon
06 October 2020 - 12 nights

Civitavecchia | Florence/Livorno, Italy | Monte Carlo, Monaco | Marseille | Sete | Barcelona | Barcelona | Valencia | Murcia, Spain | Granada (Malaga) | Seville | Lisbon | Lisbon more

Fly CruiseCall
Cruise Only£3590pp
37 Mediterranean & Atlantic Crossing - Rome to Miami
06 October 2020 - 26 nights

Civitavecchia | Florence/Livorno, Italy | Monte Carlo, Monaco | Marseille | Marseille | Sete | Barcelona | Barcelona | Barcelona | Valencia | Murcia, Spain | Granada (Malaga) | Seville | Lisbon | Lisbon | Lisbon | Ponta Delgada | Praia Da Vitória | Bermuda, United Kingdom | Bermuda, United Kingdom | Miami more

Fly CruiseCall
Cruise OnlyCall
38 Seaside Harbors - Montreal to New York
06 October 2020 - 10 nights

Montréal, Québec | Quebec City, Quebec | Saguenay | Sept Iles | Halifax, Nova Scotia | St John (Bay Of Fundy), Canada | Bar Harbor | Portland,USA | Newport | New York,USA more

Fly Cruise£2269pp
Cruise Only£1699pp
39 Medieval Sojourn - Barcelona to Athens
06 October 2020 - 10 nights

Barcelona | Monte Carlo, Monaco | Civitavecchia, Italy | Sorrento, Italy | Santorini, Greece | Kusadasi, Turkey | Istanbul | Istanbul | Mitilini (Lesbos) | Athens/Piraeus, Greece more

Fly Cruise£3319pp
Cruise Only£2979pp
40 Cultural Treasures And Natural Wonders
06 October 2020 - 8 nights

New York,USA | Newport | Boston | Bar Harbor | Prince Edward Island/Charlottetown | Quebec City, Quebec | Quebec City, Quebec more

Fly CruiseCall
Cruise Only£3289pp
Prices are subject to change and availability. Prices may vary depending on airport selected.

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