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Luxury Cruises in May 2020, 2021 & 2022

The Caribbean is a popular cruise destination in May, alongside voyages to the Mediterranean including Spain, Italy and Monaco. Luxury cruises in May are available with Seabourn, Regent Seven Seas, Oceania, Azamara, Crystal, Celebrity, Hapag-Lloyd, Silversea and Scenic Ocean.

Why cruise in May?

Being a popular month to cruise, May cruises boast a number of popular destinations to sunnier climes and warmer temperatures. As the weather warms, May is the perfect time to explore tropical destinations and adventure across the coastlines of the world.

The Mediterranean in May

Sail to the Mediterranean in May and visit ports including the pretty French Riviera port of Monte Carlo in Monaco. Enjoy viewing the skyscrapers and spotting superyachts throughout the town, even stop here during the annual Formula 1 Grand Prix, a treat for fans of motorsport and adventure.

Or set sail to the shores of Spain and enjoy Barcelona in the summer sun. With its Gaudi-inspired architecture and Catalan cuisine, this is perfect for an enchanting cruising venture.

Caribbean cruising in May

May is a popular time of year to sail to the Caribbean, with the hot weather continuing and the beaches remaining exotic. Though it is the region’s wet season, you can still expect humid temperatures and sunny scenes on islands such as Antigua, Barbados and St. Lucia.

Sail elsewhere this May

Alaska offers promising visits for cruisers in May, with optimum wildlife spotting and many other amazing sights to see during this time of year.

Voyage to northern Europe and witness the fjords unfold before your eyes in Norway, or explore Denmark’s captivating cityscape in its capital, Copenhagen. Even walk into a fairytale and wander between the alleyways of Estonia in the Baltics for a truly cultural escape.

Booking your May cruise

Browse through our selection of May cruises, to get further details on which itineraries are currently available. We've provided more information here too, but please feel free to call our team who'll be happy to save you the effort and help you find your dream cruise holiday.

1 Icons of South America & Amazon
01 May 2020 - 21 nights

Fly CruiseCall
Cruise OnlyCall
2 Paris & the Heart of Normandy
Viking Cruises -Viking Radgrid
01 May 2020 - 7 nights

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

Fly CruiseCall
Cruise Only£3955pp
3 Inaugural Spain & Portugal

Southampton | Bilbao | Bilbao | Vigo | La Coruna | Paris (Le Havre) | Southampton more

Cruise Only£2419pp
4 Icons of Iberia - Lisbon to Barcelona
01 May 2020 - 12 nights

Lisbon | Funchal | Santa Cruz De La Palma | Santa Cruz De Tenerife | Lanzarote | Agadir | Casablanca | Seville | Gibraltar | Granada (Motril) | Alicante | Barcelona more

Fly CruiseCall
Cruise OnlyCall
5 Far East Mystique - Singapore to Dubai
01 May 2020 - 18 nights

Singapore | Kuala Lumpur | Penang | Phuket | Yangon | Yangon | Yangon | Kochi (Cochin) | Mangalore | Goa (Mormugao) | Mumbai (Bombay) | Fujairah | Dubai more

Fly Cruise£4199pp
Cruise Only£3459pp
6 Sands of Time - Singapore to Rome
01 May 2020 - 38 nights

Singapore | Kuala Lumpur | Penang | Phuket | Yangon | Yangon | Yangon | Kochi (Cochin) | Mangalore | Goa (Mormugao) | Mumbai (Bombay) | Fujairah | Dubai | Dubai | Salalah | Petra (Aqaba), Jordan | Luxor | Luxor | Jerusalem (Haifa) | Jerusalem (Haifa) | Crete (Heraklion), Greece | Amalfi | Civitavecchia more

Fly Cruise£7879pp
Cruise Only£7179pp
7 British Isles Explorer - London to Bergen
02 May 2020 - 14 nights

Greenwich (London), United Kingdom | Greenwich (London), United Kingdom | London (Dover) | Dublin | Holyhead | Liverpool | Belfast | Ullapool | Kirkwall, Orkney Isles | Edinburgh | Invergordon, Scotland | Shetland Islands (Lerwick) | Bergen | Bergen more

Fly Cruise£5990pp
Cruise OnlyCall
8 Ultimate Southern Caribbean
02 May 2020 - 11 nights

Fort Lauderdale, Florida | Charlotte Amalie | St. Croix , U.S.V.I | St John S, Antigua | Bridgetown | Castries, St. Lucia | Philipsburg, St Maarten | Fort Lauderdale, Florida more

Fly CruiseCall
Cruise OnlyCall
9 Scenic Northwest - San Francisco to Vancouver
02 May 2020 - 12 nights

San Francisco | Astoria | Ketchikan | Sitka, Alaska, US | Skagway | Juneau | Wrangell, Alaska, US | Victoria | Vancouver more

Fly Cruise£2989pp
Cruise Only£2089pp
10 Maltese & Roman Sunsets
02 May 2020 - 7 nights

Valletta | Naples | Civitavecchia | Bastia, Corsica, France | Toulon | Palamos, Spain | Barcelona more

Fly Cruise£3129pp
Cruise Only£3129pp
11 Mediterranean Sunsets
02 May 2020 - 14 nights

Valletta | Naples | Civitavecchia | Bastia, Corsica, France | Toulon | Palamos, Spain | Barcelona | Palamos, Spain | Saint-Tropez | Portofino | Portovenere, Italy | Le Lavandou, France | Sete (for Carcassonne), France | Barcelona more

Fly CruiseCall
Cruise Only£4739pp
12 Mediterranean Sunsets
02 May 2020 - 14 nights

Valletta | Naples | Civitavecchia | Bastia, Corsica, France | Toulon | Palamos, Spain | Barcelona | Palamos, Spain | Saint-Tropez | Portofino | Portovenere, Italy | Le Lavandou, France | Sete (for Carcassonne), France | Barcelona more

Fly CruiseCall
Cruise OnlyCall
13 Baltra to San Cristobal
02 May 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 | 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
14 British Isles Explorer - Bergen to London
03 May 2020 - 14 nights

Bergen | Bergen | Shetland Islands (Lerwick) | Invergordon, Scotland | Edinburgh | Kirkwall, Orkney Isles | Ullapool | Belfast | Liverpool | Holyhead | Dublin | London (Dover) | Greenwich (London), United Kingdom | Greenwich (London), United Kingdom more

Fly Cruise£6140pp
Cruise OnlyCall
15 Norwegian Fjords
03 May 2020 - 7 nights

Southampton | Bergen | Alesund | Geiranger | Stavanger (Norway) | Southampton

Cruise Only£2789pp
16 Pacific Northwest & San Francisco
03 May 2020 - 7 nights

Vancouver | San Francisco | San Francisco | Seattle, Washington | Victoria | Vancouver

Fly Cruise£2819pp
Cruise Only£2099pp
17 Galapagos Inner Loop
03 May 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£8349pp
Cruise Only£7299pp
18 Barcelona to Venice
03 May 2020 - 11 nights

Barcelona | Marseille | Saint-Tropez, France | Livorno | Civitavecchia | Sorrento | Giardini Naxos, Sicily | Brindisi | Split | Venice | Venice more

Fly Cruise£4399pp
Cruise OnlyCall
19 Palais to Palazzos
03 May 2020 - 7 nights

Monte Carlo | Civitavecchia | Sorrento | Taormina (Sicily) | Dubrovnik | Venice | Venice more

Fly Cruise£2719pp
Cruise Only£2719pp
20 Monte Carlo to Rome
03 May 2020 - 28 nights

Monte Carlo | Civitavecchia | Sorrento | Taormina (Sicily) | Dubrovnik | Venice | Venice | Venice | Dubrovnik | Kotor | Corfu | Siracusa | Sorrento | Civitavecchia | Monte Carlo | Monte Carlo | Barcelona | Barcelona | Monte Carlo | Saint-Tropez | Livorno | Valletta | Palermo | Amalfi | Civitavecchia more

Fly CruiseCall
Cruise Only£12539pp
21 Italy, Croatia & Montenegro
04 May 2020 - 11 nights

Civitavecchia | Kotor | Trieste | Trieste | Split | Dubrovnik | Corfu | Valletta | Naples | Civitavecchia more

Fly Cruise£5059pp
Cruise Only£4949pp
22 Mediterranean Discovery Voyage
04 May 2020 - 10 nights

Civitavecchia | Sorrento | Mahon | Barcelona | Barcelona | Valencia | Cartagena, Spain | Gibraltar | Portimao | Lisbon more

Fly Cruise£1949pp
Cruise Only£1899pp
23 Lisbon to London (Southampton)
04 May 2020 - 14 nights

Lisbon | Oporto | La Coruna, Spain | Bilbao | Bordeaux | Bordeaux | Cork, Ireland | Dublin | Belfast | Liverpool | Holyhead | Paris (Le Havre) | Southampton more

Fly Cruise£8919pp
Cruise Only£8699pp
24 Yokohama to Vancouver
04 May 2020 - 17 nights

Tokyo (Yokohama) | Hakodate | Kushiro | Petropavlovsk | Dutch Harbour | Kodiak | Sitka, Alaska, US | Juneau | Ketchikan | Vancouver more

Fly CruiseCall
Cruise OnlyCall
25 Yokohama to Juneau
04 May 2020 - 15 nights

Tokyo (Yokohama) | Hakodate | Kushiro | Petropavlovsk | Dutch Harbour | Kodiak | Sitka, Alaska, US | Juneau more

Fly CruiseCall
Cruise OnlyCall
26 Yokohama to Vancouver
04 May 2020 - 18 nights

Tokyo (Yokohama) | Hakodate | Kushiro | Petropavlovsk | Dutch Harbour | Kodiak | Sitka, Alaska, US | Juneau | Ketchikan | Vancouver more

Fly CruiseCall
Cruise OnlyCall
27 Adriatic & Aegean Allure - Venice to Athens
05 May 2020 - 10 nights

Venice | Umbria (Ancona) | Tirana (Durrës) | Dubrovnik | Corfu | Rhodes, Greece | Kusadasi | Syros | Nauplion | Piraeus more

Fly Cruise£2859pp
Cruise Only£2549pp
28 Arabian gems & Holyland
05 May 2020 - 18 nights

Dubai | Sir Bani Yas Is | Doha, Qatar | Muscat | Petra (Aqaba), Jordan | Ashdod, Israel | Haifa | Agios Nikolaos (Crete) | Piraeus more

Fly Cruise£6019pp
Cruise Only£5399pp
29 Eastern Mediterranean Empires
05 May 2020 - 25 nights

Dubai | Sir Bani Yas Is | Doha, Qatar | Muscat | Petra (Aqaba), Jordan | Ashdod, Israel | Haifa | Agios Nikolaos (Crete) | Piraeus | Mykonos | Rhodes, Greece | Kos | Agios Nikolaos (Crete) | Syracuse (Sicily), Italy | Valletta more

Fly Cruise£8229pp
Cruise Only£7879pp
30 Riviera Spring
05 May 2020 - 7 nights

Barcelona | Ibiza | Mahon | Toulon | Monte Carlo | Ajaccio, Corsica | Portoferraraio | Civitavecchia more

Fly CruiseCall
Cruise Only£3129pp
31 Mediterranean Spring
05 May 2020 - 14 nights

Barcelona | Ibiza | Mahon | Toulon | Monte Carlo | Ajaccio, Corsica | Portoferraraio | Civitavecchia | Livorno | Portofino | Bandol, France | Sete (for Carcassonne), France | Palamos, Spain | Palma De Mallorca | Barcelona more

Fly CruiseCall
Cruise Only£5219pp
32 Venice to Rome
05 May 2020 - 12 nights

Venice | Trieste | Split | Korcula | Dubrovnik | Valletta | Valletta | Gozo | Siracusa | Lipari, Italy | Sorrento | Olbia | Civitavecchia more

Fly CruiseCall
Cruise Only£5789pp
33 Venice to Barcelona
05 May 2020 - 21 nights

Venice | Trieste | Split | Korcula | Dubrovnik | Valletta | Valletta | Gozo | Siracusa | Lipari, Italy | Sorrento | Olbia | Civitavecchia | Porto Vecchio, Corsica | Livorno | Portovenere, Italy | Cannes | Marseille | Monte Carlo | Monte Carlo | Palamos, Spain | Barcelona more

Fly CruiseCall
Cruise OnlyCall
34 Iconic Western Mediterranean - Barcelona to Rome
06 May 2020 - 7 nights

Barcelona | Barcelona | Marseille | Saint-Tropez, France | Monte Carlo | Livorno | Livorno | Civitavecchia more

Fly CruiseCall
Cruise Only£2940pp
35 Mediterranean & Adriatic Sojourn
06 May 2020 - 21 nights

Barcelona | Barcelona | Sete | Marseille | Monte Carlo | Livorno | Livorno | Civitavecchia | Naples | Taormina (Sicily) | Crotone, Italy | Bari | Sibenik | Venice | Venice | Venice | Split, Croatia | Dubrovnik | Kotor | Corfu | Katakalon (Olympia) | Piraeus more

Fly CruiseCall
Cruise OnlyCall
36 Rome to Venice
06 May 2020 - 7 nights

Civitavecchia | Sorrento | Taormina (Sicily) | Corfu | Durres | Kotor | Split | Venice more

Fly CruiseCall
Cruise OnlyCall
37 Rome to Dublin
06 May 2020 - 9 nights

Civitavecchia | Barcelona | Lisbon | Leixões (Porto), Portugal | Dublin | Dublin

Fly Cruise£2749pp
Cruise Only£2819pp
38 Rome to Amsterdam
06 May 2020 - 19 nights

Civitavecchia | Barcelona | Lisbon | Leixões (Porto), Portugal | Dublin | Dublin | Belfast | Portree | Kirkwall, Orkney Isles | Bergen | Flaam, Norway | Edinburgh (Leith) United Kingdom | Amsterdam | Amsterdam more

Fly CruiseCall
Cruise OnlyCall
39 Lisbon to London
07 May 2020 - 12 nights

Lisbon | Leixões (Porto), Portugal | La Coruna | Bilbao | Bordeaux | Bordeaux | Belle Ile | Nantes, Loire Valley | Saint-Malo | Honfleur | London (Tower Bridge), UK more

Fly CruiseCall
Cruise Only£7299pp
40 Lisbon to London
Silversea -Silver Cloud
07 May 2020 - 12 nights

Lisbon | Leixoes | La Coruna | Bilbao | Bordeaux | Bordeaux | Belle Ile | Nantes, Loire Valley | Saint-Malo | Honfleur | London (Tower Bridge), UK more

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

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