Luxury Cruises in May 2019, 2020 & 2021

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 Far East & Alaska - Hong Kong to Vancouver
01 May 2020 - 36 nights

Hong Kong | Hong Kong | Taipei (Keelung) | Kagoshima | Nagasaki | Busan | Hiroshima | Hiroshima | Osaka | Shimizu | Shimizu | Tokyo | Tokyo | Tokyo | Sapporo | Sapporo | Korsakov | Petropavlovsk | Petropavlovsk | Dutch Harbour | Kodiak | Seward | Valdez | Icy Strait Point | Sitka, Alaska | Ketchikan, Alaska, USA | Vancouver, British Columbia, Canada more

Fly CruiseCall
Cruise Only£13590pp
2 Inaugural Spain & Portugal

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

Cruise Only£2799pp
3 British Isles Explorer - London to Bergen
02 May 2020 - 14 nights

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

Fly Cruise£5990pp
Cruise OnlyCall
4 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
5 British Isles Explorer - Bergen to London
03 May 2020 - 14 nights

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

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

Southampton | Bergen | Alesund | Geiranger | Stavanger | Southampton

Cruise Only£3329pp
7 Barcelona to Venice
03 May 2020 - 11 nights

Barcelona | Marseille (Provence) | Saint Tropez | Florence/Pisa (Livorno) | Civitavecchia | Sorrento/Capri | Giardini Naxos, Sicily | Brindisi | Split | Venice | Venice more

Fly Cruise£3959pp
Cruise Only£4269pp
8 Palais to Palazzos
03 May 2020 - 7 nights

Monte Carlo | Civitavecchia | Sorrento/Capri | Taormina (Naxos) | Dubrovnik | Venice | Venice more

Fly CruiseCall
Cruise Only£2819pp
9 Italy, Croatia & Montenegro
04 May 2020 - 11 nights

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

Fly Cruise£6199pp
Cruise Only£5999pp
10 Mediterranean Discovery Voyage
04 May 2020 - 10 nights

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

Fly Cruise£2159pp
Cruise Only£1879pp
11 Yokohama to Vancouver
04 May 2020 - 17 nights

Tokyo (Yokohama) | Hakodate | Kushiro | Petropavlovsk | Dutch Harbour | Kodiak | Sitka, Alaska | Juneau, Alaska | Ketchikan, Alaska, USA | Vancouver, British Columbia, Canada more

Fly Cruise£6539pp
Cruise OnlyCall
12 Arabian gems & Holyland
05 May 2020 - 18 nights

Dubai | Sir Bani Yas, United Arab Emirates | Doha | Muscat | Aqaba | Jerusalem/Bethlehem (Ashdod) | Haifa | Agios Nikolaos - Crete | Athens (Piraeus) more

Fly CruiseCall
Cruise Only£5329pp
13 Eastern Mediterranean Empires
05 May 2020 - 25 nights

Dubai | Sir Bani Yas, United Arab Emirates | Doha | Muscat | Aqaba | Jerusalem/Bethlehem (Ashdod) | Haifa | Agios Nikolaos - Crete | Athens (Piraeus) | Mykonos | Rhodes | Kos, Greece | Agios Nikolaos - Crete | Syracuse (Sicily), Italy | Valletta more

Fly CruiseCall
Cruise Only£8719pp
14 Mediterranean Spring
05 May 2020 - 14 nights

Barcelona | Ibiza | Mahon | Tolone | Monte Carlo | Ajaccio | Portoferraio (Italy) | Civitavecchia | Florence/Pisa (Livorno) | Portofino | Bandol, France | Sete | Palamos | Palma De Mallorca | Barcelona more

Fly Cruise£5959pp
Cruise Only£5619pp
15 Venice to Rome
05 May 2020 - 12 nights

Venice | Trieste | Split | Korcula | Dubrovnik | Valletta | Valletta | Gozo | Siracusa | Lipari, Italy | Sorrento/Capri | Olbia (Sardinia) | Civitavecchia more

Fly Cruise£6199pp
Cruise OnlyCall
16 Iconic Western Mediterranean - Barcelona to Rome
06 May 2020 - 7 nights

Barcelona | Barcelona | Marseille (Provence) | Saint Tropez | Monte Carlo | Florence/Pisa (Livorno) | Florence/Pisa (Livorno) | Civitavecchia more

Fly CruiseCall
Cruise Only£2940pp
17 Lisbon to London
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 Only£6979pp
18 Pearls Of The South Pacific
08 May 2020 - 21 nights

Suva | Savusavu, Fiji | Apia | Pago Pago | Fanning Island, Republic Of Kiribati | Kona | Honolulu | Honolulu | Manele Bay, Lanai, Hawaii, US | San Francisco, California, USA | San Francisco, California, USA more

Fly CruiseCall
Cruise Only£7749pp
19 Arabian Nights & Amalfi Sights
08 May 2020 - 16 nights

Dubai | Dubai | Muscat | Muscat | Salalah | Aqaba | Sorrento/Capri | Civitavecchia more

Fly Cruise£3349pp
Cruise Only£2959pp
20 Norwegian Fjords

Southampton | Bergen | Olden | Geiranger | Stavanger | Southampton

Cruise Only£2799pp
21 Pagodas & Shrines - Singapore to Hong Kong
09 May 2020 - 15 nights

Singapore | Ko Samui | Bangkok | Bangkok | Sihanoukville | Ho Chi Minh City, Vietnam | Ho Chi Minh City, Vietnam | Da Nang | Hanoi | Hanoi | Hong Kong | Hong Kong more

Fly Cruise£4499pp
Cruise Only£3529pp
22 Italy Intensive Voyage
09 May 2020 - 10 nights

Venice | Rovinj (istria),Croatia | Hvar | Split | Korcula | Dubrovnik | Kotor | Sorrento/Capri | Ajaccio | Villefranche (Nice) more

Fly Cruise£2449pp
Cruise Only£1939pp
23 Greek Isles & Ephesus
09 May 2020 - 7 nights

Athens (Piraeus) | Agios Nikolaos - Crete | Patmos | Cesme | Kusadasi | Mykonos | Athens (Piraeus) more

Fly Cruise£3399pp
Cruise Only£2899pp
24 Uk, Spain, Portugal & France
10 May 2020 - 10 nights

Southampton | Paris/Normandy (Le Havre) | Bilbao | La Coruna | Lisbon | Gibraltar | Cartagena, Spain | Barcelona more

Fly Cruise£4359pp
Cruise Only£4299pp
25 Viking Homelands - Bergen to Stockholm
11 May 2020 - 14 nights

Bergen | Bergen | Eidfjord, Norway | Stavanger, Norway | Aalborg, Denmark | Copenhagen | Berlin (Warnemuende) | Gdansk | Tallinn | St. Petersburg | St. Petersburg | Helsinki | Stockholm | Stockholm more

Fly Cruise£5690pp
Cruise OnlyCall
26 Hawaii
11 May 2020 - 10 nights

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

Fly Cruise£4959pp
Cruise Only£3949pp
27 Miami To Miami
11 May 2020 - 11 nights

Miami | Nassau | St Georges, Bermuda | St Georges, Bermuda | Norfolk | Charleston, South Carolina, USA | Charleston, South Carolina, USA | Orlando & Beaches (Port Canaveral) | Miami more

Fly Cruise£3999pp
Cruise Only£3219pp
28 Cairns to Apra
11 May 2020 - 16 nights

Cairns | Alotau, Milne Bay | Tufi, Papua New Guinea | Dei Dei Hot Springs, Fergusson Island | Dobu Island | Kuiawa Island, Papua New Guinea | Jacqinot Bay | Rabaul | Tuam Island, Papua New Guinea | Madang | Satawal, Yap, FSM | Lamotrek, Yap | Gaferut, Yap, Micronesia, Federated States | Apra, Guam, USA more

Fly CruiseCall
Cruise Only£10669pp
29 Mediterranean Icons
12 May 2020 - 9 nights

Athens (Piraeus) | Mykonos | Santorini | Taormina (Naxos) | Amalfi | Civitavecchia | Florence/Pisa (Livorno) | Barcelona more

Fly Cruise£2329pp
Cruise Only£1689pp
30 Italy, the Adriatic & Greece - Rome to Athens
13 May 2020 - 14 nights

Civitavecchia | Naples | Sicily (Trapani), Italy | Crotone, Italy | Bari | Sibenik | Venice | Venice | Venice | Split, Croatia | Dubrovnik | Kotor | Corfu | Katakalon (Olympia) | Athens (Piraeus) more

Fly CruiseCall
Cruise Only£4830pp
31 Stockholm to Bergen
13 May 2020 - 21 nights

Stockholm | Stockholm | St. Petersburg | St. Petersburg | St. Petersburg | Tallinn | Visby | Ronne | Copenhagen | Copenhagen | Copenhagen | Berlin (Warnemuende) | Aalborg, Denmark | Gothenburg | Oslo | Oslo | Kristiansand | Stavanger, Norway | Eidfjord, Norway | Bergen | Bergen more

Fly CruiseCall
Cruise Only£7990pp
32 Russia & the Baltic Sea - Stockholm to Copenhagen
13 May 2020 - 10 nights

Stockholm | Stockholm | St. Petersburg | St. Petersburg | St. Petersburg | Tallinn | Visby | Ronne | Copenhagen | Copenhagen more

Fly Cruise£4990pp
Cruise OnlyCall
33 Southern Caribbean
13 May 2020 - 10 nights

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

Fly Cruise£3389pp
Cruise Only£2589pp
34 Roundrip Tower Bridge
13 May 2020 - 12 nights

London (Tower Bridge), UK | Falmouth, England | Fishguard, United Kingdom | Dublin | Belfast | Oban, UK | Stornoway, UK | Aberdeen, Scotland | Edinburgh (Rosyth) | Edinburgh (Rosyth) | London (Tower Bridge), UK more

Cruise Only£4619pp
35 Enchanting Alaska - Vancouver to Vancouver
14 May 2020 - 11 nights

Vancouver, British Columbia, Canada | Ketchikan, Alaska, USA | Juneau, Alaska | Skagway, Alaska | Sitka, Alaska | Icy Strait Point | Wrangell | Victoria, British Colombia | Vancouver, British Columbia, Canada more

Fly Cruise£2949pp
Cruise Only£2119pp
36 Wine & Romance Voyage
14 May 2020 - 10 nights

Lisbon | Leixões (Porto), Portugal | Bilbao | Bordeaux | Bordeaux | Bordeaux | St. Peter Port | Plymouth | Southampton more

Fly Cruise£2119pp
Cruise Only£1899pp
37 Venice to Athens
14 May 2020 - 9 nights

Venice | Rovinj, Croatia | Hvar | Split | Kotor | Kotor | Corfu | Katakolon (Olympia) | Monemvasia | Athens (Piraeus) more

Fly Cruise£3839pp
Cruise Only£3839pp
38 North Pacific Package - Tokyo to Vancouver
15 May 2020 - 22 nights

Tokyo | Tokyo | Sapporo | Sapporo | Korsakov | Petropavlovsk | Petropavlovsk | Dutch Harbour | Kodiak | Seward | Valdez | Icy Strait Point | Sitka, Alaska | Ketchikan, Alaska, USA | Vancouver, British Columbia, Canada more

Fly Cruise£7290pp
Cruise OnlyCall
39 Italy & Best Of Greek Islands
15 May 2020 - 10 nights

Civitavecchia | Sicily (Messina), Italy | Santorini | Athens (Piraeus) | Mykonos | Rhodes | Chania (Souda) | Naples | Civitavecchia more

Fly Cruise£5369pp
Cruise Only£5169pp
40 Viking Homelands - Bergen to Stockholm
16 May 2020 - 14 nights

Bergen | Bergen | Eidfjord, Norway | Stavanger, Norway | Aalborg, Denmark | Copenhagen | Berlin (Warnemuende) | Gdansk | Tallinn | St. Petersburg | St. Petersburg | Helsinki | Stockholm | Stockholm more

Fly Cruise£5640pp
Cruise OnlyCall
Prices are subject to change and availability. Prices may vary depending on airport selected.

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