List of shipwrecks in May 1941

The list of shipwrecks in May 1941 includes all ships sunk, foundered, grounded, or otherwise lost during May 1941.

1 May

 * SS Arcturus (1937) (🇩🇪 Germany): World War II: The cargo ship was torpedoed and sunk in the Mediterranean Sea 2 nmi south of the Kerkennah Islands, Tunisa by HMS Upholder (P37).
 * HMT Jean Frederic : World War II: The naval trawler was bombed and sunk in the English Channel off Start Point, Devon by Luftwaffe aircraft with the loss of a crew member.
 * SS Larissa (🇩🇪 Germany): World War II: The cargo ship struck a mine and sank in the Gulf of Volos.
 * MV Leverkusen (1928) (🇩🇪 Germany): World War II: The cargo ship was torpedoed and sunk in the Mediterranean Sea 4 nmi south of the Kerkennah Islands by HMS Upholder (P37).
 * SS Nerissa (1926) (🇬🇧 United Kingdom): World War II: Convoy HX 121: The passenger ship straggled behind the convoy. She was torpedoed and sunk in the Atlantic Ocean (57.95°N, -10.13333°W) by GS U-552 with the loss of 207 of the 290 people on board. Survivors were rescued by HMS Veteran (D72).
 * SS Polinice (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk a Malta by Luftwaffe aircraft. She was later salvaged.
 * SS Samsø (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (8.58333°N, -16.28333°W) by GS U-103 (1940) with the loss of one of her twenty crew.
 *  Santa Quitéra (🇵🇹 Portugal): The schooner foundered in the Grand Banks. All 40 crew were rescued.
 * SS Saturnus (1935) (🇬🇧 United Kingdom): World War II: The barrage balloon vessel was damaged by enemy action and was declared a constructive total loss.
 * SS Sea Fisher (🇬🇧 United Kingdom): World War II: The cargo ship struck a mine in the North Sea (55.56667°N, -1.46667°W and was beached. She was later refloated and taken to Middlesbrough, Yorkshire.
 * SS Serdica ( undefined): World War II: The cargo ship was bombed and sunk at Benghazi, Libya by Royal Air Force aircraft.

2 May
For the loss of the British tanker Capulet on this day see the entry for 28 April 1941.
 * HMT Alberic : The naval trawler collided with HMS St Albans (I15) in the Pentland Firth and sank with the loss of thirteen crew.
 * SS Empire Cloud (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and damaged by GS U-201 off Cape Farewell, Greenland. She was towed to Greenock, Renfrewshire, where she was repaired and returned to service.
 * HMS Jersey : World War II: The struck a mine and sank in the Grand Harbour, Malta with the loss of 35 of her crew.
 * HMY Nyula : World War II: The naval yacht collided with another vessel in the North Sea of the mouth of the Tyne and sank.
 * SS Parracombe (🇬🇧 United Kingdom): World War II: Convoy OG 59: The cargo ship struck a mine and sank in the Mediterranean Sea 9.5 nmi off Cape Bon, Tunisia. Eighteen crew were taken as prisoners of war.
 * SS Trajan (1915) (🇳🇴 Norway): World War II: The cargo ship was bombed and sunk in the North Sea (53.16667°N, 1.21667°W) by Luftwaffe aircraft. All 21 crew were rescued by a Royal Navy destroyer.
 * GERMAN PATROL BOAT V-808 : World War II: The vorpostenboot was bombed and sunk in the North Sea north west of Borkum, Lower Saxony by Royal Air Force aircraft.

3 May

 * MV Araybank (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and damaged at Suda Bay by Luftwaffe aircraft. She was again bombed on 16 May and was declared a total loss. Later refloated and taken to Trieste, Italy for repairs.
 * MV Birmania ( undefined): World War II: The cargo ship was bombed and set on fire at Tripoli, Libya by Royal Air Force aircraft. She exploded and sank.
 * ITALIAN TORPEDO BOAT Canopo : World War II: The was bombed and sunk at Tripoli by Royal Air Force aircraft.
 * SS Citta di Bari ( undefined): World War II: The cargo ship was sunk at Tripoli by the explosion of SS Birmania'' ( undefined) at Tripoli.
 * SS Giuseppe Orland ( undefined): World War II: The coaster struck a mine and sank at Tripoli.
 * SS Recco ( undefined): World War II: The tanker was intercepted in the Atlantic Ocean (44.61667°N, -24.45°W) by HMS Hilary (1931) and was scuttled by her crew.
 *  Sirius (🇬🇧 United Kingdom: The lightship struck a mine and sank at Liverpool, Lancashire.
 * SS Sitona (1920) (🇳🇴 Norway): World War II: Convoy FS 479: The cargo ship was bombed and damaged in the North Sea (53.2°N, 1.18333°W). All crew were rescued and she sank the next day.
 * MV Taranger (1930) (🇳🇴 Norway): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (61.11667°N, -25.33333°W) by GS U-95 (1940) with the loss of one of her 33 crew. Survivors were rescued by HMS Begonia (K66)  and the fishing vessel Sigurfari (Light Blue Flag of Iceland.svg Iceland).
 * SS Tugnin ( undefined): World War II: The coaster was torpedoed and sunk in the Mediterranean Sea 11 nmi north west of Mersa Brega, Libya by HMS Triumph (N18).
 * SS Wray Castle (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (6.8°N, -13.91667°W) by GS U-103 (1940) with the loss of one of her 57 crew. Survivors were rescued by SS Angola (1912) (🇵🇹 Portugal).

4 May

 * HMT Ben Gairn : World War II: The naval trawler struck a mine and sank in the North Sea off Lowestoft, Suffolk.
 *  Barnacle (🇬🇧 United Kingdom: World War II: The sailing barge was bombed and sunk at Liverpool, Lancashire by Luftwaffe aircraft.
 * SS Baron Inchcape (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * ST Bonita (🇬🇧 United Kingdom: World War II: The tug was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * MV Bra-Kar (1928) (🇳🇴 Norway): World War II: The cargo ship was bombed and sunk at Liverpool by Luftwaffe aircraft. She was refloated in June and beached at Tranmere, Cheshire. Subsequently scrapped.
 * Brill (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Corbet (🇬🇧 United Kingdom): World War II: The coaster struck a mine and sank at Liverpool with the loss of eight of her nine crew.
 * Dace (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Domino (🇬🇧 United Kingdom): World War II: The cargo ship was sunk at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom).
 * Ellesport (🇬🇧 United Kingdom): World War II: The barge was sunk at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom).
 * SS Elstree Grange (🇬🇧 United Kingdom): World War II: The cargo ship was sunk at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom).
 * Emily Burton (🇬🇧 United Kingdom): World War II: The motor barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Europa (🇬🇧 United Kingdom): World War II: The cargo ship was sunk at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom).
 * Grosvenor (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * ITALIAN TORPEDO BOAT Giuseppe la Farina : World War II: The torpedo boat struck a mine and sank in the Mediterranean Sea off the Kerkennah Islands, Tunisia.
 * Ivy P (🇬🇧 United Kingdom): World War II: The coaster was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Japan (1911) (🇸🇪 Sweden): World War II: Convoy OB 310: The cargo ship was torpedoed and sunk in the South Atlantic 249 nmi north west of Freetown, Sierra Leone (10.25°N, -16.55°W) by GS U-38 (1938) . All on board were taken as prisoners of war when the landed in French Guinea. The 27 Swedes were later released.
 * SS Jean Jadot (🇧🇪 Belgium): World War II: The cargo ship was badly damaged at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom). She was later repaired and returned to service.
 *  Ling (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 *  Longendale (🇬🇧 United Kingdom): World War II: The barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Luce (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Malakand (1919) (🇬🇧 United Kingdom): World War II: The cargo ship exploded and sank during an air raid at Liverpool, Lancashire.
 * SS Marie-Flore (🇧🇪 Belgium): World War II: The cargo ship was bombed and severely damaged by Luftwaffe aircraft in the Bristol Channel off Trevose Head (50.68333°N, -5.08333°W). Six crew were killed. The burning ship was taken in tow by HMT Lord Essendon .She was repaired and returned to service in February 1942.
 * Mus (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Orrell (🇬🇧 United Kingdom): World War II: The barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 *  Oyster (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 *  Pike (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Pneumatic Elevator No.11 (🇬🇧 United Kingdom): World War II: The floating elevator was sunk at Liverpool by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom)
 * Ray (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Roach (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Rover (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Royston (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and damaged in the North Sea by Luftwaffe aircraft. She was taken in tow but sank the next day at 53.61667°N, 0.65°W.
 *  Silverdale (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * Surveyor No.3 (🇬🇧 United Kingdom): World War II: The motor launch was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Tacoma Star (🇬🇧 United Kingdom): World War II: The cargo ship was sunk by the explosion of SS Malakand (1919) (🇬🇧 United Kingdom) at Liverpool. She was later salvaged.
 * MV Tregor (🇬🇧 United Kingdom): World War II: The coaster was bombed and sunk in the Bristol Channel 6 nmi off Trevose Head. All six crew were rescued.
 * Walton (🇬🇧 United Kingdom: World War II: The steam barge was bombed and sunk at Liverpool by Luftwaffe aircraft.

5 May

 * SS Cape Breton (1940) (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Belfast, County Antrim by Luftwaffe aircraft. She was later refloated, repaired and returned to service.
 * SS Fair Head (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Belfast by Luftwaffe aircraft.
 * HMT Fidelia : World War II: The boom defence vessel was bombed and sunk at Lowestoft, Suffolk by Luftwaffe aircraft.
 * MV Queen Maud (1936) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (7.9°N, -16.68333°W) by GS U-38 (1938) with the loss of one crew member. Survivors were rescued by SS Mirandella (🇵🇹 Portugal)
 * SS Sumba (🇬🇧 United Kingdom): World War II: The whaler was bombed and damaged in the Bristol Channel by Luftwaffe aircraft and was beached off Barry, Glamorgan. She was later repaired and returned to service.
 * SS Traffic (1873) (🇬🇧 United Kingdom): World War II: The steam barge was bombed and sunk at Liverpool, Lancashire by Luftwaffe aircraft.

6 May

 * SS Bengasi ( undefined): World War II: The cargo ship was torpedoed and sunk in the Mediterranean Sea 3 nmi off Cavoli, Calabria by HMS Truant (N68).
 * SS Cagliari ( undefined): World War II: The cargo ship was torpedoed and sunk in the Mediterranean Sea 3 nmi off Fuscaldo, Calabria (39.18333°N, 15.96667°W) by HMS Taku (N38).
 * HMS Camito (F77) : World War II: The ocean boarding vessel was torpedoed and sunk in the Atlantic Ocean south west of Ireland (50.7°N, -21.33333°W) by GS U-97 (1940) with the loss of 28 crew. Survivors were rescued by HMS Orchis (K76).
 * MV Dunkwa (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (8.71667°N, -17.21667°W) by GS U-103 (1940) with the loss of eight of her 47 crew. Survivors were rescued by SS Polydorus (🇳🇱 Netherlands).
 * Emanuel (🇫🇴 Faroe Islands): The trawler was shelled and sunk in the Atlantic Ocean (62.1°N, -8.16667°W) by GS U-556 with the loss of three crew.
 * SS Oakdene (1936) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (6.31667°N, -27.91667°W) by GS U-105 (1940) . All 35 crew were rescued by HMS Dorsetshire (40).
 * SS Sangro (🇬🇧 United Kingdom): World War II: The captured Italian tanker was torpedoed and sunk in the Atlantic Ocean south west of Ireland (50.7°N, -21.33333°W) by GS U-97 (1940) . Survivors were rescued by HMS Orchis (K76).
 * MV Surat (1939) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (8.38333°N, -15.21667°W) by GS U-103 (1940) with the loss of four of her 65 crew. Survivors were rescued by the hopper barge Foremost 102 (🇬🇧 United Kingdom).

7 May

 * SS Bluestone (🇬🇧 United Kingdom): World War II: The coaster was bombed and sunk at Greenock, Renfrewshire by Luftwaffe aircraft.
 * SS British Emperor (🇬🇧 United Kingdom): World War II: The tanker was shelled and sunk in the Atlantic Ocean (8.5°N, 56.41667°W by GERMAN AUXILIARY CRUISER Pinguin with the loss of 45 crew.
 * SS Eastern Star (1919) (🇳🇴 Norway): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (61.48333°N, -22.66667°W) by GS U-94 (1940) . All 46 crew were rescued by HMT Daneman.
 * Ellesbank (🇬🇧 United Kingdom): World War II: The flat was bombed and sunk at Liverpool, Lancashire by Luftwaffe aircraft.
 * MV Fernlane (1927) (🇳🇴 Norway): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (10.03333°N, -20.28333°W) by ITALIAN SUBMARINE Tazzoli . All crew were rescued.
 * HMT Gowan Hill : World War II: The naval trawler was bombed and sunk at Greenock by Luftwaffe aircraft.
 * ST Hornby (🇬🇧 United Kingdom): World War II: The tug was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * HMS Hurricane (H06) : World War II: The was bombed and sunk at Liverpool by Luftwaffe aircraft. She was later refloated, repaired and returned to service.
 *  Ida Burton (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * SS Ixion (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (61.48333°N, -22.66667°W) by GS U-94 (1940) . All 105 crew were rescued by HMS Marigold (K87) and SS Nailsea Moor (🇬🇧 United Kingdom).
 * SS Katina P (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk at Astakos by Luftwaffe aircraft.
 * Kineenan (🇬🇧 United Kingdom): World War II: The steam barge struck a mine and sank at Liverpool with the loss of all five crew.
 * GERMAN WEATHER SHIP München (: World War II: The weather ship was captured south east of Iceland by HMS Somali (F33) . She was reported to have been scuttled by her crew, to prevent the Germans from learning that Enigma machine codes had been captured. The former trawler was sold to the Faroe Islands in 1943 and renamed Froyen.
 * SS Pascoli ( undefined): World War II: The cargo ship struck a mine and sank in the Adriatic Sea off Sazan Island, Albania.
 * Ril Ida (🇬🇧 United Kingdom): World War II: The coaster was bombed and sunk at Hull, Yorkshire by Luftwaffe aircraft.
 * MV Safiyeh 🇬🇧 United Kingdom): World War II: The tanker barge was bombed and sunk at Qurnan by Regia Aeronautica aircraft. She was later refloated, repaired and returned to service.
 * HMS Stoke : World War II: The minesweeper was bombed and sunk at Tobruk, Libya by Luftwaffe aircraft with the loss of 21 crew. Survivors were rescued by HMS Ladybird (1916).
 * HMT Susarion : World War II: The naval trawler was bombed and sunk off the mouth of the Humber by Luftwaffe aircraft.
 * SS Tanais (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk at Suda Bay by Luftwaffe aircraft. She was later salvaged, repaired and entered German service.
 * Waterlily (🇬🇧 United Kingdom): World War II: The fishing vessel was bombed and sunk at West Mersea, Essex by Luftwaffe aircraft.

8 May

 * SS Burman (🇬🇧 United Kingdom): World War II: The steam barge was bombed and sunk at Liverpool, Lancashire by Luftwaffe aircraft.
 * MV Capitano A Cecchi ( undefined): World War II: The cargo ship was shelled and sunk at Benghazi, Libya by HMS Ajax (22), HMS Havock (H43), HMS Hotspur (H01) and HMS Imperial (D09) (all ).
 *  Delite (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Hull, Yorkshire by Luftwaffe aircraft.
 * SS F W No.20 (🇬🇧 United Kingdom): World War II: The dredger was sunk by an explosion in Langstone Harbour, Hampshire with the loss of three crew.
 * SS Hercules (1903) (🇬🇧 United Kingdom): World War II: The floating crane was bombed and sunk at Liverpool by Luftwaffe aircraft. She was later salvaged, repaired and returned to service.
 * ST Irishman (🇬🇧 United Kingdom): World War II: The tug was sunk by an explosion in Langstone Harbour with the loss of five crew.
 *  Ladore (🇬🇧 United Kingdom): World War II: The sailing barge was bombed and sunk at Hull by Luftwaffe aircraft.
 * SS Marton (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * GERMAN AUXILIARY CRUISER Pinguin : World War II: The auxiliary cruiser was shelled and sunk in the Indian Ocean north of the Seychelles by HMS Cornwall (56)  with the loss of 341 crew and 200 prisoners of war. Sixty crew were rescued, as were 22 prisoners of war, survivors from SS British Emperor, SS Clan Buchanan (1937) and SS Empire Light (all 🇬🇧 United Kingdom).
 * SS Ramillies (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (48.08333°N, -32.43333°W) by GS U-97 (1940) with the loss of 29 of her 41 crew. Survivors were rescued by SS Geddington Court (🇬🇧 United Kingdom)
 * Rose (🇬🇧 United Kingdom): World War II: The steam barge was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * HMT Silicia : World War II: The naval trawler struck a mine and sank at Hull with the loss of seven crew. Survivors were rescued by HMML 211.
 * SS Stromboli (1902) (🇳🇴 Norway): World War II: The cargo ship was bombed and sunk at Liverpool by Luftwaffe aircraft. She was refloated on 14 April 1942 and beached at Tranmere, Cheshire but was declared a total loss and subsequently scrapped.
 * SS Tenace ( undefined): World War II: The cargo ship was shelled and sunk at Benghazi by HMS Ajax (22), HMS Havock (H43), HMS Hotspur (H01) and HMS Imperial (D09) (all ).
 * Thistle (🇬🇧 United Kingdom): World War II: The fishing smack struck a mine and sank in the North Sea (51.75°N, 1.15°W). All crew were rescued.
 * HMT Thistle V : World War II: The naval trawler struck a mine and sank in the North Sea off Lowestoft, Suffolk (52.46667°N, 1.78333°W) with the loss of ten of her eleven crew.
 * SS Trentino (1919) (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Liverpool by Luftwaffe aircraft.
 * HMT Uberty : World War II: The naval trawler was bombed and sunk at Lowestoft by Luftwaffe aircraft with the loss of thirteen crew.
 * HMY Viva II : World War II: The naval yacht was bombed and sunk in the Bristol Channel 13 nmi west of Trevose Head, Cornwall by Luftwaffe aircraft with the loss of 22 of her 32 crew. Survivors were rescued by HMS Cleveland (L46).
 * Welcome Home (🇬🇧 United Kingdom): World War II: The ketch was bombed and sunk at Hull by Luftwaffe aircraft.
 * Whitakers No. 1 (🇬🇧 United Kingdom): World War II: The barge was bombed and sunk at Hull by Luftwaffe aircraft.

9 May

 * MT Alfred Olsen (🇳🇴 Norway): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (2.98333°N, -20.43333°W) by ITALIAN SUBMARINE Tazzoli . All crew were rescued.
 * SS Bengore Head (1922) (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (60.75°N, -33.03333°W) by GS U-110 (1940) with the loss of one of her 41 crew. Survivors were rescued by HMT Apollo ( and SS Borgfred 🇳🇴 Norway).
 * SS City of Winchester (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean 400 nmi south south west of the Cape Verde Islands, Portugal (8.33333°N, -26.23333°W) by GS U-103 (1940) with the loss of six of her 98 crew. Survivors were rescued by MV Herma (🇳🇴 Norway).
 * SS Empire Cloud (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship, on her maiden voyage, was torpedoed and damaged in the Atlantic Ocean east north east of Cape Farewell, Greenland (61°N, -31.5°W) by GS U-201 with the loss of five of her 54 crew. The ship was abandoned, with HMS Nigella (K19)  rescuing the survivors. Empire Cloud was taken in tow by the tug MV Thames (1938) (🇳🇱 Netherlands) reaching the Clyde on 20 May, she was subsequently repaired and returned to service.
 * SS Empire Song (🇬🇧 United Kingdom: World War II: Operation Tiger / Convoy WS 58: The cargo liner struck a mine and sank in the Strait of Sicily (37.15333°N, 11.02333°W) with the loss of nineteen lives. Survivors were rescued by HMS Foresight (H68).
 * SS Esmond (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (60.4°N, -32.45°W) by GS U-110 (1940) . All 50 crew were rescued by SS Aelybryn (🇬🇧 United Kingdom), HMS Aubretia (K96) and SS Borgfred (🇳🇴 Norway).
 * SS Gregalia (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (60.4°N, -32.61667°W) by GS U-201 . All 66 crew were rescued by HMT Daneman (FY123) (.
 * Luis Puebla (🇪🇸 Spain): World War II: The trawler struck a mine and sank in the Bay of Biscay 160 nmi north of Gijón, Asturias with the loss of nine of her twelve crew.
 * HMS Queenworth : World War II: The minesweeper was bombed and sunk off the mouth of the Humber by Luftwaffe aircraft.
 * Tankerton Towers (🇬🇧 United Kingdom): World War II: The trawler was bombed and sunk off St Govan's Lightship (🇬🇧 United Kingdom) by Luftwaffe aircraft. All eight crew were rescued.
 * GS U-110 (1940) : World War II: Operation Primrose: The Type IXB submarine was captured in the Atlantic Ocean by HMS Aubretia (K96), HMS Broadway (H90) and HMS Bulldog (H91) (all ) with the loss of fifteen of her 47 crew. An Enigma machine was captured intact. U-110 was taken in tow by HMS Bulldog but sank the next day in a storm.

10 May

 * SS Aelybryn (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and damaged in the Atlantic Ocean south east of Cape Farewell, Greenland (59.38333°N, -35.41667°W) by GS U-556 with the loss of one of her 45 crew. Survivors abandoned ship and were rescued bu HMT Daneman (FY123) . Aelybryn was towed to Reykjavík, Iceland by HMS Hollyhock (K64) . Later repaired and returned to service.
 * HMT Altais : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * HMT Comet I : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * SS Empire Caribou (🇬🇧 United Kingdom): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean south east of Greenland (59.46667°N, -35.73333°W) by GS U-552 with the loss of 29 of her 40 crew. Survivors were rescued by HMS Malcolm (D19).
 * HMT Faislane (: World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * SS Gand (🇧🇪 Belgium): World War II: Convoy OB 318: The cargo ship was torpedoed and sunk in the Atlantic Ocean (57.75°N, -37.56667°W) by GS U-552 with the loss of one of her 43 crew.
 * HMT Igloo : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * HMT Jake II : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * SS Langley (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean at 57.9°N, -37.56667°W by GS U-556.
 *  Martin Pecheur (🇬🇧 United Kingdom): World War II: The captured French schooner caught fire and sank in the Atlantic Ocean (37.11667°N, -8.56667°W). The prize crew took to the lifeboats and reached Gibraltar.
 * HMML 1011 : World War II: The Fairmile B motor launch was bombed and sunk in the Mediterranean Sea by Luftwaffe aircraft.
 * HMT Miss England : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * HMT Nomad III : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.
 * ITALIAN SHIP Ramb III : World War II: The auxiliary cruiser was sunk in Benghazi Harbor by HMS Truimph (N18) .Raised, repaired, and returned to service.
 * HMT Safari : World War II: The naval trawler was bombed and sunk at London by Luftwaffe aircraft.

11 May

 * SS City of Shanghai (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (6.66667°N, -27.83333°W by GS U-103 (1940) with the loss of six of her 73 crew. Survivors were rescued by SS Josefina S (🇦🇷 Argentina), MV Richmond Castle (1939) (🇬🇧 United Kingdom and SS Stad Arnhem (🇳🇱 Netherlands).
 * Gypsy : World War II: The auxiliary base ship was bombed and sunk at London by Luftwaffe aircraft.
 * SS Somerset (1918) (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the Atlantic Ocean (54.9°N, -16.33333°W) by Luftwaffe aircraft. All crew were rescued.

12 May

 * Aghios Paraskavi (🇬🇷 Greece): World War II: The coaster was torpedoed and sunk in the Mediterranean Sea off Lemnos by HMS Rorqual (N74).
 * SS Fowberry Tower (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the North Sea 1 nmi south west by west of the Humber Lightship (🇬🇧 United Kingdom) by Luftwaffe aircraft with the loss of six crew.
 * HMS Ladybird (1916) : World War II: The was bombed and sunk at Tobruk, Libya by Luftwaffe aircraft with the loss of four crew.
 * SS Rawnsley (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk at Herapatra Bay by Luftwaffe aircraft.
 * SS Richard de Larrinaga (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the North Sea off the mouth of the Tyne by Luftwaffe aircraft.

13 May

 * SS Benvrackie (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (0.81667°N, -20.25°W by GS U-105 (1940) with the loss of thirteen crew. Fifteen crew of MV Lassell (🇬🇧 United Kingdom) were also killed. Fifty-eight survivors were rescued by.
 * ST Cornflower (🇬🇧 United Kingdom): World War II: The tug was bombed and sunk at Malta by Luftwaffe aircraft.
 * F (🇬🇧 United Kingdom): World War II: The hopper barge struck a mine and sank off Dingle, County Kerry, Ireland with the loss of five of her eleven crew.
 * Fort Rona (🇬🇧 United Kingdom): World War II: The trawler was bombed and sunk in the Bristol Channel 15 nmi west south west of Bardsey Island by Luftwaffe aircraft. All crew were rescued.
 * Nueva Elisa (🇪🇸 Spain): World War II: The trawler struck a mine and sank in the Bay of Biscay.
 * HMS Salopian (F94) : World War II: Convoy SC 30: The armed merchant cruiser was torpedoed and sunk in the Atlantic Ocean (59.06667°N, -38.25°W) by GS U-98 (1940) with the loss of three of her 281 crew. Survivors were rescued by HMS Intrepid (D10).
 * SS Somersby (🇬🇧 United Kingdom): World War II: Convoy SC 30: The cargo ship straggled behind the convoy. She was torpedoed and sunk in the Atlantic Ocean (60.65°N, -26.21667°W) by GS U-111 (1940) . All 33 crew were rescued by SS Marika Protopapa (🇬🇷 Greece).

14 May

 * SS Dalesman (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and damaged in Suda Bay by Luftwaffe aircraft and was beached. She was later salvaged, repaired and entered German service as Pluto.
 * SS Karlander (🇳🇴 Norway): World War II: Convoy OB 321: The cargo ship was bombed and damaged in the Atlantic Ocean (55.63333°N, -13.63333°W) by Focke Wulf Fw 200 Kondor aircraft of the Luftwaffe. She was later scuttled at 55.6°N, -13.4°W. All 26 crew were rescued by SS Zaafaran (🇬🇧 United Kingdom).
 * HMT M A West : World War II: The examination vessel was bombed and sunk in the North Sea off Great Yarmouth, Norfolk by Luftwaffe aircraft.
 * HMT Minicoy : World War II: The patrol vessel struck a mine and sank in the Bristol Channel east of St Ann's Head, Pembrokeshire with the loss of at least three crew.
 * HMNZS Puriri (T02) : World War II: The minesweeper struck a mine and sank in the Hauraki Gulf off Auckland. Survivors were rescued by HMS Achilles (70).
 * SS Rabaul (🇬🇧 United Kingdom): World War II: The cargo ship was shelled and sunk in the Atlantic Ocean by GERMAN AUXILIARY CRUISER Atlantis with the loss of nine of her 55 crew.
 * SS Turkia (🇬🇧 United Kingdom): The cargo ship caught fire, exploded, and sank in the Red Sea.

15 May

 * SS Benvenue (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (4.45°N, -18.41667°W) by GS U-105 (1940)) with the loss of two crew. Survivors were rescued by SS English Trader (🇬🇧 United Kingdom) and a Royal Navy destroyer.
 * GREEK DESTROYER Leon : World War II: The was bombed and sunk in Souda Bay, Crete by Luftwaffe aircraft.
 *  Notre Dame du Châtelet (🇫🇷 France): World War II: The schooner was shelled and sunk in the Atlantic Ocean (approximately 48°N, -14°W) by GS U-43 (1939) with the loss of 28 of her 38 crew. Survivors were rescued by ITALIAN SUBMARINE Otaria  eight days later.
 * SS Ossian (1892) (🇸🇪 Sweden): World War II: The cargo ship was bombed and sunk in the North Sea (54°N, 7.26667°W by Royal Air Force aircraft.
 * SS San Giusto ( undefined): World War II: The coastal tanker struck a mine and sank in the Mediterranean Sea 25 nmi north north east of Tripoli, Libya.

16 May

 * SS Archangel (1910) (🇬🇧 United Kingdom): World War II: The troopship was bombed and damaged in the North Sea 10 nmi north east of Aberdeen (57.91667°N, -2.05°W) by Luftwaffe aircraft with the loss of 52 of the 475 people on board. Survivors were rescued by HMS Blankney (L30) . Archangel was beached 5 nmi south of Newburgh, Aberdeenshire and broke into four.
 * SS Ethel Radcliffe (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the North Sea off Great Yarmouth, Norfolk by Luftwaffe aircraft.
 * SS Joffre Rose (🇬🇧 United Kingdom): World War II: The coaster was bombed and damaged in the Bristol Channel by Luftwaffe aircraft. She was beached at Dale, Pembrokeshire. She was later refloated, repaired and returned to service.
 * SS Kythera (1902) (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk in Suda Bay by Luftwaffe aircraft.
 * SS Logician (🇬🇧 United Kingdom): World War II: The ship was bombed and damaged in Suda Bay by Luftwaffe aircraft. She was bombed again on 25 May and sank with the loss of 31 lives.
 * SS Nikolaou Ourania (🇬🇷 Greece): World War II: The cargo ship was bombed and damaged at Suda Bay by Luftwaffe aircraft and was beached. She was later refloated, repaired and entered German service as Nikolaus.
 * SS Rodney Star (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (5.05°N, -19.03333°W) by GS U-105 (1940) : All 83 crew were rescued by SS Batna (🇬🇧 United Kingdom) and HMS Boreas (H77).

17 May

 * SS Ala (1916) (🇳🇴 Norway): World War II: The coaster was bombed and damaged in the English Channel 5 nmi south of Shoreham-by-Sea, West Sussex. She was beached at Shoreham-by-Sea but was later refloated and taken under tow by ST Security (🇬🇧 United Kingdom). She was bombed and sunk on 13 June in the English Channel (50.7°N, -0.86667°W) by Luftwaffe aircraft with the loss of one crew member.
 * SS Eleonora Maersk (🇬🇧 United Kingdom): World War II: The tanker was bombed and sunk at Suda Bay by Luftwaffe aircraft with the loss of twenty of her 44 crew.
 * MV Marisa (1937) (🇳🇱 Netherlands): World War II: The tanker was torpedoed and sunk in the Atlantic Ocean (6.16667°N, -18.15°W) by GS U-107 (1940) with the loss of two of her 49 crew. Survivors were rescued by HMS Columbin (K94), HMS Surprise (1896) (both.
 * SS Statesman (1923) (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the Atlantic Ocean (56.73333°N, -13.75°W) by Luftwaffe aircraft with the loss of one crew member.
 * SS Themoni (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk at Suda Bay by Luftwaffe aircraft.

18 May

 * SS Begerin (🇬🇧 United Kingdom): World War II: The coaster was bombed and sunk in the Bristol Channel 17 nmi west north west of the South Bishop Lighthouse by Luftwaffe aircraft. All crew were rescued.
 * SS Giovinezza ( undefined): World War II: The cargo ship was torpedoed and sunk in the Mediterranean Sea off Benghazi, Libya (31.91667°N, 19.9°W) by HMS Tetrarch (N77).
 * HMT Jewel : World War II: The naval trawler struck a mine and sank in the Belfast Lough with the loss of fourteen crew.
 * RFA Olna : World War II: The tanker was bombed and damaged at Suda Bay by Luftwaffe aircraft. She was beached. Later salvaged, repaired and entered German service.
 * SS Piako (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean 130 nmi south west of Freetown, Sierral Leone (7.86667°N, -14.95°W) by GS U-107 (1940) with the loss of ten of her 75 crew. Survivors were rescued by HMS Bridgewater (L01).

19 May

 * HMS City of Rochester : World War II: The decommissioned former paddle minesweeper sunk at Acorn Yard  Rochester, Kent  by a parachute mine while awaiting scrapping.
 * SS Empire Ridge (🇬🇧 United Kingdom): World War II: Convoy HG 61: The ore carrier was torpedoed and sunk in the Atlantic Ocean (55.13333°N, -10.66667°W) by GS U-96 (1940) with the loss of 31 of her 33 crew. Survivors were rescued by HMS Vanquisher (D54).
 * HMY Sea Angler : The armed yacht was destroyed by fire.
 * SS Winkfield (🇬🇧 United Kingdom): World War II: The cargo ship struck a mine and sank in the Thames Estuary (51.58333°N, 1.16667°W) with the loss of ten crew.

20 May

 * SS Aghios Georgios (🇬🇷 Greece): World War II: The coaster was shelled and sunk in the Aegean Sea off Crete.
 * MV British Security (🇬🇧 United Kingdom): World War II: Convoy HX 126: The tanker was torpedoed and sunk in the Atlantic Ocean south of Cape Farewell, Greenland (57.46667°N, -41.11667°W) by GS U-552 with the loss of all 53 crew.
 * SS Cockaponset (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean south south east of Cape Farewell (57.46667°N, -41.11667°W) by GS U-556 . All 41 crew were rescued by SS Hontestroom (🇳🇱 Netherlands).
 * ITALIAN DESTROYER Curatone : World War II: The struck a mine and sank in the Gulf of Athens.
 * MV Darlington Court (🇬🇧 United Kingdom): World War II: Convoy HX 126: The cargo ship was torpedoed and sunk in the Atlantic Ocean south of Cape Farewell (57.46667°N, -41.11667°W) by GS U-556 with the loss of 25 of her 37 crew. Survivors were rescued by SS Hontestroom (🇳🇱 Netherlands).
 * SS Harpagus (🇬🇧 United Kingdom): World War II: Convoy HX 126: The cargo ship was torpedoed and sunk in the Atlantic Ocean by GS U-109 (1940) with the loss of 58 of the 90 people on board, including 26 of the 48 survivors from SS Norman Monarch (🇬🇧 United Kingdom. Survivors were rescued by HMS Burnham (H82).
 * MV Javanese Prince (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean 155 nmi north west of the Butt of Lewis, Outer Hebrides (59.76667°N, -10.75°W) by GS U-138 (1940) with the loss of one of her 59 crew. Survivors were rescued by HMS Assurance (W59), HMS Faulknor (H62) and HMS Lincoln (G42) (all ).
 * MV John P Pedersen (🇳🇴 Norway): World War II: Convoy HX 126: The tanker was torpedoed and sunk in the Atlantic Ocean (approximately 57°N, -41°W) by GS U-94 (1940) with the loss of 22 of her 38 crew. Survivors were rescued by SS Honsestroom (🇳🇱 Netherlands).
 * HMT Kos XXIII : World War II: The naval trawler was bombed and damaged in Suda Bay by Luftwaffe aircraft. She was later declared a total loss. Two crew were taken as prisoners of war.
 * SS Norman Monarch (🇬🇧 United Kingdom): World War II: Convoy HX 126: The cargo ship was torpoedoed and sunk in the Atlantic Ocean (56.78333°N, -40.91667°W) by GS U-94 (1940) (. All 48 crew were rescued by SS Harpagus (🇬🇧 United Kingdom).
 * SS Padre Eterno ( undefined): World War II: The cargo ship was shelled and sunk in the Aegean Sea off Chania, Crete.
 * SS Radames (🇪🇬 Egypt): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean off Monrovia, Liberia (approximately 6°N, -12°W) by GS U-103 (1940) with the loss of one crew member.
 * SS Rothermere (🇬🇧 United Kingdom): World War II: Convoy HX 126: The cargo ship was torpedoed and sunk in the Atlantic Ocean (57.8°N, -41.6°W) by GS U-98 (1940) with the loss of 22 of her 56 crew. Survivors were rescued by SS Bruarfoss (Light Blue Flag of Iceland.svg Iceland).
 * SS Starcross (🇬🇧 United Kingdom): World War II: Convoy SL 73: The cargo ship was torpedoed and damaged in the Atlantic Ocean (51.75°N, -20.75°W) by ITALIAN SUBMARINE Otaria . All crew were rescued by HMCS St. Francis (I93).
 * HMS Widnes : World War II: The minesweeper was bombed and damaged at Suda Bay by Luftwaffe aircraft. She was beached, but declared a total loss.
 * SS Zeffiro ( undefined): World War II: The cargo ship struck a mine and sank 5.8 nmi south east of Cape Bon, Tunisia.

21 May

 * ITALIAN DESTROYER Carlo Mirabello : World War II: The struck a mine and sank in the Ionian Sea off Cephalonia.
 * MV Elusa (🇳🇱 Netherlands): World War II: Convoy HX 126: The tanker was torpedoed and damaged in the Atlantic Ocean (59°N, -38.08333°W) by GS U-93 (1940) with the loss of five of her 54 crew. Survivors were rescued by HMS Burnham . Elusa later sank at 58.5°N, -38.16667°W.
 * SS Gladiator (1915) ( undefined): World War II: The coaster struck a mine and sank at Šibenik, Yugoslavia.
 * HMY Hanyards : The armed yacht sank.
 * HMS Juno (F46) : World War II: Battle of Crete: The was bombed and sunk in the Mediterranean Sea south east of Crete by CANT Z.1007 aircraft of the Italian Air Force with the loss of 128 of her 210 crew. Survivors were rescued by HMS Kandahar (F28), HMS Kingston (F64) and HMS Nubian (F36) (all ).
 * MV Kybfels (1937) (🇩🇪 Germany: World War II: The cargo ship struck a mine and sank in the Ionian Sea off Cephalonia.
 * SS Marburg (1928) (🇩🇪 Germany: World War II: The cargo ship struck a mine and sank in the Ionian Sea off Cephalonia.
 * SS Marconi (1917) (🇬🇧 United Kingdom): World War II: Convoy HX 126: The cargo ship was torpedoed and sunk in the Atlantic Ocean 270 nmi south south east of Cape Farewell, Greenland (approximately 58°N, -41°W) by GS U-109 (1940) with the loss of 22 of her 74 crew. Survivors were rescued by USCGC General Greene (WPC-140)  and HMS Kenya (14).
 * SS Robin Moor (🇺🇸 United States: World War II: The cargo ship was intercepted in the South Atlantic off the coast of Brazil (6.16667°N, -25.66667°W) by GS U-69 (1940) . The crew were told that the ship would be sunk under prize rules and given 30 minutes to abandon ship. She was then torpedoed, shelled and sunk. Twenty-six of the 37 people on board were rescued by SS Examalia (🇺🇸 United States) and landed at Cape Town, South Africa. The remaining eleven people were rescued by SS Ozório (🇧🇷 Brazil) and landed at Recife. She was the first American merchant ship lost during the war by belligerent action.
 * SS Tewkesbury (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the South Atlantic (5.81667°N, -24.15°W) by GS U-69 (1940) . All 42 crew were rescued by SS Exhibitor and SS Knoxville City (both 🇺🇸 United States)

22 May

 * SS Barnby (1940) (🇬🇧 United Kingdom): World War II: Convoy HX 126: The 4,813 grt cargo ship was torpedoed and sunk in the Atlantic Ocean (60.5°N, -34.2°W) by GS U-111 (1940)) with the loss of one of her 45 crew. Survivors were rescued by HMS Aurora (12).
 * SS Ben Veg (🇬🇧 United Kingdom): The coaster collied with SS Brittany (1928) (🇬🇧 United Kingdom) in the Irish Sea and sank 8 nmi north of Point of Ayre, Isle of Man. All crew were rescued.
 * SS British Grenadier (🇬🇧 United Kingdom): World War II: The tanker was torpedoed and sunk in the Atlantic Ocean (6.25°N, -12.98333°W) by GS U-103 (1940) . All 49 crew were rescued by SS Ganda (🇵🇹 Portugal) and SS Jose Calvo Sotelo (🇪🇸 Spain).
 * SS Carmen Sylva (🇷🇴 Romania): The cargo ship was shelled and sunk by Royal Navy warships of Force D.
 * SS Ditmar Koel (🇩🇪 Germany): World War II: The cargo ship struck a mine and sank in the Wadden Sea off Juist, Lower Saxony.
 * SS Empire Progress (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and damaged in the English Channel 3 nmi south west of The Needles, Isle of Wight with the loss of four crew. She was beached in Totland Bay the next day. Later refloated, repaired and returned to service.
 * HMS Fiji (58) : World War II: Battle of Crete: The was bombed and sunk off Crete by Messerschmitt Bf 109 aircraft of JG 77 and Junkers Ju 88 aircraft of LG 1 with the loss of 241 of her 764 crew.
 * HMS Gloucester (62) : World War II: Battle of Crete: The was bombed and sunk 12 nmi north of Crete by Junkers Ju 87 aircraft of the Luftwaffe with the loss of 722 of her 807 crew.
 * HMS Greyhound (H05) : World War II: Battle of Crete: The G-class destroyer was bombed and sunk west of Crete by Junkers Ju 87 aircraft of StG 2 with the loss of 80 of her 146 crew.
 * SS Käte Grammerstorf (1915) (🇩🇪 Germany): World War II: The cargo ship struck a mine and sank in the North Sea north of Ameland, Friesland, Netherlands.
 * HNLMS Nautilus (1930) : The minelayer collided with SS Murrayfield (🇬🇧 United Kingdom) in the North Sea off Saltfleet, Yorkshire (56.6°N, 0.41667°W) and sank without loss of life.

23 May

 * SS Alberta (1900) (🇬🇷 Greece): World War II: The passenger ship was bombed and sunk in the Saronic Gulf off Salamis Island by Luftwaffe aircraft.
 * MV Berhala (🇳🇱 Netherlands): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean off Freetown, Sierra Leone (9.83333°N, -17.83333°W) by GS U-38 (1938) with the loss of three crew. Survivors were rescued by a Royal Navy warship.
 * HMS Kashmir (F12) : World War II: Battle of Crete: The was bombed and sunk off Crete (34.66667°N, 24.16667°W by Junkers Ju 87 aircraft of the Luftwaffe.
 * HMS Kelly (F01) : World War II: Battle of Crete: The was bombed and sunk off Crete by Junkers Ju 87 aircraft of the Luftwaffe.
 * HMT Kos XXIII : World War II: The submarine chaser was scuttled in Suda Bay, Crete. She was later salvaged by the Germans and entered Kriegsmarine service as UJ-2104.
 * MTB 67, MTB 213, MTB 214, MTB 216, and MTB 217  (all ): World War II: Battle of Crete: The Motor Torpedo Boats were bombed and sunk at Suda Bay, Crete by Luftwaffe aircraft.
 * FRENCH GUNBOAT Meuliere : World War II: The  was wrecked off Ajaccio, Corsica.

24 May

 * HMT Aurora II : World War II: The naval trawler was bombed and sunk at Tobruk, Libya by Luftwaffe aircraft.
 * SS Conte Rosso ( undefined): World War II: The troopship was torpedoed and sunk in the Mediterranean Sea off Sicily by HMS Upholder (P37) with the loss of 1,300 of the 2,729 people on board.
 * HMS Hood (51) : World War II: Battle of the Denmark Strait: The was shelled and sunk in the Denmark Strait by GERMAN BATTLESHIP Bismarck ( with the loss of 1,415 of her 1,418 crew.
 * SS Marionga (🇬🇷 Greece): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (5.7°N, -10.48333°W) by GS U-103 (1940) with the loss of 26 of her 29 crew.
 * SS Matronna (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk in the Bristol Channel off Dale, Pembrokeshire. All crew were rescued.
 * SS Octane (🇬🇧 United Kingdom): World War II: The tanker struck a mine and was damaged in the English Channel and was beached at Antony, Cornwall. She was later refloated, repaired and returned to service.
 * SS Trafalgar (1924) (🇬🇧 United Kingdom): World War II: The cargo ship was shelled and sunk in the South Atlantic (approximately -25°N, 1°W) by GERMAN AUXILIARY CRUISER Atlantis with the loss of twelve crew.
 * SS Vulcain (🇬🇧 United Kingdom): World War II: The cargo ship was torpeodoed and sunk in the Atlantic Ocean (9.33333°N, -15.58333°W) by GS U-38 (1938) with the loss of seven of her 41 crew.

25 May

 * SS Atalaia (🇧🇷 Brazil): The cargo ship foundered in the South Atlantic with the loss of all 66 crew.
 * SS Conte Rosso ( undefined): World War II: The troopship was shelled and sunk in the Strait of Messina (36.68333°N, 14.7°W) by HMS Upholder (P37) with the loss of 1,291 of the 2,729 people on board. Survivors were rescued by ITALIAN TORPEDO BOAT Cigno, ITALIAN TORPEDO BOAT Clio and ITALIAN TORPEDO BOAT Pallade (all ).
 * HMS Grimsby (L16) : World War II: The was bombed and sunk in the Mediterranean Sea north of Tobruk, Libya (32.5°N, 24.5°W) by Regia Aeronautica aircraft with the loss of eleven crew. Survivors were rescued by HMT Southern Maid.
 * Harry (🇫🇴 Faroe Islands): World War II: The trawler was bombed and damaged in the North Sea 30 nmi north of Rattray Head, Aberdeenshire, United Kingdom by Luftwaffe aircraft. She was taken in tow but sank 17 nmi north by west of Kinnaird Head, Aberdeenshire.
 * SS Helka (🇬🇧 United Kingdom): World War II: The cargo ship was bombed and sunk in the Mediterranean Sea off Tobruk by Regia Aeronautica aircraft with the loss of two crew. Survivors were rescued by HMT Southern Maid.
 * SS H P Hansen (🇩🇰 Denmark): World War II: The cargo ship was bombed and sunk in the North Sea 6 nmi north west of the Schiermonnikoog Lighthouse, Friesland, Netherlands by Luftwaffe aircraft.
 * SS Leros (1899) (🇬🇷 Greece): World War II: The coaster was bombed and sunk at Heraklion by Luftwaffe aircraft.
 * SS Silvia (1938) (🇩🇪 Germany): World War II: The cargo ship was bombed and sunk at Den Helder, North Holland, Netherlands by Royal Air Force aircraft.
 *  Silvina (🇵🇹 Portugal): World War II: The schooner caught fire and sank in the Grand Banks. All crew were rescued.
 * SS Wangi Wangi (🇳🇱 Netherlands): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (5.4°N, -12°W) by GS U-103 (1940) with the loss of one of the 93 people on board.

26 May

 * SS Emmanuel Pteris (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk at Heraklion, Crete by Luftwaffe aircraft.
 * SS Gros Pierre (🇬🇧 United Kingdom): World War II: The coaster was bombed and damaged in the North Sea off Sunderland, Co Durham by Luftwaffe aircraft and was beached. She was later refloated, repaired and returned to service.
 * SS Rokos (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk at Suda Bay by Luftwaffe aircraft.

27 May

 * SS Antonios (1887) (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk in Suda Bay by Luftwaffe aircraft.
 * GERMAN BATTLESHIP Bismarck : World War II: The was torpedoed and damaged in the Atlantic Ocean by Fairey Swordfish aircraft based on HMS Ark Royal (91) . She was then shelled by HMS King GeorgeV and HMS Rodney (29) (both ) and torpedoed by HMS Dorsetshire (40)  and sunk (48.16667°N, -16.2°W) with the loss of 2,179 of her 2,293 crew.
 * SS Colonial (1926) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean 200 nmi west north west of Freetown, Sierra Leone (9.21667°N, -15.15°W) by GS U-107 (1940) . All 100 people on board were rescued by HMS Centurion (1911).
 * HMT Evesham : World War II: The naval trawler was bombed and sunk in the North Sea off Great Yarmouth, Norfolk by Luftwaffe aircraft.
 * SS Julia (1914, Richardson) (🇬🇷 Greece): World War II: The cargo ship was bombed and sunk in Suda Bay by Luftwaffe aircraft.
 * MS Marco Foscarini (1939) ( undefined): World War II: The cargo ship was bombed and damaged in the Mediterranean Sea off Tripoli, Libya and was beached on 30 May. She was refloated and scrapped in Barrow, United Kingdom, from October 1948.
 * HMS Registan : World War II: The ocean boarding vessel was bombed and damaged in the Bristol Channel off Cape Cornwall by Luftwaffe aircraft with the loss of 70 crew. She was beached at Falmouth, Cornwall. Later refloated, repaired and returned to service.
 * SS Røyksund (1919) (🇳🇴 Norway): World War II: The coaster was bombed and sunk in the Bristol Channel, United Kingdom, (50.76667°N, -5.3°W) by Luftwaffe aircraft with the loss of seven of her eighteen crew. Survivors were rescued by HMS Cleveland (L46).
 * HMT Syvern : World War II: The naval trawler was bombed and sunk in the Mediterranean Sea by Luftwaffe aircraft.
 * HMT Thorbryn : World War II: The naval trawler was bombed and sunk in the Mediterranean Sea off Tobruk, Libya by Luftwaffe aircraft.
 * SS Thyra (1920) (🇳🇴 Norway): World War II: Convoy OB 325: The cargo ship collided with HMS Leamington (G19) in the Atlantic Ocean (52.41667°N, -19.36667°W) and sank with the loss of five of the 24 people on board. Survivors were rescued by HMS Leamington.

28 May

 * SS Aghia Kyriaki (🇬🇷 Greece): World War II: The coaster was bombed and sunk off Cape Kephola, Crete by Luftwaffe aircraft.
 * SS Georgos (1902) (🇬🇷 Greece): World War II: The coaster was bombed and sunk at Heraklion, Crete by Luftwaffe aircraft.
 * HMML 1030 : World War II: Battle of Crete: The Fairmile B motor launch was lost in the Mediterranean Sea after departing from Suda Bay.
 * MV Lech (1939) (🇩🇪 Germany): World War II: The cargo ship was intercepted in the Atlantic Ocean 400 nmi north of the Azores, Portugal (45.55°N, -23.41667°W) by HMS Edinburgh (16) and was scuttled by her crew.
 * HMS Mashona (F59) : World War II: The destroyer was bombed and sunk in the Atlantic Ocean off the coast of County Galway, Ireland by Luftwaffe aircraft with the loss of 48 of her 219 crew.
 * SS Papalemos (🇬🇷 Greece): World War II: The cargo ship was torpedoed, shelled and sunk in the Atlantic Ocean (8.1°N, -16.3°W) by GS U-107 (1940) with the loss of two of her 29 crew.

29 May

 * SS Empire Storm (🇬🇧 United Kingdom): World War II: Convoy HX 128S: The cargo ship straggled behind the convoy. She was torpedoed and sunk in the Atlantic Ocean (55°N, -39.83333°W) by GS U-552 with the loss of three of her 43 crew. Survivors were rescued by SS Marita (1919) (🇳🇴 Norway).
 * HMS Hereward (H93) : World War II: Battle of Crete: The was bombed and sunk in the Kaso Strait to the east of Crete by Junkers Ju 87 aircraft of the Luftwaffe with the loss of 76 of her 165 crew.
 * HMS Imperial (D09) : World War II: Battle of Crete: The was bombed and severely damaged by Luftwaffe aircraft. She was scuttled by HMS Hotspur (H01) at 32.38333°N, 25.66667°W.
 * HMT Sindonis : World War II: The naval trawler was bombed and sunk at Tobruk, Libya by Luftwaffe aircraft.
 * SS Tabaristan (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (6.53333°N, -15.38333°W) by GS U-38 (1938) . All 39 crew were rescued by HMT Bengali (FY165) and HMT Turcoman (FY130) (both ).

30 May

 * SS Aghios Pantlemon (🇬🇷 Greece): World War II: The coaster was bombed and sunk in the Mediterranean Sea off Tobruk, Libya by Luftwaffe aircraft.
 * SS Alicante (1934) ( Nazi Germany): World War II: The cargo ship was set on fire at Piraeus, Greece by the explosion of SS Kynaguinya Maria Luisa (🇧🇬 Bulgaria). She exploded and sank.
 * RFA Cairndale : World War II: The was torpedoed and sunk in the Atlantic Ocean 170 nmi west north west of Cape Trafalgar, Spain (35.31667°N, -8.55°W) by ITALIAN SUBMARINE Guglielmo Marconi  with the loss of five crew.
 * SS Empire Protector (1921) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (6°N, -14.41667°W) by GS U-38 (1938) with the loss of five of her 38 crew. Survivors were rescued by SS Arundo (🇳🇱 Netherlands).
 * SS Jiul (🇷🇴 Romania): World War II: The cargo ship was set of fire by the explosion of SS Knyaguinya Maria Luisa (🇧🇬 Bulgaria) at Piraeus and subsequently sank.
 * SS Knyaguinya Maria Luisa (🇧🇬 Bulgaria): World War II: The cargo ship was set on fire by saboteurs at Piraeus. Tugs ST Mara, ST Zoodohos Pigi, ST Aghios Dimitrios and ST Aghios Nikolaos (all 🇬🇷 Greece) were towing the ship out of harbour when she exploded. The explosion set SS Adis Abeba ( undefined), SS Alicante (🇩🇪 Germany) and SS Jiul (🇷🇴 Romania) on fire.
 * SS Rinda (1917) (🇳🇴 Norway): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean off Liberia (6.86667°N, -15.23333°W) by GS U-38 (1938) with the loss of thirteen of her 31 crew. Survivors, including the ship's cat, were rescued by HMT Pict (FY132) . The cat remained on board HMT Pict.
 * MV Silveryew (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean (16.7°N, -25.48333°W) by GS U-106 (1940) reports that there was only one of her 54 crew lost are incorrect. Reports that one crew member was lost are untrue. It is also untrue that the Master (James Smith), 49 crew members and 3 gunners made landfall at San Antonio, Cape Verde Islands. The Master (James Smith, aged 52) perished as did Assistant Steward, Chow Ah San (aged 41) and Chief Steward, Yue Chank Sung (aged 44)
 * SS Westavon (🇬🇧 United Kingdom): World War II: The cargo ship struck a mine and sank in the North Sea (51.6°N, 1.18333°W). All crew were rescued.

31 May

 * MV Clan Macdougall (1929) (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean north of the Cape Verde Islands, Portugal (16.83333°N, -25.16667°W) by GS U-106 (1940) with the loss of two of her 85 crew.
 * SS Gravelines (1925) (🇬🇧 United Kingdom): World War II: Convoy HX 127: The cargo ship straggled behind the convoy She was torpedoed and damaged in the Atlantic Ocean off Bloody Foreland, Ireland (56°N, -11.21667°W) by GS U-147 (1940) . Eleven crew were killed, 25 crew were rescued by HMS Deptford (U53) . The ship broke in two; the stern section sank but the bow section was towed to the Clyde and beached. The ship was declared a constructive total loss and scrapped in 1942.
 * Holmsteinn (Light Blue Flag of Iceland.svg Iceland): World War II: The trawler was shelled and sunk north of Dyrafjord by GS U-204 ( with the loss of all four crew.
 * MV Sangara (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk at Accra, Gold Coast (5.55°N, -0.21667°W) by GS U-69 (1940) with the loss of one crew member. Although declared a total loss, she was refloated in April 1943, repaired post-war and returned to service in 1947.
 * SS Sire (🇬🇧 United Kingdom): World War II: The cargo ship was torpedoed and sunk in the Atlantic Ocean west south west of Freetown, Sierra Leone (8.83333°N, -15.5°W) by GS U-107 (1940) with the loss of three of her 49 crew. Survivors were rescued by HMS Marguerite (K54).

Unknown date

 * SS Ines (🇩🇪 Germany): World War II: The coaster was rammed and sunk by a Royal Australian Navy ship off Crete.
 * HMS Undaunted (N55) : World War II: The U-class submarine was sunk in the Mediterranean Sea on or about 11 May due to enemy action with the loss of all 31 crew.