Preston Somers Expedition

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Preston-Somers Expedition
Part of the Anglo–Spanish War
Map of the Venezuela Province coast from 1570's - Caracas is center
Date29 May - 29th July 1595
LocationVenezuela Province & Spanish West Indies
Result English victory[1][2][3]
 Spain England England
Commanders and leaders
Diego Osorio Villegas
Juan de Riberos
George Somers
Amyas Preston
200-300 militia
50 Cavalry[4]
8 ships,
500 sailors,
300 soldiers[2]
Casualties and losses
11 ships burned or captured[5]
80 dead from disease[4]

The Preston Somers Expedition or the Capture of Caracas was a series of military actions that took place from late May till the end of July 1595 during the Anglo–Spanish War.[6] An English expedition headed by George Somers and Amyas Preston sailed to the Spanish Main initially intending to support Sir Walter Raleigh's expedition which set out at the same time.[7] After failing to meet, the expedition went on their own venture along the coast of the Spanish Province of Venezuela and captured the fort at La Guaira before they headed South inland.[2] After making an arduous trek through the mountains the English were able to outmanoeuvre the waiting Spanish force and captured the colonial city of Caracas.[8][9] After the failure of a ransom they plundered and torched the city and then went to capture Coro before they made a brief excursion to the Spanish West Indies.[10] Despite the challenges they faced the expedition was a success for the English who were able to return unmolested with some profit having set out as only a supporting expedition.[11][12]


England's war with Spain had been going on for nearly ten years; Spanish colonies, warships and merchants were subject to attacks by English privateers.[5] Many of these were ordered by the Queen Elizabeth I but a number were also operated as joint stock ventures similar to the English Armada.[12] In 1595 one such expedition was that of Amyas Preston and George Sommers with their privateer ships Ascension, Gift, Julian and Darling (owned by Sir Walter Raleigh), Angel, and a pinnace called Delight.[13] The expedition's purpose was to co operate with Raleigh's work of exploration in the same year at Trinidad and Guiana in the hope of finding El Dorado as well as to commit to amphibious descents throughout the Spanish Main with them.[7] For this purpose they had a disembarkation force of 300 men, many of them were professional soldiers of the English army who had been fighting against the Spanish in Holland and in France.[14] Preston made a name for himself during the battle against the Spanish Armada in 1588. Somers first sailed into the public eye when, heading toward Spain in command of the Flibcote, and in the company of three other vessels, he brought home Spanish prizes worth more than £8,000.[15]

Having sailed from Plymouth, on 12 March they were further accompanied by Captain Moses Willis’s Archangel and two other vessels out of Southampton which they met at sea.[16] As a test for training the soldiers they disembarked and attacked the Portuguese settlement at Porto Santo on Madeira and successfully plundered small villages.[5][14]


By 18 May Preston and Somers had reached Dominica and after refreshing for six days on the island they sailed south to Los Testigos Islands.[14] Here they celebrated a muster ashore on 28 May and continued south west against Margarita Island which they soon sighted and came ashore on the following day.[17] They explored nearby Coche Island the next day and captured a Spanish caravel and a few pearl fishermen that had come from Puerto Rico which turned out be valuable.[16]

Cumana and La Guaira[edit]

On June 1 the eight English privateer vessels and the Spanish prize appeared before Cumaná off Spanish Venezuela and seized three more caravels in the bay.[12] Upon landing however they found the residents had been alerted to their presence; the English then decided on a ransom or otherwise threatened to set the town on fire.[17] The ruse succeeded and a modest amount of foodstuffs were acquired from the Spanish following which the English departed in peace the following evening after having burned the caravels.[4]

The English moved further along the main coast and anchored a mile and a half east of La Guaira at a beach near Macuto.[18] They landed a small force and moved inland parallel to the sea and sighted the fortress (present day Fort el Vigía) that protected the small town but also protected the main gateway to the city of Santiago de León de Caracas further inland.[17] Somers then disembarked the rest of the men onshore and then led the force overland. After probing the defences the English assaulted the small fortress of La Guaira and with surprise complete occupied it with little resistance.[12] The remains of the garrison then fled and immediately warned other Spanish forces in the area of the English presence.[5] The next day in the afternoon a patrol of fifty Spanish cavaliers descended out of the mountains from Caracas and saw that the English had occupied the fort.[4] A number of their musketeers under Captain Roberts emerged from the keep who offered them combat, from which the Spanish then promptly withdrew.[18] The Spanish soon realised the English were going to strike at Caracas itself.[17]


The Spanish did everything they could to bar their advance, so they concentrated their strength along the main road also known as the Kings Highway leading up to Caracas.[10] Preston and Somers knew that getting to Caracas would be a serious challenge since it was much further inland and the defences were strengthened now that the element of surprise had been lost.[17] For the English getting to Caracas was huge a challenge as it was built on a high plain, at an altitude of between 2,500 and 3,000 feet six miles inland within a valley protected by the mountains of El Ávila which is located along the central stretch of the Venezuelan Coastal Range.[13] Caracas itself had a garrison composed mainly of militia having been organized by the governor Diego Osorio Villegas.[15]

Panorama of the view from La Guaira (left) taken from Pico Naiguatá looking at Pico Oriental which Preston and Somers traversed across in 1595 to raid on Caracas (Right)

At night the English slipped out of the fort and knew that by heading up the mountains they would be difficult to see let alone be engaged. The Spanish however did not maintain close watch upon the English movements and this obviously worked to Preston's and Somers' advantage.[17] Without haste they marched a column undetected through the rain during the night.[1] They had help from a lone Indian whom they used as a guide and were able to advance up a little-known track high into the mountain and kept well clear of the main road.[13] They marched through the thickly wooded slopes in the dark, some of the time having to cut their way through, and halted at a stream for refreshment and waited for dawn. They walked close around the summit of Pico Naiguatá then marched down on through the early morning fog and were within sight of the town by daylight.[15] The English could not believe their luck when at midday of 8 June they appeared unexpectedly outside Caracas completely undetected.[12] They had marched for six miles in impossible terrain and what's more apart from fatigue there were no casualties.[18] A part of the city's militia had formed in front of them but the majority were still gathered along the main road.[13]

Frontispiece of Westward Ho! novel from an 1899 edition showing the English in discussion during the raid on Caracas

Preston and Somers then formed three groups, the main battle group in the center, and two smaller, flanking forces on either side.[10] The English thought the Spanish would attack, but they remained in place and in turn attacked and forced them the Spanish flee leaving behind one dead soldier and a number of wounded but the attackers had suffered no casualties.[4] The rest of militia further up guarding the main road were surprised by the unexpected attack and were in complete disorder and too late to do anything.[5] The English soon entered the city with little resistance encountered since most the non-combatants had fled inland.[2] In absence of the governor Diego de Osorio, the mayor of Baruta, a lone elderly Spanish rider named Alonso Andrea de Ledesma bravely attempted to check their progress with his lance and shield; he was however shot dead.[19] So admired by his courageous effort Preston, ordered that De Ledesma be carried on his shield and received a hero’s honour before being buried.[20] The invaders had secured the city by 3pm and the Spanish militia attempted to retake the town but were repelled in poorly coordinated attempts.[21]

The English remained in possession of Caracas for five days and the Spanish offered a parley from which the English attempted a ransom of 30,000 ducats.[17] The Spanish offered 2,000, then 3,000 but being so small Preston and Somers then set about sacking and plundering the place stripping anything of value.[12] A ransom of 4,000 ducats was offered to spare the remains of the town but Preston and Somers soon received intelligence from Indians that the Spanish had sent for help and were delaying the negotiations until reinforcements could arrive.[5][15] Preston and Somers were furious as the Spanish had gone against their honour of a parley and a consequence in the morning they burned Caracas and some surrounding settlements to the ground.[4] They then departed the way they came taking whatever they could away from the Spanish militia who now had more reinforcements. They entered Caracas soon after the English had left only to find the vast majority of it in ruins.[17] The English had returned to La Guaira by noon on 14 June with the booty, exhausted by their arduous trek.[10] The next day Preston and Somers sets the fortress ablaze as well as demolishing its defenses and were thus prepared to leave.[21]

Chichiriviche and Coro[edit]

The next morning the English departed from La Guaira and headed West. On the 16th they soon arrived outside Chichiriviche.[22] Somers led in a boat party that captured three anchored Spanish vessels and secured some of the booty from them before setting firing them.[17] The town was entered upon with virtually no resistance though was too small to make a ransom and the English departed further West again this time to Santa Ana de Coro.[4]

On 20 June having made their way along the coast the English sighted Coro Bay; Preston led his formation there and ferried all his troops ashore by 11 pm.[4] Their target was the town of Coro which was established at the south of the Paraguaná Peninsula in a coastal plain, flanked by the sandy Médanos Isthmus. The area was famous for having been colonized by the Germans as sort of a part payment from the Spanish in the 1520s to 40s.[23] The town had a small garrison under command of Governor Juan de Riberos.[11]

George Somers who co led the expedition

Somers stayed behind with fifty men to secure the anchorage but the Spanish were soon aware of his force and hastily marshalled militia to impede them.[24] The English attempted a night time assault on the town but ran into a barricade which the Spaniards had built prior, blocking their advance.[22] The English attacked in number but the Spaniards defended stoutly repelled their attack at first, and then tried to advance around the barricade to outflank it but this too failed and losses were beginning to mount.[5] With more men coming up however the English launched another assault and managed to fight their way through, driving the defenders off.[4] There was soon a running fight with the English pursuing the Spaniards, who really only delayed their advance. They reached Coro itself and after another small fight, the town was gained and secured the following morning with relatively few casualties.[24] The English held the town but its buildings had stood empty as the residents along with de Riberos had received ample warning of the advance and fled inland with their valuables. Preston then ordered the town to be sacked and the English went on the plunder again.[5][25]

Coro was held for about two days and on preparing a ransom Preston had learned that a rain storm had struck the English anchorage.[4] The cables of Somers’s fifty man pinnace had parted which was then driven out to sea.[25] Preston therefore ordered Coro thoroughly sacked and torched; all the buildings were destroyed including the church and chapel.[11] Preston hastened his column back to the coast and to set sail in order to search for Somers.[26] The following evening Somers stood just outside Lake Maracaibo's entrance seeking safety, but with the wind up they both decided to leave and with wind astern headed towards Hispaniola on 26 June.[14]


By June 30 the Preston-Somers squadron sighted Hispaniola and next day anchored off Cape Tiburón to search for fresh provisions.[24] When the formation resumed its cruise on 8 July Preston’s Ascension and Somers’s Gift were the only ones left when the other ships decided to depart for home.[26]

Four days later the remains of the privateer vessels anchored off Jamaica, and remained there for a few days before proceeding towards the Caymans.[5] They reached Cape Corrientes off Cuba by the 22nd and there they decided to perform a short blockade off Havana in the attempt to make a few small prizes.[26] Prize were short coming with only two smalls ships captured and disease began to take its toll; dysentery raged throughout the vessels having already killed eighty men and soon the expedition was to be terminated.[14] Being fortunate that the Spaniards had not caused any damage and not to chance further luck they headed home to England.[4][12]


Before the English left the Caribbean they encountered and fell in with Raleigh's ships returning from Guiana with whom they kept company.[24] The made a visit to Newfoundland in August to stock up on fish before crossing the Atlantic before they arrived at Milford Haven in Wales on 10 September without further loss and counted their plunder.[1]

The expedition in terms of plunder was only moderate and it just about covered the cost with little profit having been made.[5] The expedition was only meant to support Raleigh's in his quest for El Dorado, and had done far more than it should have done.[14] As an independent expedition it was highly successful in terms of military results.[5] The capture of Caracas via the mountains was a rare trait and except for the losses in disease, casualties were fairly light.[3]

A 17th century Spanish historian José de Oviedo y Baños described the feat performed by Preston and Somers:

This was a hidden path, rather, an old disused path, used by the native Indians to ascend the mountain. From there down the mountain into the valley of St. Francis, a road so rocky and impassable that it seemed impossible for a human foot to use.[27]

Somers and Preston were both knighted by the Queen Elizabeth I for their efforts in the expedition and for further feats in the war with Spain. In 1596 Preston was captain of the Ark Royal with Lord Howard in the Cadiz expedition.[8]

After returning to Caracas, the governor Diego de Osorio y Villegas organized the defense of the Caribbean shore to resist future attacks of pirates, ordering the establishment of several permanent garrisons in the coastal defenses and the fortification of the Royal Road to Caracas.


Cover of an 1899 edition of Westward Ho! novel by Frederick Warne & Co

In 1607, both Preston and Somers reunited in a way to become involved in the foundation of the Colony of Virginia; specifically Jamestown, the first permanent English settlement in North America on the banks of the James River.[28]

Somers is remembered today as the founder of the English colony of Bermuda or then known as the Somers Isles Company, a commercial venture.

The Preston Somers raid would be the only attack that Caracas would suffer in its colonial history unlike other coastal cities on the Spanish Main. This fact was exploited for a tourism campaign in 1980 to promote Venezuela as "the best kept secret of Caribbean".[29]

Some sources (mainly Venezuelan)[19] indicate that the elderly lone rider who resisted the English in Caracas, Alonso Andrea de Ledesma, may have been the inspiration for Don Quixote by Miguel de Cervantes, written nearly ten years later.[20] The Venezuelan composer Eric Colon wrote an opera called El Caballero de Ledesma premiered on 5 May 1979 in a sold-out Teatro Municipal by the Opera Metropolitana de Caracas.

The nineteenth-century writer Charles Kingsley used the expedition as the basis of his most popular adventure, Westward Ho!.


  1. ^ a b c Bradley 113-14
  2. ^ a b c d Bicheno p 313
  3. ^ a b Andrews (1959) pp 396-98
  4. ^ a b c d e f g h i j k Marley (2008) pp 87-88
  5. ^ a b c d e f g h i j k Raine pp 71 -73
  6. ^ Clowes, William Laird (1966). The Royal Navy: A History from the Earliest Times to the Present, Volume 1 The Royal Navy: A History from the Earliest Times to the Present. S. Low, Marston. p. 651. 
  7. ^ a b Southley, Thomas (1827). Chronological History of the West Indies - Volume 1. pp. 218–19. 
  8. ^ a b  "Preston, Amyas (DNB00)". Dictionary of National Biography. London: Smith, Elder & Co. 1885–1900.  p 305
  9. ^ John Lombardi, Venezuela, Oxford, England, 1982, p 72
  10. ^ a b c d Marley (2005) pp 830-31
  11. ^ a b c Ferry p 18
  12. ^ a b c d e f g Navy and Army Illustrated, Volume 15. Hudson & Kearns. 1902. p. 409. 
  13. ^ a b c d Andrews (1984) p 291
  14. ^ a b c d e f Dean pp 243-44
  15. ^ a b c d Shorto, Gavin (June 13, 2013). "George Somers, Amyas Preston and the Burning of Caracas". The Bermudian. 
  16. ^ a b Andrews (1959) pp 377-79
  17. ^ a b c d e f g h i Southey (1827) pp 220-21
  18. ^ a b c Andrews (1959) pp 380-82
  19. ^ a b Ravelo, Ronald. "Don Alonso Andrea de Ledesma, El Quijote de Caracas. (Spanish)". Los Hijos de Rousseau. 
  20. ^ a b Casanova, Eduardo. "El Nacimiento del Quijote (Spanish)". Analítica. 
  21. ^ a b Andrews (1959) pp 383-85
  22. ^ a b Andrews (1959) pp 386-87
  23. ^ Moses, Bernard (1914). The Welser Company in Venezuela in The Spanish Dependencies in South America: An Introduction to the History of Their Civilisation Vol. 1 (PDF). New York: Harper & Brothers. [permanent dead link]
  24. ^ a b c d Southey (1827) p 221
  25. ^ a b Andrews (1959) pp 388-89
  26. ^ a b c Andrews (1959) pp 391-93
  27. ^ Madariaga, Salvador de (1945). Cuadro Histórico de Las Indias Colección (Spanish). Editorial sudamericana. p. 166. 
  28. ^ Woodward pp 191–199
  29. ^


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External links