HistoryData
war1595

Spanish victory during the Anglo–Spanish War

November 22, 1595

Spain repelled an English naval assault on Puerto Rico, halting Drake's last major expedition and demonstrating Spanish colonial defense capability.

Quick Facts

Year
1595
Category
war

Key Facts

Date
22 November 1595
English ships
27 ships
English force
2,500 men
Conflict
Anglo–Spanish War (began 1585)
Notable English death
John Hawkins died during the campaign
Drake's fate
Died of disease; buried at sea near Panama

By the Numbers

22
Date
27ships
English ships
2,500men
English force
1,585
Conflict

Location

Map of San Juan, Puerto Rico (Spanish Empire)Map of San Juan, Puerto Rico (Spanish Empire)San Juan, Puerto Rico (Spanish Empire)

Cause → Event → Consequence

Cause

The Anglo–Spanish War, which began in 1585, extended into the Americas as England sought to raid Spanish colonial holdings. Following England's defeat at Lisbon in 1589, Francis Drake spent years in disgrace before organizing a major expedition against the Spanish Main, aiming to sack wealthy colonial ports including San Juan, Puerto Rico.

Event

On 22 November 1595, Drake and John Hawkins led 27 ships and 2,500 men in an attempt to invade San Juan. After failing to land at Ensenada del Escambron on the eastern end of the islet, Drake tried to sail into San Juan Bay to sack the city. Spanish defenses held firm and the English were unable to capture the island.

Consequence

Unable to take San Juan and following the death of John Hawkins during the campaign, Drake abandoned the assault and sailed for Panama. There he died of disease and received a burial at sea, having failed to establish an English foothold in the Americas. The battle marked the end of Drake's career and demonstrated the resilience of Spanish colonial defenses.

Belligerents & Mobilization Analysis

Side A

1 belligerent

Spain

Side B

1 belligerent

England
Peak Mobilized Forces~3K
Forces vs Casualties ratio
0Mobilized
Key Commanders

Francis Drake, John Hawkins.

Outcome
Spanish victory; English forces repelled from San Juan, Puerto Rico

Timeline Context

Timeline around 159515951592159315941596159715981595 battle fought during the Nine Years War1595 battle in France1595 Part of the Eighty Years' War1595 naval battle during the Anglo-Spanish WarBattle in the Southern Netherlands1595 naval battle in the Caribbean1595 battle in Romaniabattle-of-san-juan-1595