“Stop to witness a dramatic naval battle from the First Barbary War, capturing the American schooner Enterprise's decisive victory over the Tripolitan ship Tripoli with vivid detail and intense action.”
This dramatic scene captures a pivotal moment from the First Barbary War, depicting the American schooner USS Enterprise forcing the surrender of the Tripolitan ship Tripoli. The chaos of battle unfolds under a cloud-strewn sky, with smoke billowing from cannon fire and figures scrambling on both decks. You can almost feel the tension as the two ships grapple, their rigging intertwined, with the American flag flying proudly from the Enterprise. The artist, Thomas Stewardson, renders the event with a vivid immediacy, focusing on the human drama and the raw power of naval warfare. This painting commemorates a significant early victory for the young American navy, showcasing its emerging strength on the international stage.
- Artist
- Thomas Stewardson
- Date
- 1806
- Medium
- Oil on canvas
- Location
- Art Institute of Chicago
- Dimensions
- 45.1 × 65.1 cm (17 3/4 × 25 5/8 in.)
What to Notice
Five details hide in plain sight. Here’s where to look.

The American flag, a clear symbol of victory, flying from the Enterprise.
Smoke from the cannons, obscuring parts of the ships and adding to the chaos.
The crew members on both ships, engaged in hand-to-hand combat.
The intricate rigging of the sailing ships, damaged by battle.
1 more detail is waiting.
See all 5 in Art Whisper →Thomas Stewardson
1781–1859Thomas Stewardson was a British portrait painter whose work inspired poems by Letitia Elizabeth Landon.
Further Works by Stewardson
Distant View of Niagara Falls
1830 · Art Institute of Chicago
Coming Squall (Nahant Beach with a Summer Shower)
1835 · Art Institute of Chicago
Mr Jackson
1800 · Abbot Hall Art Gallery
Mrs Jackson
1800 · Abbot Hall Art Gallery
Portrait of the Artist's Father
1800 · Abbot Hall Art Gallery
The Ainslie Sisters (Agnes and Margaret)
1808 · Abbot Hall Art Gallery
George Birkett
1810 · Abbot Hall Art Gallery
Mr Hugh Gurnal
1810 · Kendal Town Hall
More works to explore
Beyond Stewardson: works from the same years.
Same era · 1790s–1820s
Shipping at the Mouth of the Thames
J. M. W. Turner · 1806 · National Gallery
Same era · 1790s–1820s
Joseph-Antoine Moltedo (born 1775)
Jean-Auguste-Dominique Ingres · 1805 · The Metropolitan Museum of Art
Same era · 1790s–1820s
Napoleon Crossing the Alps
Jacques-Louis David · 1800 · Musée national de Malmaison et Bois-Préau
Same era · 1790s–1820s
The Monk by the Sea
Caspar David Friedrich · 1800 · Alte Nationalgalerie
Same era · 1790s–1820s
The Third of May 1808
Francisco Goya · 1814 · Museo del Prado
Same era · 1790s–1820s
Male Academy Figure: Half-Length, Side View
Eugène Delacroix · 1819 · Karen B. Cohen Collection
Same era · 1790s–1820s
Samuel Fisher Bradford
Rembrandt Peale · 1803 · Art Institute of Chicago
Same era · 1790s–1820s
Conflagration of the Masonic Hall, Chestnut Street, Philadelphia, Pennsylvania
Samuel Jones · 1819 · Art Institute of Chicago
Same era · 1790s–1820s
Sketchbook: Souvenir of Naples
Artist Unknown - The Mercat Cross, Aberdeen · 1821 · The Metropolitan Museum of Art
Same era · 1790s–1820s
The Death of Nelson at the Battle of Trafalgar, 21 October 1805
Samuel Drummond · 1806 · Royal Museums Greenwich
Same era · 1790s–1820s
Cilgerran Castle
William Havell · 1805 · National Museum Cardiff
Same era · 1790s–1820s
Winchester from the South
Tobias Young · 1803 · Winchester Guildhall
