In July 1779, the regiment was part of a force of 2,600 men led by Major General William Tryon, that conducted a series of raids on the Connecticut port towns of New Haven, Fairfield, and Norwalk. The 54th was part of the first division, led by Brigadier General George Garth, which also consisted of several companies of Royal Fusiliers, foot guards, and Hessian jägers. Garth's division landed at West Haven on 5 July, and proceeded to New Haven, encountering opposition from the local militia. There the 54th sustained significant losses, amounting to two officers, one drummer, and five rank and file wounded, one sergeant and five rank and file killed, and one sergeant and seven rank and file missing. The following day the regiment was ordered back to their transports while the rest of the division carried on with the assault of the town. At Fairfield, due to an insufficient number of boats to transport the whole first division, the 54th did not go ashore, and Garth took only the flank companies of the Guards, one company of the Landgraves, and the King's America Regiment with two field pieces. On 12 July, at Norwalk, the 54th led the column against the rebels, driving them, with "great alacrity and spirit" from Drummond Hill.