On his arrival in England, he went on board the Vanguard, Commodore Swanton, to the West Indies, in the fleet under Admiral Rodney, and was present at the reduction of Martinique, the Grenades, and the other islands which were then captured.

In 1763, he was promoted to the rank of Lieutenant by Admiral Swanton; since which period he has always been employed in active and important services.

During the late war, and for some time afterwards, he was chiefly employed in going to and from America, except in the year 1782, when he was appointed to command the transports with the 97th regiment on board, destined for the relief of Gibraltar, under convoy of his Majesty's ships Cerberus and Apollo: he was not only successful in getting all the transports in safe, but he also landed the men without any loss.
On Lieutenant Shortland's return home from this service, in endeavouring to get through the Gut of Gibraltar in the night, he was chased by a squadron of Spanish frigates, who took three of the transports in company, but he was so fortunate as to escape in the Betsey transport, and arrived safe in England, without either loss or damage.

In the year 1786, he was appointed Agent to the transports sent by Government to New South Wales, at which place he arrived in January, 1788.

After remaining six months at the new settlement at Port Jackson, he was ordered to England by way of Batavia, by his Excellency Governor Phillip, who honoured him with the official dispatches for Government, and he arrived in England on the 29th of May, 1789.
This summary recapitulation of Mr.Shortland's services sufficiently points out his merit and ability as an experienced seaman, without any further elogium; which, it were were wanted, might be abundantly supplied from the subsequent account of his passage from Port Jackson to Batavia.
* * * * * The Alexander, the Friendship, the Prince of Wales, and the Borrowdale, were got ready in the beginning of July, 1788, to sail for England, under the care and conduct of Lieutenant Shortland; at which time Governor Phillip took the opinions of the masters of those transports concerning their route.