Brown tree calf binding with red and green title plates, gilt banding and lettering on the spine.

Eugenia Stanhope, the impoverished widow of Chesterfield’s illegitimate son, Philip Stanhope, was the first to publish the book Letters to His Son on the Art of Becoming a Man of the World and a Gentleman (1774), which comprises a thirty-year correspondence in more than 400 letters. Begun in 1737 and continued until the death of his son in 1768, Chesterfield wrote mostly instructive communications about geography, history, and classical literature, with later letters focusing on politics and diplomacy, and the letters themselves were written in French, English and Latin to refine his son’s grasp of the languages.

As a handbook for worldly success in the 18th century, the Letters to His Son give perceptive and nuanced advice for how a gentleman should interpret the social codes that are manners:

… However frivolous a company may be, still, while you are among them, do not show them, by your inattention, that you think them so; but rather take their tone, and conform in some degree to their weakness, instead of manifesting your contempt for them. There is nothing that people bear more impatiently, or forgive less, than contempt; and an injury is much sooner forgotten than an insult. If, therefore, you would rather please than offend, rather be well than ill spoken of, rather be loved than hated; remember to have that constant attention about you which flatters every man’s little vanity; and the want of which, by mortifying his pride, never fails to excite his resentment, or at least his ill will….

Samuel Johnson said of the letters that “they teach the morals of a whore, and the manners of a dancing-master” as means for getting on in the world as a gentleman.

Despite having been an accomplished essayist and epigrammatist in his time, Lord Chesterfield’s literary reputation today derives almost entirely from Letters to His Son on the Art of Becoming a Man of the World and a Gentleman (1774) and Letters to His Godson (1890), books of private correspondence and paternal and avuncular advice that he never intended for publication.

Philip Dormer Stanhope, 4th Earl of Chesterfield, KG, PC (22 September 1694 – 24 March 1773) was a British statesman, diplomat, and man of letters, and an acclaimed wit of his time.

He was born in London to Philip Stanhope, 3rd Earl of Chesterfield, and Lady Elizabeth Savile, and known as Lord Stanhope until the death of his father, in 1726. Following the death of his mother in 1708, Stanhope was raised mainly by his grandmother, the Marchioness of Halifax. Educated at Trinity Hall, Cambridge, he left just over a year into his studies, after focusing on languages and oration. He subsequently embarked on the Grand Tour of the Continent, to complete his education as a nobleman, by exposure to the cultural legacies of Classical antiquity and the Renaissance, and to become acquainted with his aristocratic counterparts and the polite society of Continental Europe.

In the course of his post-graduate tour of Europe, the death of Queen Anne (r. 1702–1714) and the accession of King George I (r. 1714–1727) to the throne opened a political career for Stanhope, and he quickly returned to England. A member of the Whig party, Philip Stanhope entered government service as a courtier to the King, through the mentorship of his relative, James Stanhope, (later 1st Earl Stanhope), the King’s favourite minister, who procured his appointment as Lord of the Bedchamber to the Prince of Wales, George II.

The Grand Tour was the principally 17th- mid-19th-century custom of a traditional trip through Europe undertaken by upper-class young European men of sufficient means and rank (typically accompanied by a chaperone, such as a family member) when they had come of age (about 21 years old).

The custom—which flourished from about 1660 until the advent of large-scale rail transport in the 1840s and was associated with a standard itinerary—served as an educational rite of passage. Though the Grand Tour was primarily associated with the British nobility and wealthy landed gentry, similar trips were made by wealthy young men of other Protestant Northern European nations, and, from the second half of the 18th century, by some South and North Americans.

By the mid-18th century, the Grand Tour had become a regular feature of aristocratic education in Central Europe as well, although it was restricted to the higher nobility. The tradition declined in Europe as enthusiasm for neo-classical culture waned, and with the advent of accessible rail and steamship travel—an era in which Thomas Cook made the “Cook’s Tour” of early mass tourism a byword starting in the 1870s.

However, with the rise of Industrialization in the United States in the 19th century American Gilded Age nouveau riche adopted the Grand Tour for both sexes and among those of more advanced years as a means of gaining both exposure and association with the sophistication of Europe. Even those of lesser means sought to mimic the pilgrimage, as satirized in Mark Twain’s enormously popular Innocents Abroad in 1869.

The primary value of the Grand Tour lay in its exposure to the cultural legacy of classical antiquity and the Renaissance, and to the aristocratic and fashionably polite society of the European continent. In addition, it provided the only opportunity to view specific works of art, and possibly the only chance to hear certain music.

A Grand Tour could last anywhere from several months to several years. It was commonly undertaken in the company of a cicerone, a knowledgeable guide or tutor.