Literary career
In the latter part of the 1820s, Willis began contributing more frequently to magazines and periodicals. In 1829, he served as editor for The Token, making him the only person to be editor in the gift book's 15-year history besides its founder, Samuel Griswold Goodrich. He used the position to solicit a short story from fellow Portland native, John Neal, who continued contributing tales and essays well into the 1830s. Also in 1829, Willis founded the American Monthly Magazine, which began publishing in April of that year until it was discontinued in August 1831. He blamed its failure on the "tight purses of Boston culture" and moved to Europe to serve as foreign editor and correspondent of the New York Mirror. In 1832, while in Florence, Italy, he met Horatio Greenough, who sculpted a bust of the writer. Between 1832 and 1836, Willis contributed a series of letters for the Mirror, about half of which were later collected as Pencillings by the Way, printed in London in 1835. The romantic descriptions of scenes and modes of life in Europe sold well despite the then high price tag of $7 a copy. The work became popular and boosted Willis's literary reputation enough that an American edition was soon issued.
Despite this popularity, he was censured by some critics for indiscretion in reporting private conversations. At one point he fought a bloodless duel with Captain Frederick Marryat, then editor of the Metropolitan Magazine, after Willis sent a private letter of Marryat's to George Pope Morris, who had it printed. Still, in 1835 Willis was popular enough to introduce Henry Wadsworth Longfellow to important literary figures in England, including Ada Byron, daughter of Lord Byron.
While abroad, Willis wrote to a friend, "I should like to marry in England". He soon married Mary Stace, daughter of General William Stace of Woolwich, on October 1, 1835, after a month-long engagement. The couple took a two-week honeymoon in Paris. The couple moved to London where, in 1836, Willis met Charles Dickens, who was working for the Morning Chronicle at the time.
In 1837, Willis and his wife returned to the United States and settled at a small estate on Owego Creek in New York, just above its junction with the Susquehanna River. He named the home Glenmary and the 200-acre (0.81 km2) rural setting inspired him to write Letters from under a Bridge. On October 20, 1838, Willis began a series of articles called "A New Series of Letters from London", one of which suggested an illicit relationship between writer Letitia Elizabeth Landon and editor William Jordan. The article caused some scandal, for which Willis's publisher had to apologize.
On June 20, 1839, Willis's play Tortesa, the Usurer premiered in Philadelphia at the Walnut Street Theatre. Edgar Allan Poe called it "by far the best play from the pen of an American author". That year, he was also editor of the short-lived periodical The Corsair, for which he enlisted William Makepeace Thackeray to write short sketches of France. Another major work, Two Ways of Dying for a Husband, was published in England during a short visit there in 1839–1840. Shortly after returning to the United States, his personal life was touched with grief when his first child was stillborn on December 4, 1840. He and Stace had a second daughter, Imogen, who was born June 20, 1842.
Later that year, Willis attended a ball in honor of Charles Dickens in New York. After dancing with Dickens's wife, Willis and Dickens went out for "rum toddy and broiled oysters". By this time, his fame had grown enough that he was often invited to lecture and recite poetry, including his presentation to the Linonian Society at Yale on August 17, 1841. Willis was invited to submit a column to the each weekly issue of Brother Jonathan, a publication from New York with 20,000 subscribers, which he did until September 1841. By 1842, Willis was earning the unusually high salary of $4,800 a year. As a later journalist remarked, this made Willis "the first magazine writer who was tolerably well paid".