EAT

Score a seat at Kappo Masa (976 Madison Ave., 212-906-7141), where acclaimed sushi master Masa Takayama offers omakase menus for city machers. At The Mark Restaurant By Jean-Georges (25 E. 77th St., 212-606-3030), opt for the umami-rich burger with Brie and black truffle or head around the corner to Sant Ambroeus (1000 Madison Ave., 212-570-2211), where Katy Perry likes to lunch for Milanese delectables. A few blocks up is William Greenberg Desserts (1100 Madison Ave.), home to the city’s best version of New York City’s unofficial cookie, the Black and White. Still need a sugar rush? Ladurée (864 Madison Ave.) offers a pastel oasis of Parisian sweets.

DRINK

Take a breather at Teavana (1142 Madison Ave.), where epicurean teas come in all forms—from lattes and smoothies to craft-tea fusions. For a classic New York moment replete with jazz and generous martinis, head to Bemelmans Bar at The Carlyle (35 E. 76th St.), famous for its Ludwig Bemelmans murals and 24k gold leaf-covered ceiling. Next door is the legendary Café Carlyle (35 E. 76th St.), where you can spot stars like Judy Collins and Woody Allen playing his clarinet.

RELAX

Try the signature botanical facial at Cornelia Spa, an intimate and ultra-private oasis within The Surrey (20 E. 76th St., 646-358-3600). From clinical skincare to micro-infusion therapy Klara Beauty Lab (50 E. 78th St., 212-390-0239) offers the most up-to-date treatments while Kimara Ahnert (1113 Madison Ave., 212-452-4252) is the go-to skin and makeup guru for stars like Gwyneth Paltrow and Cameron Diaz. Finish your look next door at Warren Tricomi Salon (1117 Madison Ave., 212-266-8899) for styling or a blowout.

SEE

On the north side of 71st Street, St. James’ Episcopal Church (865 Madison Ave.), built in 1810, is one of the most picturesque neo-Gothic churches in the city. The French Renaissance chateau next door, now the Ralph Lauren flagship (867 Madison Ave.), has a history as rich as its ornamentation. It was built in 1989 by an heiress who never lived in it. Take in the works of contemporary masters at Gagosian Gallery (976 Madison Ave.) or browse collector editions at Crawford Doyle Booksellers (1082 Madison Ave.), where you can pick up a first-edition of Huckleberry Finn for a cool $3,500. Dating back to 1754, The Society Library (53 E. 79th St.) is the oldest library in the city and counts Willa Cather and Herman Melville as past members.

SHOPPING HIGHLIGHTS

This stretch of Madison brims with fine jewelry of every variation—from bespoke diamonds at Paul Morelli (895 Madison Ave.) and precious gems at Reinstein | Ross, Goldsmiths Sanjay Kasliwal’s (971 Madison Ave.) contemporary pieces that reference the Gem Palace dynasty. At LJ Cross (994 Madison Ave.) look for on-trend, minimalist jewelry designed by Lisa Jackson; the pieces, rendered in 18k gold, are a favorite of young Park Avenue.