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Well beyond the blue-chip wineries and Michelin tables is a Napa and Sonoma that locals in these historic farming communities fiercely defend—with soulful family vineyards, old-school relaxed restaurants and new-gen upstarts, Italian groceries and bountiful produce markets, plus miles of hiking and bike trails. Our friends who live there go deep on their favorites!

The northwest corner of Connecticut, 100 miles from Manhattan, is quintessential New England small town vibes—rural yet genteel, with historic town greens, manor houses and peeling barns, and cozy pubs for burgers and beer. Bonus if you see Candice Bergen with a dog at her feet. Local ceramicist/lighting designer Charlie Dumais shares his findings.

Designer and globe-trotter Alexandra Senes got to know Mallorca through the diverse personalities shaping the island’s creative spirit. Gastronomic archaeologists, filmmakers and even the odd fisherman helped her discover a side of Mallorca far removed from the busloads of tourists—which, luckily, she’s sharing with us!

The co-founders of mission-based handbag brand Cesta Collective return every fall to this Ionian island, whose cosmopolitan-leaning crowd doesn’t detract from its ample charms—Venetian architecture, pastel villages, perfect little tavernas and some of the best beaches in Greece.

Accessories designer Carolina Bucci has been coming to this understated enclave on the Tuscan coast since forever—where generations of city families spend summers cycling to the bakery, sunbathing and lunching at their favorite bagni

Our friends at Le Collectionist share their notes on this low-key chic insider area, a narrow headland an hour from Bordeaux—known for its wide ocean surfing beaches and bayside oyster shacks, bike-everywhere lifestyle, and (rentable) wooden cottages shaded by pine groves that have been in families for generations.

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The keys to this vibrant, chaotic, and deeply soulful city, from our friends who are wildly passionate about it—which will set you up whether you’re staying for a day or a month