The Great Escape
Healdsburg, California

SEE: The stunning views of Mount St. Helena and Geyser Peak at Twomey, a winery famous for its Sauvignon Blancs, Pinot Noirs and fresh charcuterie.
SLEEP: At H2, an eco-chic boutique hotel in the heart of it all with an incredible in-house eatery that offers creatively crafted local fair and boasts a renowned mixologist.
EAT: At Valette, a restaurant that offers all things local—from the cuisine to the crowd.
PACK: The essential bag for carrying wine and cheese—like one of our classic totes. Adopt an effortless aesthetic in our crisp cornflower poplin shirtdress, adding a loyal leather wallet and chic Panama hat to top it off.
San Miguel de Allende, Mexico

SEE: The never-ending offering of art galleries and beautiful boutiques filled will locally-crafted keepsakes.
SLEEP: At Rosewood, located within a UNESCO World Heritage site at the historic heart of the city, this colonial-style hotel is iconic and ideally located.
EAT: At Moxy Restaurant, run by Enrique Olvera, one of the most prominent chefs in Mexico, his menu adopts inventive dishes made with fresh, locally sourced ingredients—it’s worth the splurge.
PACK: A travel wallet or passport case for easy organization. Add a summer straw hat to your look for quintessential off-duty ease.
Istria, Croatia

SEE: The summertime film festival held at a 1st-century amphitheater in the seaside town of Pula.
SLEEP: At the Villa Angelo D’Oro, a 17th-century bishop’s palace that has been converted into a cozy boutique hotel.
EAT: At Toklarija, a quaint and picturesque eatery located in an old olive mill in the wine-growing town of Sovinjsko Polje, it specializes in dishes that incorporate indulgent local truffles.
BRING: A silk tee dress will strike the right balance of elegance and ease. Don’t forget your trusted canvas and leather overnight bag and our timeless Turkish beach towel for ample ease.
Shelter Island, New York

SEE: The Mashomack Nature Preserve that covers over a third of the island offers beautiful hiking trails and coastal walks.
SLEEP: At the Chequit Hotel, a beautifully designed boutique with just the right amount of quirk.
EAT: At Vine Street Café for fresh pearl oysters, lobster and local wines.
BRING: A lightweight pima cotton sweater and cashmere scarf will break the seaside breeze. Carry our canvas and leather beach tote with an effortless leather pouch to transport the essentials.