From upmarket restaurants to couple-slanted experiences, the world suddenly becomes a couple’s oyster around Valentine’s Day. But afterwards? The couple-centric offerings seem to vanish.
Turns out, though less visible, year-round couples getaways are out there. We’ve combed America’s vibrant cities to uncover some of the best trips for couples seeking food and fun to enjoy whenever they want.
CHICAGO
Brace yourself for a dazzling private dinner 1,353 feet high at the Skydeck, the 103rd floor of the Willis Tower in Chicago. The Pie in the Sky culinary experience happens on The Ledge, an all-glass alcove which cozily accommodates a table for two with unrestricted, jaw-dropping city views. Naturally, the three-course meal features Chicago’s classic deep-dish pizza from Giordano’s, ensuring you’ll be happily satiated with the Windy City’s storied cheesy pizza pie as well the star-studded city lights.
AUSTIN
At the Driskill Hotel, Austin’s oldest, be captivated by a private historical tour of the old-world property. Learn about LBJ and Lady Bird anxiously awaiting presidential returns from their go-to hotel suite along with numerous other legendary happenings. Stories abound of wandering ghosts, the grand room where Lady Bird’s radio station was based, Louis Armstrong’s performance, and eight priceless mirrors, a gift from Mexico’s emperor Maximilian to his wife. Afterwards, belly up to the bar—where LBJ and Lady Bird had their first date—to sip a Samantha’s Ghost cocktail.
WASHINGTON, D.C.
In the nation’s capital city, enjoy memorable couples vacation gliding on the Potomac River aboard Nautiste’s and Sea Table DC’s modern French sailing yacht, Cru Classé. While viewing DC’s iconic monuments from the water, indulge in the Floating Oyster Bar and Champagne Cruise. This curated oyster-tasting experience includes Chesapeake Bay oysters—known for a light brine and distinct, vegetal umami finish—and Herring Creek oysters—praised for their mild, creamy taste, and clean finish. If the wind permits, sip your champagne while watching magnificent sails unfurl and billow during this romantic getaway.
LOS ANGELES
With the Hollywood sign celebrating its 100th, now’s the time to see the renowned landmark, up close and personal. Request a private Hollywood Sign Hike for an elevated, personalized experience. Stop for smoothies at Earth Bar, beloved by celebrities. Or, consider the Hollywood Hills Hike, where you’ll climb Griffith Park’s Mount Lee with views of famed studios Universal Studios and Disney along the way. Your Tinseltown expert will point out the famous film location for La La Land and where the rich and famous live in Hollywood Hills, before giving you space to devour a Chicken Pesto Caprese or Vegan Banh Mi sandwich in a romantic spot.
NEW YORK CITY
Dress-to-the-nines for a romantic candle-lit picnic with some of Manhattan’s most recognizable views, magically orchestrated by High End Picnics. Amid fine linens, flowers, and plump pillows for reclining, savor the delectable fare. The presentation alone will produce numerous Instagram-worthy moments, perfect for milestone occasions. With an exclusive focus on New York City, High End Picnics knows the premier picnicking areas. It’ll be tough to choose between the many desirable locations such as Central Park, Hunter’s Point South Park, and Liberty State Park.
MIAMI
For a taste of Cuba while visiting Miami, surprise your partner with a private two-and-a-half-hour Little Havana Food & Cultural Tour. This celebrated walking culinary tour brims with sights, sounds, and smells that appeal to all the senses. Your specially curated tour-for-two promises extra time with your guide as you experience a local churrería and browse an open-air market. Visit the Damas De Blanco mural in the arts district, learn the art of cigar-rolling at a factory, and take in Domino Park, among other historic landmarks.
SAN FRANCISCO
Hop on two-wheels with your sweetheart for a glorious spin across the Golden Gate Bridge, courtesy of Bike & Brew Tour. The half-day guided bike tour begins downtown at Fisherman’s Wharf and takes you along the easy-going National Park Bike Path. Wind through the Marina and Presidio districts, before crossing the nearly 2-mile suspension bridge. Conclude your 8-mile trek in the waterfront town of Sausalito. Wander the quaint streets and refuel at the beerhall/rotisserie establishment, the Joinery, before returning the easy way—via ferry.
