10 Proposal-Worthy Trips Slideshow

Healdsburg, Calif.

Skip the party bus vibe of Napa Valley and head instead to the deluxe charm of Healdsburg, which is home to the cool and inviting Hotel Healdsburg, as well as some of the best food in the region. Spend days wine tasting and exploring the town, stopping for a burger at the Healdsburg Bar and Grill, but let Cyrus be where you pop the question over a multicourse tasting menu of dishes like foie gras torchon with blood orange and John Dory with braised romaine and yuzu butter.

Oxfordshire, U.K.

The English countryside is a magical area, with its rolling green hills, charming inlets, and enormous manors, many of which have been turned into hotels. Oxfordshire is home to Le Manoir aux Quat'Saisons, a true gastronomic escape with a two-Michelin-starred restaurant and a two-acre garden that provides ingredients for the kitchen. The big moment can happen anywhere here, from the plush sofas and beds to the romantic dining room.

Moyo, Indonesia

Go off the grid in a sumptuously outfitted luxury tent at Amanwana on the island of Moyo in Indonesia. It's a true hideaway amid lush greenery and has prime scuba and snorkeling opportunities, as well as an open-air pavilion where Indonesian-inspired cuisine is served. But you should ask the hotel to arrange a beachside campfire dinner for that special moment.

Maasai Mara National Reserve, Kenya

Step back in time at the Cottars 1920s Safari Camp on the Maasai Mara Reserve, where all the amenities of the camp, while extremely luxurious, hark back to the romance of the 1920s. Game drives in wooden cars by day and nightcaps by roaring fireplaces will set the scene, and if that's not quite enough, they'll set a candlelit table for two beneath the trees for dinner — that'll be your cue.

Central Park, New York City

Central Park is a classic choice for locals and visitors, and while a horse-drawn carriage isn't for everyone, the park is full of picture-perfect locations for a proposal-worthy afternoon. Book a room at the sleek and cool James Hotel downtown before making your way into the park to pop the question. You'll want to pop open some champagne afterward, so head to Rouge Tomate nearby for a bright and celebratory dinner.

Pont des Arts, Paris

Paris' bridges are romantic scenes at nearly every hour of the day, but the Pont des Arts literally has love affixed to it with an enormous collection of lovers&rapos; padlocks. Peek at some of the other locks before drawing a heart and your initials on your own and affixing that ring to your beloved's finger. Keep the romance alight with an in-room picnic of baguette and cheese at the hidden gem Le Placide hotel, and toast with champagne from Nicolas.

Smoky Mountains, Tenn.

Blackberry Farm, in the foothills of the Smoky Mountains, is made of scenic backdrops, mouthwatering cuisine, and hideaway charm, making your job of setting the scene that much easier. Spend the day exploring the grounds hand-in-hand or learning to cook something, find a romantic dinner in The Barn, before popping the question by the fire. Celebrate upcoming nuptials the next day with a horse-drawn carriage around the property.

Harbour Island, Bahamas

A world away from The Atlantis on Nassau, Pink Sands is a dream of a charming beachy getaway with a cozy, communal feel. It's bordered on one side by a stunning pink sandy beach and on the other by a cute small town where you can go fishing and try fried conch during the day. Return in the early evening for a sunset cocktail by the beach and a dinner of freshly caught seafood in the candlelit garden.

Public Garden, Boston

Boston's Public Garden may be small, but it's filled with ample romantic spots, like the bridge, the bed of tulips, or the edge of the pond — it's practically begging for bended knees and excited "yes's." It's also a short walk from the Beacon Hill classic Beacon Hill Hotel & Bistro, where a celebratory brunch the next morning will include mimosas, scrambled eggs with crème fraîche and smoked salmon, and congratulations.

Lake Como, Italy

Of course, if you close your eyes and imagine that moment in its most perfect form, we'd venture to say most people default to the incredible scene on Lake Como in Italy. And no hotel defines the area like the historic, opulent Villa d'Este, with its iconic pool sitting out on the lake and mouthwatering cuisine served on every terrace. Have a cocktail in the classically designed Bar Canova, before retreating for a waterfront dinner on the veranda that neither of you will ever forget.