Top locales for anniversary getaways in the US and abroad

Celebrate a milestone in your marriage or relationship by going on a romantic anniversary getaway and falling in love with your partner all over again. If you plan it well, you might fall in love with your destination as well and create new memories with your partner that you'll cherish and won't easily forget. From charming cities with plenty of colorful stories to tell, to remote beaches whose aquamarine waters look straight out of a picture postcard, the places listed below will sweep you and your sweetheart off your feet.

Romantic US cities for your next anniversary trip

Tons of destinations in the US provide memorable settings for anniversary weekend getaways. Get ready to peek at storied antebellum houses in Charleston, cafe-hop in vibrant Portland, or bask in Denver's mountainous backdrop.

Charmed getaways in Charleston

Charleston, South Carolina’s oldest city, ranks among the most romantic destinations in the US. It’s a city best explored on foot. Couples can walk hand in hand past the grand antebellum homes along the Battery, wander Legare Street in search of secret gardens and historic houses, and stroll along the cobbled Chalmers Street in the French Quarter. You can also tour this historic district aboard a horse-drawn carriage. The accommodations in Charleston are no less charming—you can bed down in a quaint carriage house fitted with modern creature comforts, for instance—while the dynamic culinary scene serves up a smorgasbord of choices for a romantic anniversary dinner.

Pick Portland for a laid-back couple’s getaway

Although cool and creative Portland is Oregon’s largest city, it’s got a friendly small-town vibe, making it ideal for a romantic yet relaxed anniversary trip. Couples whose love for each other is matched by a shared passion for food, coffee, or booze—or all 3—will definitely enjoy hopping from one food truck, coffee shop, or craft brewery to another. Check out the shops in the vibrant Pearl District, or go for serene walks in Washington Park’s picturesque gardens. Choose your Portland base from a wide selection of hip, modern studios and charming garden cottages, many of which are right in the heart of the city.

Scenic escapes in downtown Denver

The Mile High City is a great pick for anniversary getaways sprinkled with cultural field trips and outdoor adventures. Couples can visit the Denver Art Museum, go kayaking in Confluence Park, and catch a concert at the iconic Red Rocks Amphitheatre. You can even go on horse-drawn carriage tours downtown. Then, enjoy a romantic anniversary dinner in one of the restaurants at Larimer Square, the city’s oldest block that’s now lined with shops, restaurants, and nightlife venues. A large number of Denver vacation rentals offer mountain views or are located near city parks, so you can enjoy a dose of nature even without heading into the Rocky Mountains.

Get loved-up in these international destinations

Even if you don’t have a lot of time off, you can go on romantic anniversary trips beyond the border. Explore alluring San Miguel de Allende, plan a sun-kissed island getaway in Antigua and Barbuda, or toast to your sweetheart in the Okanagan Valley’s wineries.

Historic hideaways in San Miguel de Allende

San Miguel de Allende is one of Mexico’s most enchanting cities. Awarded UNESCO World Heritage Site status in 2008, it features quaint cobblestone streets, Spanish colonial landmarks, and lively festivals, which all make for an anniversary getaway packed with culture and history. Sprinkle in some romance with quiet, intimate strolls in green spaces like El Charco del Ingenio and Parque Benito Juárez, or past pink-hued old churches such as the Parroquia de San Miguel Arcángel and the Templo del Oratorio de San Felipe Neri. Charming vacation rentals in San Miguel de Allende include colorful, bougainvillea-framed colonial homes, often with rooftop terraces where you can unwind with your partner and breathe in the beautiful cityscape.

Beach idylls in Antigua and Barbuda

Made up of its namesake islands and many smaller ones, Antigua and Barbuda is a Caribbean destination bursting with rainforests and reef-lined beaches. You can stay in a charming beach cottage, a secluded cabin in the woods, or a laid-back apartment with access to an outdoor pool. On Antigua, English Harbour is a hub for yachting and the home of the historic Nelson’s Dockyard; Half Moon Bay and Ffryes Beach are quieter alternatives to Dickenson Bay’s bustling beach. The unspoiled 17-Mile Beach is worth making the trip to Barbuda for—with all that pink-sand shoreline and hardly any crowds, you’ll easily find a spot where you and your partner can feel like you’re the only 2 people in the world.

Canada’s Okanagan Valley offers a rural retreat

Pastoral pleasures await at Summerland, an agricultural British Columbia town set on Okanagan Lake. You can visit award-winning wineries and drink to your anniversary on tasting tours, then continue the celebration at one of the farm-to-table restaurants downtown. Alternatively, pack a picnic basket and head for the Summerland Ornamental Gardens, which offers views of the lake from its hilltop location. Lake and mountain views are also par for the course when booking vacation home rentals in Summerland, whether you’re looking at cozy cottages or modern condos. While away the afternoons on the golden sands of Peach Orchard Beach and Sun-Oka Beach Provincial Park, or enjoy a friendly race with your partner on the waterfront and wilderness trails.