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The Freedom Trail is the artery connecting most of Boston’s key Revolutionary War sites, from Boston Common to the USS Constitution—16 stops in all. Besides providing you with some history, following the red stripe around town also delivers an easy self-guided tour of the heart of Boston, including the lively North End and Charlestown. The Common, Old North Church, the Paul Revere House, and the site of the Boston Massacre are obvious and obligatory stops, but the trail also leads to three legendary cemeteries, the 1718 Old Corner Bookstore (now a Chipotle restaurant, of all things), the 1713 Old State House, and the unmissable Bunker Hill Monument, whose cornerstone was laid by Lafayette to mark the 50th anniversary of the bloody battle between British troops and patriot militias in June 1775.

Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

Founded in 1913, this famous botanical garden was the first in the world dedicated to its country’s own flora. The spectacular, 90-acre plant haven forms part of a nature reserve that borders Table Mountain National Park. Besides numerous gardens and forests—some of which you can traverse on high via the futuristic Boomslang (Tree Snake) walkway—Kirstenbosch has a greenhouse, a restaurant run by the popular Moyo group, and a nursery for green thumbs who want to take a piece of the garden home with them. Spend five minutes here and you’ll realize why Kirstenbosch’s displays at the Chelsea Flower Show in London often win gold.

The Cerro Alegre/Cerro Concepción neighborhood is wonderful for walking, with many promenades and terrific views of the bay. The hilly area still conveys the culture of the European immigrants, mostly German and British, who settled here in the 19th century. Visitors are often surprised by the non-Spanish influences in Valparaíso; street names, businesses and popular restaurants in this barrio bear testament to the multiplicity of cultures in the seaport.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

Ollantaytambo’s namesake archaeological site is one of the best examples of Incan architecture in the region. It’s easy to spend a half day exploring the temples and other structures there, especially if you factor in time to hike up beyond the ruins. Meanwhile, the quaint town itself remains much as it was in Incan times, with original houses, streets, and waterways. Some buildings are open to the public, offering a fascinating glimpse into a centuries-old way of life. Most Machu Picchu–bound trains leave from the station here.

If there’s a hub of the hubbub in Kennebunkport, it’s Dock Square, a colorful jumble of onetime fishing shacks that now house galleries, stores, and restaurants. Prowl through the shops to find unusual clothing, distinctive souvenirs, fine art, crafts, taffy and fudge, pottery, canvas bags, specialty foods, presents for pets, and, of course, the usual trinkets and T-shirts. Most of these spots are built on wharves over the tidal Kennebunk River, and it’s worth climbing to second-floor ones, such as Good Earth, for the water—or mudflat—views. The bridge connecting Dock Square to Kennebunk’s Lower Village offers another good vantage point, and the Clam Shack is one of the area’s best places to indulge in fried clams or a lobster roll.

The indigenous people welcomed the first European settlers in 1851. Soon reports reached Scandinavia, like Ostenson Stine’s: “When you throw your eye upon Puget Sound, and behold the fleet of fish barges, rolling upon her briny breast, a reminiscence of the coast of Norway steals into your soul.” It sparked a wave of immigration, now celebrated in a new $45-million landmark-building near the Ballard Locks. The sleek, sophisticated design has a central atrium evoking a fjord, crossed by bridges and pierced by contemporary stained-glass bird sculptures. While some of the exhibits honor Olde Worlde crafts and tools, expect interactive innovations as well. A fan favorite: pillows resembling giant stones, strewn under birch trunks. Cuddle up and watch gorgeous film footage that could easily inspire a trip—or several—to Europe.

The area of gently rolling hills just to the northeast of Lucca is famous not only for its impressive villas, but also for olive oil and wine. A perfect gastronomic stop-off between visits to the magnificent Villa Mansi and Villa Torrigiani, the 30-hectare farm estate Colle di Bordocheo produces both, and offers tastings and tours for visitors. Estate wines such as the complex, spicy Picchio Rosso (a blend of sangiovese, merlot, and cabernet grapes) and the white Bianco dell’Oca (chardonnay, vermentino, sauvignon) marry well with the house extra virgin and platters of local cheeses and foccaccie. Book ahead and you can add lasagne and cold cuts to the basic €15 per head package, making a fine, rustic lunch. There are also apartments for rent on the estate, which lies in a strategic position for visits to the coast, the lush, mountainous Garfagnana region, Florence, and, of course, Lucca.

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.

Opened by Carlo Ritz in 1894, the St. Regis belongs to a particular category of five-star hotels in Rome in which Old World glamour is alive and well. While the current trend in town is toward boutique hotels and converted townhouses, the St. Regis is palatial and uncompromisingly opulent. In the century (plus) since opening its doors on the crest of the Quirinal hill, the hotel has remained a beacon of luxury, and indeed many of the hotels on the nearby Via Veneto, Rome’s luxury hotel row, take their cues from this long-established pioneer.

The entrance through the marble portico just off Piazza della Repubblica leads directly into a grand salon furnished with overstuffed chairs, chandeliers, and antiques. The grandeur continues in the rooms, where classic style and sophistication reign. Owing to its elite clientele, the hotel’s 23 suites come with 24-hour butler service, while the aficionado program is designed to provide exclusive access to sites and special experiences including road trips designed by the Ferrari racing team or helicopter rides to wine estates.

If a hotel has a swank spa that administers treatments using ultra-expensive (and effective) Sisley products, it’s probably something special. And if those treatments come in a Victorian manse overlooking the placid waters of Kenmare Bay in Southwestern Ireland’s Ring of Kerry, it’s yet more likely to engage even the jaded traveler’s predilections for plush resorts. Kenmare Manor, a turn-of-the-19th-century stone building backed by patchwork hills and forests, looks like something out of a storybook. But it’s more than attractive: At SÁMAS spa, the treatments, which are indeed high-caliber, come with views of the misty woods (from the pool) and the bay and mountains (from the relaxation room). Staff are attentive to even tiny details, like buttery Irish shortbread at turndown. Breakfasts of smoked salmon and eggs and flaky scones are served by smartly dressed waiters rather than set out at a buffet. The hotel’s restaurant is known as one of the best in the country for wild-mushroom risotto and Kerry lamb loin with eucalyptus-flavored peas.

This property will reopen from renovations in spring 2019.

The brainchild of miner James Thorpe, who bought the property in 1918 and also gave the property its name, Bishop’s Lodge lays claim to being New Mexico’s very first resort. And its history dates back even further, to the 1850s, when Jean Baptiste Lamy, a French missionary priest, became the bishop of the desert diocese—and made his home on a hill with views of the Jemez Mountains.

The property has changed significantly since Lamy built his tiny Villa Pintoresca and adjoining chapel: It now spans 450 acres, has a spa and stables, tennis courts and an outdoor pool. And its newest owners, HRV Hotel Partners, who purchased the resort in August 2014, have plans for further expansion.

Still, despite upgrades, this is definitely a Western-style ranch where you can hike, ride, and shoot—and cowboy boots are de rigueur.

This former railroad bridge, built across the Mississippi River in the 1880s, is now a pedestrian and bike path perfect for strolling between parks. With panoramic views of the downtown skyline, river, and St. Anthony Falls, Stone Arch Bridge is a favorite trail for locals.

At the summit of Montmartre, the highest point in the city, you’ll find the Basilica de Sacré-Cœur. Contrasting with the Gothic churches like Notre-Dame, the Romano-Byzantine architecture is both beautiful inside and out. While outside, take in the panorama of Paris and while inside, marvel at the Apse Mosaic—one of the largest mosaics in the world. The Sacré-Cœur website has instructions on how to download the free audio guide on your phone before your visit which is recommended. Also, research the well-known (and apparently tried-and-true) scams before traveling to Paris. Overall, the city seems pretty free of tourist scams, but around Sacré-Cœur especially, visitors should be on alert.