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Conquistadors built Panamá Viejo, the first European settlement on the Pacific Coast of the New World, in 1519. The original site was abandoned in 1671 after Henry Morgan’s pirates attacked and the residents relocated down the coast. This second settlement, now called Casco Viejo (old town), is the historic district of Panama City. Together, both locations make up a UNESCO World Heritage Site. At Panamá Viejo, visitors can explore an archaeological site with famous ruins, while Casco Viejo is abuzz with the markets, cafés and nightlife found along its narrow streets and in its classic waterfront buildings.

Hidden away at the end of small byway off Telok Blangah Road, Labrador Nature Reserve (also known as Labrador Park) is a quiet hillock where you can find the remains of Fort Pasir Panjang. It was one of about a dozen coastal artillery forts built by the British in the 19th century to defend the western passageway into Keppel Harbour. Military buffs will enjoy seeing the old gun placements, supply tunnels, and pillboxes of the former fort, while others will get a kick out of seeing cruise ships and giant yachts coming within a few yards of the seawall as they squeeze through the narrow passage into Keppel Harbour.

Sitting at the tip of the peninsula of St-Jean-Cap-Ferrat, which juts out into the Mediterranean, the iconic Grand-Hôtel du Cap-Ferrat, is now under the management of the Four Seasons brand. Located halfway between Nice and Monaco in the striking Antibes cape, the beyond-glamorous property first opened in 1908, and remains the epitome of the bonne vie, Jazz-era French Riviera. A destination resort, it has hosted everyone from Winston Churchill to Charlie Chaplin to Pablo Picasso, and is set on multiple lushly landscaped acres full of gardens, pools, and tennis courts that tumble down to the Mediterranean. Rooms are in three buildings. Try for one in the hotel’s original core, as these have soaring ceilings and floor-to-ceiling, sliding-glass-door windows looking out to the sea. The suites are also enormous, but ask for a higher floor for the best ocean views.

Golf enthusiasts will find plenty to love at Pompano Beach Club—the family-owned resort is practically next door to the world-famous links of Port Royal. But the former fishing club is also a haven for anglers of every stripe: You can grab a complimentary rod from the hotel staff and wade out nearly 400 yards on the nearby sandbar to cast for bonefish and—what else?—pompano, or charter a vessel to catch yellowfin tuna and mahi-mahi on a deep-sea voyage. Back on land, the 75 guest rooms provide laid-back ambience thanks to floor-to-ceiling windows perfect for enjoying panoramic ocean views. Better still, retire, rum swizzle in hand, to the terrace of the appropriately named Sunset Lounge to take in the postcard-worthy vistas.

Japadog is one of those odd and wacky combinations of a hot dog with Japanese toppings, but it works! I had the Terimayo, a teriyaki-drenched dog topped with seaweed. Not substantial for the $5 price tag, but a good snack. The location on Robson is dine-in, and there are carts across the city.

One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.

Located on the north coast of Isla Robinson Crusoe, Cumberland Bay sits in the shadow of the volcanic peaks that form the spine of the island. Along the bay is the island’s only settlement, San Juan Bautista, a quiet town of fishermen living in modest homes. Below the sea here is an artifact of a moment when the island played a brief part on the global stage. The German SMS Dresden was launched in 1908 and took part in the Battle of the Falkland Islands in December 1914, during World War I. The ship then sought a safe harbor on Isla Robinson Crusoe, as Chile was neutral in the war. British ships, ignoring Chile’s neutrality, attacked the Dresden and its captain intentionally sunk the ship. It remains to this day resting on the bottom of Cumberland Bay.

The isolated, car-free island of Käringön is a 40-minute ferry ride from Orust, and has less than 100 full-time residents who stay year round, even through the long winter. But it’s a different story in the summer. In the 19th century, the middle classes in Sweden became enamored with the benefits of fresh sea air and started flocking to the small islands along the coast. Today about a thousand visitors arrive daily by ferry or private boat to enjoy the island’s relaxed vibe. Come for a lunch of fresh-caught seafood at Petersons Krog or watch children on the pier trying to catch the little crabs crawling through the seaweed down below. In the cold weather, visitors can take a lobster fishing tour or sample fresh oysters at the Käringö oyster bar, which also has a hot tub that seats six.

Puerto Vallarta, on Mexico’s Pacific coast, no longer lacks small, design-driven hotels. Located in the city’s Old Town, Amapa has 55 guest rooms that display Mexican weavings by fiber artist Mariella Motilla and hammocks handmade in the Yucatán peninsula. From $200. This appeared in the May/June 2018 issue.

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.

Wide paths and a laid-back cycling culture make bikes a great way to explore Vancouver. Rent one from Cycle City Tours, which offers self-guided maps as well as outings run by expert storytellers. One tour takes a 5- to 7.5-mile spin through Stanley Park, cruising along Vancouver’s seawall and venturing onto its trails. All throughout, guides explain the biodiversity of the temperate rain forest and the history of the coastal First Nations people. For something livelier, hop on the rolling Craft Beer Tour, which visits three breweries and the excellent Belgard Kitchen. If you’re keen to keep going, you can extend your riding time until the end of the day for another $10.

Around 11,000 humpbacks—a quarter to a third of the global population, by some estimates—visit Hawaii from November until early May. They migrate here to mate and give birth. Intensely focused on procreation, these marine mammals don’t eat and can lose up to a third of their body weight while frisking in warmer waters. Nonetheless, the gray giants remain impressive, reaching 52 feet long and weighing up to 40 tons. That bulk doesn’t deter them from spectacular aerial displays of breaching and slapping the surface with their heads, fins, or tails, though! Boat tours like Captain Dan McSweeney’s Whale Watch Learning Adventures remain popular, but you can also spot these amazing creatures off the western Kohala Coast or Holoholokai Beach Park, and from campgrounds in Waipiʻo or Pololū valleys.

The centerpiece of Turks and Caicos is Grace Bay, on the island of Providenciales (known locally as Provo), where the miles-long sugar-sand shore routinely tops “best beach” lists for the Caribbean and the world. The inland area along this stretch of northern shoreline is where you’ll find most of Provo’s hotels, shopping, and restaurants. Grace Bay is part of the Princess Alexandra National Park. It has calm waters and a sandy seafloor with no rocks or corals to step on, making Grace Bay the perfect place for swimming, splashing along the shoreline, parasailing, and stand-up paddleboarding.

Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

Teshima’s Restaurant is a historic Japanese diner on the west coast of Hawaii Island in Kealakekua. Welcoming and reasonably priced, the diner serves Hawaiian Japanese comfort food. The set meals are the best value, a sampling of small dishes that might include sashimi, sukiyaki, fried fish, rice, and sides of cucumber, cabbage, and miso soup. The ahi is excellent (and the wasabi so soft and fresh), but the restaurant is really known for its shrimp tempura: Every local we asked about Japanese food told us to try it here. You can get it on its own, or as part of the “deep sea trio” of shrimp tempura, fried fish, and sashimi.