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As of May 2018, El Conquistador Resort and Las Casitas Village are closed indefinitely, due to damage sustained during Hurricane Maria.

Situated atop a 300-foot bluff on the eastern tip of Puerto Rico, El Conquistador Resort, a Waldorf Astoria Resort, spreads across 500 acres overlooking the converging waters of the Caribbean Sea and the Atlantic Ocean. A stay at El Conquistador is a transformative experience. Guests can relax at the Eucalyptus steam room, enjoy exotic cocktails while gazing at the El Yunque Rainforest, or even kayak around a private island. Guestrooms and suites are divided into five villages, and feature ocean views, 23 restaurants, an 18-hole golf course, a state-of-the-art aquatic playground/water park for families, and the resort’s private island, Palmino Island, featuring water sports and white sand beaches.

Hogfish Bar and Grill, under a thatched palapa roof with open sides, is tucked in among the boats and gulls of Safe Harbour Marina in Stock Island. In short, a meal or a drink there makes you feel like an insider, a salty local far from the crowds downtown. That in-crowd feeling is burnished on weekends, when local bands play sets, or during one of the events held by Hogfish during the season, like shrimp boils. The simple food is served generously on plates crowded with side dishes. The hogfish sandwich, served fried on Cuban bread, is the stuff of late-night-post-beer legend.

Store Bay, just outside Scarborough, is one of Tobago’s most popular beaches. Reserve some time after your swim for a visit to the dozens of bright and cheery craft shops and food stalls that make up the Store Bay Beach Facility. Need souvenirs? Browse for island crafts like batik, sandals, jewelry and items carved from wood and coconut shells.

The Chicago River and Lake Michigan are two of the city’s greatest assets, and there’s no better way to experience both than with an architectural boat tour. While there are plenty of reliable options around, go with First Lady Cruises, which calls upon expert docents provided by the Chicago Architecture Foundation to reveal extensive history, culture, and style insights (for example, how the design of Willis Tower was based on cigarettes, or how the Monadnock Building on Jackson Boulevard was fabricated with 100 different shapes of brick). Book anytime between May and November for these rides, which run every day of the week and last 90 minutes.

This 1763 plantation house has an interesting tale to tell. It never employed slave labor, and its owners—descendants of Carib Indians—are commemorated with statues and figures spread throughout the rooms and gardens. Visitors can take tours of the house, gardens, and old overseer’s house, then enjoy beautiful views of the neighboring island of Nevis.

Jambe de Bois is an unpretentious food escape set idyllically in Pigeon Island National Park. The café—made of stone, driftwood, and thatch—serves up a beach view, an island atmosphere, and a simple menu that will keep you happy for hours. Sit on the deck at one of the picnic tables, and snack on sandwiches, salads, or local dishes like rotis, curries, or fish fillet with rice and peas at lunch and dinner. Come for happy hour or join the locals for live jazz on weekend evenings. The local art on display inside is for sale.

One of the few hotels on picture-perfect Grace Bay Beach that can work for both honeymooners and families, Seven Stars sits on 22 acres of lush grounds at the edge of Princess Alexandria National Park and has studio to four-bedroom plantation style suites available. All feel very private. Besides wraparound terraces with awesome ocean views, the rooms here all feature full kitchens, making it easy to cook your own lunch or make snacks for the kids. That said, the house restaurant, aptly named Seven, is very good, so plan on dining here at least a few times. The spa is also excellent - perfect for honeymooners - and there is a dedicated activities concierge that will arrange all sorts of water sports and even a kids’ camp.

Checking out the famously preserved mummies at the world’s oldest public museum is on many London wish lists, but there’s much more to the British Museum than ancient Egypt. Other must-sees include the Elgin Marbles and the African masks, both part of an enormous collection that spans ancient Iran to modern Sweden. The Great Court, which was cleverly revamped with a geometric glass roof by Foster + Partners in 2000, is a spacious gathering area with a shop and a café—and a sight worth seeing in itself.

Yo, ho, ho and oh, my! Up on Government Hill, this watchtower, built circa 1678, is known as Blackbeard’s Castle and is literally the stuff of legends. Although it’s open for debate whether the notorious pirate ever used the five-story tower as a lookout, one thing is for certain: Its views are tops. Nearby the flower-lined 99 Steps (technically there are 103), built in the 18th century of ship-ballast brick, lead from historic Kongens Quarter to some more terrific views of the island.

On Tahiti’s rocky east coast, the volcanic Lava Tubes of Hitiaa are underground channels and eroded sections of rock in caves that have been penetrated by water. Although you can visit solo, it is really best to visit with a guided 4WD tour. Check with Marama Tours, which also does a range of other island tours from encounters with dolphins to 4WD trips across the Papenoo valley that is rich in waterfalls and archeological sites.

Battery Point was one of the first lighthouses on the California coast, and today its unique island spot makes for a historical visit that doesn’t have to be boring. The Del Norte County Historical Society operates the lighthouse and its accompanying museum—open daily during the summer, but strictly on weekends from October to March. Notably, the lighthouse is accessible to the public only during low tide. Guests have to make their way across the land bridge, which can quickly go underwater when the tide comes in. Once on the small rocky island you can check out the lighthouse keeper’s home, which has been memorialized as a museum with vintage odds and ends from the days when the lighthouse was operational. Many people also come out simply to admire the natural beauty.

The black-sand Plage de Malendure on Basse-Terre is a water sports hub, home to dive shops that head out to the Jaques Cousteau Reserve. It’s a great spot to park the family for a day of swimming, snorkeling, or kayaking over to the Pigeon Islands. It’s busy and social, but that doesn’t take away from its beautiful bluff and sea views.

Independence Square lies at the busy center of St. Kitts’ capital city, Basseterre. Known as Pall Mall Square prior to the island’s independence in 1983, it’s always been the center of commerce—albeit a darker business in years past. A careful look at the surrounding historic buildings reveals places where slaves were held prior to being auctioned off in the square. Today, however, an ornate fountain stands at the center of the park, and the grassy areas play host to parties and public gatherings.

I love finding Love Locks all over the world. Sydney did not disappoint with a collection on the Sydney Harbour Bridge, with a perfect view of the Opera House.

From the outside, San Giorgio looks like one of Greece’s ubiquitous whitewashed homes. Inside, traditional Greek textiles and locally made furniture adorn the 33 unfussy rooms. Most feature rough-hewn wooden dressers, large circular jute rugs, and beds canopied with mosquito netting. Some have terraces with views of the Aegean Sea. Guests can relax during the day in cocoonlike hanging swings near the pool or take a 10-minute walk to the popular beaches Paradise and Paranga. In the evenings, it’s not uncommon for DJs such as Bob Sinclar or David Guetta to make guest appearances in the hotel’s open-air lounge.