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Sunset Monalisa is one of the most romantic restaurants in the world. Its views of Cabo San Lucas Bay and the arch at Land’s End are spectacular any time of day but particularly at sunset, when the sky turns vibrant shades of red, yellow, and purple. Love is definitely in the air here: Servers report at least one engagement per week, and it’s a favorite wedding venue. The multitiered cliffside restaurant features a Taittinger Terrace Oyster and Champagne Bar, as well as an exceptional Mediterranean menu from chef Paolo della Corte, who trained in Michelin-starred kitchens. Navigate the à la carte options independently or opt for the prix fixe or tasting menus.

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.

Antonio de Montesinos held it down in the New World and defended the rights of the indegenous people. He was truly ahead of his time. This statue located in Santo Domingo’s colonial section is dear to my heart. I used to go play and ride my bike there all the time. The stone and bronze statue was a gift from Mexico and was made by artist Antonio Castellanos in 1982, a year before my birth. Below is Montecino’s famous quote, which as you could imagine enraged the Spanish King and all of the aristocracy at the time. #Legendary. “Tell me by what right of justice do you hold these Indians in such a cruel and horrible servitude? On what authority have you waged such detestable wars against these people who dealt quietly and peacefully on their own lands? Wars in which you have destroyed such an infinite number of them by homicides and slaughters never heard of before. Why do you keep them so oppressed and exhausted, without giving them enough to eat or curing them of the sicknesses they incur from the excessive labor you give them, and they die, or rather you kill them, in order to extract and acquire gold every day.”

In a nod to the arching lines of the archetypal Maldivian fishing boat that lends its name to the place, the Dhoni at the Park Hyatt Maldives Hadahaa is an architectural stunner. Welcoming guests as soon as they arrive on the tropical island, the lounge’s impressive wooden structure was crafted by actual fishing-boat builders and is framed by a pool so still its surface looks like glass. Start the evening at the resort’s Island Grill and watch chefs whip up dishes like seafood paella or succulent crustacean bisque on a traditional grill that’s combined with a wood-fired oven; then make your way to the Dhoni and enjoy a nightcap amid the lounge’s open air.

Fly fishing may not be top of mind while walking through San Francisco’s Financial District, but fantasies of casting in crystal clear rivers and commencing the day around a campfire are sure to materialize once you step inside Lost Coast Outfitters. The upscale sporting goods store specializes in top-of-the-line fly fishing gear, but shop owner George Revel has an eye for provisions that tug at the inner outdoorsman in all of us, such as indestructible Yeti coolers, leather-trimmed duffle bags from Filson, and classic Simms flannels in timeless red-and-black check. The grand historic Beaux Arts building only adds to the appeal, as does the 300-plus-bottle whiskey collection hidden behind a wall of waders and waterproof booties. Pro tip: Inquire about joining the exclusive Tin Cup Society to gain access to speakers, casting clinics, expeditions, and curated gear packages.

A compound-like hideaway on a leafy street a block from trendy South Congress Avenue, Hotel Saint Cecilia is a retro-glam love letter to the 1960s and ‘70s rock music scene, named for the patron saint of music and poetry. But that doesn’t mean that rock stars smash guitars and throw ragers here (unless they rent out all 14 rooms, of course); unlike at its nearby sister properties, Hotel San José and Austin Motel, only guests and club members are welcome at the lounge, a laid-back affair with a Parisian-café–style patio, chesterfield sofas and a fireplace indoors, and craft cocktails and gourmet small plates. Between the 1888 Victorian main house—originally inhabited by a descendent of Davy Crockett—and verdant grounds that hide private porches and a serene pool, the hotel feels more like an impossibly stylish artists’ retreat than a celebrity getaway.

Each distinctively decorated room is larger than many an apartment, and seems ripped from the pages of a fashion magazine photoshoot. Every detail has been thought through, from the refreshing Grown Alchemist body care products to the Swedish Hästens mattresses (the hotel is the only one in North America with them in all rooms) to the impressive library of LPs to borrow. Everyone’s a rock star, here.

In a city known for its breakfast tacos, it can be hard to decide where to start your day. One place that will never disappoint, however, is La Villita Cafe. The options here are simple—think bean and cheese, potato and egg, and chorizo and egg—but everything is delicious, especially the brisket and egg taco. When you’re done eating, check out the neighboring La Villita art community, which provides a window into San Antonio’s diverse past.

Opened by local restaurateur Lisa Wong in 1992, Rosario’s started as a neighborhood café, where San Antonio residents came to satisfy their Tex-Mex cravings. Today, it’s a city institution, known for its south-of-the-border specialties and house favorites. Don’t miss the tantalizing albondigas con arroz (Mexican meatballs braised in a spicy broth and served with rice and queso fresco), or the flavorful enchiladas Mexicanas (three queso-filled enchiladas smothered in a fragrant chile-infused sauce). And be sure to wash it all down with a perfectly crafted margarita.

In 1977, University of Texas marketing major Chris Madrid opened a small burger and taco joint with help from his family and friends. Today, his eponymous restaurant is one of San Antonio’s best spots to grab a quick bite. Burgers are the way to go here. Choose from menu favorites such as the Cheddar Cheezy (melted cheddar cheese, mustard, lettuce, tomato, and pickles), the Tostada (refried beans, chips, onions, and cheddar cheese), and the Porky’s Delight (bacon and melted cheddar cheese), and be sure to get a side of nachos or chalupas.

One of the perks of staying at the St. Kitts Marriott Resort is the opportunity to test your skills at the Royal St. Kitts Golf Club, an 18-hole, par 71 course laid out along the island’s Caribbean coast. If you’re not a Marriott guest, however, head to the Irie Fields Golf Course at Kittitian Hill, where organic farms fringe the fairways. Designed by World Golf Hall of Famer Ian Woosnam, the course is maintained without pesticides or chemicals—if you see a herd of sheep grazing on the back nine, let them play through.

With its own shuttle flight service from St. Lucia and Barbados and an unbeatable location on one of the Caribbean’s most picturesque stretches of sand, Bequia Beach Hotel is an island unto itself. The 10-acre property, easily Bequia’s most luxurious, also includes a spa, two swimming pools, two restaurants, and a canvas-tented bar on nearby Princess Margaret Beach, plus 56 individually appointed rooms and suites furnished in an eclectic, island-chic style (think red four-poster beds, wicker armchairs, and palm-accented throw pillows). Adventurous types can take advantage of the hotel’s free sports equipment (including kayaks, paddleboards, and bikes), while those who prefer more subdued activities can opt for complimentary yoga classes.

A clifftop eco-hotel surrounded by 50 barely touched acres on the bucolic North Kohala coast, Hawaii Island Retreat feels as far away as it gets. There are no TVs in the guest rooms, no air-con, and Wi-Fi only in certain spots. Solar and wind power provide all the electricity, while much of the fruit and vegetables are grown right on the property. Resident goats and bees supply the cheese and honey. The inn has 20 simply-furnished bedrooms in the main house, overlooking groves of cedar and pine trees, plus seven yurts a stone’s throw away, so it’s possible—likely even—that a guest might spend days here and rarely see another soul. The owners, a local spa therapist and natural healer and her physician husband, opened the property in 2009 with the express purpose of creating a wellness-focused retreat, which is why guests can sign up for classes in yoga, tai chi, and meditation, as well as facials and massages. Outdoor massage tables, placed under a tent, overlook a deep green valley. There’s also a mediation rock. So health-minded is this little retreat that it’s become a popular spot for guests recovering from serious illness or simply in search of a detox. Various packages have a wellness or spiritual theme.

Life across Polynesia was once defined by ritual power. In many places, chiefs were too sacred to actually look at, and if you helped bury a chief, you’d not be allowed to utilize your hands for nine months or more. The ‘Ārahurahu Marae, a sacred structure of black stone, was built solely for rituals. Nicely restored, the ‘Ārahurahu is set at the foot of a cliff, surrounded by jungle. A trail lined with tikis leads to the three-story marae, which is still in use, revived as part of the Polynesian Renaissance. The marae is worth a visit: Soak up the place to get a feel for a time when this was the island’s heartbeat.

Located on Sullivan’s Island, Fort Moultrie was a key defensive position in controlling Charleston Harbor during the Revolutionary War. In June 1776, the Royal Navy of Britain attacked what was then called Fort Sullivan, firing cannonballs directly into its walls. Colonel William Moultrie and his patriot regime were able to hold the British off, however, since the walls were constructed from the soft trunks of the island’s palmetto tree and could absorb the cannonballs rather than break apart. Eventually renamed for Moultrie, the fort was rebuilt in 1798, then “modernized” in 1870 to include two massive cannons that still stand today. Dive deep into the history at the National Park Service’s museum before touring the armaments and taking in the unparalleled views of Charleston Harbor and the Atlantic Ocean.

One of San Antonio’s best breakfast spots, Magnolia Pancake Haus is the kind of place where flapjacks and waffles are the order of the day. Featured on the Food Network, the restaurant usually has a line but it’s worth waiting for the delicious pancakes, which are made from scratch with only the freshest ingredients. Don’t miss the melt-in-your-mouth chocolate chip cakes, or the incredible corned beef hash. If you’re in the mood for lunch, you can also choose from a variety of sandwiches, including a Reuben with house-cured brisket and grilled pumpernickel bread.