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  • 112 College St, San Antonio, TX 78205, USA
    What began in 1854 as a high school—then grew into a college and, later, a law school—has served as one of San Antonio’s top hotels since 1968. Located near the River Walk, not far from the city’s historic district, the leafy former campus is centered around a seven-story, Spanish colonial-style main building with 338 guest rooms. Each one mixes original touches like wood-beamed ceilings, exposed brick walls, and French doors with modern amenities like HDTVs, marble baths, and Wi-Fi (complimentary for loyalty club members). Some even look out on the River Walk, while others offer views of a verdant garden. Healthy extras like in-room fitness kits, a 24-hour gym, and a year-round heated pool help offset the indulgences served at the on-site restaurants and bars, which include the fine-dining Las Canarias (don’t miss the popular Sunday brunch.) Younger guests can look forward to game-filled backpacks and scavenger hunts, while adults will enjoy the award-winning spa and restaurant at La Mansion’s sister property, Mokara, located across the river.
  • 316 Calle Fortaleza, San Juan, 00901, Puerto Rico
    When I first found this store, I was overwhelmed. This place holds so many treasures, you’ll need several trips to look through everything. Franky’s is one of the most popular thrift/vintage stores in Puerto Rico, and likely only one of a few. The proprietor provides a lot of his items as props for movies being filmed in PR—like the recent Rum Diaries movie. If you like vintage, then you’ll love shopping here. It’s on the corner of San Francisco Street, right behind the little plaza as you enter Old San Juan.
  • Unnamed Road
    I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.
  • Nanortalik, which means “the place with polar bears,” is the southernmost town in Greenland, located on an island of the same name. Founded in 1797 as a trading depot at the mouth of Tasermiut Fjord, the town is currently home to approximately 1,000 people. Although the island is named for polar bears, the chance of seeing these furry giants is fairly slim. What you will find, however, is a place of majestic beauty and friendly, welcoming residents. From the nearby Tasermiut Fjord, where rocky summits rise above a narrow glacial inlet, to the Qinngua Valley—the only forest in all of Greenland—Nanortalik is surrounded by natural wonders. Culturally there is just as much to experience. For history buffs, the Nanortalik Museum explores native, Old Norse and European colonial history as it shaped Greenland, with nine historic buildings and the world’s oldest umiak (sealskin boat). To appreciate the richness of Greenland’s traditions, be sure to attend a local choral concert where you’ll hear a unique blend of musical disciplines unlike any you’ve heard before.
  • Just a short ferry ride away, St. Kitts’ sister island is perfect for a day trip to climb Nevis Peak, sip a Killer Bee at Sunshine’s Beach Bar, or visit the birthplace of U.S. founding father Alexander Hamilton.
  • Nantucket is a perennial favorite summer destination, with Atlantic Ocean beaches, picturesque harbors, and iconic lighthouses. Accommodations on the island range from cozy bed-and-breakfast rooms to marina-side cottages to penthouse loft apartments. Water views and beach shuttles are in-demand amenities, and most hotels can arrange boat rides and lobster bakes for a quintessential New England vacation.
  • The number-one reason to visit St Barths are the beaches. The best beaches (basically all of them) are the stuff island dreams are made of. All of the island’s beaches are open to the public year-round, and even during peak season they’re never really crowded. Whether you’re looking for a place to picnic, the perfect snorkeling spot, a sunbather’s paradise, or a bit of sand to run under your toes, St Barths has you covered.
  • 201 Calle de Tetuan, San Juan, 00901, Puerto Rico
    Shop for an authentic souvenir in Everything but Match, a store inspired by a T-shirt line designed by the owners’ 6-year-old daughter. In this shop in Old San Juan, you’ll find original art, accessories, and children’s clothing made by local artists and artisans. From unique jewelry to brightly colored throw pillows, you’re sure to fall in love with something unique to bring home in your suitcase.
  • Hail to New Mexican food—a melting pot of Spanish, Mediterranean, Mexican, Pueblo Native American, and cowboy chuckwagon. The best New Mexican cuisine is earthy and home-style and includes dishes such as tamales, chiles relleños, green chili cheeseburgers, and enchiladas. The official New Mexican state question is “Red or green?” Your answer depends on the kind of chili sauce you want smothered on your dish. Unsurprisingly, the state hosts some of the best New Mexican food you’ll find anywhere.
  • 401 Biscayne Blvd, Miami, FL 33132, USA
    Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.
  • Old San Juan, San Juan, Puerto Rico
    A piragua is shaved ice with syrup. Piragueros (the piragua vendors) and their colorful wooden pushcarts used to be ubiquitous in Puerto Rico many years ago. Now they’re few and far between (usually found in town squares) and with the heat bearing down more than ever, locals run to every piraguero they can find for equal parts refreshment and reminiscence. The most loved syrup flavors include raspberry, sesame seed, anise, and mantecado (ice cream).
  • Although French Polynesia is often billed as a luxury destination, there are actually a number of affordable resorts and private home vacation rentals on the islands that won’t break the bank. Yes, you’ll find overwater bungalows galore on French Polynesia’s islands, but if you know where to look, you’ll also find family-run pensions and resort options that offer affordable luxury, allowing travelers on budgets to experience the awesome beauty of French Polynesia.
  • St. Vincent is home to several volcanic beaches, with dark, sometimes black, sand that’s especially striking against the pounding Atlantic surf on the island’s east coast. The Grenadines, on the other hand, have soft, white-sand beaches, surrounded by aquamarine, turquoise, and deep-blue waters.
  • Toast your vacation at one of Maui’s many bars, which range from dives to rooftop lounges to thatched huts serving Champagne. Soak up the sun at Hula Grill or Leilani’s on Kāʻanapali Beach, then retire to spots like the island’s oldest bar, the Pioneer Inn, or Monkeypod Kitchen, which serves cocktails by the legendary Peter Merriman, a leader of Hawaii Regional Cuisine. End the night with dancing into the wee hours at local favorite South Shore Tiki Lounge.