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At first glance, the lobby is the place to be at this boutique hotel in the Gaslamp Quarter. At check-in guests are offered a selection of local wine and beer—and again during happy hour. Under soaring ceilings supported by leather-wrapped pillars and surrounded by colorful art, you can sip and socialize. But don’t ignore the scene on the roof, either, where you’ll find a pool with oversized, floating pillows; fire pits with food and drink service; and views of the Coronado Bridge, Mount San Miguel, and the old and new architectural icons of downtown. In fact, the rooftop is so special, you may want to book the only accommodation in the 159-room hotel that grants you direct access to it: the Cabana Suite, where a private staircase leads to your own poolside cabana. On the other hand, if you’re traveling as a family, you may find that another option beats private rooftop access: the Star Suite, complete with three king-size beds, two of which form a custom-built bunk bed. Either way, expect ultra-modern furnishings paired with skyline views.

Inaugurated in 1912 by its namesake, the Spanish regent Maria Cristina, this belle epoque landmark has welcomed international elite to its gilded halls from day one. Designed by the same architect behind the Ritz in Paris, the hotel has long been a favorite of celebrities during the San Sebastián Film Festival (Bette Davis was, notably, a fan). A $25 million renovation in 2012 only cemented its status as the city’s most luxurious hotel. With three of the city’s most elegant eateries (including a favorite see-and-be-seen bar), panoramic views of iconic belle epoque buildings and the Urumea River from the many terraces, and signature Luxury Collection concierge service, the Maria Cristina still feels fit for the aristocracy who frequented it in the city’s beach-destination heyday. Spacious and decadent rooms with an updated belle epoque style, as well as a central location within walking distance of many of San Sebastián’s Michelin-starred restaurants, only sweeten the deal.

Cafe Sevilla is located in the downtown Gaslamp district in San Diego. It’s a great place to hear live music while sharing tapas and drinks with friends. The interior is huge with flags hanging from a 20ft ceiling, a bull on the wall behind the bar, and other Spanish-inspired decor. The owners are from Spain, and this restaurant has been here in San Diego for over 20 years. On weekends, it’s a good idea to make reservations for dinner since it does fill up quickly. There’s a little stage that is always occupied by flamenco, rumba and/or Spanish guitarists. If you want a little more quiet, ask for a table on the second floor—you can still hear the live flamenco, but it feels a little more private. Or, you can sit outside on the patio for people watching. 5th Ave in San Diego is a hopping little place, and Cafe Sevilla is a great start to your evening.

San Antonio’s Rivercenter Mall has all the hallmarks of a normal American shopping mall: a food court, a Victoria’s Secret, a Gap, a movie theater and a collection of department stores. It also happens to be built around a century old church and along the city’s famous River Walk, making it a convenient and unique place to pick up souvenirs.

Walk into the past as you climb the hill of this small village to La Iglesia de San Pancho, a restored 16th century Franciscan church that appeared in the classic John Huston-Humphrey Bogart film Treasure of the Sierra Madre. Stay the night at the Rancho San Cayetano on the highway at the base of town. This village is 2 km from Zitácuaro, Michoacán. Take a taxi and tell the driver you want to go to La Iglesia de San Pancho.

Central Plaza is a lovely place to spend the day and watch the community wind down in the evening. During the day, the plaza is full of music and children playing, and the surrounding streets are full of restaurants, shops, and art galleries. As the sun sets, the plaza gets quieter; the town’s lights turn on, and the children leave, one-by-one, to go home for the night. Stay late and enjoy the peace and quiet of the sleepy plaza, or head down one of the side streets and partake of the local nightlife!

Few restaurants more than 150 years old can be called trendy, but in innovation-crazy San Francisco, there is novelty in the classics, and Tadich Grill is the classic. The late Chronicle columnist and unabashed San Francisco-lover Herb Caen was also a frequent visitor. There’s a martini named after him, made with vodka, or as he called it, Vitamin V. The serious nature of the restaurant’s wood paneling, brass fixtures, and waiters in starched white aprons is matched by the food. No need to tinker with classic recipes for fried sand dabs or crab Louie, and the oysters and Hangtown fry are fine the way they have always been. The cioppino is by far the most popular dish on the menu, with about 27,000 bowls dished out a year. People come to Tadich Grill because they know what they’re getting: friendly service, great seafood, and a taste of San Francisco itself.

In a city as steep and hilly as San Francisco, it’s no surprise there are some noteworthy stairways. On the east side of Telegraph Hill, the Filbert Steps reign as some of the most popular in the city. They wend their way up to the iconic Coit Tower, a memorial to San Francisco’s firefighters built in 1933. As you pass beautiful gardens and picturesque houses, listen closely for the hill’s infamous parrot population. You can also take a break to wander down Napier Lane, a wooden walkway that’s bordered by charming homes from the late 19th century. Don’t turn back there, though: once you summit the nearly 400 steps, you’ll be rewarded with excellent panoramas of the city.

Here’s another touristy place, but great for the kids- and adults too, if you love ocean creatures! There’s an underwater shark exhibit, huge jellyfish exhibit, narwhals, sea otters, animal shows, penguins, roller coasters and more. I’d never seen a walrus before up close and dang, those things are huge! This place is a little pricey to go often, so we only go if visitors who stay with us want to check it out. But it’s definitely worth seeing at least once!

Housed in the monastery of San Marco, this museum pays homage to the delicate, spiritual work of Fra Angelico who lived and worked here as a monk from 1435-1445. Some of his most celebrated paintings and frescoes are on show here: the famous Annunciation (as reproduced on many a Christmas card) is at the top of the stairs on the first floor and the great Last Judgement alterpiece is in the Pilgrim’s Hospice. He painted frescoes in the corners of the main cloister and also decorated the monks’ tiny cells with the help of his assistants. This is one of my favorite museums in Florence...don’t miss it! Photo by Gianluca Moggi

Puerto Rican plazas are laid-back gathering spaces where locals buy snacks, watch shows, play dominoes, and chat with friends. Take a seat on a bench to give your feet a break and soak up some of the everyday comings and goings. At the Plaza de Armas in San Juan, buy the kids traditional treats like sesame-seed lollipops or coconut candies and check out the fountain with the four statues symbolizing the seasons. The Plaza las Delicias in Ponce is made up of two squares divided by a cathedral—one has a statue of journalist and governor Luis Muñoz Marín, while the other is home to the Lions Fountain from the 1939 World Fair.

With two stories and multiple patio choices, you will have a fantastic view of the San Diego Bay anywhere you sit. In 1976, The Fish Market was started by a fisherman and his friend, who was a boat captain and a gourmand. The history shows, because all you will find here is the freshest seafood. My favorite spot to sit is on one of the two outdoor patios (not pictured here) to enjoy the most from the warm San Diego sun. Tip: The parking lot is metered and shared with people who are in the area to visit the parks and walk along the harbor. Parking can be difficult to find. If you’re staying in the downtown or Gaslamp, then I recommend walking. Otherwise, there is valet parking.

Some of the best snorkeling we did on Oahu didn’t cost a cent—including Sans Souci Beach, a walkable distance from the Waikiki hotels and close to the aquarium. But why pay to get into the aquarium when you can wade right into the water and see all kinds of colorful needlefish, triggerfish, butterflyfish, and more? This smallish, family-friendly beach is low-key and fairly quiet, considering its touristy location. Swim over by the rock wall for the greatest variety of fish and tiny black crabs. And don’t forget your underwater camera! (This is not a great picture, but at least you can see the aquatic diversity on display.)

Rancho San Rafael is a sprawling 570-acre regional park that has plenty to offer visitors: walking trails, picnic areas, a rose garden and arboretum, the Wilbur D. May Museum (full of taxidermy and other creepy delights), a dog park, and the Great Basin Adventure water park for kids. Once a working ranch, the land is still mostly pastureland and sage, but there are plenty of walking paths and benches in grassy areas; you’ll see plenty of wild rabbits, birds, and insects as you hike. The park is also home base for the annual hot-air Balloon Races.

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.