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What could an Alaska local ever discover on a voyage through the Inside Passage? Just the essence of the place he thought he knew.

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.

San Diego’s first food hall is housed in the city’s former naval training center, a 361-acre site in Point Loma that now features a lively business district with wide lawns, a waterfront park, and historic Spanish Revival–style buildings. Here, vendors serve everything from coconut-curry chicken sausages to ahi tuna poke bowls, providing the makings of a casual lunch or dinner. Take your food to the patio, or sit inside at the high-top tables near the bar and enjoy the untouched murals that line the upper walls. Painted by naval recruits in the 1950s, they depict various vessels, from a late 18th-century sailing ship to a World War II aircraft carrier.

A short drive from San Sebastián, the village of Getaria sits sleepily on the coast. Set between the sea and vine-covered mountains, Getaria has a privileged position that makes it a destination not to be missed if visiting nearby San Sebastián. Enjoy the local Basque wine, txakoli, in situ. Bonus points if you do so over some grilled fish, caught and brought daily to Getaria’s active port.

A land of contrasts, Baja California Sur has both lonesome desert landscapes dotted with date palms and deserted missions and the raucously popular beach resort towns of Cabo San Lucas and San Jose del Cabo, collectively known as “Los Cabos.” The variety of things to do is just as striking: whale watching, snorkeling with whale sharks, sailing, and discovering deserted coves and beaches are just a few of the adventures that await you in Baja California Sur.

In a city with a taco shop on nearly every corner, Salud stands out for its Chicano-inspired food and decor: According to owner Ernie Becerra, the tacos served here are not traditionally Mexican. The signature Barrio is served on a tortilla made of flour instead of corn, and its filling (stewed beef topped with nopal, beans, and sour cream) is a take on a popular dish in Southern California’s Mexican community. In the dining room, a tattoo mural and a car hood mounted on the wall nod to the lowrider lifestyle Chicano kids grow up idealizing.

AFAR chose a destination at random—by literally spinning a globe—and sent Sloane Crosley on a spontaneous journey to Ecuador.

From restaurants that lean traditionally Mexican to others that veer off into Japanese and Argentinian menus, Los Cabos delivers big flavors. Both San José del Cabo and Cabo San Lucas are as much dining destinations as they are beach spots. Yes, there are tacos. But there are also fine dining restaurants you’ll remember for their fresh local seafood and farm to table delights.

Kimana Sanctuary is special for a number of reasons. Not only was it the first community-owned conservancy in Kenya when it was established back in 1996, it’s also located in a crucial wildlife corridor that links Amboseli National Park with the with the Chyulu Hills and Tsavo protected areas, providing animals with a route though the narrowest part of the space between two settled areas. When elephants pass between the areas, they are able to use this corridor; sometimes they will just pass through the Sanctuary and other times they will stay for months.

Accommodation for guests is available either by camping in a tranquil spot by the river or staying at the dreamy Kimana House, a four-bedroom self-catering property that comes with an on-site manager to do the washing up. Two notable organizations are involved: Big Life Foundation manages the Sanctuary in partnership with the Sheldrick Wildlife Trust.

Costa Rica isn’t known as a shopping destination but there are some excellent gift shops and galleries around the country. Don’t miss the Central Market in San Jose or farmers markets in smaller towns. You can think of the fresh fruit you buy as your souvenir of the day.

Mission San Diego is the very first Mission built in what is now the state of California and was built in 1769. Many people come to California for what is known as the “Mission Trail”, a tour of all the Missions built in the state by the Spaniards. You can take a tour for $2 and it is still a working Mission, so if you’re Catholic (or not) you can attend Mass.

Located on the southern tip of Mexico’s Baja California Peninsula, Los Cabos (made up of San José del Cabo and Cabo San Lucas) is the ideal beach getaway. Here, a variety of accommodations—from boutique hotels with palapas on the sand to luxury resorts with infinity pools, golf courses, and even butler service—await, all with breathtaking views of surf and sunset.

From beers at open air bars in beach towns to craft beers and cocktails on dance floors in San Jose, Costa Rica’s bars serve up good times. There’s plenty of live music to pair with whatever you’re drinking (and plenty of new friends to make among locals and tourists at dance clubs) so go, have fun and enjoy Costa Rica’s spirit of pura vida.

Complete with an in-shop florist and white, honeycomb-tiled wall, this light-filled coffee shop is one of San Diego’s most Instagramworthy spaces. Luckily, it offers more than just good looks—the coffee comes from San Francisco’s Sightglass and the menu includes lavender-honey toast, chia pudding, and an assortment of croissants from Wayfarer Bread & Pastry. Owner Jen Byard is also the cofounder of San Diego’s popular Maker’s Arcade, a holiday market that takes place every December, so she has an eye for artisan items. Communal’s retail section is always stocked with tasteful finds like ceramic mugs and Mexican blankets.

From trinkets and tchotchkes to silver jewelry, high-quality hand blown glass, and the pottery of your dreams, the shops on the Baja Peninsula can cover your every spending whim. There are plenty of clothing shops too, if you forgot to pack enough bathing suits or some beach-to-dinner-perfect flip-flops. Between San José del Cabo and Cabo San Lucas, you can shop an art gallery or 12, open air markets, and shopping malls.