Weekend: Chicago

Chicago is one of my favorite cities—especially in summer. From vibrant neighborhoods and lakefront strolls to LGBTQ events and street festivals, there’s always something happening. With friends in the city, I get to experience it like a local and play tourist when I want to.

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Weekend: San Francisco

“I left my heart in San Francisco” isn’t far from the truth. I love to share tips (both obvious and obscure ones) for friends traveling to the city I lived in for a little over a decade, and I try not to miss my own chances to spend a weekend (or longer) in the city I adore.

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Weekend: Madrid

Madrid is a vibrant, bustling city that fully embraces the art of eating, drinking, and living well. Spending a weekend in Madrid for my second visit, here are my tips for ways to embrace a city that knows how to charm visitors year-round.

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3 Days: Porto

A weekend in Porto surprised me in all the best ways—affordable, walkable, and full of charm. Portugal’s second-largest city packs vibrant LGBTQ and mainstream nightlife, scenic views, and warm hospitality into a not-too-big package. It quickly became one of the most budget-friendly and enjoyable spots I’ve visited in Europe.

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