The tiny island of Canouan, 124 miles Southeast of Barbados, is a chic destination for Caribbean island hoppers looking for the ultimate luxury experience. And the place to stay is the Pink Sands Club, a resort that opened late last year. The sprawling estate, best explored by golf ... More

While the coastal town of Kennebunkport, Maine—perhaps best known as the summer home of the Bush political dynasty—draws visitors in every season, its intimacy (the 2010 census recorded less than 3,500 residents) makes it perfect for a romantic weekend getaway. The town sits along the Kennebunk River and, to the ... More

If you’ll be in Switzerland this month, stop by St. Moritz’s Vito Schnabel Gallery to see The Age of Ambiguity: Abstract Figuration / Figurative Abstraction. The group show will mark Bob Colacello’s curatorial debut. Known for his work as the editor of Interview Magazine, Colacello has also written ... More

Scroll through Instagram’s Explore page on any given day, and you’re bound to stumble upon a wanderlust-worthy image of the Maldives, a South Asian island nation located in the Indian Ocean that is arguably the most Instagrammable country in the world. Known for its abundance of luxe five-star hotels, sparkling ... More

The Caribbean’s most famously posh destination, once described as “summer camp for wealthy, well-known New Yorkers,” has never been more accessible—or more appealing. Tradewind Aviation’s multiple daily flights from San Juan make getting to St. Bart’s easier than ever, with private charter service for the cost of a ... More

When I arrived in Great Barrington, Massachusetts to kick-off a weekend in the country, I was struck by the feeling that I wasn’t the only New Yorker around. Among the uber-trendy farm to table restaurants and art galleries, I noticed an abundance of stylish, modern country homes, places I could ... More

As globetrotters scramble to be among the first wave of tourists to visit Cuba, a sharing service of the sea called Sailo is offering an interesting new way to get there. Launched in 2015, Sailo is an online platform similar to Airbnb or Uber where users can browse hundreds ... More

Upstate New York might be the Mecca of fall foliage and a go-to spot for summertime camping trips, but this increasingly trendy drinking and dining destination is still worth a visit during the winter months. With the wineries of the Finger Lakes still open for business and an abundance of ... More