While summer is the traditional season to travel to this Massachusetts island, fall can be an ideal time to visit instead. The fog that rolls over the island’s cranberry bogs in the autumn is particularly beautiful. If you can’t make it in fall, spring is good too, especially when the Nantucket Wine and Food Festival takes place; it should give any foodie reason enough to want to visit.
By your thirties, you’ll have hopefully gained an appreciation for good food you may have lacked in your twenties, making the under-the-radar foodie city of St. Louis an ideal spot for a weekend escape. Start with happy hour at the beautiful Bar Les Freres in Clayton, and then head to Soulard for dinner at Sidney Street Café—Chef Kevin Nash has won countless national awards for his inspired French cooking.
The perfect low-key long weekend escape for a group of 30-somethings, the San Juan Islands are a beautiful cluster of islands just off the coast of Seattle. Hop on a sea plane to the main island where you can rent a house or hotel, and charter boat rides to the neighboring, pine-scrubbed islands.
Aspen is one of the most beautiful ski towns in America. You’ll swear you stepped off the plane into Switzerland in this scenic Colorado town, which has plenty of black diamond trails for accomplished skiers and lodges, such as Ajax with truffle fries and rosé on tap, for those who are more into the aprés.
California’s famous Pacific Coast Highway can take you from L.A. all the way up to San Francisco along the ocean, making it one of the most beautiful drives in the world. Rent a convertible, and spend the first night in Santa Barbara and the second in Big Sur.
One of the most unique and historic spots in America, Santa Fe was established by the Spanish in the 16th century. The entire city center is made up of Navajo-style adobe clay structures, with courtyards in the center, and turquoise trim. Stock up on turquoise jewelry and visit the famous Ten Thousand Waves Spa in the hills outside the city.
If you’ve read the cult classic Midnight in the Garden of Good and Evil, you doubtlessly already want to go to Savannah. But besides a serious cast of eccentric characters, Savannah also has killer food and no open-container laws; therefore, you can enjoy your mint julep while on that antebellum architecture tour.
College may be a distant memory, and perhaps your American history lessons will be as well by the time you reach 30. Rectify that by walking the Freedom Trail in Boston, which will take you through incredible Revolutionary War sites. Finish with dinner at the Beehive, a jazzy dinner spot in the hip South End.
It may be touristy, but it’s impossible not to get into the spirit of Niagra Falls once the boat captain hands you your poncho. Try the Maid of the Mist for an excellent narrated tour.
Hollywood’s most legendary hotel, the Chateau Marmont is tucked into the hills just off Sunset and is an ideal place to get away for a weekend or even just a night. Celebrities pack the restaurant (for guests and A-listers only) and the hotel’s bungalows, which lie nestled in the hills behind a locked gate to keep the paparazzi away.
Chateau Marmont, 8221 Sunset Blvd, Hollywood, CA, USA, +1 323 656 1010
Spend a weekend with friends at a winery in Napa, where you’ll find beautiful scenery, Michelin-starred food, and, of course, some of the best wine in America.
There is enough in the world-famous Art Institute of Chicago to interest an art history fiend for days. Fuel up before at RL Restaurant—the posh and preppy hot spot located right inside the Ralph Lauren store. And don’t forget a photo of the reflective bean sculpture in Millennium Park.
The paragon of California cooking, Chez Panisse is Chef Alice Waters’ restaurant in Berkeley and is as excellent now as the day it opened 40 years ago. If you’re lucky, Waters will be in the kitchen that day and can sign one of her cookbooks for you.
Chez Panisse, 1517 Shattuck Ave, Berkeley, CA, USA, +1 510 548 5525
Grab some friends and head to a dude ranch perched high on a hill somewhere out West. Whether in Montana, Wyoming, or Colorado, the views of nature around you will be awe-inspiring, and the memories hard to beat.
An upscale hippy arts town in the middle of the Texas desert, Marfa isn’t the easiest to get to. But those who make the journey will be rewarded with incredible, conceptual contemporary art, including the famous Prada Marfa store—a statue of a Prada store that is always lit and never open.
Get a share house or a hotel room, and spend a summer weekend sipping rosé, playing tennis, and relaxing at the beach in this preppiest of American enclaves.
Options abound, but Johnny Walker is a classic for a reason.
Deep, dark blue lake waters and excellent, ever-lasting barbeques await summer travelers to Michigan’s Upper Peninsula. The Fourth of July is a particularly good time to travel to this all-American enclave.
No passport required to feel like you’ve entered an entirely separate country.