My wife Maggie and I are Co-Captains of the Banquets Team, where you will usually find us presiding over wedding receptions and corporate events, orchestrating all the minute details from setting up 12-piece place settings to making sure the procession of courses and wine pairings goes smoothly. But I also lead a double life. As many mornings as possible, I soar like a bird high over Aspen as a paragliding instructor. It’s the most exhilarating feeling to see the four ski mountains—Aspen, Snowmass, Highlands, and Buttermilk—and the entire valley from such a high vantage point.

To the rest of the country, Hunter S. Thompson might be best known as the godfather of gonzo journalism. Thompson lived and wrote on the edge in a style epitomized in “Fear and Loathing in Las Vegas,” which first came out in two installments in Rolling Stone before being published as a book that would end up defining the post-'60s counterculture. But to Aspenites, and especially here at Hotel Jerome, he’s best remembered for his 1970 run for sheriff of Aspen Pitkin County.

I moved to Aspen last summer and soon adopted the same ritual as a lot of locals I know: trekking up Smuggler Mountain for an invigorating morning hike. The usual reward is a sweeping view of the town of Aspen and the Roaring Fork Valley from the observation deck at the summit. But on my last trek, I found another reward far sooner. Just off the first turn, I spotted a wooden swing carved with the words #AspenSwingProject. Whether you use it for a short rest, or pump your legs for a childish thrill like I did, the swing truly is a “random act of kindness.”

We specialize in events all over the world. With offices in both Costa Rica and Colorado, we work with clients seeking very different weddings. With the world as your oyster, narrowing down a destination wedding venue can be challenging, albeit exciting. It’s my job as a destination wedding planner to help our clients see their vision come to life in a setting that’s perfect for them. Over the years, I’ve created a formula for getting us to the right place. Follow these guidelines and you’ll be celebrating in paradise in no time!

Dance down halls, cannonball into the pool without reservation, keep the music alive into the wee hours of the morning, and turn every corner knowing that you will only run into your closest loved ones. Go ahead, and rename our modern Aspen landmark as your very own for the weekend. With a Hotel Jerome buyout, enjoy unparalleled privacy in legendary spaces including the Bad Harriet, Living Room, Spa, Prospect Restaurant, and Grand Ballroom, to name a few.

There’s one thing you need to know about Aspen; you’ll come for the winter, and stay for the summer. Ski season might be total heaven, but the world-renowned events going on during the warmer months make it tough to say goodbye come September.

A word of warning for parents— your kids are one Junior Je-Roamer trip away from breaking your croquet winning streak, taking the "ski-ripper" family title, or showing you up at fishing. Aspen may be an adult’s paradise, but it doubles as a kid’s disneyland. While there are a myriad of adventures to explore, a Je-Roamer favorite is T-Lazy-7 Ranch, where winter is for suiting up to tour the white wonderland via snowmobile, and summer months are remembered for riding horses through Maroon Creek Valley and catching a trophy-sized rainbow trout while fly-fishing for the first time. (Don’t worry, young in age or young at heart, all are welcome.)

You can find Marilyn Monroe’s bra on the Aspen slopes— kind of. I'll let you in on the local secret; Aspen’s four ski mountains are covered with mysterious shrines. The snowy sanctuaries are built anonymously and largely dedicated to famous entertainers ranging from Elvis Presley to Jerry Garcia.

In Aspen, once you're on the gondola, the only things really worth talking about are where you've skied before and where you're gonna go skiing next. I've lived in Aspen for 18 years and each morning I get up and go on a run through the Aspen Institute, which is one of my favorite places.

Hotel Jerome’s rooms look even more historically accurate than the original historic rooms did, thanks to the multimillion dollar renovation in 2012. Travel back in time and sink into leather furniture reminiscent of the 1930’s, be greeted by a grand portrait of Jerome B. Wheeler above the front-desk fireplace, or enter a room with new detailing that takes you back a century.