Snowboarder snowboarding over Aspen Mountain

20D Rocky Mountain High

After a cultural pit stop in Chicago, explore the frontier that gave name to the “Wild West.” Experience the mountains and lakes of Aspen, the Grand Tetons and nightlife in Jackson Hole, the natural wonders of Yellowstone and rest of your bones at a luxurious five-star Montana Ranch.

Destination Climax
Outside of Wrigley Field, Home of Chicago Cubs on game day


Welcome to the Windy Cindy! Visit famous blues clubs and meet some of the new stars of the music scene; dine at five star restaurants and get an art and architecture experience with an expert. If the season is right we can also get you V.I.P. access to Chicago’s top sport franchises – Cubs, White, Sox, Blackhawks, Bears or Bulls!

Hot air balloons over the skies of Napa Valley


Enjoy a day of craft beer tastings in the Napa Valley of Beer, followed by a chef’s table dining experience set at the foot of the Rocky Mountains.

Full moon over the Grand Teton Peaks


Your visit in Aspen can be as active or relaxing as you wish. From hiking or skiing or snowboarding to horseback riding or fly-fishing there are plenty of options for the outdoors enthusiast! If you are a culture vulture, you might want to consider V.I.P. access to the Ideas Festival or Aspen Food and Wine! Your stay here may consist of luxury hotels or if you are with a large family we can access private homes not available to the general public.

Jackson Hole

Prepare to be floored at the beauty of the Grand Tetons. Jackson Hole satisfies every sportsman’s desire with world-class fly-fishing, hiking and wildlife watching. Float on the Snake River or explore the Tetons on an early morning naturalist-led hike.


Buffalo (Bison) Fording a Yellowstone Park River as Steam Rises


Explore the geysers, lakes, bears and wolves of the Yellowstone with your expert guide and cover the park, including the Lamar Valley, Mammoth Hot Springs or Earthquake Lake!


Luxuriate at one of Montana’s most exclusive ranch properties – relax and enjoy local outdoor activities.