Custom Trips

Ski Trips

Your dates, your group From $1,985
Ski Trips
Robin Connects You With The World!
Here are a few examples of places we travel to and Robin's take on the locaton. We've included a sample itinerary of each (some are part of our set departures), but don't let that stop your imagination of what we can provide. The best part of the countries we visit is the relationship we've established with the local operators who have become our friends. In the unlikely case they can't arrange something, they know someone who can. If the location is not on our upcoming list, ask about custom departures.

About This Trip

Take a trip to ski paradise. Steppin’ Out does a number of ski trips ranging from the Colorado Rockies, Whistler Canada, Steamboat, and the list goes on! In Colorado, known for jaw-dropping scenery, Snowmass, Colorado is a world-class ski resort less than six miles from an internationally served airport. In Whistler, enjoy a Ski-in Ski-out style hotel with beautiful views. For every trip we are sure to find top notch restaurants and bars to keep the experience one of a kind. 

Your Experience Includes

  • Accommodations at the Westin
  • Resort fee included which covers high speed internet in guestrooms
  • Daily breakfast in the hotel restaurant in a reserved group area
  • One special group event or Happy Hour
  • Ground transportation from Aspen Airport (ASE)- Eagle and Denver additional (price will depend on how many people there are)
  • Group discounts with the Mountain Advantage Card on ski rental, group lessons, etc
  • Organized activities including night parties on the top of the Gondola and/or a night snowshoe tour to dinner
  • Dinner arrangements for nights that are not included
  • Every day has a group meeting spot for lunch, happy hour and late night activities

Trip Details

Activity Description
Activity Description:  This trip can be at your own level. How you spend your day (skiing or other) is totally up to you.
Highlight

Our trip is top notch. We stay at the 4 star Westin hotel with ski-in, ski-out access to the mountain and a great ski valet service.

The fun is always in the works. Here are some plans for dinner/fun:
- dinner plans at the new Snowmass Collective and others
- our bub crawl in Aspen
- we will be there when the Apres Ski Cocktail Classic is in town -- aside from the general public fun events (which we will get tickets for)
- we're arranging for brand ambassadors to do a private tasting and fireside chat with our group
- Aspen and Snowmass also have tons of other world class activities for those who don't want to ski/board the whole time.

Ranked #1 overall resort by Transworld Snowboarding Magazine for three years in a row, the sheer volume of Snowmass, demands repeat visits. Snowmass features 4,406 feet of lift-served, vertical rise - the most in the United States. This means incredibly diverse terrain and super long runs. And with 3,332 acres of terrain, 94 trails, 21 chairlifts and access to your choice of cruisers, glades, steeps, terrain parks, and halfpipes, you’ll have plenty to ski, but you’ll still have the option of using your lift ticket in Aspen and Aspen Highlands; and for beginners, in Buttermilk.

Snowmass used to be the sidekick to Aspen, but now it clearly stands on its own with its new base village that boasts more restaurants, bars, and activities packed into a manageable, charming village. And it’s great to be able to take the short bus ride to Aspen for an evening to check out the scene. There is free transportation day and night between the two villages. 

Trip Photos

Example Packages

4 nights

Every custom trip is tailored – this is a starting point.
Single Occupancy Starting At$2,675
Double Occupancy Starting At$1,985
This Package Includes
  • 3 day lift ticket
  • 2 group dinners

7 nights

Every custom trip is tailored – this is a starting point.
Single Occupancy Starting At$4,050
Double Occupancy Starting At$2,865
This Package Includes
  • 5 day lift ticket
  • 3 group dinners

Need a different type of itinerary?

We'll build a trip around your dates, your group and your interests.

Contact us for a custom itinerary
 Back to Custom Trips
Important Information
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 Additional Information
Voices From  Our Community
"I have been blessed to have had many opportunities with Steppin' Out to see and experience the world in such off-trail, non conventional and unique ways."
Steve, Adventures: Tanzania, Peru, Thailand, Mexico, Bhutan, Nep
"We were able to become closer with the local culture on her trips such as traveling to a Swaziland orphanage, where we created a Christmas party luncheon and brought toys and games for kids, and taught the hokey pokey."
Heather, Adventures: South Africa, Mexico, Dominican Republic, S
"You can tell that a lot of effort goes into every detail of the trip. You don't have to think about anything. Robin takes care of the things you don't even think of. Plus Robin has a photographic memory and connects everyone. She knows who has met whom on what trip and continues to remember. It's because of her that I believe that I have met some of my closest friends."
Harold, Adventures: Cuba, Peru, Thailand, Skiing
"Her trips are like a summer camp for adults where you make lifelong friends with the Steppin' Out family."
Lisa, Ski Trips
"Robin planned an awesome trip for my friend and me and our two daughters. Every last detail was taken care of. All the adventures that Robin suggested and scheduled for us were exciting and fun. We felt so safe and taken care of due to the incredible planning by Robin. "
Jenny, Adventures: Costa Rica
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Copyright 2026 Steppin' Out Adventures. All Rights Reserved.