Ski Daddy is a travel agency specializing in group ski travel to top ski resorts in Colorado, like Winter Park, Crested Butte, and Keystone. We have offered unmatched support and incredible value to skiers for over 20 years. Since the beginning our mission has remained the same: to offer the best group ski experiences without the stress of planning it all. 



Which resort should we go to? What does each person need to bring? Where will we eat? How much will this cost? When will everyone to get their equipment? Planning a group ski trip is a daunting task. Our experts are ready to equip you with the knowledge you need to craft the perfect trip for your group. We remain available to you every step of the way – before, during and after your trip.

trip planning advice for winter park



We make it easy for you to plan your group or family ski trips to Colorado. When you book with Ski Daddy you’ll get your own group website with the tools and resources you need to manage your trip. We’re a small team and you won’t be passed around. When you call or email, you’re answered and taken care of. We put names on lift tickets and lessons and have them waiting for you at lodging check in. This way your group can enjoy the trip instead of waiting in line in the snow and sorting through tickets. We strive to make the planning process enjoyable and effortless. 

ski daddy group ski trips effortless planning

All inclusive


We bundle lodging, lift tickets, and rentals together to save you time and money. Time you would have spent researching, standing in line, and sorting through everything can now be enjoyed on the slopes. Money you would have spent booking somewhere else can now be used in the pro shop (or the coffee shop? you know who you are). Most people know that the bigger your group the better the pricing. And since we do so much volume we are able to pass the savings on to you. 

ski daddy deals on rentals



When you book with Ski Daddy you’ll get access to a special website that’s packed with features to help manage your trip. A sign up page gathers all the details needed for lodgings, lift tickets, and rental equipment. You can collect payments from each person as they sign up, communicate with your attendees via email, and more. Your custom site is very helpful to your group as well. They’ll be able to see important trip information, waivers, packing lists, and who else has signed up – in real time! This creates excitement and helps you fill your trip. It’s also a great way for them to confirm they signed up correctly. Ski Daddy is committed to making every step of the process as easy as possible.
Church ski group planning resources


Why should I book with Ski Daddy?

Have you ever tried to plan a ski trip for 20 or 30 people? Keeping up with names, rentals, logistics and countless other details can be a nightmare. Luckily for you we’ve been doing this for over 20 years, and have established relationships and systems to make your next trip a breeze. We provide expert recommendations, take care of all the details, bundle everything into simple packages, and set you up with your own group site to manage it all. Oh, did we mention all of this comes at incredibly affordable price point? No one takes better care of big ski groups like Ski Daddy does.

When is the best time to book my trip with Ski Daddy?
The sooner the better! Rates and availability can rapidly change, so the sooner you call us, the better the pricing and the more open the availability. Most group leaders begin planning their trips in the summer, but you can rest assured you’re going to get a great value no matter when you book with Ski Daddy.
Why can Ski Daddy get better rates than if I book on my own?

Ski Daddy is a large wholesaler that plans over 200 groups every year. Because of this volume, resorts offer Ski Daddy special discounted rates that are unavailable to the general public. Even if our package price was more expensive than booking direct, with all of the services and tools offered by Ski Daddy it would be worth every penny. But, luckily for you, this is not the case!

Do you serve smaller groups or families?

Yes! Although most of our groups have over 20 people, Ski Daddy can accommodate smaller groups and families. We like to say Ski Daddy can help groups of 2-200! Oftentimes, we can get families discounted pricing that’s normally only available to big groups. Let’s talk about it!

More FAQs


Leanne Di Leo


Client Services Manager
Delinquent Accounts

Who We Are

Over the years we’ve been able to develop and refine best practices in group ski travel and are proud to offer a unique and enjoyable experience from start to finish. We work closely with the best Colorado ski resorts to give you high quality service and the best prices available for a group ski vacation.

By design we focus on a very specific niche: group ski trips. This focus allows us to cater our service to give you the best experience possible. As a result, most of our business is from groups that come back year after year. These relationships are vital to our longevity and we are truly grateful.

As a Christian owned and operated business, our desire is that the Lord will be honored by the level of service, knowledge and integrity that we provide to every group, including yours. In 2015, we started Princess Promise, a non-profit organization bringing hope, healing, and freedom to vulnerable girls in Sierra Leone, Africa. Ski Daddy is excited to partner with Princess Promise to bring Christ’s love to those in need and is appreciative of our clients and customers that help support this ministry.

Thank you for considering Ski Daddy for your next ski vacation and please reach out if you have any questions at all.


Mike & Leanne


Your group's next adventure starts here.