Why Our Family Loves Ski Vacations

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Jenny Wespiser, Travel Agent in Maple Grove, MN

Jenny Wespiser

Maple Grove, MN Travel Agent
Super Agent

Jenny Wespiser

Maple Grove, MN · 7 Years of Experience

An independent agent with Travel Leaders Maple Grove, MN
5.0
(91)
100% Recommended
Jenny was so helpful from start to finish with our family of four's Yellowstone and Grand Teton adventure. She asked about our likes and dislikes... Read More >
About
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Certificates & Awards
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Client Testimonials

Areas of expertise

Destinations:

Colorado, Steamboat Springs, Vail/Eagle, Big Sky, Utah

Interests:

Skiing & Winter Sports, Family Vacations, Couples & Romance

Suppliers:

Marriott Hotels, Funjet Vacations

About Me

Steamboat Ski Resort
Steamboat Ski Resort

Why Our Family Loves Ski Vacations – And Why Yours Might Too!

There’s something truly special about ski vacations — and for our family, they’ve become a favorite way to travel. Whether we're staying close to home or venturing to a new mountain range, the combination of adventure, bonding time, and breathtaking scenery always makes for an unforgettable trip.

Sometimes we’re lucky enough to share the slopes with extended family or friends, which makes the experience even more memorable.

So far, we’ve skied at some fantastic destinations:

*Lutsen Mountains, Minnesota

*Boyne Highlands, Michigan

*Big Powderhorn Mountain, Michigan

*Big Snow Resort, Michigan

*Steamboat, Colorado

*Vail, Colorado

And our ski vacation bucket list just keeps growing!

So, what is it that makes ski vacations so great for families like ours?

Quality Time with a Shared Passion

Downhill skiing is something we all love — and that shared hobby brings us closer. When the first snowflakes fall, we’re already counting the days until the lifts open! During the season, our boys (ages 9 and 13) often participate in lessons, races, or ski clubs. But on vacation, we get to ski together as a family.When I asked my 9-year-old what he loves most, he said: “I love family ski vacations because I get to ski with family all day.” That really says it all.

Discovering New Places

Every ski destination offers something unique — from scenic trails and cozy lodges to off-mountain fun like dining, shopping, spas, and more. Exploring these new places is half the adventure!My 13-year-old put it perfectly: “I love ski vacations because if you go to certain places, there’s more to do besides skiing.” At Steamboat, for example, we got to ride the longest mountain coaster in North America — such a cool experience!

The Magic of the Mountains

While beach vacations have their own charm, there’s something awe-inspiring about being in the mountains. The crisp air, the stunning views, and the daily dose of outdoor activity all combine to create a refreshing and energizing experience.

Skill Building for All Ages

Each new mountain challenges us in different ways — longer runs, deeper powder, steeper terrain. And every trip, we come home better skiers. The variety helps our kids (and us!) build confidence and skills on the slopes, no matter the destination.

Ready to Hit the Slopes?

If you’re thinking about a family ski vacation, I’d love the opportunity to help you plan a trip that’s as exciting and memorable as the ones we’ve shared. From selecting the right destination to coordinating flights, lodging, lift tickets, and activities — I’m here to make it seamless.

Let’s find the perfect mountain getaway for your family!

REVIEWS

Rating: 5.0
91 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 91 reviews

Best Trip EVER!!!
Reviewed By Chasity - Saraland, AL | Traveled to Yellowstone National Park ~ Wyoming ~ USA
Jenny was so helpful from start to finish with our family of four's Yellowstone and Grand Teton adventure. She asked about our likes and dislikes which allowed her to tailor the perfect vacation for us with memories that will last a lifetime! From the rental car to the accommodations and excursions, Jenny nailed it! I would recommend her to anyone!
Jenny Wespiser responded
"It was such a pleasure working with you! I am so happy you all had a great vacation. "
I would recommend this agent to my family and friends.
14 of 17 people found this review helpful. Was this review helpful to you?YES|NO
Disneyworld made easy for 1st timers.
Reviewed By SS2 - CLITHERALL MN | Traveled to Disneyland ~ California ~ USA
Jenny is a delight to work with. Jenny always got back to us when ever we had a question. The best part was Jenny provided us with an itinerary that made touring Disneyworld that much easier. Jenny also got us the fast passes to the rides we were interested in most.
Jenny Wespiser responded
"Thank you. It was a pleasure helping you plan this vacation. "
I would recommend this agent to my family and friends.
15 of 24 people found this review helpful. Was this review helpful to you?YES|NO
Great group trip 2021
Reviewed By Katie - Centerville, mn | Traveled to Utah ~ USA
Jen was able to find 2 houses in 2 popular areas for 14 people. Amazing!!!!
I would recommend this agent to my family and friends.
14 of 23 people found this review helpful. Was this review helpful to you?YES|NO
Sedona family trip
Reviewed By mbaker - Minnetonka, MN | Traveled to Sedona ~ Arizona ~ USA
Jenny was delightful to work with. She helped me think through different trip options, both the pros and cons to various ideas. Then she found us a wonderful VRBO, took care of coordinating flights for two different groups, and the car rental. She also booked a hotel for one night in Las Vegas. I would highly recommend her.
Jenny Wespiser responded
"Thank you very much. I am so happy that you enjoyed your vacation."
I would recommend this agent to my family and friends.
5 of 6 people found this review helpful. Was this review helpful to you?YES|NO
Best Spring Break Adventure with Teens!
Reviewed By JT - NYC | Traveled to Grand Canyon ~ Arizona ~ USA
Jenny was an absolute pleasure to work with. She was very knowledgeable and organized. I appreciated her quick responses to all of my questions along the way. Jenny provided me with an itinerary packet before our trip which was amazing! It included our trip itinerary with all of my rentals and hotel confirmation #’s . A life saver for our 7 day Grand Canyon / RT. 66 excursion staying in different hotel rooms each night. Jenny also provided articles and fun ideas for the places we were visiting and after all of my research I kept going back to her recommendations and they were perfect! We had an amazing trip thanks to Jenny. I highly recommend her services and can’t wait to work with her on our next adventure!
Jenny Wespiser responded
"Thank you! It was such a pleasure working with you on this vacation. "
I would recommend this agent to my family and friends.
9 of 15 people found this review helpful. Was this review helpful to you?YES|NO

Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
The Book with Confidence logo tells you that this Travel Advisor has direct access to comprehensive resources for safe and healthy travel, available at their discretion for sharing with clients.  This includes vetting the details on the health and safety protocols implemented by each travel provider in order to recommend the ideal itinerary for each client’s unique needs.
Certified Leisure Travel Specialist: During this certification program Travel Agents study several key components including: Sales and Service, Cruise Sales, Destination and Lifestyle Knowledge,  Programs and Preferred Supplier Knowledge. This is a two year study program.
Trusted Travel Advisor: A Trusted Travel Advisor credentials, resources and global connections translates to today’s consumer in respectful interactions, confidentiality, knowledge, and client advocacy of travel services provided in parallel with building long lasting client relationships that builds with each interaction.  A Trusted Travel Advisor knows their client better than the client may know themselves and puts those polishing touches on each travel collaboration.

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Photo Albums and Videos

Steamboat Springs Family Ski Vacation
View Album
Skiing down Cowboy Coffee at Steamboat Ski Resort

My Travel Stories

Lunch at Thunderhead Food Court

Where To Eat In Steamboat Springs, Colorado

One of my favorite activities while on any vacation is checking out the local cuisine.   Let’s face it, it’s all about the food!  Here are some of the fantastic places our family ate while on our ski vacation in Steamboat Springs, Colorado. In Steamboat Springs Dining The Back Door Grill:  This fun...
Read more

Client Testimonials

Incredible Italy Honeymoon
"I just wanted to take a moment to thank you for all your help in planning our honeymoon in Italy. The trip was absolutely incredible, and everything you arranged went so smoothly! We couldn't have asked for a more memorable experience. We're so grateful for everything you did to make our honeymoon unforgettable. We'll definitely be reaching out when we're ready to plan our next adventure!"
H.H. Tennessee
Ireland Family Trip
Our trip was absolutely wonderful! Every detail was planned to perfection. Our tours, private transfers, and hotel accommodations were fantastic.
A.S. Lexington, TN
Family Vacation Planning
Jenny, I hope you know how much we appreciate you and all of your efforts. You made the process so simple for us, and that is worth its weight in gold! It gives us such a relaxed feeling as we prepare to leave in a couple of weeks. Thank you!
L.R. Mississippi
Worry Free Italy
Thank you so very much! You have taken SO much of the worry about this trip away from us!
G.J. Forest Lake, MN
Alaska Cruise
Thank you so much for all your help and special attention. We are lucky to have you as our Agent!
M.K North Carolina
Hawaii Cruise Vacation
We had a wonderful trip. Thank you for your guidance through the "travel maze."
A.G Missouri
Peace of Mind
Thank you so much! I can’t tell you what a piece of mind it has been working with you. Thank, thank you!
C.O. St Paul, MN
Thank you
I greatly appreciate your help coordinating and saving us money and time!
J.P. St Paul, MN
Thank you so much!
You were so great to work with and made this trip stress free to plan. I look forward to working with you in the future!
K.D, Tennessee
Disney World Planning
Thank you for all of your hard work and dedication. I haven’t even went yet but would recommend you to anyone looking to plan a Disney trip.
J.W. Minnesota
Fun had by all at Disney
Jenny did an absolutely great job listening to all the input, likes/dislike, expectations and pulled together a stress free enjoyable vacation for us. We did use her touring plans and they were very helpful. There was minimal debating on what to do next, which was nice. great communication along the way. I am sure if she could, she would have ordered warmer than 40° in Florida in January. You were very helpful, knowledgeable and responsive. We will work with you in the future. Thanks!
C.L Centerville, MN
Family Vacations
Jenny at Whimsical Vacations has planned several of my family's vacations (both Disney and non- Disney). Our Disney World vacations were magical and our other vacations were full of adventure. The daily vacation schedules she provides were effortless and a blast. I recommend Jenny's travel planning services, you won't be disappointed.
D.W Hugo, MN
Disney with Grandkids
Thank you Jenny for providing us with organized plans for our trip to Disney World. We did not feel like we were running from ride to ride zig zagging around the parks. We were surprised by how many attractions we got in each day. She explained the meal plan and transportation so we knew what to expect when we arrived. Her suggestions for snacks and meals were great. It was a great vacation for us grandparents to have a magical time with our grandchildren.
Pat D. Hugo, MN
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