(148 Reviews)
100% Recommended

Nancy Winter

Maple Grove, MN
Life Is Better In Flip Flops . . .

Happiness is a day at the beach - whether it be in Mexico or the Caribbean I can help your family find the right resort to fit your warm getaway. If you are looking for the perfect all-inclusive or beach resort we will talk about what your wants a...
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Multigenerational and Skip-Generation Travel

Generational travel has become increasingly popular. Many families are now seeking to create memories as a family and provide travel as a gift rather that physical objects. Multigenerational travel typically involves grandparents, parents, and grandchildren, but it can also include other extended family members as well. I have personally done this several times myself and this is where my family has made some of the best memories. Skip-gen is usually when grandparents take their grandchildren on vacation. 


Group travel involves organizing trips for multiple individuals. As a Travel Advisor, I can often offer group packages tailored to the needs and interests of your family.  Your focus is solely on creating special memories for your family.  


There are many things to considerations when planning a multigenerational or skip-gen vacation. Here are things to consider: 



  • Destinations Selection: find a destination that will fulfill everyone’s travel desires

  • Accommodations: comfortable for the entire group near one another and offering gathering space

  • Excursions/Activities: find options suitable for everyone given their abilities

  • Create Shared Experiences: group meals and games that appeal to all

  • Photography and Memory Keeping: capture the moments with photographs and videos, create a shared album and even consider hiring a photographer

  • Individual Time: allow time for each family member to partake in activity that fulfills each person 


There are a few options I would highly suggest for these trips. An All-Inclusive Resort includes various aspects of a vacation in a single bundled price: flights, accommodations, meals, drinks, activities and MORE. The best part is you can provide a pretty accurate budget for all travelers since charges are primarily upfront. Many resorts also offer plenty of fun for the whole family right on property. 


Disney vacations are popular for families and individuals seeking an immersive and thrilling experience. Disney offers various packages that include accommodations, theme park tickets, and sometimes dining options. This is a great way to make magical memories with your family. 


Effective communication and planning is crucial for a successful multigenerational trip. Together we will establish clear expectations, discuss budget constraints, and ensure that everyone is happy with the travel plans. It’s my job to make this vacation as smooth and stress-free as possible. This involves detailed planning, attention to client preferences, and addressing potential issues before they arise. From booking flights to arranging activities, the aim is to provide a seamless and enjoyable experience for the traveler. 


Multigenerational travel will provide an opportunity for family members to spend quality time and create lasting memories together. With careful planning together we will create a trip that caters to everyone. Let’s start planning your vacation. 

My Reviews

57 of 89 people found this review helpful
Off to Mazatlan!!
Nancy was amazing! This was my second time working with her on planning a trip and she is such a sweet heart. She gives great advice and I will always come to her when planning a trip!
By  Lexie, Anna, Laurel  from  Crystal, Minnesota
Traveled to  Mazatlan ~ Sinaloa ~ Mexico
I would recommend this agent to my family and friends

Nancy Winter responded:
You are great to work with too! It's fun to introduce you to new beach destinations. Call me this fall when you're looking for this winter. Thanks so much!

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53 of 83 people found this review helpful
Great trip, but If thirsty, don’t stay at Bally’s
She’s awesome!
By  Pam  from  Mn
Traveled to  Las Vegas ~ Nevada ~ USA
I would recommend this agent to my family and friends
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58 of 93 people found this review helpful
First Ever Cruise!
It was great working with Nancy!

She helped me from start to finish, and kept me well informed throughout the entire process. It was a relief for me to NOT have to worry about booking hotel/cruise/transportation...Nancy handled it all! She also provided a great idea (making my Disney cruise a combo, with a short stay at WDW resort at a Disney property that I'd always wanted to stay at).

Overall a great experience & we will work with Nancy again for our future Disney trips!

By  John&Becca  from  Osseo, MN
Traveled to  Bahamas ~ Caribbean
I would recommend this agent to my family and friends

Nancy Winter responded:
I'm so happy you're Disney World/Disney Cruise vacation went so well. I really enjoy helping my Disney clients. It truly is a passion of mine which I'm sure you could tell by how excited I get talking about this destination. Thanks again - I look forward to working together again!

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53 of 85 people found this review helpful
Got exactly what we asked for!
Nancy has such a pleasurable personality that is easy to get along with and is great at helping find fun things to do while at the desired location.
By  Corey S  from  Elk River, MN
Traveled to  Las Vegas ~ Nevada ~ USA
I would recommend this agent to my family and friends

Nancy Winter responded:
I'm so glad you had a fun getaway to Las Vegas! I really try hard to stay up to date on everything in the destinations I recommend to my clients. It makes me happy to hear you enjoyed my suggestions for excursions, shows and restaurants. I hope we can work together again - maybe to Disney World someday!

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68 of 115 people found this review helpful
universal florida trip
Nancy was great! super helpful,very kind,informative, prompt getting back to us and willing to adjust the intinery several times always looking for the best deal! We would book a trip with her again for sure!
By  jodi  from  champlin mn
Traveled to  Orlando ~ Florida ~ USA
I would recommend this agent to my family and friends

Nancy Winter responded:
Thank-you - I'm here to help if you need to adjust anything with your vacation so things go smoothly for my clients. It was great working with you too!

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Go to my main profile

Destination Expert:

  • Mexico
  • Caribbean
  • Walt Disney World
  • Disneyland
  • Dominican Republic

Travel Specialist:

  • Groups
  • Family Vacations
  • All Inclusive
  • Disney Vacations
  • Celebration Travel

Top Travel Partners:

  • Delta Vacations
  • Funjet Vacations
  • Disney
  • Disney Cruise Line
  • Disneyland Resorts

Certifications/Awards:

  • Princess Commodore
  • AMResorts Specialist
  • Authorized Disney Vacation Planner
  • AmaWaterways River Cruise Specialist
  • Mexico Specialist

Industry Affiliations:

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