Travel Advisor
Debra Winke
She/Her
Expertise
- Luxury,
- Couples Travel,
- City Travel,
- London,
- Paris,
- Copenhagen
Based in
Chicago
Profile details
About
I am a food and wine obsessed travel addict, based in Chicago. I take the hassle out of planning by creating bespoke travel experiences with VIP perks and personalized touches. Whether it’s a bucket-list family adventure, a romantic escape or a luxury getaway, I handle the details so you can relax and make memories.
Follow Debra
Travel style
I have always loved traveling because you get to experience destinations through a different lens. I love luxury travel experiences, and I also love seeking out hidden gems. I believe you make each trip memorable by splurging on what’s important to you. I love to explore the most iconic vacation spots, search out the local favs and find luxury in the underrated destinations. It's all about finding the best hotels, but the best perks at the best prices! I create seamless, stress-free luxury travel experiences customized for each client. From VIP perks to obsessing over every detail, I make sure your journey feels effortless and extraordinary.
Favorite hotels
Debra's reviews
We were traveling to Joliet for a funeral service. Debra was able to help us choose a hotel and she took care of making the hotel arrangements. It was great to have her taking care of the details for us. We’ll be happy to have her involved in our future trips.
- Kathleen K.
Booked travel to Illinois
- January 2025
Debbie took the time to understand our travel needs and quickly and accurately found us a great hotel. She went of and beyond to take care of me and my family.
- Joseph W.
Booked travel to Nashville
- January 2025
Debra knows her stuff! She has guided my family to many fantastic hotels and destinations. Her knowledge and expertise is second to none! We are so lucky to have found such a trusted travel advisor.
- Patricia B.
Booked travel to Chicago
- November 2024
Get in touch with Debra
Reach out to customize and book your own experience. Or, just to chat about travel in general.
You can normally expect a response from Debra within a business day or so. You’ll also be subscribed to our travel newsletter (you can unsubscribe at any time).