Our no-nonsense approach to travel is your shortcut to getting it right. Treat yourself to elevated itineraries and expert recommendations that save time and eliminate stress.

Luxury Travel Planning for

Connected Couples
Experience-Driven Travelers
Multi-generational Explorers

Discerning Honeymooners
Fashion, Art & Design Aficionados
Explore our services

In an era of nonstop schedules, your travel should be designed around quality time and making new memories. We look at trips differently—with an exacting eye for detail and a clear appreciation for the finer things. 

We’ve done the legwork and built the right industry relationships, so you can slow down, enjoy, and never second-guess a thing.

Specializing in bespoke travel that’s anything but basic. Built to remove the burden of planning it all yourself.

Based in Chicago, Organizing Travel Worldwide

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Complimentary Hotel-Only Bookings

OUR SERVICES

Premium Hotel Lookbook

Full-Service Itinerary Planning

When you already have the perfect hotel in mind. We’ll secure your reservation with the best available rates and connect with the property to unlock insider perks, from room upgrades to VIP treatment. Enjoy recognition and prioritization from the moment you check in.

Peruse a lookbook of 3-5 hotels customized to your personality and preferences. Whether you’re after a European wellness resort or a historical property in the heart of London, leave the hours of research to us. 

Customized itineraries for multi-destination trips, far-flung adventures, and special event travel. Logistics are simplified, hidden gems are included, and every detail is accounted for—airport transfers, private excursions, boat charters, local experiences, kids’ clubs, and more.

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Bridget W.

Debra made our experience extra special. She listened to our needs and gave us thoughtful recommendations. She helped secure transportation to/from the airport as well—so easy! We will definitely work with her again to plan our next trip.


“Winke Luxe Travel made sure we received extra perks with our stay and got us a room with a view!”

Corey J.

Delightful, and we will use Debra's expertise every time we travel in the future! Highly recommend!!


“Debra is a pro, period. Her personal experiences at so many of the places she works with are a massive plus.”

Dawn H.

The Champagne region was beyond memorable, and I thank Debra for making the trip absolutely perfect. This was our first experience booking through Winke Luxe Travel, and I can say this will be our only option moving forward.

“Debra made the planning process fun rather than clumsy and daunting…her expert opinions were priceless.”

Learn More About Us

See the world through a different lens. From honeymoons to vow renewals, and French wineries to F1 races, Winke Luxe Travel perfects every detail of your upcoming escape.


The Art of Traveling Well

Winke luxe travel