Bill and Jill Grady of Florence, Kentucky are the owners of Tailwinds Travel.

They bring over 50 years of varied experience to the business. Bill has spent his time in the aviation and airline business, where he has learned the ”Up’s and Down’s” of the industry. Tailwinds is rounded out with Jill’s background in administration. Both have taken early retirement from these careers and now devote their time to Tailwinds Travel, as well as traveling, enjoying family and friends, and working with their church in various ministries.

Tailwinds Travel is a proud member of the Northern Kentucky Chamber of Commerce, as well as a local chapter of BNI (Business Networking Institute). Bill also has received specialist training with various travel suppliers and destinations.

Tailwinds Travel is a full service travel agency. We specialize in family vacations, corporate travel, group travel, airline tickets, all-inclusive resorts, cruises, vacation packages, honeymoons, mission trips, and more. We work hard to find the best possible price and package to meet your individual needs. Travel Insurance is also offered, to cover your investment. Trips customized to your specifications are our goal.

While we are typically available during normal business hours, because Tailwinds is home-based, we are available many more hours than the average “brick and mortar” agency.
Clients who book with us enjoy 24/7 service before and during their trip.


Unforgettable vacations begin with an expert. As professional travel counselors, we offer expertise, quality, experience and confidence. We eliminate the worry and stress of planning every detail, so you spend more time dreaming, traveling and making memories.

By booking your vacation through us, you won't waste time searching for the best deals. We will find them for you. How much time do you have to do the research
and find just the right pricing and itinerary?

In most cases we can meet or beat what you can find on the internet!

If your dream vacation requires a complex or unusual itinerary, we have the experience to ensure that every option is considered, that common pitfalls are avoided, and that the best local resources are made available.

Who uses travel agents?
Travel agents are the leading distributors of travel products and services.
Travel agents sell:
87% of cruises
81% of all tours and packages
51% of all airline tickets
47% of all hotel stays
45% of all car rentals
(Source: 2004 Travel Industry Survey/Travel Weekly)

Agents are the only unbiased professionals who can sort
through nearly 100,000 daily changes in airfares alone.
Experience, constant industry interaction and computer reservations systems make travel agents the only source savvy enough to engineer a relaxing trip out of the fluctuating complexities of travel offerings. So, save yourself time, money and frustration.

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