Carefree Travel Inc is a full service travel agency with over 40 years of experience planning vacations for our loyal customers. Our downtown Delavan, WI location is easy to find with ample free parking. Don’t let the small town fool you, we can assist you with any of your global travel requests.

Do you love to snorkel?  Try it in Bora Bora and you will not regret it- manta rays, sting rays, lemon sharks but my highlight was jumping into the Coral Garden surrounded by hundreds of colorful fish. We can arrange to end your evening sipping champagne from coconuts at sunset. How about a multi-generational trip to celebrate your milestone birthday? Rent a villa on the beach in Jamaica. These are fully staffed with a housekeeper, waiter and chef. And they will wade into the water to deliver your drinks. How’s that for making memories!

We routinely inspect the popular cruise ships, visit the resorts at your favorite beach destinations and are well-informed of the latest entry requirements around the world. Our dedicated staff is constantly training. When does your passport expire, will you need a visa?  Do you need travel insurance? Our agents watch out for you before and during travel.

We know there are countless options available on the internet — it is overwhelming. Carefree Travel Inc can offer you a hassle-free planning experience. Stop in and find out why our customers continue to seek our assistance in planning memorable vacations. Are ready for a Carefree vacation!

#ImACarefreeTraveler

Jill Loveless

Joining Carefree full time in 1980, after obtaining a business degree from UW-Whitewater, Jill became a partner in the agency in 1999.   Her travel specialties include family vacation travel, European vacation planning, all inclusive beach vacations, and cruising.  She and her husband Jim have first hand knowledge of golf resorts in the Caribbean, bike trips in Napa, and snorkeling the waters of Bora Bora.  In 2016 the featured trip was to Munich, Prague and Vienna by rail.  

Jill currently serves on the Board of Directors for MAST, Midwest Agents Selling Travel.  A network of over 200 travel agencies found mostly in the Midwest.

Let Jill plan your next adventure!

Jeannette Lee-Semmler

Jeannette has 30 years of experience making vacation plans for people throughout Southern Wisconsin, Northern Illinios and beyond. Are you looking for a Hawaiian island hopping adventure?  How about an Alaskan cruise?  Bunny can assist you with every detail.  She recently visited the Dominican Republic and Las Vegas. She has updated information on these destinations. Contact her to assist you with your travel plans to the Caribbean, Europe and beyond.  

Barbara Biagi

Barbara is the original owner of Carefree Travel.  Her experience and travel knowledge will ensure that you have the vacation of a lifetime.  She specializes in luxury travel, and offers a unique product to vacation travelers in our area. 

She has sailed on 145+ cruises, has visited over 160 countries on every continentent.  She can offer our customers true worldwide experiences. Barbara and her husband Rex winter in San Miguel Allende, but still find time to travel.

Patricia Hodgson

 Pat has also been with Carefree Travel since 1975. She started her travel career with Eastern Airlines. Although semi-retired, she is vital part of our support staff.