Who is Carefree Cruise & Travel?

Janet Driggers, owner of Carefree Cruise and Travel in Culpeper, Virginia since 1997, has been a travel agent for over 30 years.

"I love planning. I love sitting down with people who are getting ready to go on a vacation. I get as excited as they are to go on a trip.

It’s like I’m going on vacation with them."

Growing up in Ft. Lauderdale, Florida, Janet was inspired and encouraged by her Grandmother Frost to obtain an Associates Degree in the travel industry from Mid-Florida Tech. When her husband got a job in Washington, DC, the family moved from Orlando to Culpeper because they enjoyed its small town atmosphere. Janet joined Culpeper Travel in 1991 as a travel agent and when that business closed, she started Carefree Cruise and Travel with a Fredericksburg partner. She eventually assumed full ownership.


Having lived in Ft. Lauderdale, Orlando, Sarasota and Hollywood, Janet’s specialty is Florida vacations. But her real expertise is cruises. Janet knows that on a cruise you get exotic destinations, lodging, meals, entertainment and transportation - all in one "no-brainer" package that delivers more escape for the money. But what ship is right for you? What's your travel style? Easy-breezy or culturally curious? Indolent or actively adventurous? Gregarious or private? Call her for advice.

Janet belongs to multiple business, civic and charitable organizations in Culpeper. She has been a member since 1997 of the Culpeper County Chamber of Commerce. As an active participant in one of its Lead Share groups, she has shared business leads and advice with other local business owners. If you want to know more about travel, cruises and all-inclusive vacations, ask Janet to speak at your group’s meeting. She was a former Toastmaster speaker. She also serves as a Deacon of Culpeper Baptist Church and a fund-raiser for MS research.