Carefree Cruise & Travel

I haven’t been everywhere, but it’s on my list

Carefree Cruise and Travel is a full service travel agency known for quality and service with over 30 years of experience.  

We are destination specialists who will take the time to listen, research and customize the best trip possible for you and your budget.  We are available anytime during your trip so let us take care of the details so you can travel stress-free.  

Click below and let's start planning the vacation experience of your dreams!

Or book directly with one of our prefered vendors

Sea View

What My Clients Say

Carefree Cruise and Travel is Amazing!! 

Janet Driggers at Carefree Cruise and Travel helped make it possible for me to take two amazing trips!!

Erica Hamilton

CLICK HERE to read about Culpeper resident Erica Hamilton's Mexico vacation and Bermuda honeymoon.  Carefree Cruise and Travel planned both with extra perks while staying under budget.  

Image by Yoann Boyer
Tropical Resort

We have used the services of Carefree Cruise and Travel for almost 20 years, and we have had a very positive experience each time. The owner is knowledgeable, professional and flexible and goes above and beyond what is expected.  Each of our trips has gone off without a hitch.  We highly recommend CC&T.

Geary & Karen Parkinson

When it's time to travel again, where will you go?

T+L shares places to inspire your next quarantine daydream and 

Carefree Cruise & Travel is here to make those dreams come true.


Carefree Cruise and Travel, LLC

Voted Best Travel Agency in Culpeper

Janet Driggers, Owner


Culpeper, VA 22701


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