At Fair Winds Travel, we love to plan trips as unique as you are! We are a boutique travel agency that specializes in customizing once-in-a-lifetime travel experiences tailor-made for your preferences, budget, and standards. We are a Maryland travel agency but we service clients nationwide.

About Us

At Fair Winds Travel, we do business differently.

Big-box travel retailer? Been there. High pressure sales scenario? Done that. Cookie-cutter vacations from a 10-minute phone call? Got the T-shirt. That's where we cut our teeth in the travel industry, but we've had our fill of that, and if you're still reading, chances are so have you.

Here, you're not just a number, a dollar sign, or an IP address. Here, we build relationships with our clients as if they're our only ones.

Here, we say no to hard sells, thoughtless cookie-cutter itineraries, and faceless algorithms. Here, we say yes to travel bucket lists, #YOLO trips, and custom vacations tailored "just so," just for you.

Here, we shun the faceless, nameless void of the internet travel algorithm. Here, we embrace the humanity of travel: real people connecting with real people who long to journey into the big, big world of -- you guessed it -- real people.

What Our Clients Think

I typically love planning trips, but when it came to planning my honeymoon to Italy, I was bogged down by figuring out transportation between cities and the overwhelm of activities/tours to schedule each day. David put me and my fiancé at ease by developing a few different itineraries based on our interests. - Sara H. “David presented options, listened to our feedback, and finalized the details we chose. Help at the end of the trip with a slight change to itinerary was priceless. We would recommend Fair Winds Travel because of the ease, the quality of service, and David’s friendliness, knowledge, and attention to detail.” - Meg F., Alaska (Wales)