Exclusively Yours: Journeys Across Europe and Beyond
Nearly a decade in premium travel design—trusted by discerning travelers who want more than just a trip.
Bespoke Itineraries
Crafting personalized travel experiences tailored to your desires.
Insider Access
Unlock exclusive experiences and hidden gems with our expert connections.
Our Signature Services
Our services encompass bespoke itineraries, insider access, and seamless planning. We ensure every detail is meticulously arranged, from luxurious accommodations to unique activities, providing a truly unforgettable journey. Central Europe is our most popular destination among our travelers, who in total have visited nearly 100 countries on six continents.
Bespoke Itineraries
Insider Access
Seamless Planning
Why Hire Fair Winds Travel?
Experience the Difference
At Fair Winds Travel, we pride ourselves on delivering a highly personalized approach to travel planning. Our strong partnerships with top suppliers ensure unparalleled experiences. With on-the-ground support, we are committed to making your journey effortless and exceptional. Based in Annapolis, Maryland, our travel agency serves clients nationwide.
What Our Clients Say
David planned the perfect trip for us! We couldn’t have asked for a better experience. From our canal-front room in Venice to expertly curated excursions with private tours, we had an amazing time making memories as a family on this European adventure.
Heather P., Maryland
Venice, Mediterranean, Greece
When our tour provided free time, David provided many options for informative side excursions and excellent restaurant recommendations. David also provided details to make Japanese immigration and return to the USA go very smoothly.
Michael F., California
Japan
David hit the mark on every aspect of our trip, from planning, to coordinating, to peace of mind. He is consultative, collaborative, and has lots of great vacation ideas. This trip would not have been possible without David and his services.
Austin H., Maryland
Italy
Our Story
Fair Winds Travel began its journey driven by a passion for crafting unforgettable travel experiences. David Bashore, owner and founder of Fair Winds Travel, transformed his previous big-box travel agency experience into a truly hands-on process. Our mission is to provide personalized itineraries that reflect the unique desires of each traveler. With a commitment to excellence, we have established strong partnerships with top-tier suppliers and offer on-the-ground support to ensure a seamless travel experience. We pride ourselves on our attention to detail and dedication to customer satisfaction. Let’s talk travel and start planning your next adventure with us.
Plan Your Dream Journey
Ready to embark on an unforgettable adventure? Connect with us to tailor your perfect travel experience. Let’s make your travel dreams a reality.