The 5 Best Travel Agencies Around Loudoun

Planning a vacation isn’t just logistics—it’s crafting memories. These 2025 Best of Loudoun winners guide you through exotic escapes, family cruises, and personalized itineraries with ease and attention to detail. Trustworthy, experienced, and creative, these agencies know how to bring your next adventure to life.

All Around Travel

Based in Ashburn and a perennial Best of Loudoun favorite, All Around Travel specializes in custom-tailored trips—family vacations, honeymoon escapes, escorted tours, and destination weddings. Their team moves beyond cookie-cutter packages: they craft each journey around your interests, offering specialist advice for everything from luxury golf getaways to multi-generational reunions.

Favorite Grampy Travels

Favorite Grampy Travels focuses on magical experiences at Disney and Universal resorts, cruises, and family adventures. With a Leesburg office and a lineup of dedicated travel advisors, they manage every aspect of your trip—from park tickets to resort transfers—with a concierge-level of service. Reviews note their seamless planning school vacation.

Nicole Sutton – Glass Slipper Concierge

A certified “Gold Key Advisor,” Nicole Sutton delivers luxury Disney experiences with meticulous planning and patience. She guides clients through complex itineraries—accommodations, dining, park strategies—earning praise for flawless execution and stellar communication during every step of the journey.

MaryAnn Skyler / EverGlow Travel LLC

MaryAnn Skyler leads EverGlow Travel as a full-service agency offering international and domestic travel planning. With a personal touch, her agency designs tailored trips—from romantic getaways to family vacations—all with a focus on quality customer service and travel expertise.

Pineapple7

Pineapple7 is known for luxury, bespoke travel planning that caters to discerning travelers. As a multiple-year Condé Nast Traveler Top Specialist, their team offers a five-step process—from discovery through feedback—to ensure every detail is meticulously curated. Whether you're pursuing an African safari or exclusive resort retreat, Pineapple7 protects your travel investment and elevates the experience.

Each of these agencies offers a distinct approach, but they share a commitment to seamless travel design, personalized service, and creating lasting memories—no matter your dream destination.

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