Travel Specialties

  • Italy & The Med

    At Flyway Travel, we specialize in crafting personalized, boutique journeys to Italy, where you can truly immerse yourself in the country’s rich culture, exquisite cuisine, and storied history. In addition to Italian adventures, Ashley offers expert guidance for travel throughout Europe, including the enchanting Mediterranean region.

  • Unique Cruises

    From small ships exploring the Arctic to niche itineraries focusing on wine and history, let Flyway Travel help you find the perfect cruise to match your unique interests. Ashley is also a Gold-tier certified advisor for one of the newest and most exciting cruise lines - the adults only Virgin Voyages!

  • All Inclusive Resorts

    Flyway Travel offers an extensive portfolio of exclusive, luxury all-inclusive resorts across Mexico and the Caribbean. These carefully curated retreats provide the perfect setting to relax, immerse yourself in local culture, and indulge in the ultimate carefree vacation experience.

  • Culture and Language Immersion

    From immersive journeys exploring the distinct regions of Spain to culinary farm-stays in the picturesque landscapes of Norway, Flyway Travel curates experiences that embrace the deeper essence of travel. We proudly collaborate with local partners to offer language-immersion programs and heritage and genealogy-focused trips, connecting you to the heart of your destination.

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Ashley D’Aristotile
Owner / Lead Travel Designer

Flyway Travel combines Ashley D’Aristotile’s extensive background in corporate travel planning with her love of world travel and cultures. She loves researching new destinations, scouting for amazing hotels and experiences, and being part of her client’s next great travel story.

Ashley was formerly the in-house travel coordinator for the UCF Knights and UCF Athletics and spent many years coordinating sports team, alumni group, and corporate executive travel. Prior to that she worked in the restaurant industry and has a special love for planning food-centric trips!

Ashley is certified as an Italy Specialist by the Italian National Tourist Board and has in-depth knowledge of Italian culture, history, language, and destinations.

In 2022, Ashley was selected as one of TravelAge West’s Future Leaders in Travel, placing her among a select group of young travel professionals who are shaping the future of travel.

In 2023, she was selected from among thousands of agents to be named Travel Planners International’s “Advisor on the Rise”, signifying her agency’s incredible growth and marking her as “one to watch” in the industry. This year she was also named one of Virgin Voyages’ Top 100 First Mates!

Additionally, she is a certified Signature Travel Expert, demonstrating her commitment to high-level travel education and professionalism. She is also a member of the American Society of Travel Advisors.

She is based in Orlando, Florida, but out traveling as much as possible

Contact: ashley@flyway-travel.com

 

Testimonials

  • My husband and I wanted to travel to Italy and engaged Ashley’s services on rather short notice. After a brief conversation with her, identifying the locations and types of places we wanted to visit during our trip, she returned with an amazing itinerary. Our trip was fabulous in every way and could not have been more perfect. The hotels, personal tours, transportation, and transfers were flawless. Ashley took care of every detail. All we had to do was enjoy all that Italy has to offer. I will absolutely use Ashley and her services for all of our future travel needs

    ~ Terrie C.

  • Ashley was great! Very responsive and found some awesome tours for my family in Italy and France. Everything with our trip went smoothly - no issues and Ashley was also available and responsive while we were out of the country with any questions we had. Highly recommend!

    ~ Sam G.

  • Ashley is easy to work with, understands our travel goals and makes all the arrangements for us. I trust her 100% to create amazing travel plans. Ashley is my go to travel advisor and I look forward to working with her many more times in the future!

    ~ Peter C.

  • Ashley was so attentive asking us what we wanted and planned every detail for our trip from beginning to end. Even when on the trip, she would reach out with any needed travel updates. We had the most amazing and memorable time!

    ~ Aixa C.

  • We recently traveled to Spain and had an incredible experience, thanks in large part to Ashley, our amazing travel advisor. Although we ran into some flight cancellations, Ashley handled everything quickly and professionally—her responsiveness and calm, timely support made all the difference during a stressful situation!

    ~ Herman F.