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European travel
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Welcome to DiMaggio Travels, the epitome of sophistication and excellence in travel. With over 10 years of expertise, Josephine DiMaggio specializes in crafting personalized journeys that reflect your vision and preferences. From destination weddings to group trips, we coordinate every detail for flawless vacations, allowing you to create unforgettable memories. Experience unparalleled luxury with DiMaggio Travels.

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At DiMaggio Travels, we want to help you wake up to a new world.


I am Josephine DiMaggio, the owner and advisor of DiMaggio Travels, and I am thrilled to introduce myself to you. Based in Islip Terrace, New York, I am an experienced and knowledgeable travel agency owner, specializing in romance, group, and European travel. From a young age, I discovered my passion for travel, and it has been the driving force behind my career. I graduated from Long Island University with a bachelor's degree in International Studies, fueling my love for exploring new cultures and destinations.

My dedication to putting clients first comes from a lifetime of hard work at my family's business, where I spent twenty-five years learning the ins and outs of the travel industry. I then ventured into the school system, lending my assistance before deciding to build DiMaggio Travels independently. Through my journey, my most cherished roles have been that of a "Mom" to three incredible kids and a "Loving wife" to my devoted husband of 30+ years.

At DiMaggio Travels, our mission is to create a lifetime of unforgettable moments for you. I believe in being supportive, guiding, and consistent, and these values are deeply ingrained in how I care for my clients. Having built the life I now live, I understand the transformative power of travel, especially for couples as they transition from newlyweds to family travelers.

I am excited to embark on this journey with you, and I look forward to helping you create unforgettable travel experiences for a lifetime. Please don't hesitate to reach out to me with any questions or inquiries. 


Meet Our Team of Travel Advisors


Francesco DiMaggio


Frances' expertise and passion for travel is in the Caribbean creating resort and cruise vacations. From an early age, Francesco was captivated by the wonders of travel. Growing up in a family that prioritized traveling together, he was exposed to diverse cultures, landscapes, and traditions from around the globe. These formative experiences ignited his passion for travel and inspired him to pursue a career in the industry. 

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Kathryn Rezza


Kathryn Rezza is a travel enthusiast who believes everyone deserves to have the best vacation experience with every trip. Kathyrn specializes in cruise travel, fueled by her extensive experience working with renowned cruise lines. With a deep passion for the industry, she has become a expert in crafting personalized trips for her clients. Kathryn's detailed knowledge of hospitaltiy operations, customer service, and unique travel itineraries allows her to curate exceptional experiences tailored to her clients' desires. 


Jacqueline Rocco


My name is Jacqueline and I’m big believer that travel touches the soul, opens your mind and fills our hearts .  I have been traveling since I was in my teens and it is sincere to who I am today .  As a travel agent I’m able to  travel and help others plan their dream vacations and adventures whatever their destination may be. It’s an honor to see others dreams come true and to help create memories that will be cherished  for years to come.  From the beaches of Hawaii to Andes of Peru , the world awaits our footsteps one trip at a time! 

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