Home
Find a travel Agent
New York
Josephine DiMaggio

Josephine DiMaggio

Islip Terrace, NY Travel Agent
Super Agent

Josephine DiMaggio

Islip Terrace, NY Travel Agent
DiMaggio Travels, an independent agent with KHM Travel Group, a Travel Leaders Network Affiliate Agency
17 reviews
100% Recommended
24 Years of Experience
Additional Languages
Italian,
Spanish

Travel Agent for Italy and Europe

I'm Josephine DiMaggio, your personal guide to the mesmerizing dance of destinations. My passion for being a travel agent stems from a deep-rooted love of discovery, the kind that you can only experience when you step into a new place. It's that indescribable feeling of excitement when your feet touch the cobblestone streets of Europe, that sense of peace as you sway with the rhythm of the Caribbean waves, and the vibrant spirit that dances through the air in Mexico. In 2010 I founded DiMaggio Travels, Inc. We are now one of the top Travel Agencies in the area and are waiting to work with you. I specialize in European, Caribbean and Mexico vacations. I am well versed in family vacations, honeymoons and group travel. For me, travel is not just about the destinations—it's about the memories we create, the people we meet, the food we savor, and the laughter we share. So, are you ready to embark on your next grand adventure? Here's to your next unforgettable journey!"
My Travel Specialties

Certificates & Awards

Travel Stories & Media

Client Reviews

My Places

Client Testimonials

Areas of expertise

Destinations
Dominican Republic
Jamaica
Costa Rica
Italy
Caribbean
Greece
See All Destinations >
Interests
Adult Only
All Inclusive
European Culture
Honeymoons
Bachelorette Parties & Girlfriend Getaways
Celebration Travel
See All Interests >
Supplier Partners
AmaWaterways
Beaches Resorts by Sandals
Delta Vacations
Globus
Royal Caribbean
Vacation Express
See All Supplier Partners >

My Travel Specialties

Travel Agent Specializing in Sicily, Italy
Travel Agent Specializing in Sicily, Italy
Ah, Sicily – a name that rolls off the tongue like waves upon its shimmering shores, conjuring images of sun-drenched landscapes, aromatic citrus groves, and a history as rich and layered as its robust olive oils. "Sicilia nel sangue" (Sicily in the blood). It's not merely a phrase; it's a...
Read more
Travel Agent Specializing in Italian Heritage
Travel Agent Specializing in Italian Heritage
Set sail with DiMaggio Travels on an enchanting journey into your ancestry, as we expertly craft a dual-faceted heritage exploration in Italy, with a special spotlight on the soulful island of Sicily. With our personalized approach, traverse the cobble stoned paths of your Italian roots, b...
Read more
Why Hire Me to Design your Vacation?
Why Hire Me to Design your Vacation?
Hiring me, Josephine DiMaggio of DiMaggio Travels, means you've got a partner who listens not just to what you say, but also to what your heart whispers. I'm not about off-the-rack travel plans; I'm all about the bespoke suits of travel, the kind that fit you like a glove. Imagine wanderin...
Read more
Travel Agent Specializing in Costa RIca
Travel Agent Specializing in Costa RIca
Everyone should be experiencing the "Pura Vida" once in their lifetime! My endeavor to Costa Rica felt like stepping into a living, breathing masterpiece. Everywhere I looked was a vivid splash of green, a canvas where life thrived in every corner. From the sprawling rainf...
Read more
Travel Agent Specializing in Mexico
Travel Agent Specializing in Mexico
I am your one stop shop for travel in Mexico!  Our agency has visited Mexico numerous times and I fall in love with it over and over. As someone who embraces the joy of travel, I could not be more excited to tell you why I believe everyone should experience the allure of Mexico. It's not j...
Read more
Travel Agent Specializing in Jamaica
Travel Agent Specializing in Jamaica
I'm your travel ambassador to all things exquisitely beautiful. But let me tell you, there's one particular gem that's captured my heart like no other—Jamaica, the land of wood and water, rhythm and sway, igniting my spirit with its fiery sunsets and cool mountain mists. This love affair, ...
Read more
Travel Agent Specializing in Punta Cana
Travel Agent Specializing in Punta Cana
I'm your personal travel aficionado, and I must confess, my heart belongs to the unparalleled shores of Punta Cana. The allure of this tropical paradise isn't merely the sun-kissed beaches or the whisper of the palm fronds in the ocean breeze, it's the spirit of escape that it breathes into your ...
Read more
Your Personal Travel Designer
Your Personal Travel Designer
Hello! I'm your navigator through the fascinating world of travel. My life is a canvas painted with sunrise views from mountain tops, laughter echoing through historic streets, and the gentle touch of exotic sands. Being a travel agent is more than my profession it's a reflection of the pa...
Read more

Certificates & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world.Go with the pros.
Avanti Certified Expert
Avanti Certified Expert
Celebrity Learning Certification
Celebrity Learning Certification
AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
Regent Seven Seas Luxury Cruise Expert
Regent Seven Seas Luxury Cruise Expert
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Bachelor of Adventure
Royal Caribbean University - Master of Adventure
Royal Caribbean University - Master of Adventure
Seabourn Academy Graduate
Seabourn Academy Graduate
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
Windstar Star Specialist
Windstar Star Specialist
Globus Family of Brands University - Avalon Waterways Specialist
Globus Family of Brands University - Avalon Waterways Specialist
DESTINATION WEDDING UNIVERSITY EXPERT
DWHSA
CLIA CERTIFICATION
IADWP
IATA CERTIFICATION
DESTINATION WEDDING UNIVERSITY
ASTA

My Travel Stories

A day exploring the Egadi Islands
A Day Experiencing the Egadi Islands in Sicily
Oh, where do I even start? Our day started on a boat ride to Favignana, the heartbeat of the Egadi Islands, kissed by a breezy Mediterranean embrace. I took a seat at an outdoor café adorned with the charm of Sicily and treated myself to a delectable pastry, a cannolo, and a robust espresso to awaken my senses to the day ahead. With an ea...
Read more

My Photo Albums and Videos
Mediterranean Cruise 2023
VIEW ALBUM

    CLIENT REVIEWS

    Rating: 5
    17 reviews
    100.00% Recommended
    She made planning easy!
    Reviewed By Highly Satisfied Customer - Kokomo, IN | Traveled to
    It was a delight working with Josephine in planning a surprise getaway for my husband 40th birthday. She helped me change current vacation plans as well as saved me an additional $500 by finding some great deals. I love it when planning for a vacation is easy and she ensured that it was the whole time. Thank you Josephine for your time and hard work. I know that my husband and I will have a great time this May. - Heather
    I would recommend this agent to my family and friends.
    35 of 61 people found this review helpful. Was this review helpful to you?YES|NO
    Best Travel Agent
    Reviewed By Kacey - Dix Hills, New York | Traveled to Dominican Republic ~ Caribbean
    Josephine goes out of her way up make sure that she fulfills your dream vacation. She takes her time to make sure she gets you what you want. Very professional courteous and friendly
    I would recommend this agent to my family and friends.
    12 of 20 people found this review helpful. Was this review helpful to you?YES|NO
    The best trip I ever had!
    Reviewed By Sadie - Huntington, NY | Traveled to Cancun ~ Quintana Roo ~ Mexico
    AMAZING WOMAN! AND GREAT TRAVEL AGENT! We had the time of our lives, and she knew everything. I do feel like I saved money going with her. Highly recommend commend!
    I would recommend this agent to my family and friends.
    15 of 28 people found this review helpful. Was this review helpful to you?YES|NO
    Amazing Travel Agent
    Reviewed By Tom - Pennsylvania | Traveled to Italy ~ Europe
    Josephine did an extraordinary trip for our family. Her personal touch and keeping in touch making sure everything was going ok was over and beyond.
    I would recommend this agent to my family and friends.
    1 of 1 people found this review helpful. Was this review helpful to you?YES|NO
    TOP NOTCH TRAVEL AGENT
    Reviewed By DENISE - NEW YORK | Traveled to Italy ~ Europe
    "DiMaggio Travels: Unforgettable journeys, impeccable service, and personalized adventures galore!"
    I would recommend this agent to my family and friends.
    1 of 1 people found this review helpful. Was this review helpful to you?YES|NO

    My Places

    When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

    Client Testimonials

    Best Group Trip to Italy
    What a wonderful trip. Coordinated so well and we saw so much. No glitches for us but if you have one they will fix. No worries. Ireland was great and so was DiMaggio Travels. We will be sure to use them again.
    Holly G.
    Positive: Professionalism, Quality, Responsiveness
    Josephine has booked two very special vacations for my family. One was for my husband and our children to tour Italy. She was so patient and listened to exactly what we wanted to see and do. She nailed every location and hotel and tour that we wanted perfectly. The second trip was my son and daughter-in-law’s honeymoon. Due to Covid, their original honeymoon was canceled a month before they were set to go. She scrambled to get another honeymoon in place and the day we were going to book/pay, again it was canceled! She pulled through and found somewhere they could go with no issues and everything was amazing for them! She listens to exactly what you want to get out of your trip and to your budget! Thank you so much, Josephine!!!
    Theresa L
    What an amazing, seamless experience.
    Josephine is the best. A++++ service. Had to worry about nothing. She set up the trip itinerary, the flight, all that I wanted and everything was seamless at my destination in Hawaii. Cannot wait to plan my next trip including excursions with her again. She was attentive to all my needs. Reached out to her while away, was speaking with her within seconds after I texted. I was treated like a VIP. She was available if I ever needed her. If anyone is looking for an honest, passionate at what she does, who finds you the best for you and your family for your next vacation, look no further. DiMaggio Travels should be your only stop. Josephine, thank you so must for an amazing trip, itinerary, and seamless vacation. You are the best. A+++++++ Travel Agent!!!!
    Nicholas S.
    How does this work?
    Why use a travel agent?
    Why use Travel Leaders?

    Travel Leaders Network is the largest network of professional travel agents in North America. Wherever you want to go, however you want to get there — we have a travel agent for you.

    Magnifying Loupe
    Explore
    Our database of travel experts & specialists
    Phone
    Connect
    With an agent via text, email or phone
    Airplane
    Enjoy
    A stress-free vacation with a professional by your side