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Josephine DiMaggio

Islip Terrace, New York Travel Agent
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Josephine DiMaggio

Islip Terrace, New York Travel Agent
DiMaggio Travels, an independent agent with KHM Travel Group, OH, a Travel Leaders Network Affiliate Agency
16 Reviews | 100% Recommended
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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, “ONE LOVE” began with a melody—the intoxicating beats of reggae that flow through Jamaica's emerald hills and bustling marketplaces. It's in every pluck of the guitar, every drumbeat echoing into the night, and every lilting voice singing tales of love and life.

Jamaica whispers stories of resilience and radiance through its rich history, from Maroon warriors to acclaimed poets. It's a culture steeped in the power of community and the vibrant tapestry of African, European, and Taino influences that have shaped its unique soul.

Every vacation here rekindles my love for the world, a reminder of why I became a travel agent in the first place. Sharing Jamaica's spirit with others is my passion, my joy, and my invitation for you to experience a place where the vibrant colors of life shine brightest. So come, let Jamaica move you, wrap you in its embrace, and whisper its secrets of happiness in your ear. Let's journey to the island that dances with life and leaves a luminous imprint on your heart.

CERTIFICATES & AWARDS

Certified ASTA Travel Agent

My Reviews

Rating: 5 16 Reviews | 100% 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
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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
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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
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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
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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
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Amzing Honeymoon in Italy

Reviewed By Christina - Huntington, NY | Traveled to Italy ~ Europe
Josephine helped us plan our honeymoon to Italy. Not only was she knowledgeable of the destination, but very professional. She set everything up with the transfers, hotels and excursions. We had to do nothing except wake up and go to where our driver would be.
I would recommend this agent to my family and friends
16 of 31 people found this review helpful
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Impeccable Service

Reviewed By JD - Bohemia New York | Traveled to Negril ~ Jamaica ~ Caribbean
From the beginning to the end Josephine provided impeccable service. I knew that I wanted to book a sweet 16 trip for my daughter but I didn’t know exactly where to travel to. I explained to her what I wanted and she presented several quotes to different destinations. She knew everything about all these destinations. She knows her travel! I have used other travel agents before and they pale in comparison to DiMaggio Travel.
I would recommend this agent to my family and friends
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Exquisite planning and execution of our trip !

Reviewed By Maria C - Bethpage, NY | Traveled to Italy ~ Europe
I hired Josephine to plan my anniversary trip to Sorrento and to Taormina. Breathtaking! Josephine at DiMaggio Travels crafted our Italian romance with finesse. From spectacular views from our hotel, the private boat ride to Capri and Snorkeling to the sunset toasts in Taormina, every detail was tailored to perfection. Flawless reservations and insightful tips made our journey seamless. Unforgettable experiences wrapped in Italian luxury, thanks to Josephine's exquisite planning."
I would recommend this agent to my family and friends
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Honeymoon of our dreams

Reviewed By JackieB - Oakdale New York | Traveled to Italy ~ Europe
Working with Josephine was absolutely amazing. We told her a little bit of what we wanted to do and where we wanted to go and she executed it perfectly. She had us in each City for the PERFECT amount of time. The hotels she chose for us were out of this world, right in the middle of all the action in each city. Traveling to each city, she made it easy for us. When we got off each train there was always someone there picking us up and getting us to our destinations. Not only was our itinerary perfect but she laid it out by the minute! Making it so easy to know where to go and when. She was super responsive when we had any questions even with the time difference! In each city we went to, Josephine either gave us suggestions or booked different things for us. Our trip was once in a lifetime and we felt like we were living in a dream. I cant even put into words how amazing it was. Our future trips will definitely be booked with Josephine !!!
I would recommend this agent to my family and friends
1 of 2 people found this review helpful
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The most perfect trip to Italy!

Reviewed By Savanna - Dix Hills, NY | Traveled to Italy ~ Europe
Truly had the most perfect and seamless time! Josephine heard exactly what we wanted and did just that. She made it to easy and enjoyable. I look forward to hopefully planning another trip with her. My husband and I are truly grateful!
I would recommend this agent to my family and friends
0 of 1 people found this review helpful
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Mother and Daughter Trip

Reviewed By Annette - Suffolk County NY | Traveled to Italy ~ Europe
“I am so appreciative because this agency made my trip magical. My itinerary was so clear and easy to access in an app on my phone. It was effortless to move from city to city by train and by boat. I am so appreciative for the memories that will last a lifetime.”
I would recommend this agent to my family and friends
0 of 1 people found this review helpful
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Best cruise ever!

Reviewed By Ashley - Ft. Lauderdale, Florida | Traveled to Bahamas ~ Caribbean
Josephine was such a pleasure to work with. She was very knowledgeable and organized. She made my friends bachelorette cruise a very memorable experience. If there were ever any issues, Josephine was prompt in fixing it. We never had to worry about a thing. I highly recommend her!
I would recommend this agent to my family and friends
Josephine DiMaggio responded:
Thank you so much Ashley. I really appreciate it!
16 of 35 people found this review helpful
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Huge time saver!!

Reviewed By michelle - long island, ny | Traveled to
Josephine was great. We weren't sure where to go for a last minute getaway for 4 days once my parents took the kids for a long weekend. She helped us Plan a great cruise and took care of everything. Love that she dropped off a beach bag on my door with all the info. We booked another cruise with her less than a month from returning.
I would recommend this agent to my family and friends
31 of 66 people found this review helpful
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Amazing Family Getaway!

Reviewed By Jaymee - West Islip, NY | Traveled to Punta Cana ~ Dominican Republic ~ Caribbean
We literally booked a trip three days prior to leaving and Josephine arranged everything!!!! With no time to research vacation spots, we put our trust in Josephine and she found us the perfect spot in Punta Cana to celebrate our daughters 16th birthday.
I would recommend this agent to my family and friends
Josephine DiMaggio responded:
It was my pleasure. Lets do it again soon!
12 of 30 people found this review helpful
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She made it so easy!!!

Reviewed By Krys - Sound beach, NY | Traveled to
I didn't have to do anything but give her my information and she found us the cheapest price and best bang for our buck! The price was great. The hotel she gave us was great it was everything we were looking for!
I would recommend this agent to my family and friends
24 of 56 people found this review helpful
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She made planning my trip so easy!!

Reviewed By Anna - New York | Traveled to
Josephine was extremely knowledgeable and helpful when we were planning our trip.. made going away a piece of cake..
I would recommend this agent to my family and friends
26 of 61 people found this review helpful
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My Travel Experience

Places I’ve personally traveled to or destinations I’ve booked for my clients.