Italy Travel Expert for Luxury Custom Journeys

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Jennifer Wood, VTA, Travel Agent in Winter Garden, FL

Jennifer Wood, VTA

Winter Garden, FL Travel Agent
Super Agent

Jennifer Wood, VTA

Winter Garden, FL · 9 Years of Experience

Dune Lakes Travel, a Travel Leaders Network Affiliate Agency
5.0
(27)
100% Recommended
We had a great experience. Best family vacations ever. She helped with every detail and was always only a text away. Two vacations in two months.... Read More >
About
Reviews
My Places
Client Testimonials

Areas of expertise

Destinations:

Europe, Italy

Interests:

Bespoke Travel, Culinary & Foodie, Historical Sites, Holiday Travel, Family Vacations

Suppliers:

Alexander & Roberts, Classic Vacations, Europe Express, Abercrombie & Kent, Railbookers

About Me

Personal photo of Colosseum, Rome
Personal photo of Colosseum, Rome

Italy isn't just a destination—it’s a feeling, a memory in the making, and a canvas for your most exquisite travel dreams. As a seasoned Italy travel expert who has traveled throughout Italy, and with years of experience designing boutique vacations for discerning travelers, I bring your vision to life with precision, creativity, and unparalleled care. I specialize in crafting personalized journeys through Italy that blend ultra-luxury accommodations, authentic local experiences, and seamless logistics—all tailored to the sophisticated tastes of international travelers like you.

With a deep-rooted passion for travel and an unwavering commitment to quality, I’ve spent decades immersed in the art of crafting unforgettable vacations for affluent clients. My career began with a curiosity about culture and a fascination with Italy’s timeless elegance—today, it’s evolved into a highly sought-after travel planning service that caters exclusively to high-net-worth individuals who crave more than cookie-cutter tours. I design highly curated experiences that celebrate your individuality, preferences, and lifestyle.

Each journey I craft begins with a conversation. My personalized approach ensures I understand your travel style, whether you’re drawn to private vineyard tastings in Tuscany, behind-the-scenes tours of the Vatican, hands-on culinary classes in a centuries-old villa, or a romantic gondola serenade in Venice followed by a Michelin-starred dinner. Every itinerary is a mosaic of your interests, brought to life with my local expertise and global perspective.

What sets my service apart is my established, vetted network of in-destination partners. I’ve cultivated strong relationships with Italian hoteliers, private guides, transportation services, culinary artisans, and experience curators who live and breathe Italian hospitality. These on-the-ground experts are not only fluent in the culture and geography, but also understand the level of service and discretion my clients expect. Their insights and access mean you’ll skip the lines, dine in hidden gems, and experience Italy through the eyes of those who know it best. And should anything unexpected arise, my team and partners are just a call away—delivering responsive, white-glove support at every turn.

My clients consistently remark on the transformative power of their travel experiences. Here’s what a few have shared:

“Jennifer planned the most incredible anniversary trip for us. From a luxury suite overlooking Lake Como to a private truffle hunt in the hills of Piedmont, every detail felt custom-made for us. I’ve never felt so well taken care of on vacation.” – Elaine & Mark T.

“We’ve been all over the world, but our custom Italian journey was a standout. Jennifer’s insider access gave us memories we couldn’t have found on our own—dining with a local chef in his family’s villa was the highlight of our year.” – The Bradfords

“It wasn’t just a trip; it was an experience that moved us. Every moment reflected who we are and what we love. That’s what Jennifer does—she doesn’t just book travel, she designs experiences that stay with you.” – Michelle D.

These testimonials reflect the heart of my work: transforming your vision into a tangible, immersive journey with grace, precision, and ease.

Whether you're celebrating a milestone, planning a multi-generational family retreat, or simply ready to indulge in la dolce vita, I invite you to elevate your next Italian escape with the guidance of a true travel expert. I’ll take care of the complexities, so you can focus on what matters most—experiencing the soul of Italy.

Let’s create your next extraordinary adventure.

? Ready to begin planning? Connect with me today and let’s start designing your dream journey to Italy.

REVIEWS

Rating: 5.0
27 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 27 reviews

Memorable family vacations
Reviewed By Melissa - Niceville, Florida | Traveled to Europe
We had a great experience. Best family vacations ever. She helped with every detail and was always only a text away. Two vacations in two months. Germany, Italy, London, Paris and Amsterdam. I would highly recommend Jennifer.
Jennifer Wood, VTA responded
"Thank you so much for the kind words, Melissa! I am delighted to hear that you had such great experiences on your last two family vacations. I strive to exceed my customer's expectations and I'm honored that I was able to help you enjoy two perfect trips filled with amazing memories - from Germany, Italy, London, Paris and Amsterdam! Your feedback means a lot and I hope to have the opportunity of planning another amazing vacation for your family soon. Thanks again for your support!"
I would recommend this agent to my family and friends.
2 of 3 people found this review helpful. Was this review helpful to you?YES|NO
This was the best trip we have ever taken.
Reviewed By Steve & Shari Billiarf - Houston, Texas | Traveled to Montego Bay ~ Jamaica ~ Caribbean
Working with Jennifer was as a pleasure. She is professional and personable. We will most definitely in the future.
Jennifer Wood, VTA responded
"Thank you so much for your kind words Steve and Shari! I am thrilled to hear that your trip was the best ever, and I am glad to know that you had such a great experience working with me. I take pride in making exceptional efforts to ensure that all my clients have memorable travels, and I truly value each customer's satisfaction. I look forward to planning more adventures with you in the near future!"
I would recommend this agent to my family and friends.
2 of 3 people found this review helpful. Was this review helpful to you?YES|NO
Best cruise experience I’ve ever had!
Reviewed By RC - Pittsburgh, Pa | Traveled to Bimini Islands ~ Bahamas ~ Caribbean
Jennifer is a true professional and really listens to what you want out of a vacation. Every detail was covered and I truly enjoyed this trip more than any other cruise I’ve been on.
Jennifer Wood, VTA responded
"Thank you Ryan and Kristy for entrusting me with your first Virgin Voyages cruise! It was truly my pleasure, and I'm so happy that you could join us in the adventures. It truly was a spectacular trip all around from the food, entertainment and ambience of the ship and the Beach Club at Bimini. I look forward to planning many more memorable vacation experiences together! Thank you for your loyal dedication to me and my agency."
I would recommend this agent to my family and friends.
3 of 5 people found this review helpful. Was this review helpful to you?YES|NO
Enjoyable Trip
Reviewed By Will - Destin,FL | Traveled to Caribbean
Working with Jennifer has been a very pleasant experience from the start. Responds promptly to emails, provides information on anything and everything regarding your trip to eliminate confusion. The best peace of mind to know there is someone you can reach out to before, during and after your trip. The support is always there. A very huge stress relief because you should be relaxing rather than stressing about planning. Looking forward to planning the next trip with you. Thank you Jennifer!
Jennifer Wood, VTA responded
"It's always a true pleasure to work with you and Monique. I’m thrilled that my expertise elevated your expectations and delivered a luxurious, relaxing first cruise. I love that I was a huge part of filling your first cruise with amazing memories. Thank you for trusting me with your next Norwegian Cruise to Alaska. It will be nothing short of amazing! Thank you for your continued business and I look forward to many more successful, relaxing and adventurous travels with you two. "
I would recommend this agent to my family and friends.
4 of 7 people found this review helpful. Was this review helpful to you?YES|NO
Our Annual Birthday Cruise
Reviewed By blc107 - Fort Walton Beach, Florida | Traveled to Caribbean
Jennifer Wood made sure our Cruise was flawless from start to finish. We booked this Cruise a year in advance for my wife's birthday and Jennifer was there the whole time, checking price updates, as well as price checking excursions, on board upgrades, and add-ons to get the best price and most value for our dollar. Anytime we asked a question Jennifer was quick to respond. We have used Jennifer for multiple vacations and we could not be happier with her service. Always kind and professional, she is there to handle any issue that arises in an effort to minimize any disruption to your vacation. If you are looking for a Travel Professional to handle your vacation, my wife and I believe Jennifer should be your first choice, you won't be disappointed.
Jennifer Wood, VTA responded
"Thank you so much for this heartfelt review. Helping plan your wife's birthday cruise was truly special to me, and I loved being alongside you every step of the way. From watching prices to fine-tuning the details. Your trust and loyalty over multiple trips mean more than I can express! It’s a joy working with you both, and I can’t wait to help create many more unforgettable vacations together. Thank you again for choosing me for your travels and for allowing me to be part of your memories!"
I would recommend this agent to my family and friends.
0 of 0 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

Fairytale Croatia Honeymoon
Dune Lakes Travel made our honeymoon trip so easy to plan to Croatia. We did 10 days in 3 different cities with some of the best recommendations to do around the area. We were especially taken care of from Jennifer and she was always attentive and ready to assist when possible. We have never used a travel agency before but will use again for future trips!
Erick B, Austin, TX
Best Family Disney Vacation!
Jennifer was so wonderful in helping us plan the best family Disney Vacation! Everything was perfect, and so enjoyable knowing we were being taken care of! We will for sure be using her again!
Olivia D, Nashville, TN
Amazing Group Walt Disney World Trip
Our travel agent, Jennifer Wood was fantastic! We had a million questions that she addressed immediately. She was so helpful and patient with all of our correspondence. Not just from me, but from various other family members. We would have been lost without her. I was so impress with her level of knowledge and expertise. If the family ever goes back, I can assure you we will find Jennifer!! It is without question or qualification that I highly recommend her! She's the best!!! Thank you Jennifer!!
Ruth L, Nashville, TN
Disney Vacation a breeze!
We used Dune Lakes Travel to help us navigate our Disney Vacation and we could not have been more pleased! Our family of 6 had the best time! Dune Lakes helped us get difficult to get dining reservations and the rides my kids wanted. Using Dune Lakes travel is an absolute must if going to Disney World!
George F, Santa Rosa Beach, FL
Disney Christmas Family Trip
Jennifer planned our entire Xmas Disney vacation and it was spectacular! She made the process seamless and really took the time to listen to what we wanted to do while on our vacation. She made the best suggestions ash’s helped make sure we had the best experience for what OUR family wanted. Can’t wait to use her and her team for our next family vacation!
Kris L, Santa Rosa Beach, FL
Engagement of a lifetime in Italy!
From the moment I first talked on the phone with Jennifer to the end of our trip, she has been nothing but helpful with the planning and so attentive to our needs. The hardest part of the whole experience was deciding where we wanted to go. Once we decided on Italy, Jennifer made the planning process a breeze. Putting together all our accommodations, flights, rental car, and even going as far as shipping masks straight to my door. Unbeknownst to me, my fiance had secretly reached out to Jennifer asking for help in proposing. Jennifer put him in touch with a planner in Italy who put together a dream proposal at Villa Balbianello. Words can't describe how incredible it was and it could not have happened without Jennifer. We are so grateful for Jennifer for planning the trip of a lifetime for us. Her professionalism, attention to detail, and care for us did not go unnoticed. Will never plan a trip again without Jennifer, and highly recommend her for your next trip.
Hillary M, Lafayette, LA
Highly recommend to all my family and friends
I have known Jennifer for years. She is very honest and easy to work with! I would definitely recommend her to my family and friends!
Cassi R, Jay, FL
AMAZING! She set the bar high
This was my first time working with a travel agency and Jennifer set the bar high. She is AMAZING and the term falls short to describe her. Our resort was incredible. We woke up in paradise for 4 days. We could have spent every day all day there without the need to leave. Our excursions were incredible the luau was amazing, Hawaii was incredible and I didn’t have to worry about anything but enjoy family time and the scenery.
Tea L, Houston, TX
Stress-free Universal Orlando trip
Jennifer was amazing to work with. Having a travel agent handle all the bookings and reservations makes things way less stressful. We had an amazing time on our vacation and I will define using Dune Lakes Travel in the future!
Erin G, Tallahassee, FL
No detail left out of Disney trip
Jennifer was absolutely wonderful, she took care of every single detail and planned everything perfectly for us. Without her help and guidance I really don’t think our vacation would had gone so smoothly.
Maryalice D, Destin, FL
Dream Paul Gauguin Cruise!
We booked a trip with Jennifer to Tahiti on the Paul Gauguin cruise ship. She explored and then fulfilled every wish and need we had. We needed day rooms in Los Angeles and Papette. She found great ones that were fair priced. She found a lower price with a cabin upgrade. The topper was helping us navigate the COVID protocol for US and Tahiti! She made traveling during the pandemic not only possible but safe and enjoyable. Who could ask for more?
Janet M, Eudora, KS
5-Star Royal Caribbean Family Cruise
Jennifer was TREMENDOUS! Very responsive, knowledgeable, and organized. 5-star level service! Highly recommend and will definitely use again.
Brian B, Niceville, FL
Amazing Walt Disney World Trip
Jennifer Wood helped me plan an amazing trip to Disney with my son. I had put off going to the Disney parks for a few years(bought tickets during Covid and they don’t expire for a few years from purchase date) because I was intimidated by the Covid ever changing rules, the genie app/lighting lane/ scheduling ride times…the Disney App itself was intimidating to navigate. Jennifer set everything up for us and went above and beyond in helping schedule our rides every morning at 6am her time!!! By day 2 I was a Disney pro because of her!! I’m looking forward to planning all our trips through her! Thank you Jennifer!
Mindy M, Destin, FL
Romantic Las Vegas Anniversary Getaway
Jennifer went above and beyond for our anniversary trip last month. I didn’t think we were going to be able to pull off the trip because of our crazy schedules and Jennifer continued to work non stop to make it happen. She was so kind, professional and detail orientated! Every little small question I had while traveling, Jennifer was extremely responsive and even sent us a special gift for our Anniversary! Thank you Jennifer for making this trip possible and showing us the best! I will never take another trip without consulting Jennifer.
Mary V, Panama City Beach, FL
Seamless Family Orlando Vacation
Wonderful experience. Jennifer ( Dune Lakes Travel ) handled everything so that all we had to do was enjoy our vacation. Highly recommend!!!
Chris C, Panama City, FL
Skeptic Turned Believer! Hawaii Success
Jennifer was incredibly helpful on our family vacation to Hawaii. I was admittedly skeptical about the need for a travel agent, but she was well worth it and absolutely necessary. She took away so much of the work and stress of planning a vacation. She planned our entire trip from airport to airport, hotels, events, and everything so that all we had to do was show up. She helped us with changes and questions along the way. She had insider knowledge on a lot of tours. She even added days and additional travel during our trip. I would absolutely recommend her for your vacation.
Michael G, Shalimar, FL
Disney VIP Concierge Planning
I want to thank Jennifer for her outstanding services while planning our trip to Disney. My husband and I (grandparents) wanted to plan a trip for our family of 9 but had no idea where to start. Disney has really changed since we visited last. Now they require reservations for everything and lots of planning. I called Jennifer and she guided me every set of the way. She gave excellent advice and handled all of the details. She even scheduled our fast passes. If you need assistance and or expert advice, give Jennifer a call. You will not be disappointed.
Sandra A, Calhoun, GA
Helped with my Expedia Nightmare
Jennifer helped me with questions about Expedia airline flights. She was very helpful and professional. Much easier than to try to deal with Expedia or American Airlines directly. I recommend Dune Lakes Travel and I’ll use them again.
Michael Y, Niceville, FL
Stress-free airline booking
I was trying to book a round trip ticket for my 11 yr. old niece through the airline. I was on hold for over an hour. I called Jennifer and she immediately was able to book the ticket and helped me with other issues that arose. Thank you so much. You are definitely going to handle all of my travel needs from now on. Thank you. Sincerely, Delia
Delia G, Santa Rosa Beach, FL
Familymoon in Destin, FL
Jennifer was patient and determined to help us find our PERFECT family-moon destination AND resort. She exceeded our expectations as a Travel Agent, very knowledgeable and able to answer questions that I wasn't able to find online. Thank you Jennifer.
Jennifer R, Houston, TX
Perfect Universal Spring Break Vacation
Took a family vacation during spring break to Universal Studios. Jennifer Wood with Dune Lakes Travel took care of us. We were a big group and Jennifer took care of everything for us flight, hotel, shuttle, park passes, and lunch and dinner reservation. Jennifer was very knowledgeable with the resort and park restrictions and guideline. Jennifer took her time to give us all the information that we need before our trip. I will be booking all vacations with Dune Lake Travel.
Leah S, Houston, TX
Orlando Family Vacation Success!
Loved my experience everything was easy and I’m forever grateful with the services I received!
Michelle C, Summit, Illinois
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