Italy Vacation Planning | An Unforgettable Family Adventure in Italy

A family vacationing in italy

Working with DWD was enjoyable, convenient, and worth it! Dana booked the best transportation, hotels, and activities” —Annie Jaska Castro

When the Jaska family approached me for help with their planning their Italy vacation, they had one main goal: to make the most of their time in Italy while attending a relative’s wedding in Lake Garda. With multiple family members involved, coordinating the logistics was essential. They wanted to explore Italy’s rich history and culture, from the vibrant streets of Florence to the remarkable canals of Venice, all while ensuring they made it to the wedding on time. Together, we crafted a personalized itinerary that balanced sightseeing, leisurely exploring, and delicious culinary experiences—everything you’d want for an Italy vacation!

Culinary Delights and Iconic Sights: A Family’s Italian Adventure

Their journey took them through some of Italy’s most iconic cities. The trip began in Milan, where they quickly whisked away to Lake Garda for the wedding. Immediately following, they ventured on to Florence. Here they enjoyed a traditional Florentine steak, which became one of their favorite meals of the trip, and took a day trip to Venice, enjoying the fresh seafood and exploring the scenic canals. One of the biggest highlights of their adventure was a cooking class with a wine tasting in San Gimignano in Tuscany. “The best food we ate the entire trip by far was our cooking class,” Annie said. “It was so neat to learn how to make different types of bruschetta and homemade pasta.” That’s the kind of unique, hands-on experience that planning an Italy vacation with DWD Travel provides.

The family ended in Rome, and it did not disappoint! Being devout Catholics, visiting the Vatican was a must—an experience they described as unforgettable. “The Vatican was one of the highlights of our trip,” they shared. Along the way, they also encountered some of the charming quirks of traveling in Italy. “We were surprised by the lack of access to bathrooms and having to pay every time we went!” they noted humorously.

Expert Italy Vacation Planning: Making Every Detail Seamless

At DWD Travel, I love working with clients to craft a customized plan for vacations Italy (and beyond), handling everything from booking hotels and transportation to organizing unique experiences like private cooking classes. For this family, I ensured every detail was expertly planned, allowing them to sit back, enjoy the wedding, and explore Italy without stress. “Working with DWD was enjoyable, convenient, and worth it! Dana booked the best transportation, hotels, and activities,” they shared.

Whether you’re honeymooning, planning a family vacation, or simply looking to explore, DWD is your expert in Italy vacation planning. Let me take care of all the details, so you can focus on the good stuff! Making memories and enjoying every moment of your trip—just like this family did on their unforgettable journey through Italy!

Ready to plan your next adventure? Let DWD Travel create a custom itinerary tailored to your perfect Italy vacation!

Dana Lewis, founder of DWD Travel & Destination Weddings, has nearly 10 years experience in travel and destination wedding planning. Dana specializing in crafting all inclusive resort destination weddings and world-wide honeymoons and vacations.

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All the timelines, checklists, and answers to your burning ?s that you need to bring your dream destination wedding to life (without pulling your hair out in the process!):

All the timelines, checklists, and answers to your burning ?s that you need to bring your dream destination wedding to life (without pulling your hair out in the process!):

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