A Multigenerational Family Adventure in Greece

Family vacationing in Greece

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

Mr. Jaska reached out to me for help planning a small trip for work. But what began as a business trip to Portugal quickly transformed into a full-blown family vacation to Greece. With 11 people, including grown kids and a grandchild, it was important to get the logistics right. That’s where DWD Travel came in! I helped the family create a perfectly coordinated trip across three different Greek destinations: Athens, Santorini, and Mykonos. For clients looking for a vacation package to Greece or other destinations, I craft custom itineraries and make sure every detail is expertly handled, just like this unforgettable family adventure.

The Jaska Family’s Custom Greece Vacation Package

The trip began in Athens, where the family explored the ancient city’s rich history before heading to the stunning beaches of Santorini and Mykonos. They were captivated by the beauty of the islands, with the these being a highlight. “The beaches of Santorini and Mykonos were definitely the highlight of our experience,” Annie shared. In Santorini, they enjoyed breathtaking sunsets and explored the picturesque whitewashed buildings. While in Mykonos, they relished the vibrant atmosphere and charming streets of downtown. “Walking around downtown Mykonos was our favorite part of the trip,” they added. Stunning blue skies, ocean views, whitewashed building, and blooming bougainvillea—what’s not to love?

One of the biggest surprises for the family was how welcoming and kind the Greek people were. “We were pleasantly surprised by how genuinely kind everyone in Greece was,” they remarked, which made their journey even more memorable. This is always my favorite part of traveling, connecting with locals, interacting with them, hearing about life and the destination from their perspective. Of course, no trip to Greece would be complete without indulging in the local cuisine. Their favorite meal of the trip was at Nikos Taverna in Mykonos, where they savored delicious, traditional Greek dishes. “Go to Greece! Eat the local, traditional food, especially seafood,” they recommended. It’s experiences like these that make planning vacations with DWD Travel truly special.

How DWD Travel Creates the Perfect Vacation for Any Occasion

Coordinating 11 people across three destinations, managing multiple rooms, and planning transportation for a group of this size can be a challenge. But at DWD Travel, I specialize in handling all the logistics so that families can focus on enjoying their trip. As the family put it, “Working with DWD was enjoyable, convenient, and worth it! Dana booked the best transportation, hotels, and activities.” From arranging seamless transportation to securing the best accommodations, I ensured that the family’s Greek adventure went off without a hitch.

If you’re dreaming of your own multigenerational family adventure, whether it’s in Greece or another incredible destination, let DWD Travel handle all the details. From curating personalized Greece vacation packages to managing complex travel logistics, I’m here to make your trip seamless, enjoyable, and unforgettable.

Ready to plan your dream family vacation? Let DWD Travel create the perfect itinerary for you and your loved ones!

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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