Let’s talk about one of the most relatable travel stories you’ll hear this summer. Traveling abroad with a family of five is never easy, but Dylan Dreyer, the beloved host of "Today," proved that even the most chaotic moments can turn into cherished memories. Dylan recently opened up about her travel mishap after arriving in Europe with her husband, Brian Fichera, and their three sons, Calvin, Oliver, and Russell. And let me tell you, it’s a story we can all relate to.
When Dylan, 41, posted on Instagram back on July 22, she summed up the situation with a lighthearted caption: “Family vacation!” But as it turns out, the family wasn’t as prepared as they thought. Their luggage got lost in Amsterdam, and here’s the kicker—they weren’t even in Amsterdam! Dylan joked about all the effort that went into packing, only to have it go missing right off the bat. Talk about a travel twist!
Laughing Through the Chaos
Three days later, Dylan shared another update on Instagram, showing how her family was handling the situation. With a cheerful tone, she asked her followers, “Who needs luggage when you’ve got your family??” She went on to say, “Laughing through lost luggage and extreme heat in Sicily! What a trip!” This family clearly knows how to find joy even in the most challenging circumstances. It’s a testament to their resilience and the bond they share.
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Exploring Sicily Without Luggage
Despite the challenges, Dylan and Brian, 36, made the most of their time in Sicily. They captured heartwarming moments of their children enjoying local cuisine—pasta, pizza, bread, and more. It’s not just about the food; it’s about creating memories together, even if they’re wearing the same clothes for the entire trip. The family embraced the adventure, exploring historic landmarks and meeting up with other members of Brian’s family who joined them for the journey.
On July 25, Dylan joined the "Today" show virtually from Catania, Italy, to share the details of their trip. She revealed that they were traveling with a group of 16 people and, get this, they lost 13 pieces of luggage! Can you imagine? But instead of letting it ruin their vacation, they found creative ways to adapt. The hotel even stepped in to help, providing nightgowns and other essentials. Dylan joked about turning her bathrobe into a makeshift dress, washing her pants in the sink, and hanging them outside to dry. Talk about resourcefulness!
A Heartwarming Moment Before the Trip
Before the chaos began, Dylan shared a sweet moment from earlier in the week. She posted a picture of herself and her eldest son, Calvin, 6, at the nail salon. Dylan captioned the photo, “Dragged Cal with me to get my nails done. He liked the free massage chair. #boymom.” The picture shows Calvin happily lounging in the massage chair while reading a book, as his mom got her nails done nearby. Moments like these remind us why family vacations are worth every bit of stress—they bring us closer together.

Traveling with family isn’t always smooth sailing, but Dylan and her family remind us that it’s all about perspective. Whether you’re dealing with lost luggage, extreme heat, or just the chaos of daily life, laughter and love can carry you through. Dylan’s story is a perfect reminder that sometimes, the best vacations are the ones where things don’t go exactly as planned.


