Exploring cherished family travel traditions, we gathered insights from CEOs and Founders to learn what experiences they hold dear. From capturing memories through photos to fostering kindness with holiday traditions, dive into the eight heartwarming rituals that these leaders anticipate and treasure year after year.
- Capturing Memories Through Photos
- Joyful Countryside Road Trips
- Annual Winter Getaways
- Cultural Exploration Abroad
- Reconnecting During Mountain Camping
- Fostering Kindness with Holiday Tradition
Capturing Memories Through Photos
A family-travel tradition that I’ll always cherish is taking pictures with my family. Looking back at all the pictures and the memories behind them not only makes me feel really nostalgic but also reminds me of all the great adventures we’ve had together.
I think that photos have great value and give you the chance to capture all the most important moments and memories in one simple click.
Giacomo Piva
CMO & Cofounder, Radical Storage
Joyful Countryside Road Trips
I hold family traditions close to my heart, as they’re the threads that weave our cherished memories together. One tradition that truly brings joy to my soul is our annual summer road trip to the countryside. Every year, without fail, my family and I pack up our car with snacks, games, and excitement, and embark on a journey filled with laughter, exploration, and bonding.
From singing along to our favorite tunes to stopping at quaint roadside diners for hearty meals, these road trips symbolize not just a getaway but a time for us to reconnect, away from the hustle and bustle of daily life. Whether it’s spotting hidden gems along the way or simply enjoying the scenic views, it’s the moments shared together that make this tradition so special and something I eagerly anticipate each year.
Samantha Odo
Real Estate Sales Representative & Montreal Division Manager, Precondo
Annual Winter Getaways
Every year, my family and I have a tradition of taking an annual winter getaway together. It’s something that we all look forward to and cherish, as it allows us to spend quality time together away from our busy lives. Our destination varies each year, but the one constant is that we always go somewhere with snow. Whether it’s skiing in the mountains or building snowmen in a cozy cabin, we always make sure to include some winter activities in our trip.
It’s a time for us to disconnect from technology and reconnect with each other. We play board games, go for walks in the snow, and have deep conversations by the fireplace. It’s a refreshing change of pace from our daily routines. This tradition has not only brought us closer as a family but has also allowed us to create lasting memories. We have pictures and stories from each trip that we still laugh about to this day.
Robert Fausette
Owner, Revival Homebuyer
Cultural Exploration Abroad
Every winter, my family and I make it a point to visit a new country, immersing ourselves in different cultures and experiences. This tradition, more than just a vacation, is a cherished educational journey for us.
Exploring new landscapes, tasting unique cuisines, and learning about the history and traditions of other places enrich our understanding and appreciation of the world. It’s an annual adventure that we all eagerly anticipate, bringing us closer together through shared discoveries and memories.
Gavin Yi
CEO, Yijin Hardware
Reconnecting During Mountain Camping
I cherish our annual camping trip to the mountains. It’s a tradition that my family and I have been doing since I was a child, and it’s something that we all look forward to every year. We spend weeks planning and preparing for the trip, ensuring we have all the necessary gear, food, and supplies.
But more importantly, it’s a time for us to disconnect from the chaos of everyday life and reconnect with nature and each other. We spend our days hiking, fishing, cooking over a campfire, and telling stories around the fire at night. It’s become a tradition that has created countless memories for my family, and we will continue to do it for generations to come.
Andrew Pickett
Founder and Lead Trial Attorney, Andrew Pickett Law
Fostering Kindness with Holiday Tradition
A family tradition that we hold dear is ‘The Advent of Kindness,’ where we focus less on material gifts during Christmas and Easter, and like to emphasize the joy of giving and kindness to others. For 24 days leading up to these holidays, the kids engage in small acts of kindness, from delivering homemade gingerbread cookies to neighbors to writing letters and cards for loved ones.
Each day is dedicated to a different act of kindness. We also involve them in shopping and wrapping gifts for those less fortunate, and it’s just so heartwarming to see how these simple gestures not only brighten someone else’s day but also instill a sense of empathy and gratitude in the little ones.
Gary Gray
CEO, CouponChief.com
