Multi-generational Family Vacations

Kincaid Park, Anchorage, Alaska

 For over a decade, I’ve been the architect behind extraordinary vacations for my extended three-generation family and close friends—groups ranging from twelve to seventeen travelers, spanning ages, interests, and personalities. These aren’t just trips; they’re immersive experiences designed to bring people closer, spark joy, and create lifelong memories.Whether it’s a one-week escape or a three-week grand tour, I handle every detail with precision and care. From booking international airfare and securing luxury hotels or charming Airbnbs, to organizing cruises, restaurant reservations, and curated sightseeing adventures, I ensure every moment is thoughtfully planned and seamlessly executed. I’m not just behind the scenes—I’m often on-site, guiding the group and adapting plans in real time to keep the experience smooth and stress-free.

Our journeys have taken us across the globe: savoring fine cuisine in England, Italy, and France; exploring the Nordic charm of Sweden, Denmark, and Finland; relaxing in the turquoise waters of Turks & Caicos, the Virgin Islands, and Puerto Rico; and discovering hidden gems throughout the U.S. and Canada. We’ve dined at some of the world’s most celebrated restaurants—yes, even with 17 guests at the table.

What drives me is the challenge and the joy of weaving together individual desires into a shared adventure. I love the puzzle of balancing solo excursions with group activities, ensuring everyone—from grandparents to toddlers—feels seen, heard, and delighted. It’s not just logistics; it’s about understanding people and crafting experiences that resonate.

My background as a corporate CEO taught me the value of clear communication, strategic execution, and agile problem-solving. I bring those same skills to travel planning, ensuring every trip is not only well-organized but also deeply enjoyable and emotionally rich.

If you’re dreaming of a vacation that brings your family closer, celebrates your friendships, and leaves everyone with stories they’ll tell for years, I’d be honored to help you make it happen.

Let’s plan your next unforgettable adventure—together.