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Milestone Travel Design by Holly Leclercq

Connection journeys

There’s something sacred about traveling with the people who know you best—siblings, parents, children, lifelong friends. These journeys are about more than destination; they’re about shared laughter, meaningful pauses, and the simple joy of being together. 

Family Gathering in Greece

Coastal Japan Escape

A multigenerational journey to Greece filled with laughter, shared discovery, and the joy of being together by the sea.

A quiet loop through western Japan—ryokans, roadside snacks, and the kind of love that grows between stops on the map.

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STORIES TO INSPIRE TOGETHERNESS

Tuscany 40th Birthday

A villa celebration in the Tuscan hills where friends and family gathered to honor one unforgettable woman. 

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