For the past decade, Whitney Spielfogel's family has taken an annual multi-generational trip over the holiday season and New Year's with her parents. Hawaii, Costa Rica, Cabo, Tulum, Turks and Caicos. They had done them all together, her parents and her husband, Ross, and eventually her children, Sienna and Slade. The trips were their way of pressing pause on the ordinary world and being fully present with each other. "We always take these trips over the festive season and New Year's so that we have an extended time to go away, be present, and truly shut off, unwind, and enjoy one another's company," Whitney says. Then, a few years ago, her father—Papa Norm, the family florist, the witty one who charmed every room he walked into—died unexpectedly. However, the trips continued in his honor, growing bolder each year. Belize. Honduras. And this year, something none of them had quite attempted before: Thailand. "This was our furthest adventure together yet," Whitney says.…