This Couple Booked a Dream Honeymoon to Japan Worth $25,000 Entirely on Points—Here’s How They Did It

Tori Simokov, 33, and Dylan McDougle, 34, built their relationship on a shared sense of curiosity, creativity, and a lot of flying.

“I was actually terrified of flying when we met,” said Simokov, a consultant and author of Window Seat, a Substack newsletter. “But I flew every month to see Dylan. Over time, that fear transformed into fascination.”