Q: I’m a 56-year-old male college prof, and widowed for five years. There’s a woman prof in our department who was divorced several years ago. She’s been a great friend and colleague for a long time, but now I’d like to establish a deeper relationship.

She’s a fan of Road Scholar travel programs, and takes one or two every summer. I’d like to invite myself to join her on a trip, or suggest one we can take together. Do you think it can help us get closer? Lonesome Prof, Boston, MA A: Go for it, Lonesome! First, find out what sort of Road Scholar programs she prefers. Don’t be shy. Ask her now, before she books one that doesn’t appeal to you. Take the initiative and suggest something you’d both enjoy.

For instance, if she’s a history buff, it could be Philly or Gettysburg PA. If she’s into rocky nature, Grand Canyon AZ could be her preference. If she wants to experience another kind of rock, a music-themed program in Memphis or New Orleans could appeal to her.

Road Scholar has hundreds of programs, not only in the US, but throughout the world. Check into roadscholar.org to learn all about, including those looking for love in all the right places.