"Lisa, you should go to Santorini with a boyfriend," one of my Greek relatives said while hosting me in the Athens suburbs for a few days before I left for a week in the islands.
"She will meet a Greek boyfriend!" her husband countered.
"Or an American one."
It was not my safety as a solo traveller that my hosts seemed to be concerned with, but my heart.
I interpreted their question as: How could you go to one of the world's most romantic spots on your own?
Perhaps. But I had always wanted to visit the Greek islands and I was done with waiting.
Santorini was on the top of my list and I was going.
In my 20s, I had spent most of my vacations visiting family and going to other people's weddings.
At 31, I needed an itinerary that was entirely my own.
All I wanted to do was traverse Santorini's dramatic calderas, relax on the beach and take in some extraordinary sunsets.
As far as companionship, Henry Miller's account of his travels in pre-war Greece would do just fine.
But on my second day on the island, I stumbled upon a bookstore run by a gaggle of Americans and Brits and promptly changed my mind about that no-romance pledge.
Bounding down the stairs into a subterranean shop with books stuffed in every nook and cranny, I locked eyes with a bearded man at the cash register. I smiled at him, but mostly to myself.
Oh, it is on, I thought.
I did not know if he was single, but I knew he looked like my type.
After dinner, I returned to the bookstore's patio to watch the sunset with a bottle of wine.
While sharing it with that bearded cashier, he asked if I had planned this vacation with someone else, as if I had been tragically marooned with a honeymoon suite all to myself.
"No, I planned to come here alone," I said, noting that it had been a rough couple of years, romantically.
A lot of promising starts, but nothing lasting. The least I could do was to take myself on a getaway, never mind that I was surrounded by lovers and families.
Over the next few days, I tagged along with him and the rest of the bookstore crew.
I joined them for a twilight swim and a home-cooked meal on a neighbouring island one night, and that bearded cashier invited me out for a one-on-one dinner the next.
He was, in fact, single and we were hitting it off.
Back in my real life in Washington, DC, the men I usually dated ranged from boring lawyers to interesting-yet-flailing creative types.
There was no one who had done something as sexy and risky as opening a bookstore in a foreign country.
During our date, we talked more about our lives: mine in Washington, which I often found lacking in the love department, especially as 20somethings moved in and out of town so often.
Rarely did I meet someone looking for something real right when I was.
And he talked about how lonely it could get, living in a place where everyone else was perpetually on holiday.
He proceeded to fantasise about what a relationship between us might be like, joking about reserving a ticket to Dulles International Airport and all that might entail.
Clearly, this was a man who made his living selling fiction, yet I took in every word.
And why not? What is a vacation if not a break from reality?
Every good trip, no matter the traveller's relationship status, entails some kind of romance.
Not necessarily with a person, but with the question: What would life be like if we ditched our life back home and stayed?
Here was someone who had done just that and I found it incredibly intriguing.
Like me, he was surrounded by honeymooners - not for a week but all year round.
Suddenly, my own solo trip here made more sense.
I also realised that dating on vacation, while seemingly pointless, was actually liberating.
In DC, my dates often felt forced and rote - as if we were auditioning one another for a life together.
Now here I was, enjoying myself with someone I had stumbled upon and connected with, rather than selected from a crowd of online-dating profiles.
That serendipity, plus the knowledge that a vacation fling would not go anywhere lasting, resulted in that rare date where the pressure was off and the romance was on.
Later that night, after a climb through an old castle and more carousing with customers at the bookstore, he told me to hang on to our time together, saying: "When you're back in your real life, whenever you're sad, just know that I'm a little bit in love with you."
I did not say it back, but I was too.
When we said goodbye the next morning, he told me to write to him and come find him some day.
A few weeks later, I did send him a handwritten note... and never heard back.
Nonetheless, our fling seemed to hold me back in my real life.
I would think: "What, you don't own a bookstore on a Greek island? How ordinary."
Eventually, I did move on and let the memories just be.
Three years later, when a mutual friend was visiting Santorini, bookstore guy and I hopped on FaceTime together. His fantasies about our relationship were alive as ever.
This time, though, I told him to stop with the storytelling.
Now, whenever I am worn out or underwhelmed by the DC dating scene, instead of thinking of him, I occasionally think back to that trip as a symbol of romantic possibility.
At any moment, my luck might change. There really are a world of options out there.