Well, that was fun...
Obviously, I was disappointed, but not the least bit surprised. Sure, we'd spent three days together, half-naked, downing tequila, and trading quick-witted barbs. But from what I gathered, she'd made up her mind that it wasn't going to happen before even boarding the plane; given she still chose to spend the weekend with me, it went as well as it could have.
In the morning over breakfast in bed, I asked her if she’d like to do this again sometime.
"You can tell a lot about a person by their thoughts on honeydew," she said, examining a chunk of melon on her fork.
"Excuse me?" I said.
"Look," she said, taking her eyes off the fruit and back to me. "I live where I live. You live in Florida. This was a fantastic weekend, and I like you, but I can't give you an answer because I have no idea what I'll be doing. So let's just enjoy our breakfast, and maybe we'll see each other again. OK?"
Still waiting for her to make a connection to the honeydew, I nodded. I mean, it wasn't the answer I had hoped for -- in fact, it really had nothing to do with melon at all -- but she made a lot of sense. Eventually I walked her to the lobby, and she boarded her airport shuttle. We’ve kept in touch a little, but I'll probably never see her again.
So, what did I think about my weekend with Miss Travel? Overall, it was a fun time with a clever, pretty girl at a first-class hotel in a beautiful destination. It didn't hurt that we weren't paying, but I don't think that changed anything. That said, I have no idea how a guy who shells out $3,000 for a similar trip might see it, but it was clear from the get-go that this wasn't an escort service.
I think the takeaway is this: if you're the adventurous type and go in expecting to share a high-risk/high-reward weekend with a new person -- and that’s something you’re willing to spend money on -- you won’t be disappointed. Unless, of course, your date is terrible. In which case, there's always the buffet.
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Matt Meltzer is a staff writer for Thrillist. Follow him on Instagram: @meltrez1.