Over the last few days I have been working with two different clients on two different trips. One has me looking for a Caribbean cruise, first for next Christmas and then when that proved way too expensive and hard to find, one in February of 2020. The other was looking for a short cruise to Cuba.

I did most of the planning by going back and forth with e-mails. They would ask questions, inquire about alternate cruises, ask about travel insurance, different types of staterooms and other types of questions. I would send replies with new options for them. In all, I would guess that I exchanged at least 10 long e-mails with each of these wonderful folks.

But the one thing that both of them had in common was that they started every e-mail by apologizing for asking for so many options, for so many changes. On almost every e-mail reply the first line was, “Sorry to be bothering you with this,” or “I hate to ask you about a different option.” I just want to make one thing clear…you aren’t bothering me.

I have had this happen before with close friends. One of my best traveling buddies asks me about airfare and always starts by saying, “only when you have time.” Another very close friend spends a lot of his time looking at travel arrangements to have me book them. When I ask why he did all the research he said, “I didn’t want to bother you.”

If I was bothered by people asking me to find out about different types of travel, I wouldn’t be doing this as my “funtirement” job if I didn’t love looking for travel. I am at a point in my life where I don’t really have to do this job. And I really do love it…most of the time.

Sometimes because I look so hard for different options, I find something truly important. As an example, in looking for the Cuba cruise for these clients I discovered that if they went to Cuba after March 18, the overnight cruises were much shorter than after. The March 18 cruise (and those before that one) have an overnight in Havana. They arrive at 8:00 am on day 1 and then don’t leave until 3:00 pm on day 2. After the March 18 cruise, they arrive at the same time but leave Havana at 6:00 am on day 2 so even though they get a full day and an evening on the island, they don’t get a second day.

We also looked at another cruise that did an entire day in Havana and then sailed away at 5:00 pm and then did an entire day on the south side of the island in Cienfuegos from 8:00 to 5:00. But I also read a lot of reviews by other travelers that had been there that one of the things they loved the most was the evening time in Havana and this cruise didn’t give them that. And I found other options. They ended up getting the exact cruise they wanted along with all the visas and travel insurance they need.

I loved finding that kind of stuff. Digging to find the best thing for the clients. See the smile on my face. You aren’t bothering me…really

I like bothering people and stirring things up. –Tim Daly