San Diego – Business and Pleasure!

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Any time I travel for business, I try to squeeze in some additional fun time. If my company is already buying airfare, why not take advantage of it? My job doesn’t involve a lot of travel, maybe 2-3 trips per year, so it’s perfect for supplementing my own vacations. When I was asked to attend IBM’s big conference in May, I jumped at the opportunity! The conference was on a Tuesday and Wednesday, and I wasn’t about to fly in and fly out without a little R&R. I opted to take a vacation day on Monday; enabling me to fly out early Sunday.

Tip: Sometimes flying out on a weekend may reduce your airfare enough to cover an additional hotel night! Check your company’s travel policy!

Aside from a quick road trip from Palm Springs to Tijuana about ten years ago, I hadn’t been to San Diego. For all intents and purposes, this was a new city to explore. And there was an overwhelming number of options!

First order of business when landing on the West Coast is to find fish tacos!  I checked in to my hotel, fired up the Yelp app, and walked over to the waterfront area to Puesto for a beer and tacos. Delicious!

As soon as I landed, I headed to Puesto for fish tacos and cerveza!

I spent the rest of the afternoon wandering around Seaport Village, which was very touristy, but I could have spent the entire day in the Kitson boutique.


Coronado Kayak Rental

So, what to do with my vacation day? As much as I also wanted to visit Balboa Park, I chose a Bike and Kayak tour of Coronado. On Monday morning, I walked a few blocks from my hotel, jumped on the Coronado ferry, and checked in for the bike tour.  Turns out, I was the only customer, so I got a private tour.  We essentially pedaled around the island, either on bike paths, or wide roads.  Not a lot of traffic to worry about, which was nice.

After a few hours on the bikes, we were back at the office and I was informed that I had 2 hours before the kayak tour would begin.  So, I went off for lunch and came back for a private kayak tour with the same guide.  Any day on the water is a good one, and this was no exception.  Although we didn’t really go anywhere, it was nice to see the city from the water, and to paddle under the giant Coronado Bridge.

Business Travel

After some ice cream and a ferry ride back, I was about to turn into a pumpkin, er, go into business mode. The work part of the trip started Monday night with a pre-conference dinner at Top of the Market, which appeared to be a fancier version of the Fish Market downstairs. As much as I sometimes dread networking dinners, after a few glasses of wine and good food, they usually end up being pretty fun. Besides, how many people can say they’ve taken a pedi-cab with their boss and 3 coworkers? (That poor guy who had a pedal us all over town!)

Tuesday would bring a full day of conferences, followed by a cocktail hour at Atmosphere, a bar on the roof of the Marriott Gaslamp.  Incredible rooftop!

After a quick dinner at Rockin’ Baja Lobster, (more fish tacos!) it was time for the big concert of the convention.  IBM apparently pulls some big names in every year. This year, Aloe Blacc performed to a small audience.  I hadn’t heard of him before, but recognized his music when I heard it.  The venue was small enough that we were able to squeeze right up to the stage.

After the concert, it was time for barhopping in the Gaslamp District.  After a few shots of Jaeger, on top of everything else consumed that night, I snuck out and grabbed a cab home so I could still be fresh for another full day of conferences.  Gone are the days of staying out all night and going straight to work the next morning!  Mwah-mwah.

Westin San Diego

I chose to stay at the Westin San Diego – it fell within our corporate travel policy, and was also affordable for the 1 night I was footing the bill.  The buildings were very distinct, so I could always spot the hotel and find my way back!  The neighborhood was interesting…on the quiet side, but not in a good way.  Very close to the train and military museum, but also next door to a YMCA/hostel with a lot of homeless in the area. I heard drunken shouting very late into the night one night (from one deranged person) The Westin Gaslamp looked a bit nicer and in a great location as well, although quite a bit pricier.  My room, though, was great. Everything I would expect from a Westin. Did I mention the free airport shuttle?!  Huge bonus in my book!

I left San Diego with the same thought I have in most cities (except New York!):  “I could totally live here!”

What’s the most fun you’ve had on a business trip?


Coronado Kayak Rental



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12 thoughts on “San Diego – Business and Pleasure!

  1. So, funny story. I once went to San Diego on a business trip (from Maine, so I was pumped about the weather). We also went in May. When we arrived, someone said, oh it’s ‘May Grey’! I was like, WHAT?!?! Where is the 100% beautiful SD weather that I was expecting. Was chilly and rainy the entire time! So happy it behaved for your trip!

    • How terrible! San Diego is supposed to have the same beautiful weather every day, I guess they keep “May Gray” under wraps. Well, you’ll have to go back, it’s such a fun city for outdoor adventures and exploring.

  2. I have always seemed to miss Coronado island, next time will have to check out when I am in San Diego. Sadly my business trips to SD were never that fun:-(

  3. One of my best friends is from SD and we used to go every summer. I love everything about that place, if I ever make it back to the US I’ll definitely be living there <3

  4. That sounds like a great work trip to start with! How amazing that you could explore San Diego at the same time. The only trip I’ve been on with work so far has been to Birmingham (a very uninteresting city in the UK midlands) and I could only stay one night! Maybe I’ll request San Diego next time 😊

  5. It’s great to make the most of your business trips if you can! It sounds like you packed your days and evenings full which is the best approach I think 🙂 It’s always nice to do something active I find as a lot of time is spent in smart clothes sitting in a big conference room/office!

  6. I love when Business trips turn into mini vacations. Which is pretty much every vacation I get. I love San diego and it looks like you really made the most out of your visit.

  7. I love making the most of business trips! I’ve been to San Diego a few times, but only for day trips so not long enough to engage in any activities. Would love to go kayaking there one day to explore the coves and cliffs!

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