workation Archives - Wandering North

Belize

Island Life in San Pedro, Belize

One of the perks of my job, in addition to my vacation time, is that every year for the past three years I get to take a week and work remotely. I can travel anywhere, but I stay in North America to remain in similar time zones for work availability. So far, I’ve done these ‘workations’ in Antigua, Guatemala and Estelí, Nicaragua. This year, I decided to try something a bit more tropical and go to San Pedro, Belize. I had never been to Belize, so this seemed like the perfect opportunity.

Last Night I dreamt of San Pedro

Belize is, of course, the tiny country clinging to the east side of Guatemala and just below the tip of Mexico, on the Caribbean Sea. Its mainland has jungles and Mayan ruins, but what I wanted to visit was one of its many islands: San Pedro. Why did I pick San Pedro? One reason was just that I wanted to try a tropical island vacation, which I don’t think I’ve ever done (Cuba doesn’t count); but I specifically picked San Pedro because I saw that it had several cigar stores and because it is the island that Madonna sang about in her song La Isla Bonita. Honestly, the Madonna thing was really the reason that I chose it, but the cigar stores made it definitive. I was a huge Madonna fan as a kid and I’m sure I sang “Last night I dreamt of San Pedro” a million times, so why not visit the island itself?

Getting There

I flew to Belize City and then caught a tiny little plane on an airline called Tropic Air to fly the 15-minute flight to San Pedro. There are two options for getting from Belize City to San Pedro: one is the short flight and the other is a ferry. I decided to take the flight there and the ferry back because I wanted to have both experiences. (I wrote about the ferry trip in my post about Belize City.) The plane was super cool. It was tiny and it flew over shockingly turquoise waters and tiny little islands. It was amazing. And the airport, if you can call it an airport, is right in downtown San Pedro and it was about a two-minute walk from where I was staying.

Where I stayed: A Trailer by the Sea

Accommodations for workations are a little bit different than what I would book if I was on holiday. Since I am going to be in the place for about a week or more, I need to make sure that I have a suitable space for working and strong Wi-Fi. It has to be comfortable enough and I need a place where I can enjoy a cigar. I couldn’t afford a resort and the central hotels looked lacklustre, but I found this terrific little Airbnb. It was a bit weird. It was a trailer that had a little bit of an extra space added onto it (to add width to the kitchen and put in doors that open onto a wooden patio. It sat on the beach in downtown San Pedro and was painted blue and it looks very cute. It also might look a little trailer trash to some people, but I spent my early years in a trailer, so I was right at home. Really, the whole thing was bigger than my apartment and I thought what would be better than waking up in the morning and having my coffee on my own private patio looking at the beach or spending the evening in a hammock with a cigar.

*i know, it is not fancy, but very cozy*

It was an awesome place to stay. I loved it. I had all my needs met. I even had a trio of cats that came to keep me company on the patio each morning. The only downside was that there was a boat that was parked on the beach in front of the Airbnb and there was a homeless man that was living in the boat. For the most part, it wasn’t a problem; I didn’t see him or he was just doing things around the boat. To be clear it wasn’t his boat; he was just squatting in it. I am sure he was harmless, but I felt a little bit creeped out at night staying in the trailer with its big glass patio doors that didn’t have a curtain, meaning that anyone could just walk by and peer in, but I never felt unsafe. I live in a high-rise so ground level accommodations always feel a little weird to me. But, hey, this is island life; there are no highrises.

How I Spent Time

I was in San Pedro for exactly a week. I arrived on the weekend, so I had time to explore before I started working. San Pedro is small. During my time there I walked the length of the island a few times. But for the most part I stuck to the centre where most of the businesses were. You’re never more than a blocks from the beach in San Pedro.

Anyone who reads my blog regularly knows that I don’t like the beach, but I can’t deny that it was beautiful to look at. Fortunately, the downtown area of San Pedro has a string of restaurants and cafes all of which have beach-side seating. So I got to enjoy a lot of coffees, cocktails, and cigars looking out at the waves and the swaying palm trees.

San Pedro was a great destination for my workation because, while it was very beautiful, there’s not much to do. In a day and a half, I felt like I had explored the island and seen what I wanted to see, so when Monday came and it was time for me to settle into work I didn’t feel distracted things that I wanted to enjoy. The island is mostly beaches and resorts and beach bars and beach restaurants and shops selling hammocks and flip flops and souvenirs. Away from the very touristy areas it was interesting to see the neighbourhoods where people lived and the little food kiosks they shopped at and some local cafes and bars. A lot of the houses were still brightly coloured and adorable.

It is all completely pleasant. One of the neat things about the island is that there are no cars. Except for a few delivery vehicles, everyone gets around by golf carts. And there are a lot of golf carts. Tourists rent them and they seem to drive them everywhere, even if it would be faster for them to walk. The streets are positively clogged with them and if I was driving, I think it would be very annoying, but as a pedestrian I wasn’t bothered by it. It was just charming and quaint.

Speaking of tourists, while I had visions of myself going to some of these popular beach bars and enjoying my evening cigar, that idea went away quickly once I visited a couple of these spots. The tourists that were at these locations were probably nice people but not people that I really wanted to hang around with. A lot of conservative politics and alcohol. A little too loud and just not my crowd; so after that, I picked quieter spots where I could simply listen to the waves or enjoy a book or a podcast with my cigar.

So, I walked and I took in the views of turquoise waters and palm trees, white sands and colourful buildings and little glimpses into the lives of people that made this island their home. Many of which were immigrants or expats from other countries.

One thing that was a little bit of a drawback for having San Pedro as my location destination, as opposed to when I went to Guatemala and Nicaragua, was that San Pedro was expensive. My Airbnb was a very good deal, but going out for food and drinks was pricey. Everything was priced similarly to how it would be priced at home in Canada except it was priced in American dollars so for me that meant that everything was about 40% more expensive. It wasn’t prohibitive, but it certainly wasn’t a bargain. What was shockingly expensive was groceries. On the first weekend I went to a local supermarket and bought some supplies for the week. Coffee, yogurt, fruits, that sort of thing, and I couldn’t believe how much it was. I think I found a can of chickpeas that was about $7.00 US and a package of four yellow peppers that was $14.00 US. I guess this is part of the problem of island life.

Once my work week kicked into gear. I started each day with a walk somewhere nearby to grab a coffee and get a bit of exercise and then I worked until about 5:00 PM and then went out for dinner and a cigar. There were lots of appealing restaurants to choose from in San Pedro and most of them had at least one vegetarian dish – usually a delicious coconut curry. Most nights I had a virgin piña colada or some other tropical drink sans alcohol. Sitting on a patio with a cigar and listening to some music was very relaxing.

Smoking Cigars in San Pedro

As I said, one of the reasons that I chose San Pedro was because it had cigar stores. There were three, two of which had proper lounges and one that had a little patio for smoking. Smoking on patios and Belize was not a problem, but it’s still nice to go to a lounge to visit with other cigar smokers. On my first day I went to all three lounges.

One was called Saul’s Cigar & Coffee House. They had some of their own cigars and some other brands that they sold including some Cubans although the Cubans were, in my estimation, fake. I bought some of the cigars they rolled themselves to try and sat on their narrow front patio and watch the traffic roll by. Their cigars were OK but a bit expensive, although the staff was very nice and it was a pleasant place to sit.

There was also the newly opened La Casa del Habano Belize which was gleaming and pristine. It was a beautiful store with a well-stocked humidor selling all Cuban cigars. In wonderful condition and with OK prices compared to Canada. I went there twice and both times I got a cigar and sat in the air-conditioned environment in a leather chair enjoying an espresso and chatting with the women that work there. They were very nice, but they weren’t cigar smokers and were still learning about cigars. I just chatted with the staff or did a bit of work on my computer. It wasn’t my favorite place to go but I can’t deny that it was a nice place for a cigar.

My favourite place, and the place that I went nearly every day that I was in San Pedro is a cigar store called Havana Cigars. It is owned by a fellow who lives in San Pedro and has for many years, but he is originally from Havana. Nearly every time I went in there were other people, locals and tourists, stopping in to buy or smoke cigars. It had just the right atmosphere. I felt like I was a local almost from the first time that I went in and everyone went in was up for chatting. He was a great host and I enjoyed chatting with him. Particularly I got the scoop on local politics in San Pedro and we talked about the situation in Cuba. I won’t recount the stories that he told me, but he told me some incredible tales about his life in Havana and how he left on a small boat bound for Miami. I’d never really heard anyone tell me their story of fleeing Cuba and it was fascinating and emotional. It’s his story to tell, but I feel lucky for having heard it.

i think a third of my camera roll was cigar pictures.
And, yes, i did travel to Belize with an ashtray from my law firm. That’s normal, right? (Bottom right)

Looking Back

San Pedro was great. I would recommend it to pretty much anyone who wanted that sort of a beachy, chill trip. In addition to the cigar smoking and staring at the waves experience that I had, there are beaches to visit and stingrays and to swim with and other similar activities. I had planned to take a short flight over the Blue Hole (one of the main activities) but it was exorbitantly expensive and so I scrapped that idea. If I had not been in San Pedro working I think it would have been perfect for me as a two-day trip because I would have been bored after that; but it was wonderful to be there on this slower pace where I could keep busy with work and in my off hours I could just enjoy the island vibes. It was a special experience.

Onwards

After my week in San Pedro, I still had about two days before I had to be back at work (one of which would be taken up with flying, so I decided to spend a day and a night visiting Belize city before returning home. More on that in the next post (here).

Nicaragua

Two Days in Colourful Granada

Leaving Estelí for Granada

I left Estelí, Nicaragua early on Friday morning. I left the way I came, in a private care instead of on the bus. Friday was a working day for me, and I couldn’t afford to spend half of it in transit, so I hired a driver. The trip took about 2.5 hours. Not a bargain, price-wise, but worth it

Arriving in Granada, I was immediately charmed. This was the colourful city I’d seen in pictures, and it was the city in which I had planned to spend my entire week, before the lure of cigars and tobacco farms took me to Estelí. We arrived in Granada at about 8:00 AM. I would leave two days later. Two days was enough time in Granada.

*main square as seen from my hostel window*

The Poshest of Hostels

I was staying at the Selina Hostel (since changed its name to Socialtel Granada); it was an absolute delight. It’s one of those fancy hostels that feels more like a hotel than than it does just a regular hostel (a poshtel). It is pricier, but you can’t argue with the quality. I had booked a private room, and it was gorgeous. The common areas were full of people hanging out, drinking smoothies and beer, planning day trips to volcanoes, and chit chatting in aesthetically appealing surroundings. As a side note, I did plan to do a day trip to a volcano but it just wasn’t happening while I was there due to volcano activity so I just hung out in the town.

I spent Friday morning sitting on the patio in front of the hostel having a cigar and working on my laptop. With work done, I went out to explore for the weekend.

Wandering Granada

Grenada is one of those places that doesn’t really have tourist attractions per se, it’s really that the city itself is the attraction. It is a gorgeous Spanish colonial town with the oldest architecture dating back nearly 500 years. The buildings are brightly painted, and the streets are cobblestoned. In the centre is a leafy square presided over by a tall bright yellow church.

I know, it’s a lot of photos, but its is just so pretty

It has an active street life, with markets, people playing dominoes, food and drink vendors, add a selection of horses and donkeys.

The central market was an explosion of colours, smells, and fruity goodness.

It is an ideal place for wandering with no destination.

The only downside to Grenada was that it was blisteringly hot and humid. It was hot in Estelí but in a comfortable sort of way. It was so hot when I was in Granada in February that at certain points I felt like I couldn’t see. No matter, the city had an ample assortment of charming cafes and breezy courtyards that I could sit in to take respite from the heat and drink a refreshing beverage or a coffee.

And that’s basically what I did in Granada: I wandered around, I looked at buildings, I took pictures, and I had and I had tasty (non-alcoholic) beverages.

*smoothies, coffee, and a virgin passion fruit colada*

One of the great things about being Granada was that there was a variety of food. It reminded me a lot of Antigua, Guatemala in the sense that it really does cater to tourists and so it has charming cafes with good assortments of vegetarian food. I was in heaven I was able to have vegetarian dishes and nice salads without getting sick. The downside of this was Granada is not particularly cheap. You’re going to pay almost Canadian prices for the pleasures of those lovely cafes. But I was fine with it.

Smoking Cigars in Granada

Of course I smoked cigars. There was one small cigar factory in Granada: Dona Elba. It’s tiny, as their main factory is in Estelí, but there were people in there rolling cigars and cigars were for sale. I made a point of going there and tried a couple of their locally rolled cigars, each of which was only OK. I sat in a rocking chair in their shop area and smoked this very unfortunately named cigar when I was joined by the tired wife of a cigar curious tourist who sat down to talk to me. It was one of those conversations that started normal but then took a turn when this woman, who was from America, began telling me about her COVID conspiracy theories and how Muslims are ruining Europe. Awkward. I obviously don’t agree with her theories and there’s just no point in debating some people. At that point I miss being in Estelí where almost no one spoke English.

*A nice little factory with unremarkable (and one unfortunately named) cigars*

One other note on cigars, don’t buy any here unless it is from a proper cigars store (and even then be careful); Granada was full of egregious fake cigars – not just fake Cubans, but fake non-Cubans, like Padron, Fuente. Nasty looking things, some with beetle holes.

In the evenings I sat outside enjoying the less hot air and smoking cigars, well the people from the nearby hostels marauded about in search of drinks.

It was all perfectly pleasant and was an excellent end to my time in Nicaragua.

Heading Home

I flew home via Mexico City where I had a ten-hour overnight layover. Normally, when flying through Mexico City I’ll go into the city, but I had no desire to go in the middle of the night sleep couple hours and come back to the airport, so I booked a ‘room’ at a little pod hostel just outside of the airport. (izZzleep.) Literally outside the door of the airport and up a flight of stairs. It was my first time staying in one of these little space age pods and I loved it. Great use of my time and money.

Nicaragua was a success I felt fulfilled and rejuvenated.

My next trip would keep me in the Americas: a short jaunt to southern California.

Nicaragua

At Home with Plasencia Cigars in Estelí, Nicaragua

After Las Villas and Rocky Patel, my next cigar factory visit was Plasencia. I was delighted. I had only learned of Plasencia the previous year when I was working in Antigua, Guatemala. The proprietors of the best lounge in Antigua (Antigua Cigars) told me the story of the Plasencia family and introduced me to their cigars. They have been in regular rotation for me ever since.

The Plasencia family started out in the industry in the mid 1800s as tobacco farmers in Cuba after the Plasencia patriarch immigrated there from the Canary Islands. They left during he revolution in the early 1960s and moved their operation to Nicaragua. In the 1970s the turbulence in Nicaragua caused them to move to Honduras where they started making cigars for other brands. In the 1990s they returned to Nicaragua and became one the of the most famous and prolific growers and producers (still for other grands) of the cigars outside of Cuba. In 2017, the family decided to start producing cigars under their own name and the Plasencia brand of cigars was born. They are excellent cigars, the Alma Fuerte being my favourite.

I love how they have been in the business for generations and how they have innovated to grow certified organic tobacco and developed way to grow the crops with less water. They are committed to environmental practices. I should say here that no was is paying or asking me to write this. I’m just a fan.

So I was delighted when I was invited to tour the Plasencia factory in Estelí.

I walked to the factory from my hotel. Long and hot, but manageable. I didn’t want to deal with taxis.

I entered the impressive yellow building and was met with my host.

He took me on a tour of the factory. I won’t go through the steps involved or how this experience enlivened my already deep-rooted passion for cigars, as I have done that in the Las Villas and Rocky Patel posts. I was walked through the same, incredible process of cigar fermentation, rolling, aging, testing, and finishing. All by hand, as it has been done for centuries.

The family’s history is told in a series of photos and the story displayed on a wall after entering the building.

A few things surprised me about Plasencia. It isn’t just a company where these people work; they pride themselves on being a responsible employer. (Take note, corporations.) They pay a good wage, they provide health care onsite, they provide free pre-school for the children of workers, they grow food and use it to supply meals to their workers…it was apparent that this is a company that cares. I usually cringe when I hear an employer calling its workplace a family, but there was a true sense of that here. The walls were lined with quotes from writers and thinkers like Emerson and there were displays about the Plasencia baseball team and about the importance of mental health. It was impressive, and not what I expected. They even make a point of employing blind people in certain jobs where the task can be done by touch. I came in as a fan of the cigars and left as a fan of that and their corporate culture.

The tour ended in their onsite cigar lounge / café / bar, where I had a coffee and cigars and continued to chat with my host.

I left, with a nice gift bag, and my host insisted on driving my back to my hotel. (He thought it was crazy I had walked.) When he turned on his truck, 1980s Madonna blasted from the speakers. “The radio?” I asked curiously. “No. It is a CD,” he replied and said how much he liked Madonna. Full of surprises, down to the final moments.

These three cigar factory visits were incredible. I felt even more zealous about this thing that I love and that has, truly, shaped so much of my life. It was also a reminder of the kindness and generosity of cigar people and how, despite being strangers, we connect over this shared passion.

What a great way to end my week in Estelí. The next day I would leave Estelí for Granada.

Nicaragua

Visiting Las Villas Cigar Factory in Estelí

In was in Estelí, Nicaragua remote working for a week and, as it is the cigar production centre of Nicaragua, I had reached out (with the help of a Spanish speaking colleague) to some factories to arrange tours to Las Villas, Rocky Patel, and Plasencia. This led to one of the more unique and personal experiences I have had, combining two of my passions: travel and cigars.

The first of the factories that I visited in Estelí was Las Villas. This wasn’t a factory or brand that I was familiar with, but they were the first to extend an invitation so happily accepted.

I walked there from my hotel. It took a little less than half an hour but the heat made it feel longer. Along the walk I passed other buildings that had cigar logos on the outside. These were not ones that I was familiar with and appeared to be small operations. Occasionally I walked past a building that had no signage outside whatsoever but I could hear voices and smell tobacco through the cracks in the windows. I don’t mean that I could smell smoke from tobacco I meant that I could smell raw tobacco, and it was apparent to me that these were also small rolling operations. There are entire streets in Estelí that smell like tobacco, or like heaven depending on your perspective.

*other, random factories passed en route*

I walked down some unpaved back roads in a residential neighbourhood and passed a couple of donkeys when I found my destination. Behind the security gate was a small, new-looking building containing the cigar factory.

I was met by a fellow who gave me a tour of the factory, I think because his English was the best of the people on staff. And I feel like a jerk because I wrote down the names of the people that I met but I lost the paper and so I don’t remember his name, but this was him and me in the picture enjoying a cigar.

He took me through the Las Villas where people were fermenting tobacco, rolling cigars, bundling and aging them. This glimpse into cigar production was truly fascinating. I had visited factories previously in Miami and Cuba, but it was still thrilling to see. Something about cigars that not many people realize unless you know cigars is how many steps it takes to make a cigar from when you plant the seed to when you box them up. They go through a long and intricate process of growing, harvesting, aging, fermenting, sorting, rolling, testing, aging some more, banding, and boxing. It is said that a cigar passes through 200 hands on its way to being ready to smoke. It’s one of those rare items that still, today, is made entirely by hand. I find it kind of moving to see all of these people handcrafting this thing that I enjoy so much. I don’t think I take it for granted, but it is very special to see first hand all of the effort that goes into a cigar.

My guide showed me around the factory and took me into the rooms where they were aging tobacco. He gave me a cigar to sample which was excellent (and thankfully it was excellent, because I had never had these cigars before and it would have been an awkward experience if the cigars were bad).

Cigars in various forms. The ones in the middle at the ‘By the Book’.
The little oily pigtail ones on the end are a custom roll for a buyer.

After the tour I was taken into the office of the owner of the company and his brother. Guillermo Pena Jr. Is the owner of Las Villas and of course I forget his brother’s name because I lost the little piece of paper where I wrote it down. The brother didn’t speak English, but Guillermo did. He told me the story of how he and his brother grew up in Cuba and worked as cigar rollers there before escaping to Miami in the early 2000s. They started working initially at cigar factories in Miami before going out on their own to create their own cigars. They eventually created a factory in Estelí, Nicaragua and started rolling cigars for other brands as well as creating their own. They started with eight rollers and today they have over 200. While I was there, I tried a Las Villas cigar called By The Book, which came in a cigar box that looked like a book. It was excellent. Full bodied, leathery, earthy, with a hint of natural sweetness, and a perfect construction in an oily wrapper. It was a truly amazing experience to be sitting in this office on the leather sofa in the middle of a cigar factory in the middle of Nicaragua talking about cigars with these men. bonded over our mutual passion.

I left feeling elated. It was such a unique experience – but it was only the first of three.

The next day I would visit Rocky Patel and tour both the farm and factory.

Nicaragua

Tobacco Town: A Week in Estelí, Nicaragua

Workation

Anyone who’s followed me or knows me in person knows that I love cigars. I won’t go into my personal history with cigars, which has been a life-changing passion going back to about 1997; that is another story for a different blog. When I had an opportunity to do a one week ‘workation’ in 2024, it was my passion for the leaf that took me to Nicaragua. For the last couple of years, I can take one week per year and work remotely in addition to my annual paid time off. The first year I went to Guatemala, and this (second) time to Nicaragua. It’s essential that I do the workation in a time zone that roughly lines up with Vancouver’s. I’ll probably explore most of Central America this way.

But where in Nicaragua? Granada was the obvious choice, as it is so charming, but I decided to go to a less picturesque destination: Estelí.

Estelí is not a tourist destination; It is a regular working town in central Nicaragua that is famous for growing some of the best tobacco in Central America. At least half of the population of Estelí works in the cigar industry in one way or another. I couldn’t get an accurate count on how many cigar farms or factories there were in the area. I managed to find about 30 online but I was told that there was probably twice as many.

Estelí seemed like a good choice. It’s famous for producing something that I love and, aside from that, it doesn’t really have any other sights or attractions that would distract me from my work. (There are some nearby hikes, but that’s it.)

Arrival in Nicaragua

I flew into Managua and then had to make my way to Estelí. Managua is the closest airport to Estelí and the only way there is by vehicle. There are buses, but they’re slow. I was arriving in Estelí from Vancouver via Mexico City, where I had spent the night, so by the time I would arrive in Nicaragua it would be Saturday afternoon and I wanted to arrive in Estelí before it got dark. So I arranged for a car.

I found a driver online – Mr. Ow of Mr Ow Nica Travel – who offers driving services around the country and asked him if he would make this drive for me. He said he would. I wholly recommend him he was an excellent driver and very professional. It was also nice to make the drive from Managua to Estelí in a car so that I could enjoy the scenery as well as ask Mr. Ow about life in Nicaragua. It wasn’t a super picturesque drive, but it was nice to see some fields of green and donkeys pulling carts.

Growing up, the only time I heard anything about Nicaragua was on the news, and it was always violence and political upheaval, and American-born news reporters with no Spanish accent suddenly pronouncing the name Nicaragua as though they were raised in the heart of Managua. (“Nee-Ka-rrrá-Gua”)

While it’s a bit of a stereotype from Nicaragua it’s also true that it was violent and had political upheaval and lots of American political meddling. The country was under a series of dictatorships and revolutions from the late 1930s until the 90s (Somoza, Sandinistas, Contras), with a war and a devastating earthquake on top of it all. In the 1990s, when it started to re-establish itself as a stable state, it was decimated by terrible hurricanes. It’s only really since about the mid 2000s that it’s got on its feet. Or did it?

While there isn’t any active war, Nicaragua struggles with democracy and dictatorships to this day. Political participation is limited, and the current president has been in power for 23 years across two different periods. During his second period, he removed term limits from the constitution and recently made his wife vice president. When I am visiting countries with tricky governments, I try not to ask people too much about the local politics for fear that they or I get in trouble. To the extent that locals talked about politics with me on this trip they didn’t seem happy with the system and spoke about it in hushed tones.

Nicaragua is one of the safer countries in Central America, but it’s still not considered safe. I felt completely safe the entire time that I was there, but I don’t know if that’s a universal experience.

Estelí

We got to Estelí, it also wasn’t that picturesque, but it would be my home for the next week.

Estelí has a population of approximately 120,000. I find that shocking because it felt like a small town, but I gather that I was staying in the centre and that there is more of the city perhaps spread out. The area that I stayed in felt old-ish. There were some cobblestone-type streets and single-story colonial buildings painted in bright colours and at least one square with an old churches.

It looks lovely right? And it was pretty. Not as pretty as Antigua or Granada, but it did have many of the elements of an attractive Central American colonial town. What it didn’t have was things catering to tourists. On one hand this was great; I felt like Estelí was a completely authentic experience. On the other hand, it wasn’t an easy place to spend a week in. Very few people spoke English, so I had to rely on my rudimentary Spanish. Finding vegetarian food was almost impossible. Most nights I would ask people to make me a bean and vegetable burrito. And one night I just had a virgin piña colada and a cigar for dinner. There wasn’t a plethora of cute little cafes with free Wi-Fi like you would have in a more touristy place like Antigua, but there were some. There was one very picturesque little cafe (Coffee Lovers Estelí) that did have free Wi-Fi and wasn’t too far from my hotel and there was a place selling smoothies and there were and there were one or two patios to sit on.

Sometimes when I drive through countries from one destination to another I will pass by a town or small city of no particular note and I’ll wonder what life is like in a place like that; just a regular town with no real attractions. Estelí was that experience. People got up and they went to work and they hung out in the park in the evening when it was hot and then they went home. Men walked around wearing cowboy hats and cowboy boots and jeans and nobody seemed particularly interested in displaying the sights or history of their town. Every morning, a siren went off at about 5:00 AM signalling to people that it is time to start work. I used this as my signal that I should do likewise.

I stayed the Hotel Los Arcos, which is probably the nicest hotel in the centre of the city and I booked myself into the biggest room. I figured, since I’m going to be there doing work, I may as well have some space. It wasn’t ideal for work, lacking any sort of a desk or table. I spent most of my working days sitting on a wooden bench working at a coffee table in the common areas, smoking cigars. That was great, cigar-wise. The place was very cigar friendly. And while the staff didn’t speak a word of English, they were very kind and we exchanged small conversations.

*My hotel and, on the right, where I worked most days*

I did get violently ill for about out two days during my time in Estelí following an attempt to eat a salad ordered from a takeout window at a taco shop. I think that was a mistake. And that put a bit of a damper on things, but I was still able to tend to my work and enjoy my cigars.

And the cigar is really where the highlight of Estelí. I could smoke anywhere, which was a treat, but more importantly I had arranged to visit some farms and factories while I was there. It is possible to arrange for a tour in some cases to visit certain farms and factories there, but they generally don’t do them for individuals. Fortunately, my law firm is one of the sponsors of the Caribbean Cigar Celebration, an annual cigar event in Vancouver, and I used that as my way two reach out to these places. Only three factories got back to me, but that was enough. While I was there, I visited Las Villas, Rocky Patel, and Plasencia. I know that if you don’t know anything about cigars these names won’t mean anything to you, and that’s okay. I will write separate posts about these visits so they’re easy for people to skip if they’re not interested. But for me it was thrilling and one of the more unique trips that I’ve had.

My days in Estelí, apart from visiting farms and factories, were spent with a morning stroll, an eight or so hours of work, and an evening out for dinner, another walk, and a cigar, seeing who I could meet and what I could see along the way. Not exciting, but pleasant.

Would I recommend that people go to Estelí? Not unless you are a huge cigar fan and very excited to learn more about the process of growing cultivating and rolling cigars. Otherwise carry on to Granada or one of the other more touristy regions of Nicaragua.

Moving On

I did go to Grenada on my last weekend, and it was excellent and provided me with all the touristy comforts that Estelí lacked, but the highlight was visiting those tobacco farms and cigar factories, which reaffirmed and revitalized my passion for cigars.

Choose your own adventure! Want to Read about my visits to Las Villas, Rocky Patel, and Plasencia? Click your choice. Want to jump ahead to picturesque Granada? Click here.

Central America / Caribbean Guatemala North America

Antigua, Guatemala

Prologue

I try not to mix work and travel. That isn’t always possible, and I will work on holiday if I have to, but I try to keep it minimal. But when the law firm I work at, inspired by the working for home trends we all got used to during covid, announced that we could take an extra week away in a remote work ‘workation’, I wasn’t going to let that opportunity pass by. Yes, I would have to work, but I could do it from anywhere. I realized staying in a relatively comparable time zone would be essential and I wanted to go somewhere I hadn’t been. I put on my digital nomad hat and decided on Antigua, Guatemala.

Because I spent my 9ish days in Guatemala mostly working, I’ll condense it down to three posts: one about Antigua, one about cigars in Antigua, and one about my trip to see the pyramids at Tikal.

Arriving in Antigua

I landed in Guatemala City and took a taxi to Antigua. It is cheaper to take a bus or shuttle, but my flight had been delayed by man hours and I just wanted to get where I was going with minimal hassle and delay. I chatted with my driver, Carlos, who told me mostly about the covid restrictions in Guatemala, which was masks required everywhere. Even outside and even in your own car. Of course, as he told me about this and we discovered we were of like minds, we ditched the masks. As it turned out, enforcement was minimal, so I ended up only having to mask indoors.

I had booked myself an Air BnB in the historic centre of Antigua. I am not usually a self-contained apartment rental person (I like the interactive-ness of hostels and having front desk people to answer questions and give advice; but I was there to work, so a quiet place all to myself was required. I chose well. I little one room apartment with everything I needed, including, most importantly, a pleasant courtyard with a table where I could work and a hammock where I could relax. It was simple, cute, and affordable.

That initial drive into Antigua was fabulous. It is so pretty and colorful. The whole town is a Unesco site, so nothing is out of place. All of the buildings are either low rise, colorful, Spanish colonial or grand barroco antigueño buildings. There are no billboards, no advertising, no neon – even the banks had low key signs that sort of disappeared into the overall traditional design. It looked like a movie. Or a dream.

The streets were cobbled. As we drove in, we passed the leafy central park square, which was filled with people at a crafts market, enjoying the shade, or strolling through. It seems like every block revealed some picturesque church, fruit stand, or building. And high above the buildings in the distance were volcanos – proper ones. Triangular mountains with, sometimes, plumes of smoke pouring out of the top. It was all perfect. I congratulated myself for having chosen well.

It was Saturday and it was late afternoon. By the time I left my room, it was getting dark. I used that first evening to walk around and get my bearings. I had dinner from a food cart near one of the churches (something vegetarian and spicy and crunchy with avocados for about $1) and found a cigar lounge near the yellow arch and enjoyed a Cuban cigar before walking back for bed. Antigua felt totally safe, and I did walk around at all hours of the day and night without issue.

The real sightseeing would be the next day – Sunday – before I started my workweek.

Sunday Sightseeing

As this was probably going to be my one free day to see Antigua, I didn’t have time to waste. I got up and out early. The air was beautiful. Warm and sunny, but not hot. I walked out onto the streets which seemed to be lined with trees and bursts of colored flowers at every turn. And this is on top of the colorful and cute buildings. Everything was charming.

Antigua doesn’t have a bunch of big sights or attractions. The attraction is the town itself, for how pretty and well preserved it is. And it does not disappoint. I walked up and down almost all the main streets that day, stopping into churches and cafes as I went.

The local transportation is even charming: colorful and shiny “chicken buses” (repurposed and highly decorated old formerly yellow school buses) rolling down the cobbled streets.

I visited the market at the park and walked down the street with the distinctive yellow arch, which was originally built as a passageway to allow nuns to get from a building on one side of the street to the other.

It definitely feels touristy in Antigua, but as it was still covid times, the tourists were not overrunning the place and it is still certainly a place where people live and work. Most of the people I encountered didn’t speak English (or spoke only very little). And it didn’t feel like all of the businesses were there to cater to tourists only.

There are museums, but I skipped them. I was worried about running out of time to do my aimless wandering.

I think a day in Antigua would be good to see it; two if you want to do museums and enjoy more of the restaurants; three if you want to relax. I was happy with my one day of walking and didn’t feel like I would be deprived when I sat down to work the next day. But as it turned out it was great to have the week; even though I was working, I got to experience more of the daily life and what it is like to have a routine while traveling, which was a bit novel for me.

Work Week

I’ll spare you the details of my work life, but I enjoyed this experiment in remote work. Every morning I got up ridiculously early and went on a lovely walk, each day stopping at some new café, before heading back to my abode.

I would work all day – smoking cigars the entire time – and then wrap it up around 5:00pm when I could. I work much longer days when I am at home, but I could be a bit more efficient working there as there was no chit chat and time wasting. Plus, I was motivated to finish early to I could go out.

Every evening I would walk, go to a different place for dinner or walk around some street I had missed previously, and I would go for a cigar. I have a bit to say about the cigar scene in Antigua, but I’ll put that in a separate post. Suffice it for now to say that cigars remain one of the best ways (for me) to connect with a group of people in a new place and Antigua was no exception.

Café Culture

A word about cafes: Antigua has a lot of great ones. It was overwhelming, actually. So many that were cute or historic, or trendy, or had excellent offerings of beans and methods of delivery. A lot of them had tasty food and vegetarian or vegan treats. It was great. Occasionally I spent an hour in the morning or afternoon working from the ones with wifi. I could have stayed longer to go to them all. I had this plan at one point to discuss my favourites and write little reviews, but that’s not really my thing. Just get out there and stumble on them, drink coffee, and be delighted.

Reflections

This remote work week was a nice routine. Every day when I finished work I was in a foreign city and that felt like a bonus. Like I was getting away with something.

As much as I liked Antigua, I couldn’t live there. It’s too small and I would feel trapped there not knowing how to drive; and as pretty as it is, that would lose its charm, I think. Plus, I think that when the pandemic ends, and tourism is back to normal I could see it being unpleasantly touristy, like Bali. I could probably have spent another week, but I don’t see myself looking to retire there or anything.

It was, though, relaxing. Maybe my most relaxing trip ever because there weren’t a million things to do, and I wasn’t run off my feet doing things all day. It was just work and leisurely evenings. A vacation with relaxation…what a concept. This is pretty new to me, as I tend to travel quickly. I like to learn about a place and experience it, but I don’t relax much and have a restlessness to move on. This was a different experience.

Moving on

Anyway, the last weekend I had there only gave me one more free day. I needed all day Sunday to get home, but Saturday was all mine and there was no way I was leaving Guatemala without seeing the magical-looking Tikal. But that is for another post.

Tag: workation

Last Night I dreamt of San Pedro

Getting There

Where I stayed: A Trailer by the Sea

How I Spent Time

Smoking Cigars in San Pedro

Looking Back

Onwards

Leaving Estelí for Granada

The Poshest of Hostels

Wandering Granada

Smoking Cigars in Granada

Heading Home

Workation

Arrival in Nicaragua

Estelí

Moving On

Prologue

Arriving in Antigua

Sunday Sightseeing

Work Week

Café Culture

Reflections

Moving on