The Living Daylights JA
So, this what I’m doing… planting coconuts in the jungle on the side of a mountain in Jamaica.
In December, I met Brandon, Simi, Jesse, Ryan, Emmanuel, Bunny and the other farmers, friends & neighbours of The Living Daylights JA permaculture organic tropical fruit farm, guesthouse, and mountain view dub bar. I thought it would be fun to come back and volunteer on the farm for a while to learn more about the land, food, culture, and tropical farming techniques. I was not wrong…
Day one had me sweating through my shirt just hiking to the worksite, followed by four hours of hacking and slashing my machete through thick vines and weeds to free up a patch of coconut and soursop trees. Then we chopped down a massive bamboo stand to give more light to the trees, before transplanting a few 10ft banana suckers. We drank coconut jellies fresh-knocked off the tree, and splashed off in the ravine before facing the final challenge, the homeward hike back down one mountain and up another.
Day two, we transplanted 10 decorative palms to landscape a garden path. Then I spent the afternoon clinging to the side of this 60° slope, digging holes in rich, volcanic earth and planting coconut suckers between the plantin.
In the evenings, we retreat to the dub bar for a digital revolution rewind combined with whatever fresh-squeezed fruit juice fell from the tree that day, and mingle with locals, guests and other visitors.
Sound like fun? It’s exhilarating. If you’re into this – DM for deets. ☝️❤️🇯🇲
Two white girls pon a mini bus – The Word (1988)
I was talking about taking a minibus, and Shane at Vegan Villa told me about this song. 32 years later, and Jamaican minibuses haven’t changed a bit.
https://www.discogs.com/The-Word-Two-White-Girls-Pon-A-Minibus/master/350514
Negril to Kingston on the Knutsford Express
First Leg – Negril to Montego Bay to Ocho Rios, transfer at Pier 1 – 1h30m
I purchased my ticket at the Knutsford bus terminal with an hour and a half to spare. Fare was 3700 J’s.
I briefly toured the Square One Mall across the street. It’s an enclosed arcade of upscale souvenirs and jewellery stores. A stark contrast to the open air Negril Craft Market downtown, where you will be beckoned, hollered at, and invited to view each and every vendors craft stall or booth. Everyone is friendly, but expect high-pressure sales tactics. None of that at the mall. Take your pick.
While waiting for the bus, there’s a pretty cool bar made entirely from colourfully painted recycled shipping containers, called Beach Bunny. They have a little pool, and reclining chairs by the beach. I bought a Red Stripe from the bar for 350J, and took my pack down to the beach chairs. There were life guards and lots of staff around, and locals felt comfortable leaving their phones and tablets unattended on their chairs. I felt like it was a safe place to leave my bag for a moment and took the opportunity to go for a quick dip in the turquoise water. Worth it. (Alternatively, you could leave your belongings at the bus station, if you have a lot of stuff.)
After a refreshing swim in the saline sea, I ordered some shrimp tacos and a rum pineapple, which came out to about 1950J, which felt like a lot. I tipped 100J anyway. I’ve been forgetting to tip a lot, and I’m starting to feel ok about that when things are so often inflated. I tip when I get a fair price as a sign of I gratitude, but I don’t want to come off as a Big Man, flashing his cash all over the place. I would rather been seen as a broke and stingy backpacker than a walking ATM.
On the beach, I was offered a bracelet that I liked from a local artisan for 500J. I offered him 1000 for 3, and we were both happy with that. If you find souvenirs that you really like, you’ve got more leverage buying in bulk, so stock up at a discount.
I made it back to the bus with minutes to spare, and met up with a couple German backpackers who I’d seen at Judy House a few days prior. We hurriedly puff a few Ganga blunts in preparation for the ride, while the Caribbean rain rinses dried sea salt from my skin.
On the bus, it’s cozy and posh. The TVs play a couple episodes of Brooklyn 99 before the main feature, 2003’s Daddy Day Care starring Eddie Murphy. The seats recline adequately, further than any Greyhound I’ve ever been on. I bring my only carry-on with me. It NEVER goes under the bus, in any country.
We make a brief stop in Montego Bay to transfer busses before the airport.
I watch the beaches pass by me on the left, thick green jungle on the right. The roads are lined with goats on short ropes and the rusted skeletons of abandoned cars, stripped down to their bare metal frames.
We cruise to Ocho Rios. I write a little, and nap a little.
Second Leg – Ocho Rios to Kingston – 4 hours
Coming into to Ocho Rios, you may see some massive ocean liners docked at the port.
You’ll transfer here at Ocho Rios, Pier 1. There are a few shops and quick food places to grab a bite before you hunker down for the next long leg of the journey, then it’s more of the same for four hours. Smooth ride. Dennis the Menace from 1993.
I arrived in Kingston as dusk set in. It wasn’t a long walk to the guest house I was staying at, but I have been advised by locals and expats alike, not to travel too much after dark, especially in Kingston. My host graciously picked me up from the bus station.
tough crackers & sardines

Judy House Hostel Negril
It’s a beautiful backpackers hostel, run by wonderful people.
Sue MacKenzie was extremely accommodating over the phone and email for pre-booking and airport travel arrangements. I was able to book two nights with her directly. I didn’t want to pre-commit to too many nights before seeing the place, despite overwhelmingly positive reviews. My only regret is that I didn’t book more nights. I was hoping to extend my stay once I was there, but February is a busy time of year and by the time I had arrived, I was only able to book one more night.
The spaces range from a hammock in the back yard for 1000JMD (10USD) per night, private rooms for 30USD, to private bathroom suites for 90+USD, and entire little cabins. There’s a range of comfort and budget levels, but they’re all impeccably clean and maintained every day. There are even dorm beds and a shared kitchen with multiple outdoor spaces to chill and enjoy the great views and good vibes.
The entire property is secured by locked gate, fence and Martel in the evening. The rooms have lockboxes (BYO lock. I carry a few small ones with me.)
There’s a self-service honour bar for drinks and snacks open 24/7. You just write down what you take on the ledger, and it gets added to your tab each day. You can settle up when you leave or in 7 days, max. I love the concept, and it appears to work well for them. I certainly spent a little more than I would have otherwise. Self-restraint not included, you’ll have to bring you own.
Montego Bay to Negril, the hard way
I initially refused the 50USD airport pickup offer in favour of finding my own way. I know from experience that local busses and shuttles are a fraction of the cost, and exponentially more adventurous. Call me crazy, but there’s something I love about being crammed into a 28-passenger van with 45 people for 4 hours, speeding down narrow mountain roads for 4 dollars. I realize that novelty comes from the privilege of this not being my daily commute, and I’ve never had the patience for commuting in any economy, but I would expect a stranger to the TTC would be equally amused by the sardines at rush-hour.
Landing in MBJ, after a brief delay at customs, I had missed any connecting busses to Negril. Taxi drivers were offering me rides starting at 100USD for just myself, going down all the way to 60USD. That $50 ride was starting to look pretty good, if it were still available. I called my guesthouse host for assistance, and she was out of options – no one was available last minute. I was on my own now.
It was too late to wander downtown in the dark, encumbered by my backpack. I waited for the next flight to come in, an American Airlines jet with the next round of vacationers destined for resorts with their pre-arranged transportation. Slim chances any of them would be going my way.
As I stood in arrivals asking, “Negril? Negril?”, I was greeted by hurried individuals and shaking heads. I wasn’t the only one trying to hustle a ride, and the cabbies and bus drivers were not impressed. They were already visibly discontent that I had refused their inflated offers, and one driver took me aside to shut me down. He reiterated the price was the price, per person, and I was not going to get a deal by splitting on a ride with someone. He thought I was trying to poach his customers, but at this point I was just hoping to get lucky, maybe someone was returning and had their own vehicle. I was grasping at straws.
I went back to the bus counter, and finally got a break. One person had arrived and was also going to Negril. So they put me in a car that was also picking up another person on the way. The best part? We split and it was only 25USD! Winning? Barely.
Persistence paid off, but was it worth it to wait two hours with no certain outcome at the prospect of saving 25 bucks? No. Certainly not. What could I have done differently to save some money?
I could have arrived on an earlier flight, giving me enough time to scout a local bus in daylight hours. I could have not been delayed at customs by no-one’s-fault-but-mine (adventure!). I could have taken the original offer, knowing I’m in a new place and don’t yet have a lay-of-the-land. Lesson learned.
one-way flightiness
Rookie mistake. I suspected this might be an issue, in fact I read it would be. Still, I couldn’t escape the allure of buying a “one-way ticket” for the first time in my life. It will probably also be the last.
Many countries won’t let you in unless you have an out. That is to say, your departure must be booked in advance of your arrival. Fair enough, they don’t want to get stuck with you.
I had planned to visit Cuba directly following Jamaica, but I hadn’t purchased my flight yet. I was hoping that I could find a better deal last-minute from the airport than I could online. More on that in another post, the myth of flying standby (in progress).
But that didn’t fly well for Jamaican customs. They were not amused by my lack of travel planning (aka my sense of adventure!). So I was hauled into an office for an hour while I pulled out my laptop and fervently researched my escape plan. I already had a rough idea of the flight I was going to take, so that saved my some time. FlightConnections was my friend here.
Luckily, I was able to quickly purchase an InterCaribbean Airlines from KIN to SCU for 100USD+taxes. Problem solved, right?
“Where you going from Cuba then?” he asked, not so patiently. “What’s it to you?”, I politely rephrased. I didn’t think it made any difference once I was out of here. But he explained that if I didn’t have an exit flight from Cuba also, I would get tossed back to Kingston and become his problem again.
Once he saw my receipt for the ticket to Cuba, he was reasonably satisfied I wasn’t just a hobo looking to take up residence in his tropical paradise, and let me go before buying the Cuba exit ticket, “But make sure you buy your ticket before you leave.” I promised I would, and was on my way.
Now… after being delayed in the airport for two hours, it’s dark, and all the busses have gone. How do I safely get to Negril, 1.5 hours drive from Montego Bay?
first class accidental
We’re off to a great start today. My two-month experiment in travel hacking as a digital nomad has begun, and I’m sipping on my second glass of complimentary champagne as I write. Upon boarding, I immediately gave myself an upgrade to Business Class, at no additional cost.
24-hours ago I checked-in via the airlines’ mobile app to select my seat. I set an alarm to remind myself so I could get first choice of remaining seats at the moment they became available. I’ve always been a window-seat guy, but I read a travel blogger recently who flies aisle all the way, so I figured I’d give it a try. I chose the first open seat closest to the front of the plane, so I could be first off. Today it’s 4D. It just so happened to be directly behind the “first class” seats, rows 1-3.
On the plane, a large couple had folded themselves into the fourth row ahead of me. The blonde man with a crew cut must have stood 6’4”. I’m silently applauding myself for selecting the aisle seat already, when I notice something…
All of the seats directly in front of me, the last row of first class seats, were empty. I boarded late to avoid the line and crowds, and was pretty much the last person get on. With no one behind me, there was slim chance these seats would be claimed. I safely stowed my carry-on in the overhead compartment, and took the open seat.
Instead of being asked to move, I was offered a hot towel. AAaaahhhh. Ok then, I guess it’s settled. If the flight attendant knew, she didn’t let on. I’m the only person who knows I’m not supposed to be here, and I’m not about to out myself. Behind me, I overhear a woman requesting to move up to an open seat. Her request is denied and she is informed of the premiums that passengers pay for these exclusive seats. My lips struggle to barely contain the smirk that’s bubbling up onto my face. Good thing I didn’t ask. 😉
Here are some of the things you can expect when you sneak into first class, er, I mean sit in the wrong seat by mistake. Bottled water waiting in your seats – which I promptly dumped into my empty Nalgene for later. Complementary food and drinks. Real glasses, dishware and cutlery. A tray liner! (To keep things from sliding around on the fold-down tray) Ample legroom. Space to stretch out. Space to work.
Lesson? Ask forgiveness, not permission. My original seat was directly behind my upgrade, so I was prepared to feign ignorance if questioned. “4D? Oops! I must have misread the ticket, I thought I was in 3D.” 😏
buying a local SIM card in Jamaica
I went with Digicel Jamaica. I looked them up online first. They’re a massive Carribean mobile network, with ads coming at you the minute you step out of the airport. There’s a storefront conveniently located right outside the KIN airport.
My local Jamaican SIM card and phone number was 3000JMD or $30CAD. I’ve got decent coverage between Kingston and Port Antonio, but data was spotty at times.
Get the My Digicel app to top up and monitor your balance.
It’s important to note that you may need to unlock your phone when travelling to use SIM cards on other networks. Locking phones is no longer legal in Canada, but many older phones, like one you might want to bring travelling or as a backup, will need to be unlocked. The good news is that all major carriers will unlock your phone for free now. Do it before you leave.
Prepaid Rates (JMD)
| Rate | |
|---|---|
| Calls to Digicel Mobile | $7.99/min |
| Data | $20/MB |
| Calling CAN, US, China, and landlines in UK & Spain | $8.99/min |
| Local Digicel to Digicel SMS | $3.75 |
| SMS to other local networks | $4.75 |
| International SMS | $6.75 |
This still works out to about 8¢ CAD minute for local calls, which is better than $2.50/min, but data is expensive, so get on a Nuff Data & Unlimited Talk prepaid plan.
The 5GB + Unlimited Talk plan lasts for 28 days and costs 2450.00 JMD, or $24 CAD.
how to be in two places at once
Yesterday I signed up for RingCentral.ca, and next week I’ll cancel my $79 CAD/month mobile plan and port my existing number to the service. I didn’t want to be spending so much just for the privilege of exorbitant international roaming fees.
Instead, for $29 CAD/month, it will act as my own professional “Auto-Receptionist”, routing calls for my business, taking messages and delivering them to me electronically, screening robocalls, and finally forwarding important calls directly to my local phone number, wherever in the world I happen to be.
Roaming is for suckers. Coming from a country with the highest mobile and data rates, the first thing I do when I land in any new country is buy a local SIM card for a reliable number and affordable calling and data rates.
For kicks, I also got a toll free number for my business so new clients I meet around the world can always reach me.
The number is +1 (888) FOX-PRESS
Here’s my referral link if you want to try it out.
back to Jamaica 🇯🇲
Next week, I’ll be boarding a plane back to Jamaica. I have a one-way ticket. I plan to travel the Caribbean while I work from my laptop and live out of a backpack. I’ll maintain this journal to show you how I do it.
This space will serve as a record of my travels and technology for digital nomads and dreamers alike.