Disclosure: This article contains affiliate links. We may earn a commission from purchases at no extra cost to you, which helps our travel content.
There's something profoundly telling about how a culture moves its people. Two weeks split between Trinidad, Cuba and Ypres, Belgium taught me this lesson in vivid technicolor this spring. In one corner: colonial-era streets where restored Chevys rumble past horse-drawn carriages. In the other: pristine cycling paths connecting medieval towns where trains arrive with Swiss precision. Both destinations sit roughly 250km from their respective capitals, yet navigating these spaces couldn't offer more contrasting experiences. As someone who's built a career investing in sustainable tourism ventures, I found myself taking mental notes on both the challenges and ingenious solutions each destination has developed. Whether you're planning your own solo adventure or simply curious about how transportation shapes our travel experiences, join me as I break down the fascinating mobility ecosystems of these two worlds—and how to navigate them like a local rather than a tourist.
Trinidad: Where Vintage Transportation Isn't Just for Show
The moment you step onto Trinidad's cobblestone streets, you're transported to a living museum of automotive history. But unlike the pristine vintage cars of Havana that primarily serve tourists, Trinidad's classic vehicles are working transportation—genuine solutions to decades of import restrictions and economic necessity.
During my first morning, I flagged down a 1950s Dodge—faded turquoise with mismatched doors—that served as a colectivo (shared taxi) heading to Playa Ancón. For 5 CUC (roughly $5), I joined three locals for the 12km journey, listening to their animated conversation while the driver navigated potholes with practiced expertise. What struck me wasn't just the vehicle's age, but the ingenious mechanical adaptations: a Russian diesel engine, Japanese transmission parts, and hand-fabricated components that kept this 70-year-old machine running daily routes.
For solo travelers, Trinidad's transportation options require flexibility and a willingness to embrace unpredictability. Horse-drawn carriages aren't just tourist attractions but genuine commuter options for locals heading to the outskirts. For 1 CUC, I shared a carriage with a grandmother carrying produce from the market, learning more about local life during our clip-clopping journey than any guidebook could provide.
Bicycles offer the most independent option, though Trinidad's uneven streets demand decent handling skills. I rented a sturdy mountain bike from local rental shop for 5 CUC daily, which gave me freedom to explore the Valle de los Ingenios at my own pace. The valley's former sugar plantations tell the complex history of the region's wealth, and cycling between them provides context impossible to grasp from a tour bus window.

💡 Pro Tips
- Negotiate taxi fares before entering the vehicle, especially for longer journeys
- For colectivos, simply state your destination and the driver will indicate if they're heading that direction
- Bring a small flashlight if walking at night—Trinidad's streets are poorly lit and uneven
The Art of Cuban Connections: Beyond the Guidebook
The true transportation secret in Trinidad isn't found in any travel guide—it's in the informal network of connections that makes everything function. My homestay host, Magdalena, became my transportation concierge, arranging everything from reliable taxis to securing seats on crowded buses with a few phone calls.
Case in point: when the Víazul bus to Cienfuegos was fully booked online, Magdalena arranged for her neighbor's son to drive me in his restored 1960s Hillman Minx for just 15 CUC more than the bus would have cost. The three-hour journey included an impromptu stop at his grandmother's farm for fresh mango juice and the best photo opportunities of my trip.
For solo travelers, particularly women, these personal connections provide not just convenience but an added layer of security. When arranging transportation to remote beaches or night returns, having a trusted driver recommended by your host eliminates the vulnerability of flagging down unknown vehicles.
Perhaps the most authentic transportation experience came when I joined a local family's journey to the beach in their máquina (the Cuban term for the classic American cars serving as shared taxis). For the equivalent of $2, I experienced the quintessential Cuban social space—windows down, salsa blaring, strangers becoming temporary friends as we bumped along coastal roads.
I highly recommend bringing a dry bag for these journeys. Mine protected my camera equipment during an unexpected afternoon downpour when riding in a convertible taxi, and it doubled as security for beach visits when transportation timing was unpredictable.

💡 Pro Tips
- Ask your casa particular host to arrange transportation for the best rates and reliability
- Learn basic transportation Spanish phrases—they'll save you money and hassle
- Always carry small bills in both CUC and local pesos for different transportation options
Ypres: Cycling Through Flanders Fields
Arriving in Ypres after Trinidad feels like transportation time travel. The Belgian town's reconstructed medieval center (rebuilt meticulously after WWI destruction) is served by infrastructure that prioritizes sustainability and efficiency over all else.
My first morning, I rented an electric-assist bicycle from the tourism office (€25/day) and discovered what might be Europe's most emotionally moving cycling network. The region's dedicated cycling paths connect Ypres to surrounding WWI memorial sites, creating a poignant juxtaposition as you silently glide through the once-devastated Flanders Fields.
The numbered node system of Flemish cycling routes deserves special mention. Each intersection is numbered, and following a sequence of numbers (rather than constantly checking street names) makes navigation intuitive even for directionally-challenged travelers like myself. I plotted a 40km route connecting five war cemeteries and the haunting Tyne Cot Memorial using just a series of numbers jotted in my notebook.
For those less inclined to cycle, Ypres offers remarkably efficient public buses. The De Lijn network (€3 for a single journey or €15 for a 10-journey card) connects all major memorial sites, though services thin out considerably after 6pm. I found the offline maps app essential for tracking bus schedules and routes when cell service was spotty near remote memorial sites.
The contrast with Trinidad couldn't be more striking—where Cuba's transportation requires flexibility and social connection, Belgium's system rewards planning and technological engagement. Each approach reflects deeper cultural values: Cuban transportation prioritizes resourcefulness and community, while Belgian systems emphasize efficiency and individual autonomy.

💡 Pro Tips
- Purchase the cycling network map from the Ypres tourism office—the €9 investment saves hours of confusion
- Download the De Lijn app for real-time bus tracking and mobile ticket purchases
- Consider the Museum Pass (€25) which includes transportation to key memorial sites
Belgium's Train Network: Efficiency as Cultural Value
While Trinidad's transportation charm lies in its unpredictability, Belgium's railway system demonstrates what happens when a culture prioritizes mobility as a public good. My journey from Brussels to Ypres (with one connection in Ghent) showcased European rail at its finest—comfortable double-decker trains with workspaces, reliable WiFi, and panoramic windows perfect for solo travelers wanting to maximize productive time while enjoying the landscape.
The Belgian Rail Pass (€83 for 10 journeys) proved to be my best investment, allowing flexible travel between Belgian cities without committing to specific times. This flexibility enabled spontaneous side trips, including an unplanned day in Bruges when I met fellow travelers at my Ypres guesthouse.
For international travelers, I recommend downloading the SNCB app and purchasing tickets in advance through their website rather than using third-party rail booking sites. The savings were substantial—my Brussels-Ypres journey was €16.30 direct versus €29 through popular booking aggregators.
Ypres itself is walkable, with most attractions within a 15-minute radius of the central Cloth Hall. However, for day trips to more remote battlefield sites, I found tremendous value in my portable power bank to keep my phone charged for navigation and audio guides. The region's memorial sites often have excellent audio content but limited charging facilities.
The architectural contrast between transportation hubs in both destinations tells its own story. Trinidad's informal taxi gathering points happen organically at street corners and markets. Ypres' train station is a purpose-built facility with digital displays, accessibility features, and seamless connections to local buses and cycling networks—reflecting fundamentally different approaches to infrastructure investment.

💡 Pro Tips
- Purchase the Belgian Rail Pass online before your trip for significant savings
- Trains to Ypres run roughly hourly from Brussels with a connection in Ghent
- The last train from Ypres to major cities typically departs around 9pm, so check schedules carefully if planning evening activities
The Financial Equation: Transportation Economics for Solo Travelers
As someone who approaches travel with both an investor's eye for value and a preservationist's concern for sustainability, I found the economic contrasts between these destinations fascinating.
In Trinidad, transportation costs are relatively straightforward but require negotiation skills. A week of mobility cost me approximately: - Bicycle rental: 35 CUC (7 days × 5 CUC) - Colectivo taxis: 40 CUC (various short trips) - Horse carriage rides: 10 CUC - Private taxi for longer excursions: 60 CUC Total: ~145 CUC (roughly $145)
In Belgium, my transportation expenses were more predictable but higher: - Belgian Rail Pass: €83 (covering all train travel) - Electric bicycle rental: €75 (3 days) - De Lijn bus card: €15 - Occasional taxis: €40 Total: ~€213 (roughly $235)
The value equation extends beyond pure cost. Trinidad's transportation becomes part of the cultural experience—conversations with drivers and fellow passengers often led to dinner recommendations, hidden beaches, and insights into local life that no guidebook could provide. Belgian transportation, while more expensive, offers time efficiency and reliability that lets you maximize sightseeing hours.
For solo travelers on a mid-range budget, I recommend allocating 15-20% of your total trip budget to transportation in Trinidad and 20-25% in Belgium. The investment in mobility directly correlates to the depth of experience possible in each destination.
One unexpected expense worth budgeting for: a quality travel daypack with security features. Mine became essential for both destinations—protecting camera gear on bumpy Cuban roads and providing organized storage for maps, water, and layers during long days exploring Flanders by bicycle.

💡 Pro Tips
- In Cuba, always keep small denominations for transportation—drivers rarely have change for large bills
- Belgian train tickets are significantly cheaper when purchased in advance online
- Consider transportation costs when choosing accommodations—central locations save both money and time
Final Thoughts
These two weeks traversing such contrasting transportation landscapes reinforced what I've long believed as both a traveler and investor: how we move through a place fundamentally shapes our understanding of it. Trinidad's transportation ecosystem—resourceful, community-oriented, and brilliantly adaptive—mirrors Cuban resilience. Belgium's integrated, efficient networks reflect a society that values precision and accessibility. Neither is inherently superior; they're simply different expressions of cultural priorities. As solo travelers, our willingness to embrace local transportation norms rather than insisting on familiar comforts opens doors to authentic experiences. Whether you're bumping along Cuban backroads in a 70-year-old Chevrolet or silently cycling past Flanders' solemn memorials, remember that the journey itself—not just the destination—shapes our understanding of place. What transportation stories will you collect on your next adventure?
✨ Key Takeaways
- Local transportation methods reveal cultural values and priorities more authentically than tourist attractions
- Building connections with homestay hosts in Cuba provides access to reliable transportation networks unavailable to typical tourists
- Belgium's integrated transportation system makes independent exploration efficient but requires more advance planning
- Budget 15-25% of your total trip costs for transportation to maximize experience depth in both destinations
📋 Practical Information
Best Time to Visit
March-May for both destinations
Budget Estimate
$1200-1800 for 2 weeks (excluding flights)
Recommended Duration
3-4 days in each location
Difficulty Level
Moderate
Comments
Taylor Moreau
Fascinating contrast between these two transportation cultures! I was in Flanders last autumn for a business trip and can confirm the Belgian train system is remarkably efficient. What struck me was how the transportation infrastructure reflects deeper cultural values - the Belgians with their precision and the Cubans with their resourcefulness and community connections. I found renting a bike in Ypres to be the perfect way to explore the WWI sites - there's something profoundly moving about cycling those quiet country roads where such history unfolded. Did you use any particular bike rental company in Ypres that you'd recommend? I used pocket guide which had excellent route suggestions.
Claire Hawkins
Thanks Taylor! I rented from Fiets Paradise near the Menin Gate - they provided excellent bikes with good maps. And yes, that contrast between Cuban improvisation and Belgian precision was exactly what fascinated me. The emotional experience of cycling those WWI sites is something that can't be replicated any other way.
BikeWanderer
The cycling in Flanders is incredible! Did the Peace Route last summer and it was unforgettable.
starbuddy
Great post! I'm heading to Cuba next month and wondering how difficult it is to arrange those vintage car rides in Trinidad? Are they super expensive or is there a way to get a decent price?
Claire Hawkins
Thanks! The vintage cars are actually pretty easy to find - they're everywhere in Trinidad. Negotiate the price BEFORE getting in (aim for 20-30 CUC per hour). The drivers hanging around Plaza Mayor tend to charge more than those a few blocks away. Also worth checking if your casa particular host can arrange one - often get better rates that way!
starbuddy
That's super helpful, thanks Claire! Will definitely try through our casa host first.
CubanTraveler2023
If you're going to Trinidad, try to arrange a ride in a coco taxi! They're these yellow three-wheeled taxis that look like coconuts. Super fun way to get around!
BelgiumBiker
As a Belgian, I'm always proud when visitors appreciate our cycling infrastructure! The Flanders Fields routes are particularly special. If you return, try the coastal tram (Kusttram) - it's the longest tram line in the world and connects all the Belgian coastal towns. Perfect complement to cycling as you can take bikes onboard during off-peak hours.
Claire Hawkins
The Kusttram sounds amazing! Definitely adding it to my list for next time. The integration between different transport modes in Belgium was what impressed me most.
travelingtina
Those vintage cars in Trinidad look amazing! Great photos!
explorenomad
Great post! Heading to both countries this summer actually. How did you handle the currency situation in Cuba? And did you rent bikes in Ypres or bring your own?
Claire Hawkins
For Cuba, I brought euros and exchanged them there - much better rates than USD. In Ypres, I rented bikes from a shop near the Grote Markt - about €15/day with all the gear. The pocket phrasebook was super helpful for negotiating transport in Trinidad!
explorenomad
Thanks for the tips! Definitely bringing euros then. Did you book accommodation ahead in Trinidad or find casas particulares when you arrived?
Claire Hawkins
I booked just my first two nights and then found places through recommendations. The casa owners have networks and can call ahead for you!
Gregory Boyd
Claire, this contrast between Cuban and Belgian transport systems is fascinating! I experienced something similar last year. In Trinidad, those vintage cars aren't just tourist attractions but genuine lifelines. I found the collective taxis (almendrones) were the best way to experience local life. The resourcefulness of Cuban mechanics keeping those 1950s Chevys running is nothing short of miraculous. Your observations about Belgium's cycling infrastructure are spot-on. The network of dedicated paths through Flanders Fields creates such a different rhythm of travel. Did you find the transition jarring? Going from the beautiful chaos of Trinidad to the clockwork precision of Belgian trains gave me cultural whiplash!
Claire Hawkins
Cultural whiplash is exactly right, Gregory! The first morning in Ypres, I kept expecting delays that never materialized. It took days to adjust my mindset from 'Cuban time' to 'Belgian efficiency'!
Gregory Boyd
That adjustment period is real! I remember checking my watch constantly in Belgium, still operating on 'whenever it happens' Cuban scheduling. Did you try the bike-train combination? That was a game-changer for me in Belgium.
Jennifer Rodriguez
Fascinating comparison that really highlights how transportation systems reflect broader cultural values. Having Cuban heritage myself, I can attest that the resourcefulness you witnessed in Trinidad's transportation network is deeply ingrained in Cuban identity - necessity as the mother of invention. Belgium's efficiency-first approach represents the opposite end of the spectrum. I'd be curious to hear more about how these contrasting systems affected your overall travel rhythm. Did you find yourself adapting your expectations and planning style between the two destinations? This is something I explore in my own travels - how transportation infrastructure shapes not just how we move, but how we experience time and space as travelers.
Claire Hawkins
That's such a thoughtful question, Jennifer! You're absolutely right - I found myself in completely different mindsets. In Cuba, I embraced the uncertainty and built in buffer time for everything. In Belgium, I could plan down to the minute. It actually made me appreciate both approaches for different reasons!
tripseeker88
Your Belgium train observations are spot on! I biked through Flanders last summer and was amazed how easy it was to combine cycling with train travel. The bike carriages on Belgian trains are such a smart system. Completely different world from Cuba where I traveled in 2019. For anyone heading to Belgium, I recommend getting the rail pass if you're staying for more than a few days - saved me a ton and made spontaneous trips super easy.
globe2024
Heading to Cuba next month! Did you try the collective taxis? Are they safe for solo travelers? Your post has me excited about the transportation adventures!
tripseeker88
Not the author but I took collective taxis all over Cuba as a solo traveler. Totally safe and way cheaper than tourist taxis. Just be ready to squeeze in with locals and maybe some chickens lol!
Claire Hawkins
Exactly what tripseeker88 said! Collective taxis (almendrones) are safe and a great way to meet locals. Just brush up on basic Spanish numbers so you can understand the price.