Puerto Viejo de Talamanca · Est. 2014

We don't pass through.
We live here.

A tour and transport operation built from the inside out — by someone who chose the Caribbean South and never looked back.

23+ Years in tourism
10+ Years in the South Caribbean
50+ Active routes
250+ Verified reviews
4.5 Average rating
2 Countries

From La Fortuna to the Caribbean — and never leaving.

With over two decades in Costa Rica's tourism industry — managing operations, leading teams, and building what became one of La Fortuna's most respected tour operators — the move to the South Caribbean wasn't a career change. It was a decision about where to put down roots.

Fourteen years ago, that decision brought us to Puerto Viejo de Talamanca. And Pleasure Ride was born from that commitment — not as a startup looking for a market, but as an operation that already knew the routes, the border crossings, the rain patterns, and the people.

Founded in 2014, Pleasure Ride has grown into a fully digital operation covering Costa Rica and Panama, handling everything from daily shared shuttles to private transfers across 50+ routes and guided tours through some of the most biodiverse terrain on earth. No physical office. No middlemen. Just direct, reliable service from people who actually live here.

Pleasure Ride early days, Puerto Viejo road

The people behind every departure.

Alex Chavarría — Founder & Operations, Pleasure Ride Costa Rica Founder & Operations

Alex Chavarría

Founder & Operations

I've been navigating these roads — and this industry — for over two decades. I know every border hour, every rain season quirk, and every shortcut worth taking.

Nao — Reservations & Customer Care, Pleasure Ride Costa Rica Reservations & Customer Care

Nao

Reservations & Customer Care

Every booking confirmed, every traveler reassured. Nao is the voice that makes sure no question goes unanswered before your departure.

Ale — Administration & Finance, Pleasure Ride Costa Rica Administration & Finance

Ale

Administration & Finance

The operation runs cleanly because Ale keeps it that way — billing, scheduling, supplier relations, and everything that happens before the van ever leaves.

The principles we drive by

Genuinely local

We don't consult a guide. We live where we operate — and that means honest, real-time knowledge of every route, every border, every condition.

Reliability above all

Every departure confirmed the night before. Every driver on time. Every traveler accounted for from pickup to drop-off.

Caribbean stewardship

We work with local guides, local suppliers, and local culture — in one of the most biodiverse corridors on earth. That's not a policy. It's how we've always operated.

Built to last

People come and go. Organizations endure. Pleasure Ride is built on systems, relationships, and a decade of operational knowledge that doesn't walk out the door.

Van at the border crossing
Caribbean coast beach
Biking at Playa Cocles
Cocles, South Caribbean
Pickup transfer Puerto Viejo
Bocas del Toro dock
“The best ride isn't the fastest one — it's the one where someone actually knows where they're going.”
— Alex Chavarría, Founder

How we operate

  • WhatsApp confirmation the night before every departure
  • Drivers who speak English and know the route cold
  • Border crossing assistance — no surprises, no extra fees
  • 24/7 WhatsApp support for active travelers
  • Honest pricing — what you see is what you pay
Ready to travel with locals?

Ready to ride with us?

Daily shuttles, private vans and local tours — book online or talk to us directly.