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Motorcycle Diaries: San Juan del Sur to Casares, Nicaragua

Traveling by Motorcycle in Nicaragua

Traveling the Nicaraguan countryside by motorcycle allows you to interact with your surroundings in a way you never accomplish in a four wheel people carrier. Staying safe requires a rider to stay sharp. Road hazards pop up when you least expect them.

Motorcycle Nicaragua

– Just one of many obstacles common to a motorcycle journey in Nicaragua. This photo was taken near the famous surf beach Popoyo.

Riding Team

Adam is one of my best friends in San Juan del Sur. We’ve spent hundreds of hours riding all over Nicaragua together. You can tell he is a proud Canadian by the CCM hockey helmet he rides with.

Tina is another great friend that I’ve watched become a real rider over the last couple of years. She is a Brit that came to Nicaragua for three days on a backpacking trip. That was nearly three years ago and she still hasn’t left.

Griff is a new friend and is new to our riding group. He is another Brit that just moved to San Juan from Portugal. Griff was successful in keeping the rubber side down on his first big ride in Nicaragua and was also the designated photographer for this journey.

Our Route

Map of Southern Nicaragua

Our Journey

On this trip we decided to stick to the backroads as much as possible and stay somewhere new and less travelled. Our destination was Casares – a tiny fishing village on the Pacific Coast on Nicaragua.

The dirt roads are perpetually rutted and bumpy. During rainy season the section of road between Jiquelite and Ochomogo typically has a few seasonal rivers to cross. We were not disappointed on this trip. Adam rode too fast into one stream and was awarded with a shower that left him wet to the ears.

Frequently we make stops to take a rest from the road and grab a Toña. We usually meet interesting people and see some unexpected sights along the way. Motorcycle rides are always as much about the journey as the destination.

Casares Nicaragua

~ The only other patron at the road side bar we stopped at for refreshment.


Our Destination

Casares is too small to have a gas station, grocery store or even a bar, but one thing this town does not lack is fishing boats. There are well over 100 fishing pangas on the beach going out every day. In fact there are so many boats you barely even see the beach which seems to be the hub of activity in town. 

Where We Stayed

El Casino Casares

~ The view from the deck outside of our hotel room

We would like to give a big shout out to Patrice our host for the night. Located right on the beach Hotel El Casino was a comfortable and a welcome respite from the dusty roads. It is hard to beat a double room overlooking the ocean for $35 USD. Patrice has lived in Nicaragua for well over 20 years and regaled us with stories over a few glasses of wine on the second floor balcony.

Our Casares Experience

We spent the evening hanging out like a band of derelict teenagers outside of the corner store/liquor store. We sat on the benches and ordered litre upon litre of beer to share with a handful of locals. A couple of guys from a neighboring beach town invited us to continue the party at their favorite bar in Huehuete. Alas we were in no shape to take the bikes on that foray.


Carares Nicaragua

– The new guy “Winning Friends and Influencing People”.

Once our new found Nica friends decided to go home we retired to our balcony to drink wine and discuss all life’s little intricacies.  We found one avenue of conversation with many miles to ramble down. Did Griff notice his admirers t-shirt and further more was he was singing The White Stripes’, Apple Blossom in his head during his semi-coherent Spanglish conversation?


Sailing on a “Pirate Ship” with Two Guys Adventures

I have always said, “A day on the water is better than any day on land”.  It doesn’t matter if it’s fishing or sailing, any day on the ocean is memorable.

In Nica Now Sails with Two Guys Adventures

– Two Guys Adventures Sunset Cruise: San Juan del Sur, Nicaragua – (Photo Credit: Two Guys Adventures)

With three friends celebrating birthdays and two friends leaving Nicaragua we had plenty of reason to bring a group together for a special day. We decided to charter the Two Guys Adventures Pirate Ship.


This massive 3 bedroom, 2 bathroom 50-foot luxury sailing yacht has capacity for up to 30 guests. With just 25 in our group, we had plenty of space to stretch out and relax.

– Two Guys Adventures Sunset Cruise: San Juan del Sur, Nicaragua


Owners Joey and Kelsey are great hosts and really know how to show you a good time. Kelsey wears a devious little grin as she serves round after round of her famous “pirate grog”. 

- The hostess with the mostess.

– Kelsey Coleman, hostess extraordinaire!

And Joey has definitely mastered the art of the sailboat selfie!

Saling in San Juan: Two Guys Adventures

– Two Guys Adventures Sunset Cruise: San Juan del Sur, Nicaragua (Photo Credit: Two Guys Adventures)


We left the port in San Juan shortly after 1 pm and sailed to the private white sand beach known of Playa Blanca.

Here there was lots of time for swimming, snorkeling and walking the beach.

Playa Blanca: San Juan del Sur, Nicaragua

– Two Guys Adventures Sunset Cruise: Playa Blanca, San Juan del Sur, Nicaragua

First mate, Victor expertly “jetisoned” ice cold Toñas out to us as we floated around in the warm crystal clear water. Kelsey’s delicious ceviche made an appearance about this time as well.

When you get a large group of your good friends together on the water with nothing but sunny skies, warm winds and good conversation it brings you back to why you came here in the first place — to spend the highest quality time with the people you want to share it with.

Sunset Cruise: Two Guys Adventures

– Two Guys Adventures Sunset Cruise: San Juan del Sur, Nicaragua

As you can well imagine after a few hours of sailing, swimming and drinking the ride back home was full of joking, laughing and dancing. 

Sailing: Two Guys Adventures, San Juan del Sur, Nicaragua

– Birthday girl getting her groove on. (PHOTO CREDIT: Two Guys Adventures)

The one picture I couldn’t post was the team “full moon” pose. It was taken during the day, so it isn’t tough to imagine the moons on display.

We arrived back in the bay of San Juan just as the sun was setting.  None of us were ready for the day to end, which was clearly a sign of a great adventure! Maybe next time we can do an overnighter?

- Photo Credit: Two Guys Adventures

– Two Guys Adventures Sunset Cruise: San Juan del Sur, Nicaragua (Photo Credit: Two Guys Adventures)

San Juan del Sur’s favorite excursion that Jerry Seinfeld had all wrong.

Since the Two Guys Adventures luxury pirate ship wasn’t sailing during Jerry’s rein I guess he can’t be blamed for his famous line, “I don’t want to be a pirate.”



Two Guys Adventures
(505) 7546-3070

123 Pirate Boulevard 
San Juan del Sur, Nicaragua

Sunset Cruise
$85 USD per person

To check availability and make a reservation email


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