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The Joy of Putting Down the Map in Old San Juan, Puerto Rico

May 25, 2016 By Katie MacLeod 6 Comments

Flag door Old San Juan

It was all arranged: we would visit the tourist office, collect the map for the self-guided historical walking tour of Old San Juan, and follow the instructions.

Our day didn’t go as planned.

Instead, after just a few steps into the World Heritage Site that is the Old Town of Puerto Rico’s capital, I was mesmerized.  I had never seen anywhere so colourful, and the self-guided tour went out the window in favour of my favourite way of exploring somewhere new: aimless wandering.

We began our unscripted day by sitting down at the counter in Manolin, a diner-style restaurant, for brunch: we had hoped for breakfast, but were too late.  Instead, my husband and I had our first taste of the mighty mofongo.  Mofongo is the island’s signature dish, a fried plantain mash, often served – as we would find out in the coming days – with either chicken or pork, and sometimes slathered with a garlic sauce. I was enamoured from the very first bite.

Fuelled up with mofongo and coffee, we stepped back out onto the cobbled streets of Old San Juan.  At ground level, there are the same tacky souvenir shops you find the world over, but once we raised our eyes skyward, we were rewarded with colourful colonial style buildings in all their (sometimes faded) glory.

Each street seemed brighter than the next – buildings of pink, orange, and green – with heavy wooden doors set into the painted stone.  Windows were thrown open to encourage a breeze, offering a glimpse into the residential life of the city.

We passed pigeons crowded at the Plaza de Armas, and saw stray cats sunbathing in the square outside the cathedral.  We stopped for a refreshing mojito on Calle de San Sebastian; according to the elderly woman behind the bar, it was the place for parties come nightfall.

Pigeons at Plaza de Armas, Old San Juan

Pink doorway Old San Juan

Old San Juan balconies

Old San Juan street art

Not quite ready to party, we made our way to the El Morro Fort, or Castillo San Felipe de Morro.

The cliff-edge fortress has been around in some form since the 1500s, and has weathered all kinds of invasion attempts in the years since.

It was incredible to stand at the walls of the fort, to look out across the Atlantic and acknowledge that this was the first stop for European ships en route to their colonies in the Americas. (Apparently the British got into more than a few scrapes with the Spanish here in the 18th and 19th centuries.)  It was equally incredible to see my first iguana on the ramparts, which looked unnervingly similar to the dragons from the fairy tales I read as a child.

After counting more iguanas on the coastal walk by the fort, watching pelicans dive-bomb into the harbour, and giving ourselves something of a work out, we reached the imposing gate that was once the official entrance to the city – and decided a piña colada was in order.

The famous beach cocktail was invented here, but the debate rages on which establishment created the combination of rum, cream of coconut, and pineapple juice first.  We opted for Barrachina, in the old city, rather than the beachside Caribe Hilton, and it tasted as sweet and refreshing as we hoped it would be after our sun-drenched walk around the city walls. In other words, it was the perfect way to end our first day in Old San Juan.

Entry to El Morro

Iguana at El Morro

Ocean view from El Morro

We waited until our last afternoon on the island before returning to Old San Juan for more of the same: wandering without a map.

The streets seemed quieter on a Sunday, the skies cloudier and more threatening than on our first visit; perhaps the threat of rain was keeping everyone else inside?

No sooner had the thought crossed my mind when we found what felt like half the population of Old San Juan.  There was an unexpected blast of music in the silence: following the sound, we found a narrow alleyway filled with people of all ages dancing, drinking, and smoking cigars as a local band played raucously.

The atmosphere at the block party was infectious, as everyone swayed their hips and deftly moved their feet in the same rhythm.  Their moves were much cooler than anything I could muster (although I did give it my best shot!).

By dinner time the party was still in full swing, but we squeezed our way out of the throng to find another edition of our by-now favourite meal: mofongo.  El Jibarito on Calle Sol is famous for the dish, and our final mofongo of the trip – accompanied by some local rum punch – didn’t disappoint.

Watching sunset over the walls of El Morro took the place of dessert, and already I could feel that last-day-of-the-holiday nostalgia creeping in. I wasn’t ready to leave Old San Juan, and the spontaneous holiday atmosphere that comes from putting down the map.

Our time in Old San Juan may not have gone as planned – but it was all the better for it.

San Juan Street Party

Old San Juan street at dusk

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Have you ever been to Old San Juan? Would you explore a new destination without a map or a plan?

Let me know in the comments below, or find me on Facebook, Twitter, or Instagram!

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If you enjoyed this, you might like:

Staying in Santurce, San Juan’s Hippest Neighbourhood

In Search of the World’s Best Beach at Playa Flamenco

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Comments

  1. Elspeth says

    May 25, 2016 at 2:33 am

    Hiya,
    As usual I am transported into your world. Another place now on my list to visit. It’s the Cairngorms for me this weekend though as that’s how much fuel is in the VW.
    Xxx

    Reply
    • Katie MacLeod says

      June 3, 2016 at 10:08 am

      Hi Elspeth, so lovely to hear from you! Hope you had a great weekend in the Cairngorms 🙂 xx

      Reply
  2. Graham Edwards says

    May 25, 2016 at 2:53 am

    One of the things about posts like this is that I always learn a lot more than I expect to learn. Why? Because the interesting things in the post so often lead me to other reading and exploration (from my armchair of course). The first thing I had to do was, and I’m ashamed to admit it, look it up on the map. Of course I knew roughy where it was but I needed to place it exactly. Most of my knowledge of that area comes from reading about naval history around the time of Nelson. Well apart from some places where Gaz has been and other Islands where I have friends.

    As for throwing away the plans I usually make sure that I have a map so that if I get lost I can find my way back and then just wander down whichever street looks inviting. It’s a ‘system’ that has served me well most of my travelling life. Not that I travel to the extent that you do.

    The only time I nearly came unstuck was in Hong Kong when, around midnight, I took a turn into the one area I’d been told to avoid and couldn’t get out. A gang of youths were approaching and I became thankful that my wallet was in the hotel safe and ‘all’ I was like to lose was my camera equipment. In the event the gang – all of whom had the same amount of English as I had Chinese – when they managed to discover the name of my hotel, escorted me to the edge of the ‘forbidden area’ and with much handshaking and smiling pointed me in the right direction.

    Ah well. That’s nearly an hour of enjoyable travelling from the comfort of my own kitchen overlooking Bayble Bay. Thank you.

    Reply
    • Katie MacLeod says

      June 3, 2016 at 10:17 am

      Thanks, Graham, glad you enjoyed the post! I have to admit that although we didn’t use the map to guide our day, we did have Google Maps at our disposable if anything went wrong! Although Old San Juan is quite compact and walkable, so it was the perfect place to just wander around admiring the views. What a great story from Hong Kong!

      Reply
  3. Christine Macdonald Pratt says

    May 25, 2016 at 4:21 pm

    Glad you enjoyed this place. I have visited there and loved it; you brought back good memories. I especially loved Old San Juan.

    Reply
    • Katie MacLeod says

      June 3, 2016 at 10:17 am

      Thanks, Christine! I love Old San Juan too – I think Puerto Rico is somewhere we’ll definitely be going back to 🙂

      Reply

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I'm Katie, an expat Scot in the States, and the journalist behind Stories My Suitcase Could Tell, the travel blog which inspires you to explore the world. Read More…

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