Exploring Old San Juan in a Day • The Blonde Abroad

Exploring Old San Juan in a day can be summed up in a single word: colorful. With only one day to spend in OSJ, I wanted to see and do as much as possible. With the help of readers and lots of travel tips, I had an incredible day exploring the best of Old San Juan.

For starters, breakfast at Caficultura is a must. It’s an institution in the Puerto Rico foodie scene – serving up world class coffee and all-day breakfast. I highly recommend the Cafi Coco and Eggs Benedict with smoked salmon. You also can’t miss their roasted potatoes.

They’re to die for!

I stopped at the tourism office for a map and discovered just how small and explorable Old San Juan really is. With just 7 square blocks of historic buildings and sights, you can easily see everything in a day.

My first stop was El Castillo San Felipe del Morro, more commonly known as El Morro. Built in the 1500s as a military structure, it’s now a UNESCO World Heritage Site and one of the most picturesque destinations in all of Puerto Rico.

After exploring El Morro, I let myself get lost in the colorful streets. My all time favorite street was Calle San Justo. Beautiful historic buildings in every color of the rainbow line the street and at the ends is a beautiful vista overlooking the sea. It’s super photogenic and quintessentially “Old San Juan.”

My last stop of the day was at Señor Paleta for an artisanal popsicle made from fresh coconut. I think half of it melted as soon as I stepped outside and before I got a chance to taste it, but it was SO good and definitely a must when visiting Old San Juan in a day.

Instagram

Some places are worth coming back to 🐧

Boulders Beach, Cape Town with Oliver
9 months → 21 months → 3.5 years

I blinked and my baby become a toddler…
and my toddler become a little boy. 😭

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Some places are worth coming back to 🐧

Boulders Beach, Cape Town with Oliver
9 months → 21 months → 3.5 years

I blinked and my baby become a toddler…
and my toddler become a little boy. 😭

January Wrapped 🗓️
••••••••••••••••••••••••••••••••••••••
We landed in Cape Town mid-January and hit the ground running.

Oliver and I packed up our life and moved abroad for a year — chasing a simple question: what’s the best that could happen?

My parents joined us for the first month — which meant extra hands, loving support, and the sweetest way to begin this chapter.

Between toddler sickness (IYKYK) and playing full-time tour guide, we somehow managed to squeeze in so much life.

A long weekend in Paternoster.
Glamping under the stars at Camp Canoe.
Summertime in the city.
Oliver starting at his new preschool.
Adventures through the Cape Winelands.
Slow weekends at the farmer’s market.
Afternoons stretched long at the beach.

It’s been messy and magical.
Exhausting and energizing.

Somewhere between pharmacy runs and beach swims, it started to feel less like a move…

and more like the start of our biggest adventure yet! 🌍
••••••••••••••••••••••••••••••••••••••
#capetown

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January Wrapped 🗓️
••••••••••••••••••••••••••••••••••••••
We landed in Cape Town mid-January and hit the ground running.

Oliver and I packed up our life and moved abroad for a year — chasing a simple question: what’s the best that could happen?

My parents joined us for the first month — which meant extra hands, loving support, and the sweetest way to begin this chapter.

Between toddler sickness (IYKYK) and playing full-time tour guide, we somehow managed to squeeze in so much life.

A long weekend in Paternoster.
Glamping under the stars at Camp Canoe.
Summertime in the city.
Oliver starting at his new preschool.
Adventures through the Cape Winelands.
Slow weekends at the farmer’s market.
Afternoons stretched long at the beach.

It’s been messy and magical.
Exhausting and energizing.

Somewhere between pharmacy runs and beach swims, it started to feel less like a move…

and more like the start of our biggest adventure yet! 🌍
••••••••••••••••••••••••••••••••••••••
#capetown

Sun-drenched mornings, salty air, and the kind of place that makes you instantly exhale @waldorfastoriacostarica ✌️
••••••••••••••••••••••••••••••••••••••
Our stay at this brand-new property was truly a dream — sweeping ocean views, elevated design, and more pools than I’ve ever seen at a hotel in my entire life.

From award-winning wellness to coconuts by the pool, every detail felt thoughtful and intentional.

🧖‍♀️ The Spa
Recently named Costa Rica’s Best Resort Spa, this sanctuary blends modern wellness with local healing traditions — volcanic mud rituals, rainforest-inspired therapies, and grounding treatments that leave you floating.

🛎️ Amenities
World-class service, beachfront access, a stunning collection of pools (truly — endless), curated experiences, and those sweet elevated touches everywhere you turn. Newly opened, yet already operating like a seasoned 5-star icon.

💦 Kids’ Club
One of the coolest spaces for littles — crafts, games, toys, and outdoor play areas that made traveling with Oliver feel easy (and fun for him, too).

🥥 The Food & Coffee
Fresh, locally sourced Costa Rican flavors with elevated execution. Oceanfront bites, poolside snacks, handcrafted coffee experiences, and yes… plenty of coconuts.

🌿 Sustainability
Proud holders of the Bandera Azul Ecológica for conservation and environmental efforts — luxury and responsibility beautifully intertwined.

We truly cannot wait to come back. ✨

If you’re looking for a luxury, family-friendly escape in Costa Rica — this is your spot.

A huge thank you to @waldorfastoriacostarica for hosting us on this sunshine-soaked getaway.
••••••••••••••••••••••••••••••••••••••
#costarica #waldorfastoria #luxuryfamilytravel #familytravel

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A little late sharing this — but I needed time to sit with 2025. It was so much more than what made it to Instagram.
••••••••••••••••••••••••••••••••••
This was the year I stopped measuring life in miles traveled… and started measuring it in the days we weren’t promised.

Not in passport stamps.
Not in hotel check-ins.
Not in how far we could go.

But in the quiet relief of “clear.”
In small hands squeezing mine tighter.
In birthday candles and quiet camping mornings.
In laughter that came back after fear.

2025 was the plot twist year.

The year I learned strength doesn’t look like control —
it looks like surrender.
It looks like showing up anyway.
It looks like choosing joy even when you know how fragile it is.

And it looks like being surrounded by the people who love us most.

We traveled the world.
But more importantly —
we celebrated what we almost lost.

And at the end of it all?
We packed up our life and chose a new continent. 🇿🇦

2025, you were heavy.
You were also beautiful.
You changed me.

2026 — I’m ready.
••••••••••••••••••••••••••••••••••
#2025wrapped

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Open post by theblondeabroad with ID 18380851606081524

A little late sharing this — but I needed time to sit with 2025. It was so much more than what made it to Instagram.
••••••••••••••••••••••••••••••••••
This was the year I stopped measuring life in miles traveled… and started measuring it in the days we weren’t promised.

Not in passport stamps.
Not in hotel check-ins.
Not in how far we could go.

But in the quiet relief of “clear.”
In small hands squeezing mine tighter.
In birthday candles and quiet camping mornings.
In laughter that came back after fear.

2025 was the plot twist year.

The year I learned strength doesn’t look like control —
it looks like surrender.
It looks like showing up anyway.
It looks like choosing joy even when you know how fragile it is.

And it looks like being surrounded by the people who love us most.

We traveled the world.
But more importantly —
we celebrated what we almost lost.

And at the end of it all?
We packed up our life and chose a new continent. 🇿🇦

2025, you were heavy.
You were also beautiful.
You changed me.

2026 — I’m ready.
••••••••••••••••••••••••••••••••••
#2025wrapped

My favorite smart features of my old home! 🏠
•••••••••••••••••••••••••••••••••••⁠
I put a lot of thought and design into my home, so I knew I had to get curated, high-tech window shades to match.

Enter @rollishades — sleek, custom motorized shades that actually elevate the space while solving the very real sunlight problem. From light-filtering to blackout options, everything is tailored to fit perfectly and controlled with the touch of a button (or app). It’s the kind of smart, intentional design that makes a home feel finished. 🪟🤍

I easily installed these in my guest bedroom and let me just say, when guests come over, they’re getting what feels like a hotel experience in my home (minus the room service).
•••••••••••••••••••••••••••••••••••⁠
#gifted #homedesign #interiorinspo #smarthome #rollishades

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Open post by theblondeabroad with ID 18083248064243187

My favorite smart features of my old home! 🏠
•••••••••••••••••••••••••••••••••••⁠
I put a lot of thought and design into my home, so I knew I had to get curated, high-tech window shades to match.

Enter @rollishades — sleek, custom motorized shades that actually elevate the space while solving the very real sunlight problem. From light-filtering to blackout options, everything is tailored to fit perfectly and controlled with the touch of a button (or app). It’s the kind of smart, intentional design that makes a home feel finished. 🪟🤍

I easily installed these in my guest bedroom and let me just say, when guests come over, they’re getting what feels like a hotel experience in my home (minus the room service).
•••••••••••••••••••••••••••••••••••⁠
#gifted #homedesign #interiorinspo #smarthome #rollishades

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Fee

Hi Kirsten, cool shots! Love all the colors!
I wanted to check out these sandals you’re wearing but they’re not the same as those for sale 🙁
Any comments?

December 19, 2015 at 12:12 pm · Reply

Kiersten Rich

Hi Fee! Thanks so much! They are made by Sperry but I couldn’t find them online so I believe they are from last season and no longer available 🙁

December 19, 2015 at 2:20 pm · Reply

Ashley

I love Old San Juan, but I am completely biased since I was married on El Morro in 2012. 🙂 We stayed with all the bridesmaids in a great rental on Calle San Justo. Such a wonderful place. 🙂

<3 Have Ashley, Will Travel

December 19, 2015 at 7:53 pm · Reply