I’ve designed walking tours and Old San Juan experiences for corporate clients like Nikon, Best Buy, and Subaru - and I’m proud of that work. But my heart is with us, the travelers, who have the time and curiosity to cruise the cobblestones of OSJ with an open spirit. Self-guided lets you move at your pace, linger where the light is good, pop into that little shop, and follow your own sense of wonder without a clock (don't miss your ship!) or crowd pushing you along.

Wear your idea of comfortable shoes, and know that you’ll be on lots of cobblestones and old walkways at the forts. Clothes? Pick lightweight, breathable, and preferably light colored (there’s a reason the Caribbean is known for pastels) breathable clothes. It can get hot, especially when the wind isn’t blowing, and that sun - hats are great, and definitely wear sunscreen.

There’s a ton of shops within a 10 minute walk of the pier. You’ll find everything from luxury shops like Coach to local artistry at shops like Puerto Rican Arts & Crafts (which is on our Fort to Port tour).

Most ships give you 6–8 hours ashore. Enough to wander Old San Juan, grab a meal, shop, and still get back without sprinting down the pier in flip-flops.

Cards are widely accepted, but small bills are best for street vendors and tipping musicians in the plazas. What type of cash? Greenbacks - American dollars. There’s no converting bills as Puerto Rico is part of the United States (one of the most beautiful parts).

Yes, it’s very safe, especially during the day. Just watch your footing on the centuries-old cobblestones.

Absolutely. El Morro and San Cristóbal are walkable. If time is tight, El Morro delivers the dramatic views; San Cristóbal dives deeper into the defense story.

Because this island isn’t just a place to photograph, it’s a place to live a life. I’ve hosted luxury camping tours in old Land Rovers, spent weekends in every corner of the island, circled the coast, camped on beaches and up in the mountains, and soaked up everything in between. The coloring books share those experiences with you, and anyone who wants to slow down, notice details, and bring the spirit of the island to their own life. That means kids with crayons, and adults with fancy pencil sets - everyone’s welcome, Puerto Rico is for you.

Colored pencils work great (Prismacolor, Faber-Castell). Gel pens add pop for details. If you use markers, place a blank sheet underneath to prevent bleed-through. Of course, there's nothing like good ole' Crayola Crayons, no matter how old you are.

Alcohol-based markers like Copic or Ohuhu. They blend beautifully and look vivid — just always use a backing page.

es. Single-sided pages help with heavier coloring and let you show express some serious creativity.

Yes — instant downloads so you can print at home as many times as you like.