
Set out on a one-of-a-kind cultural adventure in Old San Juan, immersing yourself in the vibrant traditions of rum, cigars, and espadrilles. This authentic local experience blends flavor, craftsmanship, and celebration in the heart of the city.
Highlights
Rum tasting featuring local selections.
Cigar tasting with an introduction to Caribbean cigar culture.
A lively stop at a local artisan espadrille shop with a fun, social vibe.
Take home a classic pair of espadrilles as a souvenir.
Cultural Walk Through Old San Juan
This experience is a great introduction to San Juan, featuring about three hours of walking through iconic streets and hidden corners. Along the way, your host will share local tips and personal recommendations to help you make the most of your stay.
What to Expect
All stops are within easy walking distance.
Small group (max 8 people) for a more personal experience.
A relaxed, social atmosphere focused on local culture and traditions.
Who It’s For
Ideal for travelers looking for a first cultural immersion, rum and cigar lovers, and anyone who wants to experience Old San Juan with style.
This experience is provided by our trusted partner, Viator. You will be redirected to their secure booking platform.
We will start by meeting at 150 Calle Fortaleza, inside the Handmade Shop, the most famous street in Old San Juan, where we will show you some hidden gems nearby, give you an introduction, and a welcome drink to start our tour.
We will walk to the first stop of the experience, an amazing rum store famous for its "Ron Añejo", our favourite in the whole city. Several varieties will be included while we talk about San Juan and it's culture. Sit, relax and learn about rum.
Then we will start with the cigar tasting, local samples, to taste different qualities and processes. We will learn how to spot good quality in case you want to buy one.
Finally, as our last stop, not far from there, we will have a little show with some drinks at an artisanal espadrille shop, the most traditional shoe from Spanish times. You will learn this tradition, try some pairs and even choose one classic espadrille for yourself (included in the price). We will turn the shop into a little party with music and drinks, all included!
For a full refund, cancel at least 24 hours before the scheduled departure time.

Explore tobacco processing, fermentation rooms, rolling tables, aging areas, and the craft behind Dominican premium cigars.
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