Available languages
3 hours
Mobile ticket
Embark on a unique adventure in Old San Juan, immersing yourself in the vibrant traditions of rum, cigars, and espadrilles. Discover hidden gems as you sip on exquisite rum, indulge in a cigar tasting, and join a lively party at an artisanal espadrille shop. This local and authentic experience offers three hours of cultural exploration, where you'll create unforgettable memories and bring home a pair of classic espadrilles.
We recommend this experience as the ideal first step into the city’s vibrant culture. Along the way, we’ll share local tips and personal recommendations to help you savor every moment of your time on the island.
Get ready to embrace the true essence of San Juan in style.
Every stop on this experience is within walking distance. We also keep our groups small, never more than eight people, for a more personal and enjoyable experience.
Wheelchair accessible
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Not recommended for travelers with poor cardiovascular health
Suitable for all physical fitness levels
For a full refund, cancel at least 24 hours before the scheduled departure time.
Classic Espadrilles
Rum
snacks and nuts
79.90 USD/pax for a wedge upgrade
Calle De La Fortaleza
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.
Calle De La Fortaleza
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.
PREMIUM TOUR: Take it even further with extra Rum shots, Coffee tasting and Premium Cigars.
25 reviews
Total reviews and rating from Viator & Tripadvisor
Tammy g,
Oct 29, 2025
- Review from Viator
I love shoes! He loves Cigars and Rum…Perfect blended experience! Recommend this tour for anyone who loves to experience the local vibes!
Lia M,
Oct 14, 2025
- Review from Viator
This experience is one of my most favorite tours that I’ve ever booked. It is so fun and informative and a must-book when in San Juan. You start by walking into the beautiful Handmade Avarcas and Espadrilles shop. You are seated at the back and your tour guide comes to greet you, with a Medalla and a snack pack. Our guide was Amira, who was amazing. After a brief introduction and overview, you start the tour. We walked to a lookout and then a church and got some history of the city. The church is very pretty. From there, we continued on to Don Collins, for cigars and rum/pitorro. Smoking a cigar while sipping pitorro was a fantastic experience and so much fun. After that, it’s back to the shop for a very fun conclusion. I highly recommend you add on a pair of espadrilles. It’s a great souvenir and they are really comfortable. This tour was some of the most fun I’ve ever had and I cannot say enough good things about it. I honestly feel like I’m underselling it. If you are considering this at all, just book it, you’re going to be very happy.
Barry L,
Sep 13, 2025
- Review from Viator
If you're headed to Old San Juan and enjoy a good cigar, a sip of rum, and a bit of history, this excursion is for you. Alex and Jibette were outstanding guides — knowledgeable, personable, and passionate about the history of Puerto Rico. On the way to the cigar lounge, they took us through the historic streets of Old San Juan, stopping at a few key historical sites. The Don Collins Cigar Lounge stop was fun and I enjoyed the rum and cigars. Christian at the lounge provided exceptional service—attentive without hovering, and incredibly well-versed in cigar recommendations and drink pairings. The lounge had a relaxed, welcoming vibe that made you want to stay for hours. And finally you would never tell me I would consider wearing a pair of espadrilles but on our final stop I found a pair that are comfortable and fashionable and I can't wait to wear them. Great job Jibette and Alex!
kristisharp89,
Apr 12, 2025
- Review from Tripadvisor
This was amazing! It was so much more than I expected! It was a wonderful experience and glimpse into what makes Puerto Rico a true gem! Alex,our tour guide made us feel welcome and so comfortable! He was so knowledgeable and endearing! Loved this experience!
Katye M,
Apr 3, 2025
- Review from Viator
This experience was amazing! Knowledgeable, friendly and welcoming! Great experience to explore 3 things in 1! Highly recommend if want to get a taste of PR culture! 5 Stars!
Kelle B,
Mar 11, 2025
- Review from Tripadvisor
A perfect way to spend several hours. Alex was an amazing guide, and the experience included a walking tour of several key locations, where I learned much about PR history. A visit to Don Collins included rum shots and cigars. Best way to shop firsthand. I learned how to decorate my espadrilles, which I look forward to doing as a memory of a great day. Overall, it was a soothing and personal tour … I appreciated Alex treating like a friend.
alexis g,
Feb 18, 2025
- Review from Viator
Was throwing a surprise bachelorette for a friend and needed to pass the time before everyone came to PR. Found this experience and it was just perfect. Alex was a total gentleman and even though the tour turned out to be just the two of us, it was perfect. I will say, I think the espadrills lean toward the cheap side but hey, they come with the experience. Definitely recommend this tour for the ladies!
michaelsU137XC,
Feb 5, 2025
- Review from Tripadvisor
Alex and his team created an unforgettable experience for our group. Our group learned a lot, tried new things, and had a lot of fun. You won't regret taking part in this one-of-a-kind experience!
pjj89511,
Dec 12, 2024
- Review from Tripadvisor
We substituted this tour for another one that was cancelled at the last minute. We were thinking, "we're not into cigars or espadrilles, but we'll give it a shot." So VERY glad we did. This was an excellent and fun tour from start to finish. I even learned how to smoke a cigar! The people who conducted the tour make sure it's both fun and informative from start to finish! I would highly recommend this tour! Don't be concerned if cigars or espadrilles are outside your wheelhouse.
Robyn R,
Dec 7, 2024
- Review from Viator
The guide, Alex, was very informative. He was kind, humorous and generous with his conversation and teaching.
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