Top Experiences in Castillo San Cristobal

We will drive you to the heart of Old San Juan where you are able to walk the beautiful cobblestone streets, shop for various local artisan products, eat tasty borinquen food, and absorb the history.

Get a taste of the flavor and culture Puerto Rico is proud of! We will provide you a detailed driving tour with commentary on the important San Juan Landmarks.

We will travel past the famous Castillo San Cristóbal and over to the ship docks and everything in between. We know where the gems are, so do not be afraid to ask.

Make sure you see everything you want to see in the remarkable Viejo San Juan.

This driving tour includes Old San Juan, Condado, Isla Verde, Pinones, ect and surrounding areas with amazing information about the local history.

Experience the ultimate exploration of Old San Juan in a masterfully curated sightseeing and walking tour to the 90 most important landmarks of the city. A feat like this easily take at least 8 hours if done just walking, but we cover it all in eithier 2, 3, 4 hours or even a full day. by stolling in our premium vehicles providing a sanctuary of cool comfort, as you avoid sweating under the sun or geting wet under the unexpected rain showers in the tropics. You'll appreciate the ease of moving up and down the historic hills without exertion, ensuring your energy is reserved for enjoyment and discovery.

Your guide, an expert in the city's rich heritage, will lead you through Old San Juan's storied streets and facades, revealing the hidden tales behind each significant site.

Customize it adding Puerto Rico's finest rum distillery, Barrilito, our African Heritage Village, the Rainforest or all of the above for the ultimate full day San Juan Experience.

Get ready to go back in time on this walking tour of Old San Juan. Sometimes I will bring a van and we drive a bit. The City of Old San Juan was founded in the year 1521, making it the Oldest City in Puerto Rico and the second oldest city in The Americas. Yes, its that old! We will be walking and stopping at all the main sites, like castles, forts, cobblestone streets, colorful buildings, monuments, and plazas learning of their history. This tour does not go inside the forts. Every picture you take in Old San Juan is beautiful and unique, so make sure you bring your camera. We will also learn everything there is to know about the city and the island. You will be with a certified tour guide, so you can ensure you're getting the correct information everywhere you stop. My main goal is for you to fall in love with the island and keep coming back. I'm excited to meet you - book your tour and I will see you soon!

Be respectful
Bring Good Vibes Only

Discover Puerto Rico in a 3 day package that has a hand picked variety of locations and activities that will get you craving for more. This package gives you the best of the Metropolitan touristic zone, our history and our most amazing natural wonders.

The first day you will visit America's oldest city, Old San Juan, our african heritage capital, Pinones, and our finest Rum Distillery at El Barrilito. It will be a day filled with stories, legends and stories about our history

The second day is a nature exploring one in which you will hike a rock formation in Mar Chiquita with amazing views, see the tallest Statue of the Americas; the Birth of a New World monument, visit the Camuy Caves and experience perhaps the most beautifull waterfall in our rainforests.

The third day is the special one because you wil visit our finest cays at Guilligan's and Caracoles and then do the most unique thing you can do in our island: swim in the glowing waters of La Parguera Biobay!

(Private exploration) (60-75 minutes approx)
We pride ourselves in providing a unique experience aboard our amazing GOLF CARTS with our friendly and knowledgeable staff, guaranteeing to leave you wanting more. What makes this experience unique is our extreme levels of customer service and our ability to please each end every age group that comes to us looking for a unique San Juan experience, all the while showing you the “3 sides of SanJuan” . Customers should definitely pick this experience because it will end up being the highlight of their day in Old San Juan

Authentic sailing is culture, having a conversation with a local, with the power of the wind, no engine noise, no crowds, no fake pirates, no stray cats, no crowds, no need to scream . . . we sail sideways, aboard a real racer-cruiser (J30), with a toilet and a cabin, just real life sailing. You'll get to see a different perspective of old San Juan, with complimentary drinks, feeling safe but free, in small groups (no crowds.) Good for any special moment, or turning this moment into an special one. While in contact with nature elements, sometimes you may get surprised by dolphins. There are 6 people maximum per sailboat. Sailboat model: Jboat J30 (racer-cruiser.) It's not luxury yacht or a catamaran. Let's sail with Sail San Juan Bay!

This is the bare minimum you should do when viaiting San Juan, and among all the tours in Puerto Rico this one gives you one of the best value as you learn where everything is, catch some of the Old San Juan history, and avoid being lost and wasting hours guessing where to go.

This Old San Juan city tour will take you through the old city comfortably drive in a A/C cooled vehicle avoiding hours of searching, sweating under our Old San Juan 's hot tropical sun, but will give you several 5 to 7 minutes stops for taking pictures that will become lifetime memories.

This is a learning experience about Americas’ oldest city through 40+ landmarks telling you the history and evolution of Old San Juan and Puerto Rico as your guide and ambassador drives you through the narrow and colorful streets and explain everithing surrounding you in a resumed but detailed way letting you choose where to take those special pictures you will treasure for ever.

If there is a tour every cruiseship visitor and traveler must do before even trying to walk our old city’s street, this will be it!

This tour was curated with comfort and as little walking as posible in mind, and it is the single tour every and anyone should do to avoid wasting hours looking for the landmarks, buildings and walking under the scorching sun trying to discover it’s history.

In it your driver and guide will take you in a route through the main buildings and landmarks and a journey in time telling you about the city’s history the city’s story in short and precise way as he drives you slowly driving through the narrow and colorful streets of our historic walled city.

You will have 4 to 6 stops to take pictures and get a closer look of the main landmarks of the city. Among them San Cristobal and El Morro Forts, El Convento, Ballaja, Saint John’s Cathedral, La Rogativa, Del Cristo and San Jose chapels and Colombus and Ponce de Leon square.

"Talking Buildings" is a first-person account of the historic buildings of Old San Juan. Created by the Saint John's School 6th grade Social Studies class of 2022, this self-guided audio walking tour will take you on a journey through time, from the 16th century to modern-day.

If you'd like to donate to the San José Church, as mentioned in the route, please follow this link: iglesiasanjosepr.org

The tour is ready whenever you are. Simply download it through the VoiceMap app while in a wifi zone to enjoy the tour with full offline accessibility.

Glide through Old San Juan’s 500 years of history on this 2-hour Segway PT or scooter tour, exploring the scenic route on a Segway Kickscooter. Known as ‘The Walled City,’ Old San Juan was founded as a military stronghold and remains the oldest city under the American flag. This small-group tour is limited to 6 riders for Segway PT and 6 riders for Segway Kickscooter, allowing you to zoom around effortlessly and see more than 15 attractions. Learn from an informative guide about the city’s role during the Spanish empire, World War II, and as a US territory. Capture stunning views of San Juan Bay and Castillo San Felipe Morro along the way.

*Please note* tour schedules per vehicle type and weight restrictions are listed in the 'additional information section'.

See more do more! Welcome aboard your private water tour aboard a choice between a 37 foot sailboat ot a a high performance Powerboat. Enjoy complimentary local drinks. Your personal tour guide and Pro USCG certified Captain will guide you to stunning and interesting historical points of interest full of Caribbean flare in style and with a high quality sound system. Choose between a bay or sunset water tour. For a minimum of 4 guests or pay for 4 and a maximum of 6. Welcome aboard!

Step into history, enjoying the beauty of the “walled city” of Old San Juan. Our guides will cover 500 years of puertorican History and Culture, helping you explore one of the oldest cities in the hemisphere via its beautifully preserved architecture dating all the way back to the founding of what will eventually become Old San Juan. The tour is designed to have photo opportunities and water breaks along the way, lasting two and a half hours.

Pirates, ghosts, miracles, the Fountain of Youth, the Bermuda Triangle, and much more! Learn the unique haunted heritage of beautiful old San Juan, Puerto Rico with real ghost stories, local folklore, and recent reports of paranormal activity.

Our most complete tour for those explorers who would like a glimpse into San Juan's captivating history, have an adventure in the waters of the harbor at the helm of your own boat and stop to learn the highlights of the city’s history.