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Experience the old and the new in the atmospheric neighborhood of Old San Juan on this 2-hour small-group tour by Segway. Effortlessly zoom around the 500-year-old colonial architecture of this ancient neighborhood as you visit 25 of the top attractions in the area, and learn about its evolution from Spanish colony to US territory. This intimate sightseeing tour is limited to just 8 participants and also includes all entrance fees, a helmet, secure storage, filtered water and sunscreen.
Please note the weight restrictions on this tour, located in the 'additional information section'.


  • 2-hour guided Segway tour around Old San Juan
  • See more than 25 top attractions like Darsenas Square, the Cathedral of San Juan Bautista and the City Wall
  • Spend time inside the grounds of Castillo San Felipe Morro
  • Soak up beautiful views of San Cristobal Fort and see Bacardi Distillery from across San Juan Bay
  • Learn about Old San Juan’s history and military legacy from a knowledgeable guide
  • Choose from several departure times to suit your schedule
  • Small-group tour limited to 10 people ensures a more personalized experience

Recent Photos of This Tour

What You Can Expect

Old San Juan Segway Tour

Roam the colorful streets of Old San Juan!

Zip around Old San Juan by Segway as you explore its top attractions on this 2-hour small-group tour. Take in incredible views of San Juan Bay, Castillo San Felipe del Morro and San Cristobal Fort, among others, as you learn the fascinating history of this 500-year-old settlement first started by the Spanish Empire.

Meet your group at Pier 2 in Old San Juan, the tour’s departure point. Your meeting time will vary depending on the tour option you select, leaving at either 10am, 1pm or 4pm. First grab your helmet and get a safety lesson on using the two-wheeled Segway from your guide, and take some time to get familiar with starting and stopping. From there you’re ready to roll, heading out into the streets of this picturesque colonial district.

Move along the area’s cobblestone streets and colorful facades, stopping for photos and for a military history lesson from your guide. Soon you’ll reach Darsenas Square, which provides panoramic views of modern San Juan and its bay, and then see the remains of the San Juan Gate, where you'll hear about the crucial role the city’s harbor once played in maritime defense.

Continue your ride along the hilly streets, stopping to admire the imposing walls of La Muralla, a 3-mile (5 km) long and 140-foot (43 m) high barrier that once served as the linchpin of Old San Juan’s military defenses. Then take a quick 15-minute spin through the parade groups of the impressive San Felipe del Morro fort, a historic defense structure that juts out into San Juan Bay.

Your tour then moves past some additional monuments, including the Cathedral of San Juan Bautista, site of the remains of famous Spanish explorer Ponce de Leon, who searched for the Fountain of Youth, as well as the Ballaja infantry barracks and the cannon battery of La Perla, which was eventually turned into a slaughterhouse. After a few more attraction stops, your tour finishes back at the departure point.

See the full list of tour stops on the itinerary below.


Customer Reviews

Linda M

5 star rating: Highly Recommended February 2017

A great tour. We were a small group of 6 people. The instructional/safety training was excellent. We were each given an earpiece and a receiver that would be used to receive instructions and tour information. After Jose had fitted us with helmets and was satisfied that all of us were comfortable with the Segways, we set out. We left the office at the pier and went through the streets of Old San Juan toward the El Morro Fort. We stopped at various places where Jose gave us historical information about each site. The stops also enabled us to get off the Segway for a few minutes and take pictures if we chose. We toured the inside and outside of the fort, again with more information and picture taking opportunities. Before we left, Jose took pictures of anyone who wanted against a beautiful backdrop. Jose has a tremendous depth of knowledge about San Juan and Puerto Rico, but it is not just facts that he was reciting to us. He was telling us a story about things that happened and how they fit with other events in history. He also brought up how climate or geography had a part in the outcome. I have taken many tours in many places, but he made it all make sense in a way that I have never seen before. He is to be commended. I would do this again!

Barb K

5 star rating: Highly Recommended January 2017

Wonderful tour of Old San Juan. Jose was an excellent instructor and guide.

lveenstra United States of ... 

5 star rating: Highly Recommended December 2016

This was a great tour. Our guide did an excellent job training riders to use the segway and then did an outstanding job leading the tour thru old San Juan and El Morro fort explaining the history at each stop. This tour is well worth it if you are not afraid to try the Segway.

Sarah M

5 star rating: Highly Recommended November 2016

Brilliant tour. Jose the guide was excellent.


5 star rating: Highly Recommended July 2016

Fantastic tour with a tremendous guide! A great family memory.

Erica B

5 star rating: Highly Recommended July 2016

What an amazing way to see old San Juan! This was my family and #39;s first time riding segways and we will definitely be touring this way from now on. Had we just done the walking tour we would have been too hot and tired to really enjoy the sites. Our guide Jorge was extremely personable and knowledgable.


5 star rating: Highly Recommended June 2016

This tour was amazing!

Martha L

5 star rating: Highly Recommended June 2016

Great training of Segway for new riders, Allowed us to see parts of Old San Juan in a short amount of time and cover as much area as possible. A good way to maneuver the hilly streets. While most of the ride was along the wall path, this tour still allowed us to see many things in Old San Juan including one of the forts.

David W

5 star rating: Highly Recommended June 2016

Our tour guide was FANTASTIC.!!!! We had such a blast and fun time with this 2 hour tour. There was no way I could have covered this much ground walking because I have Siatica back nerve issues. My wife still talks about this experience everyday.

The only negative.... the business needs a sign out on the street so new comers like ourselves can find it easily. It's only 500 feet from the cruise ship pier but we walked right by it several times.

Robert S

5 star rating: Highly Recommended June 2016

Great way to get around and see Old San Juan!

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