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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 10 participants and also includes all entrance fees, a helmet, secure storage, filtered water and sunscreen.


  • 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

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!

Carey G

5 star rating: Highly Recommended May 2016

Tour was great and this was absolutely THE BEST way to see Old Puerto Rico. My wife and I met Jose at his shop, got thorough instructions on operating the well maintained Segways, then had a wonderful education on the history and geography of the city; Very entertaining and insightful. MUST DO!!

joetta c

5 star rating: Highly Recommended May 2016

this segway tour was great and the best way to see the city, especially around the fort, our tour guide was fabulous

David T USA

5 star rating: Highly Recommended April 2016

Excellent way to see Old Town San Juan, Puerto Rico. Jorge pronounced Horhay was an excellent tour guide and explained everything thoroughly including how to ride the Segway's for the first time. Very fun tour.

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