Old San Juan 2-Hour Small-Group Guided Segway Tour

Tours & Sightseeing in Puerto Rico
Image by Viator

Information from Viator

Tour description

Glide through Old San Juan’s 500 years of history on this 2-hour tour by Segway. Known as ‘The Walled City,’ Old San Juan was founded as a military stronghold and remains the oldest city under the American flag. On this small-group tour limited to 8 riders, zoom around effortlessly and see more than 25 attractions, learning 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, Castillo San Felipe Morro and San Cristobal Fort along the way.Please note the weight restrictions on this tour, located in the 'additional information section'.

Meet your small group in Old San Juan, where your 2-hour tour begins with a safety briefing from your informative guide. Put on your helmet and get familiar with operating your two-wheeled Segway. Once you’re ready to roll, set off along the streets of Old San Juan, a beautiful city dating back to 1513. Bump along ancient cobblestone streets and admire well-preserved examples of Spanish colonial architecture. Pause throughout the tour to snap photos of some of the iconic sights and hear engaging military and historical facts from your guide. In Darsenas Square, a plaza overlooking San Juan Bay, capture views of modern San Juan. Learn how various countries over the years vied for control of the bay, a key position for maritime defense, and see the remnants of the San Juan Gate. As you make your way through the hilly and narrow streets, you’ll come across parts of the massive City Wall, or La Muralla, stretching a little more than 3 miles (5 km) long, 140 feet (43 meters) high and 40 feet (12 meters) thick in certain places. Learn about the military strategy behind this engineering feat. Spend about 15 minutes inside the grounds of Castillo San Felipe del Morro Fort, perched on a promontory overlooking the entrance to San Juan Bay, and one of the largest fortifications built in the Caribbean. Visit a series of historical monuments, including La Rogativa, where you'll hear the inspiring tale of how a religious procession by the settlement’s inhabitants warded off British attack. Pass by the Cathedral of San Juan Bautista, the resting place for the remains of Juan Ponce De Leon, famous for his unsuccessful search for the Fountain of Youth. You’ll also see remnants of the walls of his house used as a defense against the indigenous Tainos. See Isla de Cabras, or Goats Island, and hear about the WWII Battle of the Atlantic, when millions of cargo were sunk by U-boats. Learn fascinating military trivia about the Ballaja infantry barracks, the cannon battery of La Perla turned slaughterhouse, and check out the narrowest house in all of Old San Juan, which used to house guards.Swing by more attractions (see Itinerary for a complete list) before your tour ends back at the departure point.

What's included

  • Local guide
  • Use of helmet
  • Secure storage for belongings
  • Filtered water (must bring container) and sunscreen are available at office

What's not included

  • Food and drinks
  • Gratuities


  • All necessary equipment included
  • Family friendly
  • Informative, friendly and professional guide