top of page

Walk and Talk Old San Juan

2 hr. guided tour inside the colonial city

2 hr
30 US dollars
Plaza Colón

Service Description

Discover Puerto Rico's rich history on our 2-hour guided walking tour through one of the oldest New World settlements. Explore fortifications, ocean views, churches, and cobblestoned roads, all with historical commentary. After we meet in Plaza Colón, we'll begin our journey passing trough the following landmarks: Iglesia San Francisco de Asís, Mallorca bakery, Carlos Albizu University, calle Tanca, the outskirts of La Perla, views of St. Cristopher castle, the famous door of the PR flag, calle San Sebastian, Iglesia San José, Plaza Quinto Centenario, Cuartel Ballajá, views of El Morro, the governors palace, and The Cathedral of San Juan. Depending on the weather, holidays, and days of the week, the order and quantity of landmarks may vary. Recommendations: - Bring extra water - Caps, hats, and coverings are useful - Not wheelchair/stroller accessible - Remember that it will be a 2hr WALKING tour. People with mobility issues be advised. - Expect to be inside of churches: No bathing suits or shirtless. Disclaimers: - The tour dose not go inside the forts - The colorful umbrellas in front of the governors palace have not been there for years.


Upcoming Sessions


Cancellation Policy

Booking, Cancellations, and Refunds All Hello Puerto Rico! reservations must be secured via credit card in USD. We enforce a strict 48-hour cancellation window for standard bookings (8 or fewer guests). Cancellations or modifications made at least 48 hours prior to tour departure qualify for a full refund or free date transfer. Requests made within 48 hours are 100% non-refundable and non-transferable. Group bookings of 9 or more guests require a 14-day cancellation notice; modifications within 14 days result in total forfeiture of fees. Weather, Safety, and Punctuality Tours operate rain or shine. Hello Puerto Rico! retains sole authority to determine if weather conditions compromise safety. Guests must report to check-in regardless of local rainfall; failing to attend based on personal weather assessments is treated as a no-show and charged in full. If we cancel an activity due to extreme hazards, guests receive a full refund or priority rescheduling. Tours operate on precise schedules. Guests must arrive 15 minutes prior to departure. Missing a departure constitutes a no-show, forfeiting all fees. Excursion Requirements and Restrictions El Yunque Rainforest tours require moderate-to-advanced fitness for mud, rock, and river terrain. Participation is prohibited for pregnant individuals or those with severe cardiovascular, vertigo, spinal, or joint conditions. Secure, closed-toed hiking or athletic shoes are mandatory; sandals or standard water shoes will result in exclusion without refund. Old San Juan Walking Tours require sustained walking over historic cobblestones and inclines. Beach Excursions demand strict adherence to designated marine safety boundaries. Bomba Dancing requires respectful conduct and comfortable attire. Night Crawls require participants to be 21 or older with a valid government ID; we reserve the right to remove intoxicated or disruptive individuals without refund. Media Release and Liability Waiver Participants grant Hello Puerto Rico! a perpetual, royalty-free license to use digital media captured during tours for marketing purposes. Guests may opt out by notifying their guide before tour commencement. By purchasing, participants assume all inherent risks of tropical weather, natural terrain, and physical exertion. Hello Puerto Rico! is not liable for personal injury, illness, property damage, loss, or disruptions from acts of God or third-party failures. Terms are governed exclusively by the laws of the Commonwealth of PR.


bottom of page
Book Now Book Now