San Juan · OLD SAN JUAN & THE OLD TOWN
34 reviewed
The old town rewards a good guide, from the blue cobblestones to the sentry boxes leaning off El Morro. Here are the best Old San Juan walking tours: which cover the forts, which lean into food or history, how long each lasts, and which start early enough to walk the plazas before the heat and the cruise crowds.
Night LED kayak on Condado Lagoon with clear-bottom views, glow paint, and a sunset-to-dark small-group ride. $75.
“Amazing instructor gave instructions very well. And also showed us how to get into the kayak correctly had lots of fun places is very recommended if you want to have fun”
A small-group Old San Juan walking tour with writer David Rodríguez, covering major landmarks, city walls, and culture for $39.
“David did a great job giving detailed insight of San Juan's history. There was a lot of walking and he made sure everyone got needed breaks in between locations.”
Old San Juan on foot with a small group and a certified guide. Learn 500 years of Puerto Rico in about 2 hours.
“He was enthusiastic and knowledgeable and very compassionate and kind. Prepare for lots of walking but some great views and pics along the way.”
Sunset-ready Old San Juan walking tour with a local guide, colonial landmarks, and golden photo stops ending at Plaza de San José.
“Jorge was great, learned so much and enjoyed the tour very much”
Sunset walking tour in Old San Juan with a certified guide, free sights, and photo stops. Small group, about 2 hours, $39.
“Very interesting, guide was very informative and very interesting. She was very enthusiastic about her information she gave us”
Glide through Old San Juan on a 2-hour Segway tour for up to 6 people, with included sights, entrance fees, helmet, water, and sunscreen.
“The instructor was so knowledgeable and professional. Puerto Rico has historical places that speaks for itself. This is a MUST for Visitors!! The equipment we used was top tier my son will remember this for life !! Enjoy”
A 3-hour Old San Juan bar crawl with free mojito, house shots at each stop, a group polaroid, and a tapas-style finale.
“What can I say, you’re experiencing the nightlife of Old San Juan and get to drink and have fun! The guides were cool and it was nice hopping around meeting people. Shoutout Amanda and everyone !”
Sunset Old San Juan walking food tour with up to 10 tastings, mofongo and cocktails, plus guided history for a small group.
“Great experience and Fantastic Tour Guide!!! Excellent Tour! 2nd Time Taking this tour and it didn’t disappoint!! 10/10 experience!”
Old San Juan walking tour with El Morro entry, cathedral stops, and more, led by a bilingual guide for $54 and about 2.5 hours.
“Maria was very personable and full of knowledge! We had a amazing time walking through Old San Juan! I would fully endorse taking this guided tour!”
Old San Juan by golf cart with cold drinks, great photo angles, and stops at forts, cat sanctuary, and historic landmarks in about 1 hour.
“Fun experience. Learned some new info about PR. Tour guide was great. Way better than walking being driven around in the golf cart. My mom is hard of hearing and guide was able to get a microphone headset so she could hear in the back. We did wish it was a little longer.”
Old San Juan guided walk with Morro and cathedral sights, air-conditioned transport, and time on Calle Fortaleza for shopping and lunch.
“Although Michelle was quite respectful and sweet, I felt that the tour was disappointing. I thought we would really learn about old San Juan and would be able to visit some of the sites shown. I felt it was something I could have really done myself and not paid 139.00”
A full Puerto Rico day: Old San Juan hop-on drive, El Yunque rainforest waterslides with life vests, then Luquillo beach with transport.
“Make sure you do this 3 in 1 excursion in Puerto Rico! Bryant was soooo much fun! He was on time to pick us up and really gave us the ultimate experience! BOOK this experience, hopefully you can get Bryant! He’s the best 😃”
Old San Juan walking tour in a small group of 18. See Casa Estrecha, the Cathedral and Cuartel de Ballajá in 2 hours for $46.99.
“Pablo was terrific - informative, engaging, enthusiastic and helpful. Wonderful experience.and fascinating history.”
Dinner in the sky over Old San Juan with a 4-course meal, included house drinks, and sunset or city-light views at timed seatings.
“Went to this event for my girlfriend birthday! Definitely was an amazing experience. Recommend for a special dinner in the air!”
Morning Old San Juan food tour blends cobblestone history with five tastings, rum cocktails, forts views, and two drinks in a small group.
“Lorna was an amazing tour guide. We got to see the key sights and taste a wholesome variety of foods around the city. I would suggest showing up somewhat hungry! Time flew by so it didn’t feel long at all! I definitely recommend!”
