Top San Juan Walking Tours - page 2

Old San Juan Food Tour with 7 Tastings of Authentic Local Flavors

Price varies by group size

4.7

(149)

from $141

Salsa Dancing Night Out in San Juan

2 hours 30 minutesFree Cancellation

4.8

(51)

from $59

Likely to Sell Out

LIVING HISTORY , BATTLE OF SAN JUAN, 1797

Explore the cities top Old San Juan signature walking castles tour visiting Castillo San Cristobal and Castillo San Felipe Del Morro on a highly rated small group experience. Discover how Spain built one of the most powerful defense systems in the new world, controlling the entrance to San Juan Bay. Highlights: * Visit both El Morro and San Cristobal in one visit. * Enjoy a small group experience for a personal, engaging gathering * Learn the strategy behind the walls, cannons, tunnels, and defensive design * See why San Juan was a key stronghold in the Atlantic ocean. * Hear about the dramatic 1797 British attack on San Juan-and why it failed. * Experience real stories of soldiers, daily life, and life inside the fortress * Enjoy stunning ocean views and photo stops at both forts. Designed as a signature tour, the excursion blends history, storytelling, and unforgettable views-ideal for travelers who want something deeper, more immersive, & truly memorable.

Uncle J Walks Old San Juan Castles Tour: El Morro & San Cristobal

2 hours 30 minutesFree Cancellation

Ron del Barrilito Puerto Rican rum has been made in the same place with the same craft since 1880. Discover what lies behind it—and the art of transforming sugar cane into fine liquor—when you prebook this small-group tour of the historic hacienda. See the mansion and the windmill, learn about the family who created it, and walk through the age-old process that gives Ron del Barrilito its rich flavor.

(175)

from $49

Ron del Barrilito Heritage Skip-the-Line Tour

Ron del Barrilito Heritage Skip-the-Line Tour

30 minutesFree Cancellation

Travel into the mountains of central Puerto Rico on this full-day, small-group tour. You are picked up at your San Juan hotel to board a 14-passenger, air-conditioned van, and along the way your guide shares an insider's perspective on the culture and history of the area. Stop to enjoy a typical Puerto Rican meal at a local restaurant (own expense) and enjoy expansive vistas of the mountains from a high mountain viewpoint.

(151)

from $46

Half-Day Center of Puerto Rico Cultural Tour

5 hoursFree Cancellation

Salsa Dance Class in San Juan – Learn from Local Experts

(186)

from $85

1 hourFree Cancellation

4.8

(517)

from $30

Special Offer

San Juan Old Walking Tour

1 hour 45 minutesFree Cancellation

Likely to Sell Out

Night Kayak - Condado City Lights Tour

1 hourFree Cancellation

4.7

(4,866)

from $69

Legacy Tour at Casa BACARDÍ in Puerto Rico

50 minutesFree Cancellation

4.5

(847)

from $45

Old San Juan Walking Tour with a Historian

As featured in National Geographic Traveller (UK) Discover Old San Juan through the lens of history on a guided walking tour led by a professional historian. Walk the iconic blue cobblestone streets while learning how over 500 years of colonization, military strategy, culture, and resilience shaped Puerto Rico’s most historic city. This tour goes beyond landmarks, offering meaningful context, stories, and perspectives that connect the past with the present. What makes this tour unique: - Led by a historian, not just a guide - Internationally recognized by National Geographic Traveller UK - Focuses on depth, storytelling, and cultural understanding - Relaxed pace with room for questions and conversation Important information: A minimum of 3 participants is required to offer the tour. Wheelchair accessible — please note this at reservation so we can make proper arrangements. Rain or shine — bring an umbrella or raincoat.

Old San Juan Walking Tour with a Historian

Explore the underwater world of Puerto Rico on a guided snorkeling adventure. Receive a lesson from a professional diver and enjoy a hassle-free outing with all the equipment you need. Then swim through the tropical waters off Guaynabo and see brilliantly-colored tropical fish, sea turtles, and other marine creatures. Afterward, revisit your experience with a GoPro video of your snorkeling excursion included in the tour price.

4.3

(21)

from $85

San Juan Guided Turtle Snorkel Tour and Complimentary Videos

1 hour 30 minutesFree Cancellation

This all-day tour allows you to escape the city and have and adventurous day at the Rainforest! Discover Puerto Rico’s Rainforest hiking through beautiful trails, watching breathtaking Natural pools and enjoying amazing views. You will stop along the way at Luquillo Beach and "kioskos" (Lunch at your own expense). Break from peace and quiet into an 9 Zip line adventure like no other; flying at more than 45 feet of altitude through one of the Natural Wonders of the World. This all-day tour includes round-trip transportation from the San Juan Marriott Stellaris Hotel.

(17,166)

from $40

Rainforest and Junglequi Zipline Combo Tour

Rainforest and Junglequi Zipline Combo Tour

7 hours 30 minutesFree Cancellation

1 hour 30 minutesFree Cancellation

(37)

from $200

The Maestro's Walk

4.7

(1,209)

from $89

Eco Friendly Farming Tour to Explore Dorado's Most Beautiful Farm

Experience the sights, sounds and smells of a real, working Pasture-Raised Farming & Pasture-Raised Animal Farm on the beautiful Finca Pastoreo. This tour features a view of our farming methods, and if inspired, you can participate in hands-on activities whenever possible. We guarantee a tour full of interesting and innovative ecological & regenerative agriculture which promises great positive changes to our Mother Earth. Farm Store, Artisanal Draft Beer & Gelateria Hours* : Tuesday - Thursday 9 am to 4 pm Friday & Saturday 9 am to 9 pm Monday & Sunday Closed Wood fire Artisanal Pizzeria Hours: Wednesday - Thursday 9 am to 4 pm Friday & Saturday 9 am to 9 pm Monday & Sunday Closed Live Music: Friday & Saturday 6 pm - 9 pm

Eco Friendly Farming Tour to Explore Dorado's Most Beautiful Farm

1 hour 1 minuteFree Cancellation

4.6

(24)

from $20

Puerto Rico Countryside Tour with Visit to Waterfall

6 hoursFree Cancellation

Stroll the cobblestone streets of Old San Juan and taste some of the local cuisine during this 3-hour food and walking tour. With your local guide, hear about the history of this 16th-century colonial city, pausing to duck into coffee shops and cafes. Sip a rum cocktail and taste traditional Puerto Rican food at 5 stops during the walk. With your small group of fellow food and history lovers, explore an old convent and get stunning views of the city's impressive forts and other landmarks.

(128)

from $79

Morning Old San Juan Food Tour

Go at your own pace, anytime, on this location-aware, smartphone-guided historic San Juan walking tour. On our historic adventure, you will walk the cobblestone streets of old San Juan and discover its story. The app guides you step by step. Feel free to put your phone in your pocket and walk the whole tour looking up. You’ll see and learn about the oldest churches in America, plazas, Spanish architecture, historic city gates, chapels of miracles, fountains, doors, statues, and of course you’ll see a few amazing views. This tour is guided by your smartphone and our company's patented technology. Go anytime and at your own pace. The tour never expires. After you take it in person you'll unlock a virtual tour to listen to anytime after you go home. It never expires. It's your tour!

(258)

from $169

San Juan’s Historic Streets Audio Guided Walking Tour

San Juan’s Historic Streets Audio Guided Walking Tour

55 minutes to 1 hour 15 minutesFree Cancellation

3.7

(3)

from $12

Cave Adventure: Charco Azul Caves, Canyon & Waterfall Adventure

Discover Puerto Rico’s natural heritage on this guided tour to the Northern Kast Belt. Relax in an air-conditioned vehicle as you travel through limestone rainforest and onto the Charco Azul Caves. Following your guide, explore these caves on foot as you learn about their historical significance and local ecology. Then swim and relax in underground rivers, natural pools, and waterfalls. Perfect for engaging the whole family, especially members who like keeping active on vacation.

Cave Adventure: Charco Azul Caves, Canyon & Waterfall Adventure

5 hours 30 minutesFree Cancellation

Old San Juan Walking Photoshoot

(248)

from $115

1 hourFree Cancellation

Price varies by group size

(52)

from $113

Visit the Caribbean Island of Puerto Rico, and explore its capital city, San Juan, on this 2.5-hour tour. Stroll down cobblestone streets, and see the brightly colored buildings that line the area. Encounter famous sights like Cathedral of San Juan Bautista, Casa Blanca, and San Jose Church. Get a feel for what it was like during the Spanish colonial era as you walk through the Puerta De San Juan, one of the only gates left that served one of the oldest cities in the world.

Old San Juan Deluxe Walking Tour

2 hours 15 minutesFree Cancellation

4.6

(51)

from $71

Taino Indian Cave, Arecibo Hike and Beach Tour from San Juan

6 hoursFree Cancellation

Price varies by group size

(456)

from $115

Amazing views from the Tower in El Yunque

Get back to nature in Puerto Rico thanks to this guided exploration of the El Yunque National Forest. Immerse yourself in the beautiful surroundings of this rainforest paradise as you 'stop to smell the flowers’ (the park has over 240 native species), visit the picturesque ‘La Coca’ Falls, and enjoy the views from Yokahú Tower. Park entrance fees are also included. This is a low impact activity suitable for all ages and does not involve any hiking.

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Discover El Yunque National Park: Half-Day Rainforest Tour

5 hoursFree Cancellation

4.6

(500)

from $115

Rum, Cigars and Espadrilles in Old San Juan

Embark on a unique adventure in Old San Juan, immersing yourself in the vibrant traditions of rum, cigars, and espadrilles. Discover hidden gems as you sip on exquisite rum, indulge in a cigar tasting, and join a lively party at an artisanal espadrille shop. This local and authentic experience offers three hours of cultural exploration, where you'll create unforgettable memories and bring home a pair of classic espadrilles. We recommend this experience as the ideal first step into the city’s vibrant culture. Along the way, we’ll share local tips and personal recommendations to help you savor every moment of your time on the island. Get ready to embrace the true essence of San Juan in style. Every stop on this experience is within walking distance. We also keep our groups small, never more than eight people, for a more personal and enjoyable experience.

Rum, Cigars and Espadrilles in Old San Juan

Mofongo Food and Mojito Tour

(33)

from $180

3 hours 30 minutesFree Cancellation

4.3

(20)

from $101

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Top Attractions in San Juan

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Attractions

What are people saying about San Juan

Old San Juan and El Morro Castle Walking Tour

Melissa_S, Jul 2026

Awesome Tour

This tour was so amazing! Our tour guide Melanie, was phenomenal. She gave such interesting information about Old Town San Juan as well as the Puerto Rican culture. Is was fairly hot and humid on the day of our tour and she took such good care of us by finding g shade whenever possible, and giving us water along the way. We ended at Castillo San Felipe del Morro where she gave us some final information as well as restaurant recommendations before letting us go to explore the fort more.

Explore Old San Juan Walking Tour

Rich_C, Jul 2026

I enjoyed the tour and our guide was very knowledgeable about all areas including those seldom known tidbits

There’s a lot of walking that involves going up several hills and times over uneven cobblestones walkways and streets. It is very informative but not likely a good fit for younger children or people with short attention spans. It can be very sunny and hot so sunscreen is recommended for those with “fair” skin

Small-Group El Yunque Waterfall & Waterslides with Pickup

Beth_G, Jul 2026

Great experience!!

Eliu was an amazing tour guide. He was very knowledgeable and communicative. He picked us up directly from our hotel and dropped us back off for no extra charge. He knew the best time to go was early, so we didn’t have to wait for 100’s of people to climb up to get to the waterslide and rocks to jump off. It was absolutely gorgeous! The hike itself was easy.

Old San Juan Walking Tour with a Local Certified Guide

Shayanne_C, Jul 2026

Great tour

Carlos was amazing and incredibly knowledgeable throughout the tour. He made the experience enjoyable by sharing interesting information and ensuring everyone felt included. He even stopped along the way to offer to take pictures for everyone in the group, which was definitely a huge plus especially since I was traveling solo.

Old San Juan Historical Walking Tour

Cristina_M, Jul 2026

Great walking tour

My husband and I took this 2-hour walking tour of Old San Juan, and it was a wonderful experience. Our guide, Claudia, was incredibly passionate and brought the history and culture of the city to life. She shared fascinating stories and made the tour both informative and enjoyable. At the end of the tour, she also gave us excellent recommendations for local restaurants and shopping, which made the rest of our day even better. I highly recommend this tour to anyone visiting Old San Juan!

Authentic Flavors of San Juan Food Tour

Anjali_B, Jun 2026

Delicious food and a wonderful guide!

We had a terrific time on Raiza’s food tour. Not only was the food delicious — we’ll be thinking about that plantain soup for a while — but it was also a wonderful way to learn about the history and present of a vibrant culture and people. Raiza was so knowledgeable and easy to talk to. We are vegetarian and they were able to accommodate us and had fantastic substitutes. Highly recommend!

Old San Juan Historical Walk, Shopping, and Dining w/ Transport

Marshall_R, Jun 2026

Great Overview of Old San Juan

Pickup was a little late, but we had the full experience and saw many interesting points in this part of town. San Juan had a water outage, but the city is great. Old churches, military installations, museums, and lots of fun things for visitors to do. You can go to Old San Juan by yourself, but this tour will give you interesting things to remember and history you would not learn on your own.

Old San Juan Walking Tour

Viviana_C, Jun 2026

Best of Old San Juan

David was very knowledgeable, funny, and friendly. He showed us the best, most historical places in Old San Juan. It covers everything you need to know and see about that part of the town, and gives you plenty of time to shop and eat.This activity is good if you travel with teenagers or young adults who enjoy history but might not be interested in details. Overall a must do activity.

Savor the Sunset: Old San Juan Walking Food Tour

Amanda_M, Jun 2026

Tasting Tour

Our guide was Nico and she was wonderful! She was so knowledgeable and had a great sense of humor that made it enjoyable. There were 4 stops and more food than I could even eat! It was a great way to meet people and explore some of the nearby areas, while also learning the history of the town. It was a pricey, i my opinion, but I knew you are paying for the experience. The weather was perfect and the walking was nice after each meal we had. I would definitely recommend!

Historic Old San Juan Sunset Walking Tour

LoriCastillo, Jun 2026

Definitely do this!

Antonio was an exceptional guide and one of the highlights of our visit to Old San Juan. What made this tour stand out was that he went far beyond simply pointing out landmarks and reciting dates. Antonio masterfully blended Puerto Rico's rich history with insightful discussions about politics, policy, culture, and the forces that have shaped the island over time. His depth of knowledge was truly impressive, and he had a remarkable ability to make complex historical events engaging, relevant, and easy to understand. Every stop along the way felt meaningful because he connected the stories of the past to the realities of today. Beyond being incredibly knowledgeable, Antonio was personable, engaging, and generous with his time, answering questions thoughtfully and tailoring the conversation to the interests of the group. If you're looking for a walking tour that offers real context, fascinating storytelling, and a deeper understanding of Puerto Rico, I cannot recommend Antonio highly enough. This was far more than a sightseeing tour—it was an immersive learning experience that gave us a greater appreciation for Old San Juan and Puerto Rico as a whole. ⭐⭐⭐⭐⭐ Highly recommended.

El Yunque Rainforest and Waterfall Guided Tour

Mandy_L, Dec 2025

This tour is well...

This tour is well organized: pre-departure communication, details on what to expect and everything. Our guide Jason was very knowledgeable and considerate, he made a stop at Walgreens before entering the forest, took countless photos and videos for us, and took care of everyone during water activities. We heard so many praises from other tour guides along the way in the rainforest too. Highly recommended if you are visiting Puerto Rico.