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San Juan 500-Year Anniversary Tour: See the City by Land and Sea

4.8 (6)
San Juan, PR

San Juan 500-Year Anniversary Tour: See the City by Land and Sea

4.8 (6)
San Juan, PR
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Experience the complete San Juan adventure with the San Juan 500-Year Anniversary Tour: See the City by Land and Sea. This exclusive tour allows you to immerse yourself in the rich history and beauty of Old San Juan. Begin by walking the cobblestone streets with an expert guide, delving into 500 years of fascinating history. Explore iconic landmarks such as the San Felipe del Morro Castle, the Governor’s Mansion, and the San Juan Cathedral. Then, step aboard a cruise and witness the enchanting harbor views of Old San Juan, including the legendary El Morro fort and the UNESCO World Heritage Site walls and "garitas". Catch glimpses of La Fortaleza, the Governor's mansion, and the iconic Paseo la Princesa. Celebrate the city's 500-year anniversary in style with this immersive and unforgettable tour.

About this experience

  • Free Cancellation For a full refund cancel at least before the start of your booking
  • Admission Included
  • 3 hours 30 minutes
  • Suitable for 1-8 Participants
  • Private Tour, Small Group Tour
  • Guided Experience
  • Walk the city with an expert guide
  • Guided tour inside San Felipe del Morro Castle
  • Cruise the city and enjoy a new perspective
  • View El Morro, a UNESCO World Heritage Site
  • See La Fortaleza and Paseo la Princesa
  • El Morro entrance fee
  • 1-hour boat cruise
  • 2.5-hour walking tour, including a fully guided tour of El Morro
  • Lunch

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More about this experience


Experience the vibrant history and beauty of San Juan with the San Juan 500-Year Anniversary Tour: See the City by Land and Sea. This unique tour allows you to immerse yourself in the fascinating culture of Old San Juan, exploring its cobblestone streets and cruising along its picturesque harbor. Commemorating the city's impressive 500-year anniversary, this tour promises an unforgettable journey through time.

What to expect?

During this 210-minute tour, you can anticipate an enriching and immersive experience through San Juan's historical landmarks. Begin by meeting your expert guide at Castillo San Felipe del Morro and embark on a captivating walking tour through the city's cobblestone streets. Dive into 500 years of history as you explore the legendary San Juan Cathedral, the Governor's Mansion, and other notable attractions. Inside the San Felipe del Morro Castle, marvel at the fort's impressive architecture and learn about its role in protecting the city. Afterward, embark on a leisurely cruise that offers a new perspective of Old San Juan. Admire the breathtaking harbor views and catch sight of the iconic El Morro fortress and its formidable walls. As you sail, you will also pass by La Fortaleza, the Governor's mansion, and the enchanting Paseo la Princesa.

Who is this for?

This tour is perfect for anyone seeking a unique blend of history, culture, and natural beauty. History buffs will appreciate the in-depth exploration of San Juan's architectural wonders and landmark sites. Nature enthusiasts will be captivated by the stunning views of the harbor and the opportunity to witness the Caribbean's beauty from the water. Whether you're a solo traveler, a couple, or a family, this tour welcomes all who wish to discover the heart and soul of San Juan.

Why book this?

The San Juan 500-Year Anniversary Tour offers a remarkable combination of walking and cruising to provide a comprehensive exploration of Old San Juan. Unlike any other tour in the area, this immersive experience allows you to truly absorb the city's rich history while enjoying the picturesque views from the waterside. Led by expert guides, you can expect a knowledgeable and engaging tour that brings the storied past of San Juan to life. Discover hidden gems, delve into 500 years of history, and create lasting memories on this exceptional journey through time.

Good to know

Throughout the tour, you'll have the opportunity to capture incredible photos of the city's landmarks and breathtaking harbor views. Wear comfortable shoes for the walking portion and bring a camera to immortalize the memories. Don't forget to bring sunscreen, sunglasses, and a hat to protect yourself from the sun during the cruise. Some parts of the itinerary require physical exertion, so it's recommended to assess your fitness level beforehand. However, rest assured that the experience is designed to be enjoyable for people of various fitness levels.


Travelers who have embarked on the San Juan 500-Year Anniversary Tour rave about the knowledgeable guides and the wealth of information provided during the walking and cruising portions of the tour. They praise the captivating storytelling that brings San Juan's history to life and the breathtaking views from the harbor. Visitors are consistently impressed by the tour's ability to showcase both the architectural beauty of the city and the natural allure of the Caribbean coast. Overall, those who have experienced this tour are left with a profound appreciation for the rich cultural heritage and stunning landscapes of San Juan.

How long before the event do I need to book?

  • You can book at any time before the event

Vouchers accepted in the following formats

  • Mobile

Is an adult required for the booking?

  • At least one adult or senior required per booking

Your Itinerary

Castillo San Felipe del Morro

Walk the city with an expert guide through the cobblestone streets while being mesmerized with 500 years of history. Your experience includes a fully guided tour inside the San Felipe del Morro Castle. Appreciate the fort that was built for protection, as well as the Governor’s Mansion, the legendary San Juan Cathedral, and other historical and tourist attractions. Walk through the San Juan Gate built in 1520 to protect the city from those entering the harbor.

Admission Included

Old San Juan

Then cruise the city and enjoy a new perspective of the Old San Juan and its mystical tales of the harbor. Appreciate one of the most beautiful harbors in the Caribbean. Get an outside view of El Morro, the fort that defended the Old City from pirates for centuries. View the fortified walls and “garitas” that make Old San Juan a UNESCO World Heritage Site.

La Fortaleza - Palacio de Santa Catalina

(Pass by)

While on your cruise, see La Fortaleza (the Governor’s mansion) and Paseo la Princesa, sites that have captured tourists' attention for years.



4.8 (6)


It was a fantastic tour! The host jennifer was so lively and the captain and 1st captain were very entertaining! Everyone was very knowledgeable and the domestic beers were great! Will definitely go again when i return.


This was a great boat tour. there were snacks and the guides were very nice. I went Solo but did not feel I was alone. I recommend this tour.


Our tour guide, Diane, was excellent and knowledgeable. We had a great time, visiting places we have never seen before, thank you!


I truly enjoyed the walking tour. Our guide I forgot her name was knowledgeable about the area. I didnt realize it when we booked the tour. It was a private tour. My family was only one so it very custom able to you on what you saw and do. The last hour was mainly the cruise which takes to bay so the highlight. It covered old San Juan so my next trip to Puerto Rico will spend South and West.


Atmosphere was great music was awesome, the tour guide and Busdriver was awesome 😎, we will be back again


Loved it very much and it was my birthday they made me feel very loved during the ride really enjoyed the beautiful island of Puerto Rico
Collected by Evendo, Tripadvisor & Viator
2024-04-23 04:23