Immerse yourself in the rich culture of Old San Juan with this unique tour. Explore historical sites, enjoy a secret cocktail, taste ‘Coffee of the Popes and the Kings’, and create a memorable souvenir with a certified artisan.
Immerse yourself in the rich culture of Old San Juan with this unique tour. Explore historical sites, enjoy a secret cocktail, taste ‘Coffee of the Popes and the Kings’, and create a memorable souvenir with a certified artisan.
- San Juan Bay - Begin the adventure at the Waterfront Princess promenade, where you can take in the stunning views of San Juan Bay (Spanish: Bahía de San Juan). This bay, the main inlet next to Old San Juan, stretches about 3.5 miles (5.6 km) and is the largest water body in an estuary covering approximately 97 square miles (250 km²) of channels,…
- San Juan Bay - Begin the adventure at the Waterfront Princess promenade, where you can take in the stunning views of San Juan Bay (Spanish: Bahía de San Juan). This bay, the main inlet next to Old San Juan, stretches about 3.5 miles (5.6 km) and is the largest water body in an estuary covering approximately 97 square miles (250 km²) of channels, inlets, and eight interconnected lagoons. San Juan Bay hosts the island’s busiest harbor. Across the bay, you can admire the majestic El Yunque, the Bacardi distillery, El Canuelo Fort, and Isla de la Cabra, a former leprosy colony.
- Paseo de la Princesa - El Paseo de La Princesa, Puerto Rico’s most cherished promenade, dates back to 1853. This beautifully restored walkway is a favorite spot for locals both day and night and attracts millions of visitors worldwide. It was constructed in 1853 to allow Victorian-era residents to enjoy walks along the water. The ancient La Princesa jail, built outside the city walls, has its original cells carefully preserved. Tours before 2 pm include entrance.
- Old San Juan - Take a scenic walk along San Juan Bay, featuring impressive fortification walls leading to the RAICES monument, which celebrates Puerto Rico’s rich cultural heritage. Created by Spanish artist Luis Sanguino, the Raices Fountain represents Amerindian, African, and Spanish cultures. Discover ancient walls, garitas, and 1.9 miles of meticulously restored fortifications, showcasing Spain’s influence in the New World.
- La Puerta de San Juan - Visit the monument to Isabella II, the “walking trees,” and the historic original entrance to the Walled City - The Gate of San Juan. La Puerta de San Juan is the last of the five gates providing access to the walled city of Old San Juan. The vibrant red gate, standing 16 feet tall, dates back to 1635.
- Iglesia de San Jose - A colonial gem of the Americas, featuring 412 preserved colonial buildings, each with its own unique story. Cristo Street brings history to life with its beautiful walkways, numerous shops, and stunning views of Iglesia de San Jose, the second oldest church in the Americas, established in 1532 under Spanish rule. It highlights the Gothic architecture of the era and was the resting place of Juan Ponce de León for 350 years, still bearing his coat of arms. Capilla del Cristo, Plaza las Palomas, the San Juan Cathedral, and Hotel El Convento are also located here.
- Calle de la Fortaleza - Known as the Umbrella Street, this acclaimed art project adds another fantastic attraction in the heart of Old San Juan. Behind it lies La Fortaleza, the official residence of the governor of Puerto Rico. Built between 1533 and 1540 to defend San Juan’s harbor, it is the oldest executive mansion in continuous use in the New World.
- Plaza de Armas - Plaza Las Armas, the main plaza of Old San Juan, showcases a unique blend of various architectural styles. As Old San Juan’s most iconic plaza, Plaza de Armas dates back to Spanish colonial times when it was designed as the city’s main town square. On one side of the plaza, you’ll find San Juan’s official town hall building, and on another, the Puerto Rico Department of State. To fully enjoy Plaza de Armas, grab a coffee and a Puerto Rican pastry from any local spot. A skilled replica of Madrid’s Clock Tower.
- Calle San Sebastian - Explore the community market offering unique handcrafted souvenirs and vintage clothing by local artists. Create your own memorable piece using a unique technique, resulting in a proudly crafted artwork to display at home! Enjoy a single-origin coffee tasting, featuring coffee fit for popes and kings.
- Catedral Basilica Menor de San Juan Bautista - The Catedral Basilica Menor de San Juan Bautista is the cradle of Catholic faith for islanders for half a millennium. It is here that John Paul II performed the Holy Service.

- Certified local guide
- Alcoholic beverages
- Tea and coffee
- Certified local guide
- Alcoholic beverages
- Tea and coffee
- Unique bars and gelato shops on the way offer drinks and treats for purchase
- Unique bars and gelato shops on the way offer drinks and treats for purchase
Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the United States, has reached its 500th anniversary. This intense and rich with sites and experiences tour is designed for history savvy, a cultural buff, or a sightseeing enthusiast! Attendees will get to…
Professor Nat aims to provide a truly authentic experience in a one-of-a-kind destination of the Viejo San Juan. Old San Juan-the oldest city in the United States, has reached its 500th anniversary. This intense and rich with sites and experiences tour is designed for history savvy, a cultural buff, or a sightseeing enthusiast! Attendees will get to know Puerto Rican culture on a tour of most iconic historical sites in Old San Juan complemented with cultural experiences. Within the tour, there will be 32 narrated by professional guide landmarks for participants to see(not all are mentioned in the description ).For the Opulent experience I’ll treat your taste buds to a one of a kind secret cocktail that you can only taste on this tour! Culminated with the tasting of ‘Coffee of the Popes and the Kings’ and crafting of a memorable souvenir with a certified artisan, for an ultimate cultural immersion!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.