Discover one of the oldest capitals in the Western Hemisphere, and explore Old San Juan’s colorful streets and historic plazas. Visit the 16th-century San Francisco de Asis Monastery, Plaza de Armas, UNESCO-recognized city walls along the turquoise water, and the Catedral de San Juan. Along the way, your expert local guide will reveal the island’s indigenous Taíno, African, and Spanish influences. Finish at Castillo San Felipe (El Morro), using a dedicated entrance for select tour groups for easy and seamless entry into Castillo San Felipe (El Morro). Small groups and a passionate guide make history come alive in just 2.5 hours. This tour conveniently meets a short 10-minute walk from Old San Juan Cruise Port and is ideal for cruise guests looking to see the highlights of San Juan with enough time to get to and from the boat.
San Juan, Caribbean
Wander through the cobblestone streets of Old San Juan, where vibrant colors, Spanish colonial architecture, and Caribbean flair blend into one unforgettable scene. As you explore, you’ll hear fascinating stories of conquistadors, pirates, and the island’s transformation through the centuries. Discover how Spanish traditions and American influences come together in this historic district — from its pastel facades and wrought-iron balconies to the lively plazas that capture the spirit of Puerto Rico
Calle Calz. de los Heroes 908, La Martinica, San Juan, Caribbean
Pause in this lively square beneath the statue of Christopher Columbus and hear how Old San Juan’s story began. Discover the plaza’s colonial past, local legends, and the energy that still makes it a favorite meeting spot today
301 Calle de San Francisco, San Juan, Caribbean
Step inside this 16th-century monastery to uncover one of Old San Juan’s hidden gems. Explore the crypt below and hear the fascinating stories of the historical figures who rest here
101 Calle de Tetuan, Old San Juan, San Juan, Caribbean
Casa Estrella & San Juan’s Quirky Homes See one of Old San Juan’s most eye-catching houses, where bright colors and unusual design capture the city’s playful spirit. Learn how these iconic homes reflect the creativity and character that make San Juan so unforgettable
Calle del Cristo 151-153, San Juan, Caribbean
Step inside one of the oldest churches in the Americas, a serene masterpiece that’s still at the heart of local life. Admire its centuries-old architecture and discover the stories of faith, resilience, and devotion that shaped Puerto Rico’s history.
Cll Caleta De San Juan, San Juan, Caribbean
Pause at the city’s original main entrance, where travelers once arrived by sea to the “Walled City.” Walk through the same gate that welcomed explorers, merchants, and governors centuries ago, and imagine the bustling harbor that lay beyond.
Calle de la Tablada 9, San Juan, Caribbean
Experience the lively heart of Old San Juan at its historic main square. Surrounded by colonial buildings and shaded fountains, this plaza has been the city’s meeting place for more than 500 years — perfect for people-watching and soaking up local life.
501 Calle Norzagaray, San Juan, Caribbean
Finish your tour at Castillo San Felipe (El Morro), the 16th-century fortress that defended the island for centuries. Your guide provides your entrance tickets and then gives you free time to explore its ramparts and take in the panoramic views of the Atlantic.
Please arrive 15 minutes prior to the start of your tour, your guide will be holding a yellow WalksDevour sign. The tour meets at Plaza Arturo Somohano in front of Starbucks.
For a full refund, cancel at least 24 hours before the scheduled departure time.
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