Private tour in San Juan Kaleb R

Leadership in Motion: Old San Juan Immersion Walk

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Hours icon 1 hour 30 minutes
Walking
Private tour for 1-6 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 1 hour 30 minutes
Walking
Private tour for 1-6 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Kaleb R.

5.0

Guide rate

25

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Tours delivered

8 hrs

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Kaleb E. Rodríguez Cruz, MBA Experiential Learning Designer | Cross-Cultural Intelligence | Puerto Rico Host ⸻ English Kaleb E. Rodríguez Cruz, MBA, is an Experiential Learning Designer based in Puerto Rico with over 15 years of experience in government, economic development, and advisory roles. He is the Founder of KERC Experiences, an experiential learning company that creates immersive cultural experiences across Puerto Rico. His work is designed to help guests move beyond traditional tourism into a deeper, more meaningful understanding of the island. Each experience is thoughtfully structured to connect people with Puerto Rico’s history, culture, systems, and everyday life in a clear and engaging way. These experiences are ideal for travelers who are curious, open-minded, and looking for more than sightseeing—they want context, connection, and insight. What guests can expect * Immersive cultural experiences across Puerto Rico * Guided access to local context and lived experiences * Engaging storytelling of history, identity, and place * A deeper understanding of Puerto Rico beyond the surface Professional background * 15+ years in government, policy, and economic development * Founder of KERC Experiences * Eagle Scout, reflecting a lifelong commitment to service, discipline, and integrity Guiding principles His work is grounded in Christian values, civic responsibility, and ethical leadership. Philosophy Real understanding comes through experience—when you see, hear, and connect with context in a meaningful way. ⸻ Español Kaleb E. Rodríguez Cruz, MBA, es Diseñador de Aprendizaje Experiencial en Puerto Rico, con más de 15 años de experiencia en gobierno, desarrollo económico y asesoría estratégica. Es fundador de KERC Experiences, una empresa de aprendizaje experiencial que crea experiencias culturales inmersivas en toda la isla. Su trabajo está diseñado para ayudar a los visitantes a ir más allá del turismo tradicional hacia una comprensión más profunda y significativa de Puerto Rico. Cada experiencia está cuidadosamente estructurada para conectar a las personas con la historia, la cultura, los sistemas y la vida cotidiana de la isla de forma clara y atractiva. Estas experiencias son ideales para viajeros curiosos y abiertos que buscan más que turismo: buscan contexto, conexión y entendimiento. Lo que los visitantes pueden esperar * Experiencias culturales inmersivas en Puerto Rico * Acceso guiado al contexto y la realidad local * Narrativas atractivas de historia, identidad y lugar * Una comprensión más profunda de la isla Trayectoria profesional * Más de 15 años en gobierno, política pública y desarrollo económico * Fundador de KERC Experiences * Eagle Scout, reflejando compromiso con el servicio, la disciplina y la integridad Principios Su trabajo se fundamenta en valores cristianos, responsabilidad cívica y liderazgo ético. Filosofía La comprensión real surge de la experiencia—cuando la observación se conecta con el contexto de forma significativa.

Have a question or want to customize this tour? Message Kaleb R.

Overview of your San Juan tour

Discover Old San Juan Through Leadership and Culture • Explore cobblestone streets, plazas, and historic fortifications • Reflect on leadership lessons: resilience, presence, decision-making, empathy, and cultural intelligence • Learn Puerto Rican customs, hospitality, and daily traditions • Pause for personal reflection on purpose, growth, and leadership • Walk with intention, connect with the city, and leave inspired, refreshed, and empowered — Kaleb E. Rodríguez Cruz

Your San Juan tour itinerary

Old San Juan Leadership Immersion Walk Meeting Point: Plaza de Armas • Meet at Plaza de Armas; overview of walk, leadership themes, and cultural insights • Explore colonial streets, plazas, and fortifications • Hear stories of resilience, strategic decisions, and Puerto Rico’s heritage • Pause at scenic spots for reflection on presence, decision-making, and leadership • Learn Puerto Rican customs, communication styles, and traditions • Optional local café stop for reflection and connection • Return to Plaza de Armas to share takeaways and close with inspiration: walk with intention, leave inspired, connected, and refreshed • Pause at scenic spots for reflection on presence, decision-making, and leadership • Learn Puerto Rican customs, communication styles, and traditions • Optional local café stop for reflection and connection • Return to Plaza de Armas to share takeaways and close with inspiration: walk with intention, leave inspired, connected, and refreshed

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

Transportation: This is a fully walking tour of Old San Juan’s historic district. Comfortable shoes are recommended, as we will navigate cobblestone streets and moderate inclines. All meeting points and stops are within easy walking distance. Note: Transportation to and from the starting point is not included. I’m happy to provide recommendations if needed.

What's included
Private Guide
What's not included
Tickets
Private Transportation
Private Transportation With Driver
Public Transportation
Accommodation
Food Drinks Snacks
Tastings
Equipment
Classes Workshop
Services
Other
Meeting location

151 Calle de San Francisco, San Juan, San Juan, 00901, Puerto Rico

Meeting Point & Start: Plaza de Armas Landmark: Puchi's Cafe a Kiosk in front of Supermax

  • You can request a different meeting location (for example, your hotel) during the checkout process.
Other details
Tour categories
Art And Culture
History
Off The Beaten Path
Tour reference number
1428310
Languages
English
Spanish
Activity level
Light
Accessibility
Kid Friendly

Frequently asked questions

Who is this private tour in San Juan best suited for?

This private tour in San Juan is perfect for those interested in exploring the historic district of Old San Juan while reflecting on leadership themes such as resilience, presence, decision-making, empathy, and cultural intelligence. It's ideal for travellers who want to connect with the city on a deeper level and leave feeling inspired and empowered. The tour is also kid-friendly, making it suitable for families.

What should I bring or wear?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 1 hour 30 minutes
Walking
Private tour for 1-6 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 1 hour 30 minutes
Walking
Private tour for 1-6 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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