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Planning Unusual Journeys Since 1997
R. Crusoe & Son

Our specialty?
Bringing inspiration to life for the culturally-curious traveler.

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Planning Unusual Journeys Since 1997
Ponder This

Why visit the uninspired, when the compelling and unusual is just around the corner?

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Planning Unusual Journeys Since 1997
What Travelers Say

Our itinerary was jam-packed with things to see and do, and gave us a good sense of the history and people of Ireland. Driver/guides were knowledgeable, pleasant, funny and flexible.
- Gerry & Susan, Ireland

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Welcome!

At R. Crusoe & Son, we specialize in crafting exceptional, tailor-made journeys for discerning travelers seeking authentic experiences and insider access around the globe. From private cultural immersions to luxurious accommodations and seamless logistics, our expert team handles every detail with precision and care.

We remain active and inspired, continuing to design meaningful travel that connects you deeply with the world. Let us bring your next adventure to life—call us today at 312-980-8000 or email us at [email protected] to begin planning.

What Sets Us Apart

At R. Crusoe & Son, we don’t just plan trips—we craft exceptional journeys tailored to your style, pace, and passions. With over a decade of experience and an eye for authentic luxury, we bring together seamless logistics and meaningful moments. Whether it’s a culinary adventure through Kyoto or a private yacht charter along the Amalfi Coast, every journey is designed with care, insight, and intention. Our clients return again and again—because they know we listen, we anticipate, and we deliver.

 

Why A Custom Itinerary?

Travel should never feel cookie-cutter. When you travel with a custom itinerary, every moment is thoughtfully curated—just for you. Skip the lines, bypass the guesswork, and immerse yourself in the places that inspire you most. With our tailored approach, you enjoy:

  • Flexibility to explore at your own pace
  • Privileged access to local experts, experiences, and accommodations
  • Confidence that every detail has been managed with precision

This is travel that fits you perfectly.

 

Featured Destinations

Connect

We begin with a conversation to get to know you and your travel vision.

Design

We develop a personalized itinerary proposal, refining every detail together.

Book & Prepare

We handle bookings, insider experiences, and provide your with all of the information you need before departing. With real-time support and local contacts, you’re free to simply enjoy.