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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!

Travel is thriving again and so are we. R. Crusoe & Son is busier than ever designing tailor-made journeys for travelers who crave authenticity, creativity, and connection. From private guides and hidden-door access to seamless logistics and the finest hotels, every detail is handled with care.

We’re taking on new adventures now — let’s make yours one of them.

Start the conversation at 📞 312-980-8000 or ✉️ [email protected]

What Sets Us Apart

At R. Crusoe & Son, we don’t just plan trips. We craft exceptional and unusual 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 Tokyo 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, and the confidence that every detail has been managed with precision.

This is travel that fits you perfectly.