Caroline McCray
Based in Kansas City
Caroline McCray
Ask me about
My Story
I'm a homebody who can never stay home!
Travel Style
When I travel, I’m always chasing that feeling of connection—to a place, to the people I’m with, and to the moment itself. That same philosophy guides how I plan for my clients. I specialize in luxury travel for couples and families, creating experiences that feel effortless, authentic, and deeply memorable, designed to make space for the moments that matter most. Whether it’s watching the sunset from a rooftop in Rome, exploring the villages of Provence by e-bike, or sharing a quiet morning coffee overlooking the Rockies, I love crafting journeys that blend beauty, comfort, and meaning in every detail.
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Reviews (30)
Marissa T.
travel to Italy
26 days ago
Caroline had great recommendations for our family. It was our first time traveling to Europe, and we were traveling with our one-year-old. She picked great hotels in family-friendly locations. She made the travel days easier by booking us a nice rental car and reliable private transfer from the airport. The hotels provided breakfast every morning, making the start of our day easy. Thank you Caroline!
Caleb M.
travel to Rome
27 days ago
Caroline was a perfect travel planner! Handled all the details perfectly and was quick to respond to any questions we had! Would use her again and recommend her to anyone!
James G.
travel to Porto
3 months ago
Caroline researched options for us, taking into consideration what we were looking for as far as location, price, delicious breakfast, and parking. She recommended Wine and Books and we could not have been happier. She made it so easy for us.
Janna O.
travel to Italy
3 months ago
Caroline made sure every detail of our trip was though out. Starting with the flights, she was able to secure exactly what we wanted. We were in 4 cities in Italy in 11 days. She planned just the right amount of scheduled events and down time to explore the cities on our own. We loved all 3 hotels. She gave us different options, and I was able to choose what fit into our budget. The timing of our trains was perfect. The private drivers were on time and professional. We enjoyed each of the tours and the communication on where to meet and when was perfect. Her dinner suggestions were fantastic. I loved the printed binder she dropped off; we referenced it all throughout our trip. Caroline has my glowing recommendation!
Chandler M.
travel to Massachusetts
10 months ago
Nice job.
Marissa T.
travel to Italy
26 days ago
Caroline had great recommendations for our family. It was our first time traveling to Europe, and we were traveling with our one-year-old. She picked great hotels in family-friendly locations. She made the travel days easier by booking us a nice rental car and reliable private transfer from the airport. The hotels provided breakfast every morning, making the start of our day easy. Thank you Caroline!
Caleb M.
travel to Rome
27 days ago
Caroline was a perfect travel planner! Handled all the details perfectly and was quick to respond to any questions we had! Would use her again and recommend her to anyone!
James G.
travel to Porto
3 months ago
Caroline researched options for us, taking into consideration what we were looking for as far as location, price, delicious breakfast, and parking. She recommended Wine and Books and we could not have been happier. She made it so easy for us.
Janna O.
travel to Italy
3 months ago
Caroline made sure every detail of our trip was though out. Starting with the flights, she was able to secure exactly what we wanted. We were in 4 cities in Italy in 11 days. She planned just the right amount of scheduled events and down time to explore the cities on our own. We loved all 3 hotels. She gave us different options, and I was able to choose what fit into our budget. The timing of our trains was perfect. The private drivers were on time and professional. We enjoyed each of the tours and the communication on where to meet and when was perfect. Her dinner suggestions were fantastic. I loved the printed binder she dropped off; we referenced it all throughout our trip. Caroline has my glowing recommendation!
Travel ideas (2)
Italy 101: The Perfect Itinerary for First-Timers
Italy has no shortage of incredible destinations, but the biggest mistake I see first-time travelers make is trying to fit too much into one trip. If you only have around 9–10 nights, I always recommend focusing on no more than three destinations to allow for a more relaxed, meaningful experience. This itinerary is designed as the perfect introduction to Italy, balancing iconic cities with unforgettable moments that leave you excited to return.
Italy 101: The Perfect Itinerary for First-Timers
Italy has no shortage of incredible destinations, but the biggest mistake I see first-time travelers make is trying to fit too much into one trip. If you only have around 9–10 nights, I always recommend focusing on no more than three destinations to allow for a more relaxed, meaningful experience. This itinerary is designed as the perfect introduction to Italy, balancing iconic cities with unforgettable moments that leave you excited to return.
The Ultimate 7-Night Iceland Itinerary
Iceland is one of those places that completely takes your breath away. From powerful waterfalls and black sand beaches to quiet moments soaking in a hot spring, it feels like nature at its most raw and beautiful. It reminded me how good it feels to slow down, breathe in fresh air, and be fully present in a place that feels untouched by time.
The Ultimate 7-Night Iceland Itinerary
Iceland is one of those places that completely takes your breath away. From powerful waterfalls and black sand beaches to quiet moments soaking in a hot spring, it feels like nature at its most raw and beautiful. It reminded me how good it feels to slow down, breathe in fresh air, and be fully present in a place that feels untouched by time.
Italy 101: The Perfect Itinerary for First-Timers
Italy has no shortage of incredible destinations, but the biggest mistake I see first-time travelers make is trying to fit too much into one trip. If you only have around 9–10 nights, I always recommend focusing on no more than three destinations to allow for a more relaxed, meaningful experience. This itinerary is designed as the perfect introduction to Italy, balancing iconic cities with unforgettable moments that leave you excited to return.
Italy 101: The Perfect Itinerary for First-Timers
Italy has no shortage of incredible destinations, but the biggest mistake I see first-time travelers make is trying to fit too much into one trip. If you only have around 9–10 nights, I always recommend focusing on no more than three destinations to allow for a more relaxed, meaningful experience. This itinerary is designed as the perfect introduction to Italy, balancing iconic cities with unforgettable moments that leave you excited to return.
The Ultimate 7-Night Iceland Itinerary
Iceland is one of those places that completely takes your breath away. From powerful waterfalls and black sand beaches to quiet moments soaking in a hot spring, it feels like nature at its most raw and beautiful. It reminded me how good it feels to slow down, breathe in fresh air, and be fully present in a place that feels untouched by time.
The Ultimate 7-Night Iceland Itinerary
Iceland is one of those places that completely takes your breath away. From powerful waterfalls and black sand beaches to quiet moments soaking in a hot spring, it feels like nature at its most raw and beautiful. It reminded me how good it feels to slow down, breathe in fresh air, and be fully present in a place that feels untouched by time.
Travel photos
