Caitlin Stepan
Based in Colorado and Florida
Stepan Travel
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Our Story
Denver-based luxury travel advisor with 36 countries, an art history degree, and a deep belief that the best trips are equal parts research and soul. I turn the overwhelming into the unforgettable—and yes, you’ll get a custom map too.
Travel Style
Quietly luxurious. Genuinely adventurous. I’m as comfortable in a jungle treehouse as I am at a Relais & Châteaux property—and I think the best trips have a little of both. I’m obsessive about research in the best possible way—I’ve already mapped the neighborhood, vetted the restaurants, and thought through the pacing before you pack a bag. Structured enough that nothing falls through the cracks. Loose enough that there’s room for magic. The result is travel that feels effortless and intentional all at once, with room for the moments you didn’t see coming.
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Reviews (5)
Lee R.
over 1 year ago
Fantastic experience working with Caitlin. Her knowledge, attentiveness, and guidance for the trip was amazing and helped make the trip run smoothly. Highly recommend working with her on your future adventures!
Matthew T.
almost 2 years ago
It was very easy to work with Caitlin and she saved us a great deal of time.
Gadalia O.
almost 2 years ago
This trip literally would not have happened without Caitlin. My husband and I both work full time and are not great with planning and details. She held our hands through every stage of planning and listened to all of our wishes. We had an absolutely lovely trip with two teenagers, which is not easy! Her enthusiasm and genuine love for travel got us even more excited for the trip then we already were! We'd highly recommend Caitlin and I can't imagine planning a trip in the future without her!
Lee R.
almost 2 years ago
Attentive Informative Friendly Resourceful
Brittani H.
about 2 years ago
Working with Caitlin is an absolute game-changer for any trip. She continually makes the entire experience effortless and unforgettable. If you’re looking for a travel agent who combines expert planning with personalized care and a budget-conscious luxury touch, look no further—this is the one to trust! I'll definitely be booking with them again for my next adventure.
Lee R.
over 1 year ago
Fantastic experience working with Caitlin. Her knowledge, attentiveness, and guidance for the trip was amazing and helped make the trip run smoothly. Highly recommend working with her on your future adventures!
Matthew T.
almost 2 years ago
It was very easy to work with Caitlin and she saved us a great deal of time.
Gadalia O.
almost 2 years ago
This trip literally would not have happened without Caitlin. My husband and I both work full time and are not great with planning and details. She held our hands through every stage of planning and listened to all of our wishes. We had an absolutely lovely trip with two teenagers, which is not easy! Her enthusiasm and genuine love for travel got us even more excited for the trip then we already were! We'd highly recommend Caitlin and I can't imagine planning a trip in the future without her!
Lee R.
almost 2 years ago
Attentive Informative Friendly Resourceful
Travel ideas (2)
Where Every Room Is a Masterpiece: Inside Porto’s Torel Avantgarde
Porto surprised me in every way—the light, the food, the fado, the way the city stacks itself up from the Douro like a painting you keep finding new details in. Torel Avantgarde matched that energy perfectly. A boutique hotel where every room is named after a different artist or visionary, it’s perched above the river with views that stopped me mid-sentence more than once. As someone with an art history background, walking through this property felt less like a hotel tour and more like a private collection.
Where Every Room Is a Masterpiece: Inside Porto’s Torel Avantgarde
Porto surprised me in every way—the light, the food, the fado, the way the city stacks itself up from the Douro like a painting you keep finding new details in. Torel Avantgarde matched that energy perfectly. A boutique hotel where every room is named after a different artist or visionary, it’s perched above the river with views that stopped me mid-sentence more than once. As someone with an art history background, walking through this property felt less like a hotel tour and more like a private collection.
Volcanic Pools, Cloud Hikes & Rooftop Wine: 1 Week in Madeira
I came to Madeira for my 41st birthday expecting a quiet island getaway. What I found was one of the most unexpectedly wild landscapes I’ve set foot on—volcanic cliffs that drop straight into the Atlantic, hiking trails that climb above the clouds, ancient laurel forests wrapped in fog, and black stone beaches where the sound of the waves could put you to sleep for days. The pace here rewards slowing down. Hike in the morning, spa in the afternoon, rooftop wine at sunset. The beauty here isn’t just in the landscape—it’s in the rhythm of the day.
Volcanic Pools, Cloud Hikes & Rooftop Wine: 1 Week in Madeira
I came to Madeira for my 41st birthday expecting a quiet island getaway. What I found was one of the most unexpectedly wild landscapes I’ve set foot on—volcanic cliffs that drop straight into the Atlantic, hiking trails that climb above the clouds, ancient laurel forests wrapped in fog, and black stone beaches where the sound of the waves could put you to sleep for days. The pace here rewards slowing down. Hike in the morning, spa in the afternoon, rooftop wine at sunset. The beauty here isn’t just in the landscape—it’s in the rhythm of the day.
Where Every Room Is a Masterpiece: Inside Porto’s Torel Avantgarde
Porto surprised me in every way—the light, the food, the fado, the way the city stacks itself up from the Douro like a painting you keep finding new details in. Torel Avantgarde matched that energy perfectly. A boutique hotel where every room is named after a different artist or visionary, it’s perched above the river with views that stopped me mid-sentence more than once. As someone with an art history background, walking through this property felt less like a hotel tour and more like a private collection.
Where Every Room Is a Masterpiece: Inside Porto’s Torel Avantgarde
Porto surprised me in every way—the light, the food, the fado, the way the city stacks itself up from the Douro like a painting you keep finding new details in. Torel Avantgarde matched that energy perfectly. A boutique hotel where every room is named after a different artist or visionary, it’s perched above the river with views that stopped me mid-sentence more than once. As someone with an art history background, walking through this property felt less like a hotel tour and more like a private collection.
Volcanic Pools, Cloud Hikes & Rooftop Wine: 1 Week in Madeira
I came to Madeira for my 41st birthday expecting a quiet island getaway. What I found was one of the most unexpectedly wild landscapes I’ve set foot on—volcanic cliffs that drop straight into the Atlantic, hiking trails that climb above the clouds, ancient laurel forests wrapped in fog, and black stone beaches where the sound of the waves could put you to sleep for days. The pace here rewards slowing down. Hike in the morning, spa in the afternoon, rooftop wine at sunset. The beauty here isn’t just in the landscape—it’s in the rhythm of the day.
Volcanic Pools, Cloud Hikes & Rooftop Wine: 1 Week in Madeira
I came to Madeira for my 41st birthday expecting a quiet island getaway. What I found was one of the most unexpectedly wild landscapes I’ve set foot on—volcanic cliffs that drop straight into the Atlantic, hiking trails that climb above the clouds, ancient laurel forests wrapped in fog, and black stone beaches where the sound of the waves could put you to sleep for days. The pace here rewards slowing down. Hike in the morning, spa in the afternoon, rooftop wine at sunset. The beauty here isn’t just in the landscape—it’s in the rhythm of the day.
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