
Carlee Flanagan
She/HerBased in Nicaragua
English, Spanish
Trip budgets start at $350/night
Carlee Flanagan
Ask me about
My Story
A luxury travel PR expert, consultant, and adventurer passionate about exploring and spreading the joy of travel to kindred spirits. Life’s short – book the trip!
Travel Style
During my travels, you can always find me in search of beautiful beaches, quaint cobblestone streets, and off-the-beaten-path adventures. Where boutique budget travel meets a career in luxury hospitality, my knowledge spans from more lavish experiences to low-key adventures. I have a personal passion for sustainable, immersive & regenerative travel—so I’m always seeking experiences that allow for meaningful interaction with the local community or destination.
From chill beachside getaways and ski town escapades to exploring metropolitan gems and stumbling upon charming small towns, I’m always after a travel experience filled with memorable moments for you and those you’re sharing your travels with.
Reviews (5)
Tanner + Cassidy F.
about 1 month ago
Carlee helped us plan our trip to Japan, and she did an incredible job selecting our accommodations. Every stay was within our budget while still exceeding our expectations in quality, location, and overall experience. Having her handle the planning made the entire process feel so much easier and more enjoyable, and we felt really well taken care of throughout the trip. We’re so grateful for her help and will absolutely work with Carlee again for future travel!
Maria M.
about 2 months ago
Carlee was ABSOLUTELY incredible to work with from start to finish. She went above and beyond to make sure every detail of our honeymoon was seamless, stress-free, and honestly better than we could have imagined.
Not only did she handle all the logistics flawlessly, but she also secured us so many amazing perks that truly elevated our experience. From special upgrades to thoughtful extras, it felt like we were VIPs the entire time.
She exceeded our expectations with how responsive, knowledgeable, and genuinely invested she was in making sure we had the perfect trip. She anticipated things we didn’t even think of and made the entire planning process effortless and enjoyable.
We can’t wait to plan our next trip (hopefully to Greece next) with her!
Jenny N.
3 months ago
Carlee was OVERLY accommodating and extremely attentive. Each change we had to our plans she executed seamlessly. Possibly one of the best coordinators we’ve ever had.
Sara F.
8 months ago
so easy to work with and super friendly!
Jenny N.
over 1 year ago
Carlee was a dream to work with — responsive with appropriate options according to our requests, options that were above and beyond our expectations with extra perks we could have never found on our own. Her timeliness and knowledge were unmatched!
Tanner + Cassidy F.
about 1 month ago
Carlee helped us plan our trip to Japan, and she did an incredible job selecting our accommodations. Every stay was within our budget while still exceeding our expectations in quality, location, and overall experience. Having her handle the planning made the entire process feel so much easier and more enjoyable, and we felt really well taken care of throughout the trip. We’re so grateful for her help and will absolutely work with Carlee again for future travel!
Maria M.
about 2 months ago
Carlee was ABSOLUTELY incredible to work with from start to finish. She went above and beyond to make sure every detail of our honeymoon was seamless, stress-free, and honestly better than we could have imagined.
Not only did she handle all the logistics flawlessly, but she also secured us so many amazing perks that truly elevated our experience. From special upgrades to thoughtful extras, it felt like we were VIPs the entire time.
She exceeded our expectations with how responsive, knowledgeable, and genuinely invested she was in making sure we had the perfect trip. She anticipated things we didn’t even think of and made the entire planning process effortless and enjoyable.
We can’t wait to plan our next trip (hopefully to Greece next) with her!
Jenny N.
3 months ago
Carlee was OVERLY accommodating and extremely attentive. Each change we had to our plans she executed seamlessly. Possibly one of the best coordinators we’ve ever had.
Sara F.
8 months ago
so easy to work with and super friendly!
Travel ideas (3)

Favorites from Medellín, Colombia
“Colombia es CHIMBA – let me hear you say it,” our tour guide of Medellín’s Comuna 13 exclaimed. After having us chant along, the local guide, who grew up in the neighborhood explained the popular Colombian word’s meaning: a slang term that’s synonymous with ‘awesome’ or ‘sick’… but it wasn’t always known this way. Older generations may shake their heads, as it once had a negative connotation, and during the city’s peak of violence in the 1980s and 1990s, it was a common word used in Medellín’s street slang. As we walked through Comuna 13, which was once grimly branded as the ‘murder capital of the world’ during years of cartel, paramilitary, and guerrilla violence, we found streets now alive with colorful graffiti artwork and murals, many proudly featuring the word chimba. With the help of new infrastructure, community efforts, and social programs, Comuna 13 is now a bustling area of Medellín filled with artwork, music, and dance—what feel like badges of identity, resilience, and pride of overcoming. Just like the city, the word chimba feels like a linguistic and cultural reflection beyond just a slang word—it’s a symbol of transformation: the community taking something once seen as vulgar or painful and rebranding it as awesome, powerful, and theirs. Locals like our tour guide are determined to showcase more than just the reality of Medellín and Colombia’s safety. They want the world to see the vibrancy, culture, and color that make Medellín the truly chimba city it is today. I’m here to tell you that chimba it was! We spent six days in this lush, historic, and endlessly vibrant city—an experience that felt like a gift at every turn. Here were just a few favorites along the way.

Favorites from Medellín, Colombia
“Colombia es CHIMBA – let me hear you say it,” our tour guide of Medellín’s Comuna 13 exclaimed. After having us chant along, the local guide, who grew up in the neighborhood explained the popular Colombian word’s meaning: a slang term that’s synonymous with ‘awesome’ or ‘sick’… but it wasn’t always known this way. Older generations may shake their heads, as it once had a negative connotation, and during the city’s peak of violence in the 1980s and 1990s, it was a common word used in Medellín’s street slang. As we walked through Comuna 13, which was once grimly branded as the ‘murder capital of the world’ during years of cartel, paramilitary, and guerrilla violence, we found streets now alive with colorful graffiti artwork and murals, many proudly featuring the word chimba. With the help of new infrastructure, community efforts, and social programs, Comuna 13 is now a bustling area of Medellín filled with artwork, music, and dance—what feel like badges of identity, resilience, and pride of overcoming. Just like the city, the word chimba feels like a linguistic and cultural reflection beyond just a slang word—it’s a symbol of transformation: the community taking something once seen as vulgar or painful and rebranding it as awesome, powerful, and theirs. Locals like our tour guide are determined to showcase more than just the reality of Medellín and Colombia’s safety. They want the world to see the vibrancy, culture, and color that make Medellín the truly chimba city it is today. I’m here to tell you that chimba it was! We spent six days in this lush, historic, and endlessly vibrant city—an experience that felt like a gift at every turn. Here were just a few favorites along the way.

Antigua, Guatemala Guide: Discovering the Timeless Charm & Spirit of Guatemala's Oldest City
Our days here would begin at sunrise. That’s what we decided when we first experienced the magic of Antigua in the early morning hours. Golden rays lit up the dormant Volcán de Agua in the distance, just before the colorful colonial buildings framing cobblestone streets began to glow beneath a blue sky. If the sky was clear enough, we would catch a glimpse of Volcán de Fuego erupting in the distance with billows of smoke rising above it. The city awoke slowly—the scents of coffee wafting through the streets—as women adorned in traditional, colorful Mayan attire sat sidesaddle on motorcycles or in tuk-tuks sputtering by on their daily commutes. Panaderias selling sweet breads threw open their doors, colorful fruit stands began to decorate city corners, artisans began setting out their handwoven textiles on display for tourists to browse, and every bougainvillea-draped side street revealed a glowing postcard-ready scene. We fell in love with those early sun-drenched moments in Antigua, always followed by a visit to one of the many coffee shops on each corner to embark on a caffeinated chat about what would lie in the day ahead.

Antigua, Guatemala Guide: Discovering the Timeless Charm & Spirit of Guatemala's Oldest City
Our days here would begin at sunrise. That’s what we decided when we first experienced the magic of Antigua in the early morning hours. Golden rays lit up the dormant Volcán de Agua in the distance, just before the colorful colonial buildings framing cobblestone streets began to glow beneath a blue sky. If the sky was clear enough, we would catch a glimpse of Volcán de Fuego erupting in the distance with billows of smoke rising above it. The city awoke slowly—the scents of coffee wafting through the streets—as women adorned in traditional, colorful Mayan attire sat sidesaddle on motorcycles or in tuk-tuks sputtering by on their daily commutes. Panaderias selling sweet breads threw open their doors, colorful fruit stands began to decorate city corners, artisans began setting out their handwoven textiles on display for tourists to browse, and every bougainvillea-draped side street revealed a glowing postcard-ready scene. We fell in love with those early sun-drenched moments in Antigua, always followed by a visit to one of the many coffee shops on each corner to embark on a caffeinated chat about what would lie in the day ahead.

Five Chic Days in Mexico City
Mexico City is having a moment. Teeming with life, culture and phenomenal food, CDMX is one of the largest urban centers in the world. From girls trips filled with vintage shopping and live music to romantic getaways complete with phenomenal meals and dancing the night away, there’s something for everyone. Mexico is one of my favorite countries with so much to offer. ‘Ciudad de Mexico’ delivers a unique and authentic experience that feeds the senses and soul. Here’s my ideal trip to CDMX – indulge!

Five Chic Days in Mexico City
Mexico City is having a moment. Teeming with life, culture and phenomenal food, CDMX is one of the largest urban centers in the world. From girls trips filled with vintage shopping and live music to romantic getaways complete with phenomenal meals and dancing the night away, there’s something for everyone. Mexico is one of my favorite countries with so much to offer. ‘Ciudad de Mexico’ delivers a unique and authentic experience that feeds the senses and soul. Here’s my ideal trip to CDMX – indulge!

Favorites from Medellín, Colombia
“Colombia es CHIMBA – let me hear you say it,” our tour guide of Medellín’s Comuna 13 exclaimed. After having us chant along, the local guide, who grew up in the neighborhood explained the popular Colombian word’s meaning: a slang term that’s synonymous with ‘awesome’ or ‘sick’… but it wasn’t always known this way. Older generations may shake their heads, as it once had a negative connotation, and during the city’s peak of violence in the 1980s and 1990s, it was a common word used in Medellín’s street slang. As we walked through Comuna 13, which was once grimly branded as the ‘murder capital of the world’ during years of cartel, paramilitary, and guerrilla violence, we found streets now alive with colorful graffiti artwork and murals, many proudly featuring the word chimba. With the help of new infrastructure, community efforts, and social programs, Comuna 13 is now a bustling area of Medellín filled with artwork, music, and dance—what feel like badges of identity, resilience, and pride of overcoming. Just like the city, the word chimba feels like a linguistic and cultural reflection beyond just a slang word—it’s a symbol of transformation: the community taking something once seen as vulgar or painful and rebranding it as awesome, powerful, and theirs. Locals like our tour guide are determined to showcase more than just the reality of Medellín and Colombia’s safety. They want the world to see the vibrancy, culture, and color that make Medellín the truly chimba city it is today. I’m here to tell you that chimba it was! We spent six days in this lush, historic, and endlessly vibrant city—an experience that felt like a gift at every turn. Here were just a few favorites along the way.

Favorites from Medellín, Colombia
“Colombia es CHIMBA – let me hear you say it,” our tour guide of Medellín’s Comuna 13 exclaimed. After having us chant along, the local guide, who grew up in the neighborhood explained the popular Colombian word’s meaning: a slang term that’s synonymous with ‘awesome’ or ‘sick’… but it wasn’t always known this way. Older generations may shake their heads, as it once had a negative connotation, and during the city’s peak of violence in the 1980s and 1990s, it was a common word used in Medellín’s street slang. As we walked through Comuna 13, which was once grimly branded as the ‘murder capital of the world’ during years of cartel, paramilitary, and guerrilla violence, we found streets now alive with colorful graffiti artwork and murals, many proudly featuring the word chimba. With the help of new infrastructure, community efforts, and social programs, Comuna 13 is now a bustling area of Medellín filled with artwork, music, and dance—what feel like badges of identity, resilience, and pride of overcoming. Just like the city, the word chimba feels like a linguistic and cultural reflection beyond just a slang word—it’s a symbol of transformation: the community taking something once seen as vulgar or painful and rebranding it as awesome, powerful, and theirs. Locals like our tour guide are determined to showcase more than just the reality of Medellín and Colombia’s safety. They want the world to see the vibrancy, culture, and color that make Medellín the truly chimba city it is today. I’m here to tell you that chimba it was! We spent six days in this lush, historic, and endlessly vibrant city—an experience that felt like a gift at every turn. Here were just a few favorites along the way.

Antigua, Guatemala Guide: Discovering the Timeless Charm & Spirit of Guatemala's Oldest City
Our days here would begin at sunrise. That’s what we decided when we first experienced the magic of Antigua in the early morning hours. Golden rays lit up the dormant Volcán de Agua in the distance, just before the colorful colonial buildings framing cobblestone streets began to glow beneath a blue sky. If the sky was clear enough, we would catch a glimpse of Volcán de Fuego erupting in the distance with billows of smoke rising above it. The city awoke slowly—the scents of coffee wafting through the streets—as women adorned in traditional, colorful Mayan attire sat sidesaddle on motorcycles or in tuk-tuks sputtering by on their daily commutes. Panaderias selling sweet breads threw open their doors, colorful fruit stands began to decorate city corners, artisans began setting out their handwoven textiles on display for tourists to browse, and every bougainvillea-draped side street revealed a glowing postcard-ready scene. We fell in love with those early sun-drenched moments in Antigua, always followed by a visit to one of the many coffee shops on each corner to embark on a caffeinated chat about what would lie in the day ahead.

Antigua, Guatemala Guide: Discovering the Timeless Charm & Spirit of Guatemala's Oldest City
Our days here would begin at sunrise. That’s what we decided when we first experienced the magic of Antigua in the early morning hours. Golden rays lit up the dormant Volcán de Agua in the distance, just before the colorful colonial buildings framing cobblestone streets began to glow beneath a blue sky. If the sky was clear enough, we would catch a glimpse of Volcán de Fuego erupting in the distance with billows of smoke rising above it. The city awoke slowly—the scents of coffee wafting through the streets—as women adorned in traditional, colorful Mayan attire sat sidesaddle on motorcycles or in tuk-tuks sputtering by on their daily commutes. Panaderias selling sweet breads threw open their doors, colorful fruit stands began to decorate city corners, artisans began setting out their handwoven textiles on display for tourists to browse, and every bougainvillea-draped side street revealed a glowing postcard-ready scene. We fell in love with those early sun-drenched moments in Antigua, always followed by a visit to one of the many coffee shops on each corner to embark on a caffeinated chat about what would lie in the day ahead.

Five Chic Days in Mexico City
Mexico City is having a moment. Teeming with life, culture and phenomenal food, CDMX is one of the largest urban centers in the world. From girls trips filled with vintage shopping and live music to romantic getaways complete with phenomenal meals and dancing the night away, there’s something for everyone. Mexico is one of my favorite countries with so much to offer. ‘Ciudad de Mexico’ delivers a unique and authentic experience that feeds the senses and soul. Here’s my ideal trip to CDMX – indulge!

Five Chic Days in Mexico City
Mexico City is having a moment. Teeming with life, culture and phenomenal food, CDMX is one of the largest urban centers in the world. From girls trips filled with vintage shopping and live music to romantic getaways complete with phenomenal meals and dancing the night away, there’s something for everyone. Mexico is one of my favorite countries with so much to offer. ‘Ciudad de Mexico’ delivers a unique and authentic experience that feeds the senses and soul. Here’s my ideal trip to CDMX – indulge!
Travel photos




