
Karen Smith
She/HerBased in Chicago, but my passport might beg to differ
Karen Smith
Ask me about
My Story
Nomad before it was trendy. Born in NYC, lived everywhere (spy? maybe). I craft seamless, stylish trips because travel’s an art — and meant to be fun!
My Travel Style
Growing up with paper maps, no Wi-Fi and (if lucky) mixtapes on road trips, I bring a Gen X perspective (and attitude) to modern travel planning. With years of experience in event planning and travel, I genuinely enjoy creating seamless, stylish and unforgettable trips. Whether it’s uncovering under-the-radar experiences or crafting itineraries with the ideal mix of adventure and relaxation, I’m here to help you travel thoughtfully.
My reviews (5)
Noreen G.
5 months ago
Karen found several great hidden gem hotel options for us in London. Very knowledgeable and easy to work with. She’s fantastic!
Karen S.
5 months ago
I contacted Karen as I didn’t have any idea where I wanted to take my partner for a special birthday holiday. She very quickly came up with some ideas and after discussing them we picked on Dubrovnik which I would never have thought of. I explained what sort of hotel I wanted and she came up with several with pros and cons of all of them. I decided on one and I couldn’t have been happier. It was exceptional. The service which Karen provided gave us the most fantastic holiday which we will never forget. Everything was effortless on my part and I didn’t have to think about anything which was brilliant. Thank you Karen!! I’d definitely recommend her company 100%!
Christine S.
6 months ago
Karen is very approachable and responsive. She picked a great hotel in a great location with the info I provided to her about what kind of experience I was looking for. Highly recommend!
Ian T.
a year ago
Amazing service. Karen organised our holiday specific to our requirements and 8 month old baby's needs. Room upgrade, daily gifts left in our room and check ins from hotel management on Karen's behalf has sure made us feel looked after. We are still here and loving every second especially baby Hugo Thank you Karen
Heather S.
2 years ago
I have had the pleasure of using Karen Smith's travel services at Luggage & Labels for several trips, including to New Orleans, Charleston, Savannah, Sonoma Valley, Chicago and Paris. Each experience has been nothing short of exceptional. Karen excels at selecting local hot spots and crafting daily itineraries that immerse you in the local culture. Her curated adventures always include hidden gems that tourists often miss, allowing you to experience destinations like a local. Whether it's the best places for food, drinks, or unique local boutiques, Karen's recommendations are always spot on. One of Karen's standout qualities is her ability to weave local culture into every itinerary. From historical tours to cultural events, she ensures that you get a true taste of the destination. Her attention to detail and personalized approach make every trip memorable and unique. If you're looking for a travel concierge who goes above and beyond to create unforgettable travel experiences, look no further than Karen Smith at Luggage & Labels. She is truly a master at her craft.
Noreen G.
5 months ago
Karen found several great hidden gem hotel options for us in London. Very knowledgeable and easy to work with. She’s fantastic!
Karen S.
5 months ago
I contacted Karen as I didn’t have any idea where I wanted to take my partner for a special birthday holiday. She very quickly came up with some ideas and after discussing them we picked on Dubrovnik which I would never have thought of. I explained what sort of hotel I wanted and she came up with several with pros and cons of all of them. I decided on one and I couldn’t have been happier. It was exceptional. The service which Karen provided gave us the most fantastic holiday which we will never forget. Everything was effortless on my part and I didn’t have to think about anything which was brilliant. Thank you Karen!! I’d definitely recommend her company 100%!
Christine S.
6 months ago
Karen is very approachable and responsive. She picked a great hotel in a great location with the info I provided to her about what kind of experience I was looking for. Highly recommend!
Ian T.
a year ago
Amazing service. Karen organised our holiday specific to our requirements and 8 month old baby's needs. Room upgrade, daily gifts left in our room and check ins from hotel management on Karen's behalf has sure made us feel looked after. We are still here and loving every second especially baby Hugo Thank you Karen
My travel ideas (1)

Palermo on a Plate: A Foodie's Guide to Sicily's Capital
Welcome to Palermo, the culinary heart of Sicily. Here, centuries-old recipes intertwine with diverse cultural influences and modern creativity, crafting a truly unique gastronomic tapestry. Vibrant street markets tempt you with iconic delights like arancini and panelle, offering just a glimpse of Palermo's culinary wealth. Beyond the markets, cozy seafood restaurants, hidden gems and street food stalls await, each with its own story to tell. Palermo offers endless treasures for the palate — and these are just some of the spots I personally vouch for! In Palermo, every meal tells a story — a journey through history, culture and unforgettable flavors. Dig in!

Palermo on a Plate: A Foodie's Guide to Sicily's Capital
Welcome to Palermo, the culinary heart of Sicily. Here, centuries-old recipes intertwine with diverse cultural influences and modern creativity, crafting a truly unique gastronomic tapestry. Vibrant street markets tempt you with iconic delights like arancini and panelle, offering just a glimpse of Palermo's culinary wealth. Beyond the markets, cozy seafood restaurants, hidden gems and street food stalls await, each with its own story to tell. Palermo offers endless treasures for the palate — and these are just some of the spots I personally vouch for! In Palermo, every meal tells a story — a journey through history, culture and unforgettable flavors. Dig in!

Palermo on a Plate: A Foodie's Guide to Sicily's Capital
Welcome to Palermo, the culinary heart of Sicily. Here, centuries-old recipes intertwine with diverse cultural influences and modern creativity, crafting a truly unique gastronomic tapestry. Vibrant street markets tempt you with iconic delights like arancini and panelle, offering just a glimpse of Palermo's culinary wealth. Beyond the markets, cozy seafood restaurants, hidden gems and street food stalls await, each with its own story to tell. Palermo offers endless treasures for the palate — and these are just some of the spots I personally vouch for! In Palermo, every meal tells a story — a journey through history, culture and unforgettable flavors. Dig in!

Palermo on a Plate: A Foodie's Guide to Sicily's Capital
Welcome to Palermo, the culinary heart of Sicily. Here, centuries-old recipes intertwine with diverse cultural influences and modern creativity, crafting a truly unique gastronomic tapestry. Vibrant street markets tempt you with iconic delights like arancini and panelle, offering just a glimpse of Palermo's culinary wealth. Beyond the markets, cozy seafood restaurants, hidden gems and street food stalls await, each with its own story to tell. Palermo offers endless treasures for the palate — and these are just some of the spots I personally vouch for! In Palermo, every meal tells a story — a journey through history, culture and unforgettable flavors. Dig in!