
Jenny Kager
She/HerBased in Milwaukee, WI
Speaks French
Jenny Kager
Ask me about
My Story
Lover of food, wine, travel and big city life. Currently live near Milwaukee and Chicago with my husband and Old English Bulldog, but spent many years soaking up the energy of NYC.
My Travel Style
I love exploring big cities, with all they have to offer in food, wine and culture. I also live for a good beach vacation, whether it be relaxing at an all-inclusive resort, or traveling around Costa Rica.
My reviews (3)
Holly R.
6 months ago
Jenny was beyond incredible. She worked with my family to plan the trip of a lifetime. She booked in three cities, two countries, various modes of transportations, hotels, tours, special birthday surprises, and more for 8 - 15 people depending on the day and city. She navigated all of the bookings with multiple family members who all had different needs, and she also did it with ease and great consideration. Also, during the trip she checked in on multiple occations to make sure everything was going smoothly. If I could give her 10 stars I would.
David L.
2 years ago
Jenny was terrific, She handled everything very professionally and was quick to answer any of our questions.
Liza P.
2 years ago
Jenny took our family’s diverse needs into account and got us set up in the perfect place! She gave us tons of options and went the extra mile to get us set up in the place that met the needs of two adult couples and our elderly parents. It was our first time at an all-inclusive, and Jenny helped us navigate that AND set up our transportation for us, taking a huge chore off our to-do list. We will definitely have her book our next family vacation!
Holly R.
6 months ago
Jenny was beyond incredible. She worked with my family to plan the trip of a lifetime. She booked in three cities, two countries, various modes of transportations, hotels, tours, special birthday surprises, and more for 8 - 15 people depending on the day and city. She navigated all of the bookings with multiple family members who all had different needs, and she also did it with ease and great consideration. Also, during the trip she checked in on multiple occations to make sure everything was going smoothly. If I could give her 10 stars I would.
David L.
2 years ago
Jenny was terrific, She handled everything very professionally and was quick to answer any of our questions.
Liza P.
2 years ago
Jenny took our family’s diverse needs into account and got us set up in the perfect place! She gave us tons of options and went the extra mile to get us set up in the place that met the needs of two adult couples and our elderly parents. It was our first time at an all-inclusive, and Jenny helped us navigate that AND set up our transportation for us, taking a huge chore off our to-do list. We will definitely have her book our next family vacation!
My travel ideas (4)

Site Inspection: Crosby Hotel-NYC
Last week while visiting NYC, I had the pleasure of visiting the Crosby Hotel. The Crosby is located in the heart of SoHo on Crosby Street, between Prince and Spring Streets. SoHo is a vibrant, hip and fashionable area, and the hotel beautifully matched that vibe. It's considered a luxury, boutique hotel, but doesn't feel cold or pretentious. Quite the opposite, actually. As soon as you enter the hotel, you are greeted by bright, bold colors and fun, playful artwork. The owners are a husband-and-wife team, Tim and Kit Kemp. Kit is a designer, and her talent is clear in all of the unique furniture and art work throughout the hotel.

Site Inspection: Crosby Hotel-NYC
Last week while visiting NYC, I had the pleasure of visiting the Crosby Hotel. The Crosby is located in the heart of SoHo on Crosby Street, between Prince and Spring Streets. SoHo is a vibrant, hip and fashionable area, and the hotel beautifully matched that vibe. It's considered a luxury, boutique hotel, but doesn't feel cold or pretentious. Quite the opposite, actually. As soon as you enter the hotel, you are greeted by bright, bold colors and fun, playful artwork. The owners are a husband-and-wife team, Tim and Kit Kemp. Kit is a designer, and her talent is clear in all of the unique furniture and art work throughout the hotel.

The City Different: A Guide to Santa Fe, New Mexico
Nicknamed "The City Different," Santa Fe, NM is the perfect destination for anyone looking for a beautiful and unique travel experience. Known for its delicious New Mexican cuisine, incredible art scene, adobe architecture and stunning landscape, Santa Fe truly embodies New Mexico's reputation as The Land of Enchantment. Whether you're looking to stay downtown and explore the Santa Fe Plaza, or you want to travel a bit out of town and enjoy some of the most beautiful hikes imaginable, there is something for everyone in this incredible town.

The City Different: A Guide to Santa Fe, New Mexico
Nicknamed "The City Different," Santa Fe, NM is the perfect destination for anyone looking for a beautiful and unique travel experience. Known for its delicious New Mexican cuisine, incredible art scene, adobe architecture and stunning landscape, Santa Fe truly embodies New Mexico's reputation as The Land of Enchantment. Whether you're looking to stay downtown and explore the Santa Fe Plaza, or you want to travel a bit out of town and enjoy some of the most beautiful hikes imaginable, there is something for everyone in this incredible town.

Fall in Love with New York City: The Perfect 7-Day Itinerary
One of my favorite quotes is from Chef Francis Mallman, who explains, "I have two lovers in life...The city of Paris, and potatoes." I couldn't agree more, except I'd trade Paris for New York City. Sorry, Paris! Je t'aime, truly I do, but there simply is nowhere in the world like New York City. Having lived there for 15 years, I know its ability to capture the hearts of visitors from all over the world. The perfect destination for food, culture, theater, and the arts, the city dishes up something for everyone. Each neighborhood boasts its own personality and offers something unique to enjoy. Whether escaping for a couple's getway, enjoying a family vacation, embarking on a group tour, or finding the freedom that comes from a solo trip, it's impossible not to fall in love with The Big Apple!

Fall in Love with New York City: The Perfect 7-Day Itinerary
One of my favorite quotes is from Chef Francis Mallman, who explains, "I have two lovers in life...The city of Paris, and potatoes." I couldn't agree more, except I'd trade Paris for New York City. Sorry, Paris! Je t'aime, truly I do, but there simply is nowhere in the world like New York City. Having lived there for 15 years, I know its ability to capture the hearts of visitors from all over the world. The perfect destination for food, culture, theater, and the arts, the city dishes up something for everyone. Each neighborhood boasts its own personality and offers something unique to enjoy. Whether escaping for a couple's getway, enjoying a family vacation, embarking on a group tour, or finding the freedom that comes from a solo trip, it's impossible not to fall in love with The Big Apple!

Adventure Awaits in Costa Rica
Costa Rica is one of the most amazing and magical countries you could ever hope to visit. A destination known for a wide range of ecosystems, including everything from mountains to oceans, and tropical forests to coral reefs, Costa Rica will amaze you with its natural beauty and incredible wildlife. The local people are very proud of all that their country has to offer and are eager to share what makes their country so special. Whether you are looking to lounge on the beach and enjoy delicious Costa Rican food and drinks, or you are yearning for adventure in the tropical forests, there is something for everyone in beautiful Costa Rica!

Adventure Awaits in Costa Rica
Costa Rica is one of the most amazing and magical countries you could ever hope to visit. A destination known for a wide range of ecosystems, including everything from mountains to oceans, and tropical forests to coral reefs, Costa Rica will amaze you with its natural beauty and incredible wildlife. The local people are very proud of all that their country has to offer and are eager to share what makes their country so special. Whether you are looking to lounge on the beach and enjoy delicious Costa Rican food and drinks, or you are yearning for adventure in the tropical forests, there is something for everyone in beautiful Costa Rica!

Site Inspection: Crosby Hotel-NYC
Last week while visiting NYC, I had the pleasure of visiting the Crosby Hotel. The Crosby is located in the heart of SoHo on Crosby Street, between Prince and Spring Streets. SoHo is a vibrant, hip and fashionable area, and the hotel beautifully matched that vibe. It's considered a luxury, boutique hotel, but doesn't feel cold or pretentious. Quite the opposite, actually. As soon as you enter the hotel, you are greeted by bright, bold colors and fun, playful artwork. The owners are a husband-and-wife team, Tim and Kit Kemp. Kit is a designer, and her talent is clear in all of the unique furniture and art work throughout the hotel.

Site Inspection: Crosby Hotel-NYC
Last week while visiting NYC, I had the pleasure of visiting the Crosby Hotel. The Crosby is located in the heart of SoHo on Crosby Street, between Prince and Spring Streets. SoHo is a vibrant, hip and fashionable area, and the hotel beautifully matched that vibe. It's considered a luxury, boutique hotel, but doesn't feel cold or pretentious. Quite the opposite, actually. As soon as you enter the hotel, you are greeted by bright, bold colors and fun, playful artwork. The owners are a husband-and-wife team, Tim and Kit Kemp. Kit is a designer, and her talent is clear in all of the unique furniture and art work throughout the hotel.

The City Different: A Guide to Santa Fe, New Mexico
Nicknamed "The City Different," Santa Fe, NM is the perfect destination for anyone looking for a beautiful and unique travel experience. Known for its delicious New Mexican cuisine, incredible art scene, adobe architecture and stunning landscape, Santa Fe truly embodies New Mexico's reputation as The Land of Enchantment. Whether you're looking to stay downtown and explore the Santa Fe Plaza, or you want to travel a bit out of town and enjoy some of the most beautiful hikes imaginable, there is something for everyone in this incredible town.

The City Different: A Guide to Santa Fe, New Mexico
Nicknamed "The City Different," Santa Fe, NM is the perfect destination for anyone looking for a beautiful and unique travel experience. Known for its delicious New Mexican cuisine, incredible art scene, adobe architecture and stunning landscape, Santa Fe truly embodies New Mexico's reputation as The Land of Enchantment. Whether you're looking to stay downtown and explore the Santa Fe Plaza, or you want to travel a bit out of town and enjoy some of the most beautiful hikes imaginable, there is something for everyone in this incredible town.

Fall in Love with New York City: The Perfect 7-Day Itinerary
One of my favorite quotes is from Chef Francis Mallman, who explains, "I have two lovers in life...The city of Paris, and potatoes." I couldn't agree more, except I'd trade Paris for New York City. Sorry, Paris! Je t'aime, truly I do, but there simply is nowhere in the world like New York City. Having lived there for 15 years, I know its ability to capture the hearts of visitors from all over the world. The perfect destination for food, culture, theater, and the arts, the city dishes up something for everyone. Each neighborhood boasts its own personality and offers something unique to enjoy. Whether escaping for a couple's getway, enjoying a family vacation, embarking on a group tour, or finding the freedom that comes from a solo trip, it's impossible not to fall in love with The Big Apple!

Fall in Love with New York City: The Perfect 7-Day Itinerary
One of my favorite quotes is from Chef Francis Mallman, who explains, "I have two lovers in life...The city of Paris, and potatoes." I couldn't agree more, except I'd trade Paris for New York City. Sorry, Paris! Je t'aime, truly I do, but there simply is nowhere in the world like New York City. Having lived there for 15 years, I know its ability to capture the hearts of visitors from all over the world. The perfect destination for food, culture, theater, and the arts, the city dishes up something for everyone. Each neighborhood boasts its own personality and offers something unique to enjoy. Whether escaping for a couple's getway, enjoying a family vacation, embarking on a group tour, or finding the freedom that comes from a solo trip, it's impossible not to fall in love with The Big Apple!
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