Kimberly Sessions
She/HerBased in New York City
English, Italian
Travelagentkimberly
Ask us about
Our Story
Passionate and organized about travel planning, so you don't have to be! NYC-based artist with a strong case of wanderlust.
Travel Style
I’m passionate about diving into diverse cultures, discovering local art and history, and exploring stunning natural landscapes around the globe. Whether I’m hiking up mountains, savoring traditional sweets, or enjoying a show at the theater, I’m all about creating memorable and unique experiences. I’ll ensure your travels are unforgettable and tailored to your interests.
Reviews (99)
John S.
4 days ago
Kimberly had put the Carlyle on a list of potential places for us to stay- and she was spot on! We loved it. As always, the booking experience was seamless. Of course, we received a ton of perks, including an upgraded room, a resort credit of $100, and the included daily breakfast- which, at house prices, saved us about $600!! It was a wonderful experience end to end.
Lindsey R.
28 days ago
Kimberly is extremely patient, helpful and responsive
Jess S.
about 1 month ago
I love working with Kimberly! She's very communicative and a wonderful person to work with! Very insightful on any tips, loved the spotify playlist she made, and had been fantastic!
John S.
about 1 month ago
Kimberly outdid herself with this trip. I asked for a relaxing but high end place for my wife to unwind over a long weekend, within a four hour drive from home. That was all the guidance given. She found three wonderful options, suggested which she thought was "our style", and we went with it- thankfully! It was a perfect blend of remote, in-nature and luxury with many activities to enjoy, or to just sit on our deck watching the 50 mile views at sunset. She planned a spa day for us, dinners, and a Foraging Tour that was amazing and of great interest to us both! It was an exceptional experience from booking to checkout.
Jess S.
about 1 month ago
I love working with Kimberly! She's very communicative and a wonderful person to work with! Very insightful on any tips, loved the spotify playlist she made, and had been fantastic!
John S.
4 days ago
Kimberly had put the Carlyle on a list of potential places for us to stay- and she was spot on! We loved it. As always, the booking experience was seamless. Of course, we received a ton of perks, including an upgraded room, a resort credit of $100, and the included daily breakfast- which, at house prices, saved us about $600!! It was a wonderful experience end to end.
Lindsey R.
28 days ago
Kimberly is extremely patient, helpful and responsive
Jess S.
about 1 month ago
I love working with Kimberly! She's very communicative and a wonderful person to work with! Very insightful on any tips, loved the spotify playlist she made, and had been fantastic!
John S.
about 1 month ago
Kimberly outdid herself with this trip. I asked for a relaxing but high end place for my wife to unwind over a long weekend, within a four hour drive from home. That was all the guidance given. She found three wonderful options, suggested which she thought was "our style", and we went with it- thankfully! It was a perfect blend of remote, in-nature and luxury with many activities to enjoy, or to just sit on our deck watching the 50 mile views at sunset. She planned a spa day for us, dinners, and a Foraging Tour that was amazing and of great interest to us both! It was an exceptional experience from booking to checkout.
Travel ideas (17)

I Lived in Jackson Hole for 6 Weeks—Here’s My Ultimate Winter Guide
I recently returned from six incredible weeks living in Jackson Hole, where I was working as an actress in the Christmas show at the Jackson Hole Playhouse. During my time there, I fully immersed myself in everything the area has to offer—from winter activities and breathtaking scenery to the local culture and food scene—and I can’t wait to share it all with you. Jackson Hole has long been slept on in the winter (unless you are skiing), but it’s time to start planning your snowy escape. Jackson isn’t just a summer destination—it is beautiful all year round and less crowded, too!

I Lived in Jackson Hole for 6 Weeks—Here’s My Ultimate Winter Guide
I recently returned from six incredible weeks living in Jackson Hole, where I was working as an actress in the Christmas show at the Jackson Hole Playhouse. During my time there, I fully immersed myself in everything the area has to offer—from winter activities and breathtaking scenery to the local culture and food scene—and I can’t wait to share it all with you. Jackson Hole has long been slept on in the winter (unless you are skiing), but it’s time to start planning your snowy escape. Jackson isn’t just a summer destination—it is beautiful all year round and less crowded, too!

Cayo Levantado: The New Standard for All-Inclusive Resorts
As a born-and-bred Floridian, beach vacations and all-inclusive resorts were never the priority for our family vacations. I was always drawn to experiencing the local food and culture, and off-the-beaten-path experiences—and let’s be honest, traditional all-inclusives don’t always have the best reputation. But my trip to Cayo Levantado completely changed my perspective! This stunning island retreat in the Dominican Republic redefines what “all-inclusive” means. Think fresh, locally inspired cuisine, wellness programs, cultural workshops, and a serene, luxurious setting surrounded by natural beauty. It’s the perfect escape for couples or friends looking to unwind, reconnect, and experience the authentic heart of the Dominican Republic—all while enjoying world-class comfort.

Cayo Levantado: The New Standard for All-Inclusive Resorts
As a born-and-bred Floridian, beach vacations and all-inclusive resorts were never the priority for our family vacations. I was always drawn to experiencing the local food and culture, and off-the-beaten-path experiences—and let’s be honest, traditional all-inclusives don’t always have the best reputation. But my trip to Cayo Levantado completely changed my perspective! This stunning island retreat in the Dominican Republic redefines what “all-inclusive” means. Think fresh, locally inspired cuisine, wellness programs, cultural workshops, and a serene, luxurious setting surrounded by natural beauty. It’s the perfect escape for couples or friends looking to unwind, reconnect, and experience the authentic heart of the Dominican Republic—all while enjoying world-class comfort.

East Coast to West Coast R&R: Wildflower Farms & Post Ranch Inn
We all need a place to rest and recharge from time to time. Need morning yoga, farm-grown food, and a little nature? Both these havens offer all three in spades, no matter which coast you live on!

East Coast to West Coast R&R: Wildflower Farms & Post Ranch Inn
We all need a place to rest and recharge from time to time. Need morning yoga, farm-grown food, and a little nature? Both these havens offer all three in spades, no matter which coast you live on!

From Cusco to the Clouds: Your Ultimate Inca Trail Journey to Machu Picchu
Ever since I first read about it in a magazine 10 years ago, hiking the Inca Trail has been on my bucket list. So, when the stars aligned—and my best friend was just as eager for the adventure as I was—we packed our bags, grabbed our boyfriends, and set off on the most unforgettable trek through the majestic Andes. What followed was a week of cultural exploration, breathtaking landscapes, ancient wonders, and memories that will last a lifetime. This guide is for anyone ready to take on a bucket-list adventure.

From Cusco to the Clouds: Your Ultimate Inca Trail Journey to Machu Picchu
Ever since I first read about it in a magazine 10 years ago, hiking the Inca Trail has been on my bucket list. So, when the stars aligned—and my best friend was just as eager for the adventure as I was—we packed our bags, grabbed our boyfriends, and set off on the most unforgettable trek through the majestic Andes. What followed was a week of cultural exploration, breathtaking landscapes, ancient wonders, and memories that will last a lifetime. This guide is for anyone ready to take on a bucket-list adventure.

Italian Escapade: The Ultimate Insider’s Guide to Florence
I spent five amazing months studying dance and art abroad in Florence during the pandemic. Since I did not have the traditional experience of globetrotting around Europe, I got to immerse myself and explore every single thing that Florence has to offer. From the major tourist attractions to the hidden local spots, I am your go-to girl for all things Florence. I even got engaged there in 2024! Keep reading for a comprehensive list of things to do!

Italian Escapade: The Ultimate Insider’s Guide to Florence
I spent five amazing months studying dance and art abroad in Florence during the pandemic. Since I did not have the traditional experience of globetrotting around Europe, I got to immerse myself and explore every single thing that Florence has to offer. From the major tourist attractions to the hidden local spots, I am your go-to girl for all things Florence. I even got engaged there in 2024! Keep reading for a comprehensive list of things to do!

Perfect Family Christmas Road Trip through Ireland
I spent my first holiday abroad in 2024 when I went on an Irish Christmas adventure with family in December. It was a magical experience to see the decorations throughout the country and learn about local Christmas traditions. Christmas memories to last for a lifetime!

Perfect Family Christmas Road Trip through Ireland
I spent my first holiday abroad in 2024 when I went on an Irish Christmas adventure with family in December. It was a magical experience to see the decorations throughout the country and learn about local Christmas traditions. Christmas memories to last for a lifetime!

First Time Visit: One Perfect Week of Christmas and Cultural Immersion in Budapest
Split by the Danube into two distinct sides, Budapest is a vibrant and breathtaking city brimming with history at every turn. It offers endless opportunities for exploration, making it a haven for history and culture enthusiasts. Whether you're taking a food tour, visiting majestic churches, enjoying an opera performance or relaxing in thermal baths, there's something for everyone.The people are kind, the food is delicious and the city feels alive. Even in the dead of winter. What more could you ask for?

First Time Visit: One Perfect Week of Christmas and Cultural Immersion in Budapest
Split by the Danube into two distinct sides, Budapest is a vibrant and breathtaking city brimming with history at every turn. It offers endless opportunities for exploration, making it a haven for history and culture enthusiasts. Whether you're taking a food tour, visiting majestic churches, enjoying an opera performance or relaxing in thermal baths, there's something for everyone.The people are kind, the food is delicious and the city feels alive. Even in the dead of winter. What more could you ask for?

Five Days in Iceland: Beautiful Views, Delicious Food and Complete Rejuvenation
Did you know that if you are based on the east coast, especially NYC, Iceland can be cheaper and quicker to get to than heading to California? While we would all love a week or two of PTO to travel, sometimes all we have is a long holiday weekend. 5 days in Iceland is a perfect way to spend it! November in Iceland is spectacular, with gorgeous views, outdoor adventures and delicious food. It is the perfect getaway for you and your partner. I immediately fell in love with it and can't wait to return!

Five Days in Iceland: Beautiful Views, Delicious Food and Complete Rejuvenation
Did you know that if you are based on the east coast, especially NYC, Iceland can be cheaper and quicker to get to than heading to California? While we would all love a week or two of PTO to travel, sometimes all we have is a long holiday weekend. 5 days in Iceland is a perfect way to spend it! November in Iceland is spectacular, with gorgeous views, outdoor adventures and delicious food. It is the perfect getaway for you and your partner. I immediately fell in love with it and can't wait to return!

Perfect 1 Week Itinerary to St. Lucia for Couples
As someone who loves adventure, being active and learning about locals, and struggles with laying on the beach for days on end, St. Lucia was the perfect destination for me and my partner to explore! It has the perfect mix of adventure, nature, local culture and beautiful relaxing beaches. The food scene was also some of the best I have ever had. The beautiful views gear towards a perfect romantic trip for couples and honeymooners. This itinerary provides the perfect mix of all!

Perfect 1 Week Itinerary to St. Lucia for Couples
As someone who loves adventure, being active and learning about locals, and struggles with laying on the beach for days on end, St. Lucia was the perfect destination for me and my partner to explore! It has the perfect mix of adventure, nature, local culture and beautiful relaxing beaches. The food scene was also some of the best I have ever had. The beautiful views gear towards a perfect romantic trip for couples and honeymooners. This itinerary provides the perfect mix of all!

A First Timer's Perfect Guide to Stockholm
Stockholm has the perfect mix of arts, culture and history, set in a clean and modern city. There is so much to do for all types of travelers. It's full of museums and surrounded by the sea. Stockholm instantly became one of my favorite European cities.

A First Timer's Perfect Guide to Stockholm
Stockholm has the perfect mix of arts, culture and history, set in a clean and modern city. There is so much to do for all types of travelers. It's full of museums and surrounded by the sea. Stockholm instantly became one of my favorite European cities.

Perfect One Week Itinerary to Lake Garda and Lake Como
These Lakes make for a perfect couple's vacation! Filled with romance, relaxation and adventure, it is sure to create long-lasting memories. You have heard of Lake Como all your life and for good reason, but Lake Garda offers a quiet and peaceful contrast. By visiting both destinations, you can spend your time exploring small towns, being out on the water and connecting with your partner. This itinerary even includes a stop in Franciacorta, where they make Italian Champagne!

Perfect One Week Itinerary to Lake Garda and Lake Como
These Lakes make for a perfect couple's vacation! Filled with romance, relaxation and adventure, it is sure to create long-lasting memories. You have heard of Lake Como all your life and for good reason, but Lake Garda offers a quiet and peaceful contrast. By visiting both destinations, you can spend your time exploring small towns, being out on the water and connecting with your partner. This itinerary even includes a stop in Franciacorta, where they make Italian Champagne!

Romantic Weekend in Verona, Italy
Kimberly spent five months studying dance in Florence, Italy, in the spring of 2021. In April she and her boyfriend headed to Verona for a romantic couples getaway. They immediately fell in love with this beautiful city and the river flowing straight through it. Great food, attractions and gelato await you and your partner for a weekend in Verona and I promise "parting will be such sorrow" when it is time to leave. Don't skip Verona on your next trip to Italy!

Romantic Weekend in Verona, Italy
Kimberly spent five months studying dance in Florence, Italy, in the spring of 2021. In April she and her boyfriend headed to Verona for a romantic couples getaway. They immediately fell in love with this beautiful city and the river flowing straight through it. Great food, attractions and gelato await you and your partner for a weekend in Verona and I promise "parting will be such sorrow" when it is time to leave. Don't skip Verona on your next trip to Italy!

Christmas in NYC: Top Things To Do and See From a Local!
Christmas time is my favorite time of year, and since moving to New York City, it has become even more special. I am always the happiest in November and December as I walk around the city decked out in holiday colors. I explore as many of the Christmas events that NYC has to offer. There is truly no place like Christmas in NYC!

Christmas in NYC: Top Things To Do and See From a Local!
Christmas time is my favorite time of year, and since moving to New York City, it has become even more special. I am always the happiest in November and December as I walk around the city decked out in holiday colors. I explore as many of the Christmas events that NYC has to offer. There is truly no place like Christmas in NYC!

5 Day Puerto Rico Exploration
Puerto Rico is the perfect destination for a couple or family who wants a vacation where you can see it all. It is a small Island that is cheap to fly to and easy to navigate. You can spend time on the beach, explore the rainforest, celebrate culture in the main city and even kayak in the #1 bioluminescent bay in the world. It is a beautiful island, with kind people, great music, delicious food and even better drinks. Perfect for couples, families or a weekend with friends, you can have it all on your trip to Puerto Rico.

5 Day Puerto Rico Exploration
Puerto Rico is the perfect destination for a couple or family who wants a vacation where you can see it all. It is a small Island that is cheap to fly to and easy to navigate. You can spend time on the beach, explore the rainforest, celebrate culture in the main city and even kayak in the #1 bioluminescent bay in the world. It is a beautiful island, with kind people, great music, delicious food and even better drinks. Perfect for couples, families or a weekend with friends, you can have it all on your trip to Puerto Rico.

From Beachfront Bliss to Jungle Adventures: The Ultimate Couples Itinerary in Costa Rica
I just got back from an incredible FAM trip to Costa Rica with NAMU, and I was blown away by the country’s stunning beauty and diversity. Whether you're seeking thrilling adventure activities, nature walks, scenic boat rides or relaxing beach days, Costa Rica offers it all. The warmth of the local people and the abundance of fresh, delicious fruit only add to its charm. It is an ideal destination for couples.

From Beachfront Bliss to Jungle Adventures: The Ultimate Couples Itinerary in Costa Rica
I just got back from an incredible FAM trip to Costa Rica with NAMU, and I was blown away by the country’s stunning beauty and diversity. Whether you're seeking thrilling adventure activities, nature walks, scenic boat rides or relaxing beach days, Costa Rica offers it all. The warmth of the local people and the abundance of fresh, delicious fruit only add to its charm. It is an ideal destination for couples.

Pasta, Pizza and Gelato: A "Local-ish" Guide to the Best Food in Florence
I spent five months studying dance in Florence, Italy in the spring of 2021. Due to the pandemic, I was not able to travel out of the city often, and found myself immersed in Florence's culture and it quickly felt like home. On a student's budget, I discovered where the locals eat the most delicious meals and treats and learned the best food isn't always the most expensive! Since then, I have been back to try out new restaurants and love sending clients. From pizza to pasta to gelato, these are my favorite spots in Florence!

Pasta, Pizza and Gelato: A "Local-ish" Guide to the Best Food in Florence
I spent five months studying dance in Florence, Italy in the spring of 2021. Due to the pandemic, I was not able to travel out of the city often, and found myself immersed in Florence's culture and it quickly felt like home. On a student's budget, I discovered where the locals eat the most delicious meals and treats and learned the best food isn't always the most expensive! Since then, I have been back to try out new restaurants and love sending clients. From pizza to pasta to gelato, these are my favorite spots in Florence!

Ultimate 10-Day Road Trip in the U.K.
My mom and I have always dreamt of road-tripping through the English countryside, exploring charming towns and following in the footsteps of our ancestors. Over the past few years, my mother has immersed herself in learning about our family's English heritage, so we were thrilled to embark on our first international mother-daughter trip together. While London is amazing and packed with activities, I encourage you to rent a car and discover all that the U.K. has to offer. With its rich history, delicious food and quaint towns, the U.K. makes for the perfect family vacation.

Ultimate 10-Day Road Trip in the U.K.
My mom and I have always dreamt of road-tripping through the English countryside, exploring charming towns and following in the footsteps of our ancestors. Over the past few years, my mother has immersed herself in learning about our family's English heritage, so we were thrilled to embark on our first international mother-daughter trip together. While London is amazing and packed with activities, I encourage you to rent a car and discover all that the U.K. has to offer. With its rich history, delicious food and quaint towns, the U.K. makes for the perfect family vacation.

I Lived in Jackson Hole for 6 Weeks—Here’s My Ultimate Winter Guide
I recently returned from six incredible weeks living in Jackson Hole, where I was working as an actress in the Christmas show at the Jackson Hole Playhouse. During my time there, I fully immersed myself in everything the area has to offer—from winter activities and breathtaking scenery to the local culture and food scene—and I can’t wait to share it all with you. Jackson Hole has long been slept on in the winter (unless you are skiing), but it’s time to start planning your snowy escape. Jackson isn’t just a summer destination—it is beautiful all year round and less crowded, too!

I Lived in Jackson Hole for 6 Weeks—Here’s My Ultimate Winter Guide
I recently returned from six incredible weeks living in Jackson Hole, where I was working as an actress in the Christmas show at the Jackson Hole Playhouse. During my time there, I fully immersed myself in everything the area has to offer—from winter activities and breathtaking scenery to the local culture and food scene—and I can’t wait to share it all with you. Jackson Hole has long been slept on in the winter (unless you are skiing), but it’s time to start planning your snowy escape. Jackson isn’t just a summer destination—it is beautiful all year round and less crowded, too!

Cayo Levantado: The New Standard for All-Inclusive Resorts
As a born-and-bred Floridian, beach vacations and all-inclusive resorts were never the priority for our family vacations. I was always drawn to experiencing the local food and culture, and off-the-beaten-path experiences—and let’s be honest, traditional all-inclusives don’t always have the best reputation. But my trip to Cayo Levantado completely changed my perspective! This stunning island retreat in the Dominican Republic redefines what “all-inclusive” means. Think fresh, locally inspired cuisine, wellness programs, cultural workshops, and a serene, luxurious setting surrounded by natural beauty. It’s the perfect escape for couples or friends looking to unwind, reconnect, and experience the authentic heart of the Dominican Republic—all while enjoying world-class comfort.

Cayo Levantado: The New Standard for All-Inclusive Resorts
As a born-and-bred Floridian, beach vacations and all-inclusive resorts were never the priority for our family vacations. I was always drawn to experiencing the local food and culture, and off-the-beaten-path experiences—and let’s be honest, traditional all-inclusives don’t always have the best reputation. But my trip to Cayo Levantado completely changed my perspective! This stunning island retreat in the Dominican Republic redefines what “all-inclusive” means. Think fresh, locally inspired cuisine, wellness programs, cultural workshops, and a serene, luxurious setting surrounded by natural beauty. It’s the perfect escape for couples or friends looking to unwind, reconnect, and experience the authentic heart of the Dominican Republic—all while enjoying world-class comfort.

East Coast to West Coast R&R: Wildflower Farms & Post Ranch Inn
We all need a place to rest and recharge from time to time. Need morning yoga, farm-grown food, and a little nature? Both these havens offer all three in spades, no matter which coast you live on!

East Coast to West Coast R&R: Wildflower Farms & Post Ranch Inn
We all need a place to rest and recharge from time to time. Need morning yoga, farm-grown food, and a little nature? Both these havens offer all three in spades, no matter which coast you live on!
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