Kimberly Sessions

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!

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.

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!

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.

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!

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!

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?

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!

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!

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.

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!

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 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!

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.

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.

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!

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.