About Jenn Haggerty Travels

Tim's Thoughts

I highly recommend Jenn Haggerty. My family and I have used Jenn’s services on many occasions, France, Italy, Saint Barts and a larger trip to Florida.

I specifically remember Jenn’s restaurant recommendations and VIP care to and from the airports. The travel plans are always readily available and you can count on Jenn if you have a question.

Safe travels to all.

– Tim Flynn

Amy's Thoughts

Jenn has planned a few trips for us.

Notably, she arranged our Paris and Italy vacations, which were both phenomenal, largely because of Jenn.

  • She had us picked up the airport in Paris, recommended a driver through the city of Paris when we first arrived, so that we could get an overall feel of the city and return to any places we were particularly taken with. That was a great idea for us.
  • She set us up with private tours, recommended amazing restaurants, so many spots we would not have gone to without Jenns input.
  • She recommended a private cooking class in the home of a chef in Paris, something we never would have done without her suggestions, and a dinner boat ride on the Seine. Memories for a lifetime!
  • On our trip to Italy, again Jenn arranged a driver for us. She set up a day trip to Tuscany at a vineyard where we had a tour, private wine tasting and 5 course meal.
  • She sent us to restaurants in Florence, where we had some of the best meals of our lives!
  • Lastly, Jenn arranged for a driver to take us from Florence to Rome stopping in Siena and San Gimignano. And that was just brilliant as well, again, all Jenn’s ideas.

We are headed back to Rome this fall, and Jenn is arranging that as well.

I highly, highly recommend using Jenn!
Not only is she incredibly knowledgeable, she is so easy to work with, patient and a very kind person on top of all her other amazing talents.

– Amy Doherty

The JHT Story

Jenn Haggerty Travels grew out of my personal passion—a passion rooted in the joy and enrichment travel brings. Travel for me is about connecting with the people and places I visit, while also having fun and making memories with the people with whom I travel. I like to say “I will detour for food”—it enriches connection and experiences.

I am a self-proclaimed “culinary wanderer.” I view food as a window into local culture, customs, traditions, and history and find joy in exploring with curiosity, and delight by immersing myself in new cultures. I believe that a trip is deeply enhanced by a “taste of the culture.” This can include experiencing neighborhood eateries, unique eating venues, visits to local markets, learning about local foods, cultural cooking techniques, along with itineraries that include eateries that aren’t “built around the tourist.”

I earned a Master’s Degree in Human Resources and spent years working for Fidelity & Microsoft as a Senior HR Manager. I continued my career at home after having two amazing daughters and continue to co-lead a non-profit that provides free diapers to working, low income families.

Throughout the years, I have always enjoyed organizing extensive trips for my family. I enjoy the research, planning and building of unique and personalized itineraries for us. I am an avid researcher and have a keen eye for discovering hidden gems and mouth watering local cuisines. I have been known to create spreadsheets and google docs just to plan out all our meals.

For me, the planning process and anticipation of the adventure is as much a part of the memories as are my cherished travel stories.

Planning all the details is a joy, and so is sharing what I’ve learned and helping family and friends with their travel planning. Becoming a Travel Advisor was a natural evolution.

In 2019, I joined Cleveland Circle Travel (CCT) as a Travel Associate. With their support, I began developing my distinctive personal service. In October 2025, I’m excited to be launching Jenn Haggerty Travels as an Independent affiliate of Cleveland Circle Travel Inc*. 

I believe that it’s not only the final itineraries that are crucial in delivering to clients their special, unique, and memorable travel story. It’s the full process which elevates and enriches their overall experiences. Along with my knowledge base for creating distinctive itineraries, I focus on communication, logistics and operations, building a process that will exceed client expectations.

I hope you will give Jenn Haggerty Travels the opportunity to plan your next adventure.

I look forward to helping create your next Travel Story.

Just a few of the experiences 
Jenn Haggerty Travels can provide

Culinary and Cultural Travel

Immerse yourself in the essence of travel

Family and Generational

Nothing is more sacred than creating memories and cherishing time with family—but it’s not always easy to do

Girlfriend Getaways

Whether wanting an escape, wanting to re-connect or wanting to head-out for adventure; going away and connecting with girlfriends can be unforgettable

Spa and Lifestyle

Find your sanctuary—experience VIP treatment