
Jessica Raciborska
She/HerBased in Chicago, Illinois
English, Polish
Trip budgets start at $300/night
Jessica Raciborska
Ask me about
My Story
Travel Geek Jess grew out of a lifelong love for travel. I always have my nose in a travel book learning about the best cities to visit, unforgettable national park hikes, noteworthy resorts, and local gems that make a place feel special. I bring my passion, curiosity, and insider knowledge to be your trusted travel advisor for unforgettable trips!
Travel Style
I bring a deep passion for thoughtfully curated travel for couples, from wedding weekend room blocks and honeymoons to milestone anniversaries and effortless resort escapes.
I support couples in destinations around the world, with current popular destinations being Portugal, Italy, and France for longer escapes, as well as the US, Caribbean, and Canada for quick getaways.
No matter the destination, my goal is to create an unforgettable trip tailored to your needs, so you can relax, celebrate, and fully enjoy every moment of your trip!
Reviews (12)
Kendra K.
2 months ago
Jess is absolutely wonderful to work with! Even though our group size changed and our plans shifted, she remained incredibly helpful and supportive throughout the process. She put together fantastic recommendations for our Montana trip that we ended up using, and she even went above and beyond by securing us a resort credit after we’d already booked. Jess has planned other vacations for me in the past, and she’s always been thoughtful, knowledgeable, and genuinely invested in making sure we have the best experience possible. She’s simply the best!
Camille V.
2 months ago
Jessica did a great job planning our girls weekend getaway trip to Santa Fe! She provided a detailed itinerary in advance with plenty of additional activities and restaurant options and was open to any changes we wanted to make. Our trip was focused on relaxation, rejuvenation, and some light exploration. The hotel and day spa Jessica recommended were perfect for our trip. The hotel was centrally located which made it easy to walk around the downtown area. She was also able to get us complimentary breakfast and a resort credit by booking with her, which was much appreciated. Can’t wait to work with Jessica again on my next trip!
Janak P.
3 months ago
Working with Jessica was an absolute pleasure, and I could not think of anyone better for her exceptional service. Jessica’s expertise and dedication went far beyond my expectations. I was especially impressed by her finding a cheaper rate to an existing reservation that included additional amenities we previously wouldn’t have received.
From the start of the planning process to our return home, every detail was perfectly handled. We were so grateful for recommendations and an itinerary prepared for us. This truly made the trip unforgettable and stress-free.
We will definitely be recommending Jessica to all of our friends and family and look forward to booking our next adventure with her!
Crystal V.
4 months ago
Jessica was great to work with from start to finish! Since the beginning, she was communicative and always responded timely. She helped provide insightful details on certain neighborhoods and hotels we were interested in.
We noticed we messed up a date for one of our events (something we overlooked ourselves), but Jessica rectified it for us immediately. We highly recommend her for anyone planning a future trip, and we would 100% use her help in the future!
Stephanie G.
4 months ago
Jessica was absolutely fantastic to work with! She was incredibly thorough and provided helpful details, including a slide deck that gave us a great taste of Lisbon and everything there is to do. Her quick response time and warm, friendly approach made the process so easy. The flexible itinerary, recommended activities, and restaurant suggestions were invaluable in planning our days—we used several of her recommendations and loved them. Even the packing list she shared was super helpful in knowing what to bring. I would highly recommend booking with Jessica!
Kendra K.
2 months ago
Jess is absolutely wonderful to work with! Even though our group size changed and our plans shifted, she remained incredibly helpful and supportive throughout the process. She put together fantastic recommendations for our Montana trip that we ended up using, and she even went above and beyond by securing us a resort credit after we’d already booked. Jess has planned other vacations for me in the past, and she’s always been thoughtful, knowledgeable, and genuinely invested in making sure we have the best experience possible. She’s simply the best!
Camille V.
2 months ago
Jessica did a great job planning our girls weekend getaway trip to Santa Fe! She provided a detailed itinerary in advance with plenty of additional activities and restaurant options and was open to any changes we wanted to make. Our trip was focused on relaxation, rejuvenation, and some light exploration. The hotel and day spa Jessica recommended were perfect for our trip. The hotel was centrally located which made it easy to walk around the downtown area. She was also able to get us complimentary breakfast and a resort credit by booking with her, which was much appreciated. Can’t wait to work with Jessica again on my next trip!
Janak P.
3 months ago
Working with Jessica was an absolute pleasure, and I could not think of anyone better for her exceptional service. Jessica’s expertise and dedication went far beyond my expectations. I was especially impressed by her finding a cheaper rate to an existing reservation that included additional amenities we previously wouldn’t have received.
From the start of the planning process to our return home, every detail was perfectly handled. We were so grateful for recommendations and an itinerary prepared for us. This truly made the trip unforgettable and stress-free.
We will definitely be recommending Jessica to all of our friends and family and look forward to booking our next adventure with her!
Crystal V.
4 months ago
Jessica was great to work with from start to finish! Since the beginning, she was communicative and always responded timely. She helped provide insightful details on certain neighborhoods and hotels we were interested in.
We noticed we messed up a date for one of our events (something we overlooked ourselves), but Jessica rectified it for us immediately. We highly recommend her for anyone planning a future trip, and we would 100% use her help in the future!
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