
Jennifer Holland
She/HerBased in Orlando, Florida
Speaks English
Trip budgets start at $300/night
Jennifer Holland
Ask me about
My Story
A travel enthusiast and mom who believes incredible destinations are best experienced with those we love. From honeymoons to babymoons, romantic getaways to Disney magic, multi-generational family cruises to epic expeditions, I am here to help you enjoy your travels with the ease and comfort of an expert by your side.
Bringing my corporate strategy and finance expertise, you have an expert in logistics planning and luxury budgeting. You will have a meticulously curated trip. Whether you are planning a bucket-list dream vacation or a casual weekend getaway, I am here to ensure a memorable adventure.
My Travel Style
All trips require spectacular accommodations, exciting activities and memorable foods. These three components require deep destination knowledge, appreciation for the details and an appetite! I will bring my strategic background to help you select luxury accommodations with free perks, interactive activities and excursions and the best local and acclaimed food destinations.
Specialize in Hotels & Perks, Curated Itinerary Planning, Disney Destinations, Cruises, Expeditions, Safaris, and All-Inclusives
My reviews (12)
Shawn D.
2 months ago
Jenny continues to amaze me with her knowledge of the area and how she checks ahead to make sure we are receiving the best care and customer experience. We have asked to stay in ground floor and top floor units depending on who is staying and she works with the hotel ahead of time to ensure our needs are met. I can't recommend Jenny enough to my family and friends!
Edward O.
3 months ago
She gave us many options ahead of time across different time frames, budgets, lines, etc and she finally helped us settle on what felt like a truly wonderful deal. She made it incredibly easy for us at every stage, had restaurant / excursion recommendations that ended up being some of our favorite of the whole trip, and made sure to check in with us to ensure we were getting along well. Thank you Jennifer for making our trip special!
Tim O.
3 months ago
Jennifer was professional and knowledgeable. She went the extra mile to make sure everything was perfect. I required a few special requests and Jennifer made that seamless with the Venetian. I highly recommend her to anyone looking for a well-planned trip!!!
Margaret B.
3 months ago
Jenny was wonderful! She gave us lots of options in the area and told us a little about each hotel. She helped us ultimately pick the Langham and got us a beautiful room! We were traveling with my mom, a toddler and a newborn. Jenny ensured we had connecting rooms to my mom and had everything ready for my kids (pack n play, crib, etc). Jenny also informed us about all of the club level amenities, kids club, and gave us recommendations on what to do in Chicago while we were there! She is amazing and I use her every time!
Patricia O.
4 months ago
Jennifer knows exactly what fits my preferences in type of ship, room type, and room location. She also booked the hotel for easy access to the port.
Shawn D.
2 months ago
Jenny continues to amaze me with her knowledge of the area and how she checks ahead to make sure we are receiving the best care and customer experience. We have asked to stay in ground floor and top floor units depending on who is staying and she works with the hotel ahead of time to ensure our needs are met. I can't recommend Jenny enough to my family and friends!
Edward O.
3 months ago
She gave us many options ahead of time across different time frames, budgets, lines, etc and she finally helped us settle on what felt like a truly wonderful deal. She made it incredibly easy for us at every stage, had restaurant / excursion recommendations that ended up being some of our favorite of the whole trip, and made sure to check in with us to ensure we were getting along well. Thank you Jennifer for making our trip special!
Tim O.
3 months ago
Jennifer was professional and knowledgeable. She went the extra mile to make sure everything was perfect. I required a few special requests and Jennifer made that seamless with the Venetian. I highly recommend her to anyone looking for a well-planned trip!!!
Margaret B.
3 months ago
Jenny was wonderful! She gave us lots of options in the area and told us a little about each hotel. She helped us ultimately pick the Langham and got us a beautiful room! We were traveling with my mom, a toddler and a newborn. Jenny ensured we had connecting rooms to my mom and had everything ready for my kids (pack n play, crib, etc). Jenny also informed us about all of the club level amenities, kids club, and gave us recommendations on what to do in Chicago while we were there! She is amazing and I use her every time!
My travel photos



