Jillian McComiskey
Based in Connecticut
English
Jillian McComiskey
Ask me about
My Story
I specialize in luxury family travel. I've traveled to over 25 countries and 65+ luxury hotels — and I love helping families plan unforgettable trips with kids.
Travel Style
As a former history teacher, I turned my lesson-planning skills into a passion for itinerary planning instead. I've traveled all over the world with my kids, and my aim is to help families learn about the best 4 and 5-star hotels and destinations for families. Travel with kids can feel very daunting — but I'm able to help my clients zero in on the exact properties where mom and dad will also get to relax and enjoy their holiday as much as the little ones.
Stay connected
Reviews (32)
Ellen S.
travel to Turks and Caicos
3 months ago
Jillian was fantastic to work with and made our girls trip completely seamless from start to finish. She helped us find the best accommodations for our group of six. Her recommendations were spot on and exactly what we were looking for.
She also handled so many of the details that made the trip stress-free, including arranging airport transportation, booking our dinners, and arranging off site spa services. She was responsive, patient, and incredibly helpful through all of the back-and-forth planning that comes with coordinating a group trip.
Everything went smoothly with no hiccups, which allowed us to simply relax and enjoy ourselves. I would absolutely use Jillian again and highly recommend her to anyone planning a special getaway.
Susan H.
travel to Massachusetts
3 months ago
This is the second time I’ve booked a vacation with Jillian and it was just as seamless as the first! She is truly wonderful to work with and I highly recommend her.
Mark R.
travel to Aspen
4 months ago
Jillian was great - called ahead to make sure the hotel knew about our special occasions and arranged some lovely arrival treats, along with some great perks for our stay. Thank you so much.
Marita N.
travel to Bahamas
5 months ago
I really appreciated Jillian's help in guiding us as we chose our vacation spot. She was absolutely spot on in how she described the place we ended up staying (pros and cons), and it was nice not to be surprised. We also got some great perks thanks to her (quick hotel check-in, free breakfast that's normally $44 per person, and a $100 credit). If anything, I wish she offered more planning services--I'd have gladly paid for someone to book our restaurants, cabanas, and excursions.
Ryan L.
travel to Punta Mita
5 months ago
This is our first time working with Jillian and cannot say enough about how amazing she has been. She is always willing to help and go the extra mile, even after the million emails I went back and forth with her. She has fantastic contacts and was able to provide us with the help we needed, as well as extra perks. She made the booking process seamless and easy, always giving a variety of options and going above and beyond. 10/10! Thanks Jillian :).
Ellen S.
travel to Turks and Caicos
3 months ago
Jillian was fantastic to work with and made our girls trip completely seamless from start to finish. She helped us find the best accommodations for our group of six. Her recommendations were spot on and exactly what we were looking for.
She also handled so many of the details that made the trip stress-free, including arranging airport transportation, booking our dinners, and arranging off site spa services. She was responsive, patient, and incredibly helpful through all of the back-and-forth planning that comes with coordinating a group trip.
Everything went smoothly with no hiccups, which allowed us to simply relax and enjoy ourselves. I would absolutely use Jillian again and highly recommend her to anyone planning a special getaway.
Susan H.
travel to Massachusetts
3 months ago
This is the second time I’ve booked a vacation with Jillian and it was just as seamless as the first! She is truly wonderful to work with and I highly recommend her.
Mark R.
travel to Aspen
4 months ago
Jillian was great - called ahead to make sure the hotel knew about our special occasions and arranged some lovely arrival treats, along with some great perks for our stay. Thank you so much.
Marita N.
travel to Bahamas
5 months ago
I really appreciated Jillian's help in guiding us as we chose our vacation spot. She was absolutely spot on in how she described the place we ended up staying (pros and cons), and it was nice not to be surprised. We also got some great perks thanks to her (quick hotel check-in, free breakfast that's normally $44 per person, and a $100 credit). If anything, I wish she offered more planning services--I'd have gladly paid for someone to book our restaurants, cabanas, and excursions.