
Kendall Flynn
Based in Indianapolis, Indiana
Kendall Flynn
Ask me about
My Story
A passionate, organized traveler — nestled in the midwest and awestruck by the world beyond it.
My Travel Style
To me, a successful travel itinerary is refined, inclusive of the necessary "must-sees" with room for a little spontaneity. I want to be able to poke my head into an adorable boutique or indulge in one more craft cocktail when I feel like it — while still marveling over the cultural and natural phenomena that define destinations.
I find joy in delicious pasta and desserts, breathtaking views and friendly encounters with local residents. Ultimately, I know it's been a successful trip when I return home feeling exhilarated, inspired and ready for some puppy snuggles.
My reviews (7)
Carol H.
a month ago
5/5 — Kendall Made My Ireland Trip Absolutely Magical!
Kendall planned our recent Ireland adventure, and WOW—she was unbelievable! Every single part of my trip felt fun, effortless, and perfectly tailored to what we love. From the must-see highlights to the adorable hidden spots only a true expert would know, she absolutely nailed it.
She was so friendly, upbeat, and responsive throughout the whole process. It honestly felt like traveling with a super-organized best friend who just gets you. Thanks to her, my Ireland trip wasn’t just great—it was unforgettable.
If you want a travel planner who brings joy, excitement, and pure magic to your trip, Kendall is the one. I’m already dreaming about our next adventure with her help!
Sydney G.
2 months ago
I cannot recommend booking with Kendall enough! She helped us every step of the way, from narrowing in on where in the world we wanted to be, to what type of vacation we wanted to have and what activities we wanted to do. We likely wouldn't have experienced this beautiful corner of the world had Kendall not suggested it, and for that we are extremely grateful. She made our vacation entirely seamless, and I already can't wait to book our next trip with her.
Lyndsey I.
3 months ago
Alex L.
3 months ago
This was our first time using a travel advisor and let me just say I will never not use Kendall for our trips in the future. She went above and beyond and she did all of this in such a short window for us. From the jump this was 5 star service. I have already recommended her to all my friends. I can’t even put into words how special she made this trip for my husband and I!
Sydney G.
5 months ago
I can't recommend using Kendall enough! Friendly, quick to respond and incredibly helpful in planning our trip. Kendall got us a great deal, made sure we were taken care of throughout the entirety of our trip, and made planning a breeze. We look forward to utilizing Kendall's services on our next adventure!
Carol H.
a month ago
5/5 — Kendall Made My Ireland Trip Absolutely Magical!
Kendall planned our recent Ireland adventure, and WOW—she was unbelievable! Every single part of my trip felt fun, effortless, and perfectly tailored to what we love. From the must-see highlights to the adorable hidden spots only a true expert would know, she absolutely nailed it.
She was so friendly, upbeat, and responsive throughout the whole process. It honestly felt like traveling with a super-organized best friend who just gets you. Thanks to her, my Ireland trip wasn’t just great—it was unforgettable.
If you want a travel planner who brings joy, excitement, and pure magic to your trip, Kendall is the one. I’m already dreaming about our next adventure with her help!
Sydney G.
2 months ago
I cannot recommend booking with Kendall enough! She helped us every step of the way, from narrowing in on where in the world we wanted to be, to what type of vacation we wanted to have and what activities we wanted to do. We likely wouldn't have experienced this beautiful corner of the world had Kendall not suggested it, and for that we are extremely grateful. She made our vacation entirely seamless, and I already can't wait to book our next trip with her.
Lyndsey I.
3 months ago
Alex L.
3 months ago
This was our first time using a travel advisor and let me just say I will never not use Kendall for our trips in the future. She went above and beyond and she did all of this in such a short window for us. From the jump this was 5 star service. I have already recommended her to all my friends. I can’t even put into words how special she made this trip for my husband and I!
My travel ideas (1)

London's Calling! An Ambitious Traveler's Guide to Taking on London In 2 Days
Of the five European cities that my husband and I crammed into our 10-day adventure, London was the one I was most nervous about “accomplishing” in the two short days that we had reserved for it. London is massive, like the New York City of Europe. There are so many neighborhoods to explore, restaurants to try out, and tours to take. We were balling on a budget for the full trip, and stayed at The Resident in Covent Garden. It was simple, clean, and right across the street from the Underground station. A quick note up front: Don’t be intimidated by the Underground. It’s so easy to put credits on your Apple Wallet, and it is the fastest way to get from place to place in the city (including from the airport).

London's Calling! An Ambitious Traveler's Guide to Taking on London In 2 Days
Of the five European cities that my husband and I crammed into our 10-day adventure, London was the one I was most nervous about “accomplishing” in the two short days that we had reserved for it. London is massive, like the New York City of Europe. There are so many neighborhoods to explore, restaurants to try out, and tours to take. We were balling on a budget for the full trip, and stayed at The Resident in Covent Garden. It was simple, clean, and right across the street from the Underground station. A quick note up front: Don’t be intimidated by the Underground. It’s so easy to put credits on your Apple Wallet, and it is the fastest way to get from place to place in the city (including from the airport).

London's Calling! An Ambitious Traveler's Guide to Taking on London In 2 Days
Of the five European cities that my husband and I crammed into our 10-day adventure, London was the one I was most nervous about “accomplishing” in the two short days that we had reserved for it. London is massive, like the New York City of Europe. There are so many neighborhoods to explore, restaurants to try out, and tours to take. We were balling on a budget for the full trip, and stayed at The Resident in Covent Garden. It was simple, clean, and right across the street from the Underground station. A quick note up front: Don’t be intimidated by the Underground. It’s so easy to put credits on your Apple Wallet, and it is the fastest way to get from place to place in the city (including from the airport).

London's Calling! An Ambitious Traveler's Guide to Taking on London In 2 Days
Of the five European cities that my husband and I crammed into our 10-day adventure, London was the one I was most nervous about “accomplishing” in the two short days that we had reserved for it. London is massive, like the New York City of Europe. There are so many neighborhoods to explore, restaurants to try out, and tours to take. We were balling on a budget for the full trip, and stayed at The Resident in Covent Garden. It was simple, clean, and right across the street from the Underground station. A quick note up front: Don’t be intimidated by the Underground. It’s so easy to put credits on your Apple Wallet, and it is the fastest way to get from place to place in the city (including from the airport).
My travel photos


