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.
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.
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Reviews (11)
Sam L.
2 months ago
Kendall was the most helpful through our entire honeymoon planning process! Very communicative and responsive. She did all the bookings for our stay and even provided us with benefits such as upgraded room views, resort credit, breakfast credit, and complimentary champagne to celebrate our honeymoon! Highly recommend planning all your vacations with Kendall’s help!
Sam L.
2 months ago
Amazing experience! We were able to get upgraded room views, resort credit, and delicious banana bread when we checked in. Kendall recommended and booked some dinner reservations for us while we were staying in Maui and it was so nice not having to do our own research for food while on our honeymoon.
Sam L.
3 months ago
The best! Helped us get upgrades with the room, helped us book excursions and dinners.
Sam L.
3 months ago
Amazing! Got us upgraded room views and resort credit! Booked all our dinners, recommended and booked awesome excursions.
Carol H.
5 months 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!
Sam L.
2 months ago
Kendall was the most helpful through our entire honeymoon planning process! Very communicative and responsive. She did all the bookings for our stay and even provided us with benefits such as upgraded room views, resort credit, breakfast credit, and complimentary champagne to celebrate our honeymoon! Highly recommend planning all your vacations with Kendall’s help!
Sam L.
2 months ago
Amazing experience! We were able to get upgraded room views, resort credit, and delicious banana bread when we checked in. Kendall recommended and booked some dinner reservations for us while we were staying in Maui and it was so nice not having to do our own research for food while on our honeymoon.
Sam L.
3 months ago
The best! Helped us get upgrades with the room, helped us book excursions and dinners.
Sam L.
3 months ago
Amazing! Got us upgraded room views and resort credit! Booked all our dinners, recommended and booked awesome excursions.
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).
Travel photos
