Kerrylynn Regan
Based in Nashville, Tennessee
Speaks English
Kerrylynn Regan
Ask me about
My Story
Nashville-based, but can usually be found traveling. I love to explore new destinations and plan trips for any and all!
My Travel Style
I've been the travel planner in my family for many years. We love adventures and affordable travel for our family of 9+ people. I've also planned many girls trips, solo trips, and trips abroad. National Parks have been my recent favorite!
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My reviews (8)
Janelle M.
5 months ago
Kerry was absolutely amazing to work with! Communication was clear, timely, and always so friendly — I felt completely taken care of throughout the entire booking process. She really listened to my travel preferences and made thoughtful suggestions that I wouldn’t have discovered on my own. Every detail was handled with care, and her recommendations were spot on and made my trip even more special. I truly appreciate her expertise and dedication — I can’t wait to plan my next adventure with her!
Haley S.
5 months ago
Great, friendly agent!
Lauren M.
6 months ago
Kerry is kind and caring and will get you the best rates. She is so easy to work with. She is always flexible with our travel plans and changes and does everything she can to make each trip amazing!
Morgan O.
6 months ago
Kerry was friendly, communicative, and timely. It was so nice to just relax and enjoy vacation knowing Kerry thoughtfully provided recommendations based on our preferences. I can’t recommend Kerry highly enough for anyone looking to make travel seamless, personalized, and stress-free. I’ll absolutely be booking through her again!
Erin S.
9 months ago
Kerry was amazing to work with! She found exactly what I was looking for! Great responsiveness in her communication as well. I would recommend her and plan to book through her again!
Janelle M.
5 months ago
Kerry was absolutely amazing to work with! Communication was clear, timely, and always so friendly — I felt completely taken care of throughout the entire booking process. She really listened to my travel preferences and made thoughtful suggestions that I wouldn’t have discovered on my own. Every detail was handled with care, and her recommendations were spot on and made my trip even more special. I truly appreciate her expertise and dedication — I can’t wait to plan my next adventure with her!
Haley S.
5 months ago
Great, friendly agent!
Lauren M.
6 months ago
Kerry is kind and caring and will get you the best rates. She is so easy to work with. She is always flexible with our travel plans and changes and does everything she can to make each trip amazing!
Morgan O.
6 months ago
Kerry was friendly, communicative, and timely. It was so nice to just relax and enjoy vacation knowing Kerry thoughtfully provided recommendations based on our preferences. I can’t recommend Kerry highly enough for anyone looking to make travel seamless, personalized, and stress-free. I’ll absolutely be booking through her again!
My travel ideas (4)
Passing Through Portugal: An 8- to 10-Day Guide to Porto, Lisbon & Algarve
Portugal is beautiful, with 300+ days of sun. In addition to fantastic weather, Portugal offers delicious food and wine, gorgeous beaches, and welcoming and kind locals. The cities are walkable (if you don’t mind hills). Public transportation is easy and convenient. Portugal is also known for being more affordable than other popular areas of Europe.
Passing Through Portugal: An 8- to 10-Day Guide to Porto, Lisbon & Algarve
Portugal is beautiful, with 300+ days of sun. In addition to fantastic weather, Portugal offers delicious food and wine, gorgeous beaches, and welcoming and kind locals. The cities are walkable (if you don’t mind hills). Public transportation is easy and convenient. Portugal is also known for being more affordable than other popular areas of Europe.
3-Day Guide to Bozeman & Yellowstone National Park (Baby & Family-Friendly)
This was our first national park trip as a family of eight, including a 9-month-old. We vary largely in our hiking abilities and love of the outdoors. Fortunately, everyone absolutely loved this trip! Yellowstone is magical and unlike anywhere else we have been.
3-Day Guide to Bozeman & Yellowstone National Park (Baby & Family-Friendly)
This was our first national park trip as a family of eight, including a 9-month-old. We vary largely in our hiking abilities and love of the outdoors. Fortunately, everyone absolutely loved this trip! Yellowstone is magical and unlike anywhere else we have been.
A Solitary Stroll Through Edinburgh
This was my first solo trip abroad, and it was truly an unforgettable experience! I highly recommend it to anyone looking to escape for a few days to a magical city full of history, stunning architecture, and gorgeous landscapes. Everywhere you turn is a charming view, whether it’s a castle, quaint cobblestone street, or miles of rolling hills.
A Solitary Stroll Through Edinburgh
This was my first solo trip abroad, and it was truly an unforgettable experience! I highly recommend it to anyone looking to escape for a few days to a magical city full of history, stunning architecture, and gorgeous landscapes. Everywhere you turn is a charming view, whether it’s a castle, quaint cobblestone street, or miles of rolling hills.
Wild Peace: A Weekend in Jackson, Wyoming
I felt immediate peace stepping off the plane in Jackson Hole. What a special destination to unplug and make lifelong memories. We had an amazing trip and wouldn't change a thing (other than packing some binoculars!).
Wild Peace: A Weekend in Jackson, Wyoming
I felt immediate peace stepping off the plane in Jackson Hole. What a special destination to unplug and make lifelong memories. We had an amazing trip and wouldn't change a thing (other than packing some binoculars!).
Passing Through Portugal: An 8- to 10-Day Guide to Porto, Lisbon & Algarve
Portugal is beautiful, with 300+ days of sun. In addition to fantastic weather, Portugal offers delicious food and wine, gorgeous beaches, and welcoming and kind locals. The cities are walkable (if you don’t mind hills). Public transportation is easy and convenient. Portugal is also known for being more affordable than other popular areas of Europe.
Passing Through Portugal: An 8- to 10-Day Guide to Porto, Lisbon & Algarve
Portugal is beautiful, with 300+ days of sun. In addition to fantastic weather, Portugal offers delicious food and wine, gorgeous beaches, and welcoming and kind locals. The cities are walkable (if you don’t mind hills). Public transportation is easy and convenient. Portugal is also known for being more affordable than other popular areas of Europe.
3-Day Guide to Bozeman & Yellowstone National Park (Baby & Family-Friendly)
This was our first national park trip as a family of eight, including a 9-month-old. We vary largely in our hiking abilities and love of the outdoors. Fortunately, everyone absolutely loved this trip! Yellowstone is magical and unlike anywhere else we have been.
3-Day Guide to Bozeman & Yellowstone National Park (Baby & Family-Friendly)
This was our first national park trip as a family of eight, including a 9-month-old. We vary largely in our hiking abilities and love of the outdoors. Fortunately, everyone absolutely loved this trip! Yellowstone is magical and unlike anywhere else we have been.
A Solitary Stroll Through Edinburgh
This was my first solo trip abroad, and it was truly an unforgettable experience! I highly recommend it to anyone looking to escape for a few days to a magical city full of history, stunning architecture, and gorgeous landscapes. Everywhere you turn is a charming view, whether it’s a castle, quaint cobblestone street, or miles of rolling hills.
A Solitary Stroll Through Edinburgh
This was my first solo trip abroad, and it was truly an unforgettable experience! I highly recommend it to anyone looking to escape for a few days to a magical city full of history, stunning architecture, and gorgeous landscapes. Everywhere you turn is a charming view, whether it’s a castle, quaint cobblestone street, or miles of rolling hills.
My travel photos
