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PLAN A TRIP

Reagan Jamail

Specialties

A native Texan with a global outlook, Reagan crafts immersive journeys that foster cultural connection and ignite curiosity.

As a child, traveling through Mexico with her family instilled her love for travel and all the enriching – and often humbling – lessons it has to offer. As a travel advisor, Reagan continues to extend that passion into her personal and professional life. She creates bespoke travels for family, friends, and clients to empower them to discover both fresh and well-loved destinations.
Reagan discovered the value of a travel advisor after planning her own trip with SmartFlyer as she drew up her dreamy elopement to the Amalfi Coast paired with her honeymoon through Tuscany and Rome. As a loyal client of over ten years, she has traveled across Europe, safaried in Botswana and Kenya, sailed through the Caribbean, and adventured through the islands and jungles of Southeast Asia.

After a decade-long career of managing an array of projects at Google across the U.S., Europe, and Asia, Reagan decided to pivot her career to be on the other side of the travel planning desk. It’s with this first-hand understanding of the client experience — knowing how much all of the small details amount to the feeling of being completely at ease while traveling — that she helps plan her clients’ travels today.

Which destinations or hotels do you go back to again and again? Why?

Mexico and Italy have a magnetic pull on me – I can’t seem to stay away! Mexico is such an easy travel destination for Texans. I have been fortunate enough to have family living in San Miguel de Allende for most of my life, but I also enjoy exploring the Riviera Maya and many other places in the country. Mexico has so much to offer culturally and I adore the food and people.

Italy is just the most romantic and wonderful place I have ever been, and I can’t seem to get enough of it. I might be biased because I got married there, but the country is so full of history and culture that it makes you feel as though you’ve stepped back in time. Walking arm-in-arm with my husband through the streets of Rome after dark, with beautifully lit ancient structures, feels like a scene out of an old film. Whenever I am on the Amalfi Coast, you will find me staying at Casa Angelina, my little slice of heaven.

Which destinations are you looking forward to visiting? Why?

I am really excited about my upcoming trip to the Philippines. Being in or near water makes me happiest, so I can’t wait to go scuba diving in the crystal clear blue waters and take in the beauty of the exotic landscape. And let’s not forget about the food! I’m looking forward to trying some traditional dishes like Ukoy and Kare-Kare.

Travel Tip

  • Pack light, embrace the unexpected, leave room for spontaneity, and create memories that last a lifetime.

Testimonials

“I was planning a trip to Costa Rica, a country I'd never been to before and, although I usually plan my own travel, as I was busy with work, I left all the decisions in Reagan's hands. I trusted her completely to plan a fantastic trip – and she delivered! Reagan came up with a fun itinerary, allowing us to see many parts of the country, take part in exciting activities (like zip lining in the jungle, swimming in waterfalls, hiking a volcano, horseback ringing on the beach, among other things), handled all of the logistics and transfers between sites with care, and secured accommodations that were well situated, reasonably priced, yet fun! She did extensive research to find some gems. I appreciate that Reagan takes into consideration my needs and customizes travel plans in such a bespoke way. Reagan has a true adventurous spirit and thus has been to so many places, which is helpful to her clients, as she has contacts as well as on-the-ground experience to draw upon. I am so thankful for her fun travel spirit, but also attention to detail and organization. I think that's what makes a trip fun, is when you don't have to think about the logistics, and just get to enjoy the natural beauty of a new place. Thanks, Reagan!”

-Whitney S.

It is my utmost pleasure to write a recommendation for Reagan regarding our recent trip to Mexico City. Taking my parents away for a surprise holiday was made effortless by Reagan’s detailed planning that was nothing short of impeccable. Casa Polanco was a sublime hotel and her coordination of a wonderfully diverse itinerary based around Barragan, Rivera, the pyramids and a culinary extravaganza made for a truly memorable experience. I cannot wait to work with her again in planning our next adventure.

-Daniel W.

Planning a trip to Italy can be daunting, but Reagan made the entire process a breeze. Her expertise, attention to detail and genuine passion for travel made my trip truly unforgettable. She went above and beyond to ensure everything ran smoothly, allowing me to relax and enjoy every moment. From the very beginning, she took the time to understand my travel style, budget and interests. She even threw in a few magical surprises that I will never forget. I can't wait to plan another trip with her and I highly recommend using her to plan all your vacations.

-Melissa C.