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Callie Bailie

Humacao, Puerto Rico Travel Agent
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Callie Bailie

Callie Bailie

Humacao, Puerto Rico Travel Agent
Callie Bailie -Travel Agent with Travelmation LLC , an independent agent with Travelmation, FL, a Travel Leaders Network Affiliate Agency
Email Me
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Disney, Cruises, All-Inclusive, Adventure Travel

Our new home in beautiful Puerto Rico!
Our new home in beautiful Puerto Rico!

As a travel enthusiast, I love giving travel advice to my friends and family. Now as a  travel agent with Travelmation, I have the incredible opportunity to provide complimentary full-service travel planning specializing in creating unforgettable vacations for my clients, from all-inclusive resorts and cruises to family adventure-filled trips abroad.

In 2022, our family embarked on the exciting journey of moving to the beautiful island of Puerto Rico. We are enjoying being immersed in new cultures and finding the best restaurants, beaches, and adventures on the island. This experience has given me experience in navigating family travel within the Caribbean islands and abroad. 

With a passion for travel and a commitment to exceptional customer service, I am dedicated to helping you create the perfect vacation experience. Whether you're dreaming of relaxing on a white-sand beach or exploring the sights and sounds of a new city, I am here to guide you every step of the way.

So if you're ready to start planning your next adventure, let's connect and start exploring all the incredible travel options available to you.

I can't wait to help you create memories that will last a lifetime!

My Reviews

Rating: 5 7 Reviews

Anniversary Resort trip

Reviewed By Callae - Grand Rapids, Michigan | Traveled to Riviera Maya ~ Quintana Roo ~ Mexico
Callie was very responsive in communication throughout the whole planning and travel/trip process. Before hand, she made adjustments to her initial trip proposal until we found the itinerary that was right for us. She was on top of it when we had a (minor) issue during our trip!
I would recommend this agent to my family and friends
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We had the best time at Disney - THANK YOU!!

Reviewed By Amelie - Puerto Rico | Traveled to Orlando ~ Florida ~ USA
Callie has been absolutely wonderful to work with from start to finish. Thanks to the work that she put in on her end we were able to enjoy our trip to the fullest. She was super responsive, provided her own recommendations, and made sure our trip to Disney was going as smoothly as possible. I would work with Callie again in a heartbeat!
I would recommend this agent to my family and friends
Callie Bailie responded:
It was so fun to provide you with assistance to ensure your first trip to Walt Disney World was a success and filled with sweet memories! I look forward to partnering together in the future!
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The perfect quick get-away!

Reviewed By Marisa - Wake Forest, NC | Traveled to Puerto Rico ~ USA
Callie was amazing and took care of every detail to make our trip full of wonderful memories! She took our desires and budget and found the perfect trip for us! She was so easy to work with and always responded quickly to our questions and needs. We will definitely use her again!
I would recommend this agent to my family and friends
Callie Bailie responded:
I loved assisting your family in travel to Puerto Rico! I'm so glad you explored this beautiful island as a family.
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INCREDIBLE trip with relaxation time & adventu

Reviewed By Teresa - Chelsea, Alabama | Traveled to Jackson Hole ~ Wyoming ~ USA
My husband & I went to Jackson, WY & Yellowstone!
3 weeks before we left I was overwhelmed on what prepping for the trip! I had NO clue what hotel to book, what part of town to stay in, what experiences we want to book or where to eat! THEN I FOUND CALLIE! She listened to what we wanted & worked with our budget! She went to work researching & booking for us! She sent me 2-3 potential itineraries & recommendations until we made the final one! We had zero hiccups the entire 7 days we were there! We decided last min that we wanted to ride horses on day 6 & since I was in & of service randomly every day I asked her to find us a horse trail ride in the location we were & BOOM she got it down for us! She was incredible!
I would recommend this agent to my family and friends
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10 Year Anniversay Hassle Free!

Reviewed By Chris V - Apex, North Carolina | Traveled to St. Lucia ~ Caribbean
Travel Made Easy! We contacted Callie to help us with our 10 Year Anniversary plans. I'm very frugal, so I tried to book everything myself, and it still came in over $750 more expensive than what Callie could get for us! She found a fantastic 7-day vacation in St. Lucia with direct flights and multiple excursions. The process was seamless, easy, and pressure-free. We traveled with peace of mind and can't wait to work with Callie on our next trip!
I would recommend this agent to my family and friends
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Perfect babymoon!

Reviewed By CherylG - Richmond Hill, GA | Traveled to Hilton Head Island ~ South Carolina ~ USA
Our babymoon was exactly what we needed ahead of our new busy season. The hotel had exactly what we were looking for - clean rooms, beautiful shaded pool, outdoor patio for drinks after dinner - and it was right on the beach. Also - the massage at the hotel spa was one of the best prenatal massages I’ve ever had. Thanks for working with them to squeeze me in last minute!

The hotel also surprised us with a sweet welcome gift - I think you let them know in advance it was our babymoon? Very thoughtful, thank you!

We are already planning our return for next year!
I would recommend this agent to my family and friends
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Family Vacation :)

Reviewed By Leslie - Raleigh NC | Traveled to Fajardo ~ Puerto Rico ~ Caribbean
Working with Callie was the best!!! She booked our trip promptly, then followed up regularly and was even able to secure us (and AMAZING!) upgrade at our hotel. She was quick to answer questions, made sure we had everything the week of and then at check-in, and helped to make it an easy and amazing week for our family.
I would recommend this agent to my family and friends
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