Manager/Travel Specialist

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Cindy Brill, Travel Agent in Sheboygan, WI

Cindy Brill

Sheboygan, WI Travel Agent

Cindy Brill

Sheboygan, WI · 25+ Years of Experience

A full-service Travel Leaders Associate Agency
5.0
(8)
100% Recommended
Cindy and Sara were awesome to work with once again! I have booked multiple trips with them and they are always willing to go the... Read More >
About
Reviews
Travel Stories & Media

Areas of expertise

Destinations:

Riviera Maya, Cancun, Jamaica, Hawaii

Interests:

Honeymoons, All Inclusive, Family Vacations, Beach Vacations, Adult Only

About Me

As a passionate traveler, devoted wife, and proud mom of three grown children, I’ve spent a lifetime turning moments into memories — one destination at a time. Travel has always been more than a passion; it’s a way of life that keeps me inspired, grounded, and deeply connected to the world’s beauty.

From wandering Europe’s historic cities to soaking up the sun along the coastlines of Jamaica, South Africa, and the Dominican Republic, I’ve always chased the sun — and found joy in cultures, cuisines, and coastlines. But no place has captured my heart quite like Mexico. With over 50 visits, I’ve come to know its vibrant traditions, welcoming people, and stunning shores like a second home.

My love for travel also extends deeply into Europe, where I specialize in crafting personalized itineraries throughout destinations like Ireland, Norway, the United Kingdom, and France. Whether it’s exploring charming villages, navigating iconic cities, or designing seamless multi-country journeys, I take pride in creating independent travel experiences that feel effortless, immersive, and uniquely tailored to each traveler.

Beyond the destinations themselves, what I value most are the moments in between — the laughter over a shared meal, the feeling of discovering somewhere new, and the connections that stay with you long after you return home. Those are the experiences I strive to create for every traveler I work with.

My mission is simple: to help others experience the magic of travel with ease, authenticity, and heart.

Whether you're planning a family getaway, a romantic escape, or a custom European journey, I bring firsthand knowledge, thoughtful planning, and a genuine passion for creating meaningful experiences. Every trip I design is tailored with care, so you can travel with confidence and focus on what matters most — making memories.

Let’s create something unforgettable together. Because when travel is personal, it becomes truly extraordinary.

REVIEWS

Rating: 5.0
8 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 8 reviews

NYE Trip to Puerto Vallarta
Reviewed By Tiffany - Puerto Vallarta | Traveled to Puerto Vallarta | Jalisco | Mexico
Cindy and Sara were awesome to work with once again! I have booked multiple trips with them and they are always willing to go the extra mile. We took our family on a week vacation to Puerto Vallarta. We rented a Villa, which was new to us, and they were willing to help answer all questions we had ahead of time. Cindy helped book an excursion in advance, helped with concierge advance services, booked ground air and ground transportation, and more! Everything went perfectly! The place they chose for us to stay was outstanding and just as the photos depicted!
Cindy Brill responded
"Thank you for your business. I am thrilled to hear you had a great experience. It is so much fun to introduce clients to new adventures. "
I would recommend this agent to my family and friends.
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Unforgettable Experience
Reviewed By Mar&Die - New Berlin, WI | Traveled to Cancun | Quintana Roo | Mexico
Cindy was flexible and encouraging when it came to finding the best deals at the best prices! Also, her advice for traveling really made our experience easier and more relaxing!
I would recommend this agent to my family and friends.
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An amazing experience!
Reviewed By Renee H - Sheboygan | Traveled to Cancun | Quintana Roo | Mexico
We have never had a travel agent plan any of our trips until now, and I can say that I will be using a travel agent for big trips from here on out. Cindy was the best from start to finish. She met with us and made sure we went to a place that had all the things we love. Before going in the trip we met again to make sure we had everything organized. After staying at our resort we don’t know if anything can top our trip. It was an amazing recommendation from Cindy. She really is the best! Highly recommend!
Cindy Brill responded
"Thank you, it was so fun to help you plan your honeymoon. Nothing will compare until the next trip. Congratulations!"
I would recommend this agent to my family and friends.
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First trip to Mexico
Reviewed By Kim - Sheboygan, WI | Traveled to Cancun | Quintana Roo | Mexico
We had an amazing time on our first-ever all-inclusive trip to Cancun! Cindy had everything planned out perfectly and took care of all the details, so we didn't have to worry about a thing. It was the most relaxing and enjoyable getaway-we can't thank her enough!
Cindy Brill responded
"Thank you for trusting me with your first international trip. It was a PLEASURE!!"
I would recommend this agent to my family and friends.
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Vacations!!
Reviewed By Arnie - Sheboygan,wi | Traveled to Panama | Central America
Cindy is wonderful! She is always there to help guide you beginning to the end of your trip! Highly recommend her
Cindy Brill responded
"Thank you!! Sincerely appreciate your business."
I would recommend this agent to my family and friends.
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My Travel Stories

Making memories in Norway!

Friluftsliv !!

Friluftsliv — the Norwegian philosophy of embracing and celebrating life outdoors — isn’t just a concept, it’s a way of being best felt in the wild, untouched beauty of Norway. Whether strolling through a storybook village, standing beneath the dancing glow of the Northern Lights, or hiking across remote, uninhabited islands scattered throughout...
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