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
(12)
100% Recommended
Cindy was great to work with - she responded quickly to questions and showed great patience as we had a small window of dates available, but... Read More >
About
Reviews
Certificates & Awards
Travel Stories & Media

Areas of expertise

Destinations:

Riviera Maya, Cancun, Jamaica, Hawaii

Interests:

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

About Me

Manager/Travel Specialist

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
12 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 12 reviews

Great family trip - so blessed!
Reviewed By Lee Fam - Oostburg, WI | Traveled to Punta Cana | Dominican Republic | Caribbean
Cindy was great to work with - she responded quickly to questions and showed great patience as we had a small window of dates available, but several "must have" things on our trip bucket list. It was a blessed time with our family before our son left for college. We were grateful for her planning help as it was overwhelming to handle ourselves! She had excellent suggestions for airport parking and international travel tips that made things much smoother than if we had tried to navigate on our own.
Cindy Brill responded
"Thank you so much for your kind words! It was truly a pleasure helping your family plan such a special trip. I'm so glad we were able to find an itinerary that checked off those important bucket-list experiences and gave you valuable family time before your son headed off to college. Thank you for trusting me with your travel plans, and I hope the memories you made together will be treasured for years to come. I look forward to helping with your next adventure!"
✓ I would recommend this agent to my family and friends.
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Honeymoon
Reviewed By Emma - Sheboygan, WI | Traveled to Mexico
Cindy did an amazing job helping us plan out our honeymoon! Everything was seamless for us while traveling to Mexico. We didn’t have to worry about airport transportation, flights, or anything else because Cindy perfectly organized everything for us. She also listened to our honeymoon destinations wants, and chose a great resort for us. We loved relaxing and enjoying the all inclusive resort.
Cindy Brill responded
"Thank you for allowing me to plan your honeymoon. It was a pleasure to work with you guys."
✓ I would recommend this agent to my family and friends.
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Family memories made
Reviewed By Agentfan123 - Sheboygan, WI | Traveled to Bahamas | Caribbean
I had no idea on where to start to book a Disney Cruise. I knew it would be a once in a lifetime opportunity to get all 13 of us on a cruise together. Cindy made it happen! From getting all our staterooms on the same hall, to insuring that our dinners would be unforgettable. Thank you Cindy!
Cindy Brill responded
"Thank you so much for your kind words! It was truly a pleasure helping your family plan such a special vacation. Coordinating a Disney Cruise for 13 people is no small task, but knowing your family was able to make those memories together made every detail worth it. Thank you for trusting me with your once-in-a-lifetime family adventure—I hope it's the first of many amazing trips together!"
✓ I would recommend this agent to my family and friends.
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Europe trip
Reviewed By kjs - Sheboygan WI | Traveled to Amsterdam | Netherlands | Europe
Our trip to Europe was organized by Cindy down to the very smallest detail. Unfortunately, we experienced a couple health incidents near the end of our trip which made our trip home quite difficult. Cindy helped us recover a problem with our airline which we are exrremely grateful for. We love her upbeat personality and was always available for all of our questions.
Cindy Brill responded
"Thank you so much for your kind words. It was a pleasure helping you plan your European adventure, and I'm delighted that you enjoyed your trip despite the unexpected health challenges you faced. I'm grateful I could assist in resolving the airline issue. Thank you for trusting me with your travel plans and for taking the time to share your experience. ??Cindy"
✓ I would recommend this agent to my family and friends.
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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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Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.

My Photo Albums and Videos

Norway
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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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