Lindsey Hellenbrand, Firefly Travels

Lindsey Hellenbrand, Firefly Travels Travel Agent with Firefly Travels
I make travel easy & effortless ✈️
Specializing in Mexico and the Caribbean ☀️

I was recently recognized as one of the Top 250 producing travel advisors for Sandals & Beaches Resorts in Jamaica.Which...
08/08/2026

I was recently recognized as one of the Top 250 producing travel advisors for Sandals & Beaches Resorts in Jamaica.

Which is honestly so crazy to me because there are some big dogs out there!

But here’s the thing…I don’t sell Jamaica. I just share what I love, and Jamaica sells itself!

There are countless islands with beautiful beaches, but none of them have the people of Jamaica. The culture, the hospitality, the vibe…it’s like nowhere else and it’s one of those places you truly have to experience for yourself to understand.

To my clients who continue to trust me with their vacations and some of their most special memories…THANK YOU! It truly is such an honor and I never take that trust for granted.

And a special shoutout to my Sandals Business Development Manager, Mike Goldsby Bdm who goes above and beyond to support me and my growth. You’re the real MVP! 👊

Jamaica, you’ll always have a special place in my heart. ✌️❤️🇯🇲

In the post my agency shared, it said:“Every itinerary you design, every question you answer, and every memory you help ...
07/25/2026

In the post my agency shared, it said:

“Every itinerary you design, every question you answer, and every memory you help create makes a difference.”

That’s hitting especially close to home this week.

Some dear friends and clients of mine unexpectedly lost their mom. Just eight days before, she and her husband had returned home from a wonderful vacation in Mexico. In the midst of unimaginable grief, he shared how grateful he is that they took that trip together and created those final memories.

It was a powerful reminder that what I do is about so much more than booking flights and resorts. It’s about helping people make memories they’ll carry with them forever.

Life is short. Life is precious.

So, as cliché as it may sound… take the trip. Whether it’s a weekend getaway, a family vacation, an anniversary escape, or the dream trip you’ve been putting off, go make the memories.

You never know just how much they’ll mean one day. ❤️

Just got back from Signature’s Regional Event in Chicago! I met with over 30 suppliers and my head is still spinning wit...
06/19/2026

Just got back from Signature’s Regional Event in Chicago! I met with over 30 suppliers and my head is still spinning with information. Building these relationships, expanding my knowledge and discovering new ways to create unforgettable experiences for my clients will forever be one of my favorite things!

✨ Client love ✨Helping these first-time international travelers celebrate their 10-year anniversary was such an honor! R...
06/08/2026

✨ Client love ✨

Helping these first-time international travelers celebrate their 10-year anniversary was such an honor! Reviews like this remind me why I love what I do!!! Thank you for trusting me! 🫶

“We planned our first trip out of the country with Lindsey! It was for our 10-year anniversary, and after skipping out on a honeymoon, it was a BIG DEAL trip for us.

She was there to help us every step of the way (like literally every step—we didn’t even have passports!). She knows everything there is to know about Sandals resorts and more and helped us pick our dream resort in Jamaica.

And when that was shut down because of the hurricane, SHE was the one spending hours on the phone getting us moved to a new resort and changing flights. She even got us a pretty stellar deal on a more expensive resort.

We had some occurrences instigating what felt like a midlife crisis, so we went and picked the new Sandals resort that didn’t exactly track with our initial requirements of “easy travel and big beach.” Instead, we chose the one I’m pretty sure is the most difficult to get to.

She never questioned or judged our choice as first-time travelers. She just hung in there with us, supporting us all the way.

She was always available to answer questions both before the trip and during, and even checked in with us mid-travel when there was a minor flight delay.

Our trip to Sandals St. Vincent was an absolute dream. After being back for a little over a week now, it still feels so unreal how amazing that trip was, and Lindsey made it happen for us.

I’d trust her again and again for planning trips big or small. She’s your gal!”

The best part about this is that they loved their vacation so much, they took advantage of Sandals’ Loyalty & Travel program (Best discount + low deposit) and booked a family vacation for 2028 and I can’t wait to help them plan the next one! 🏖️

Cheers! 🥂

Here’s what my friends had to say about Saint Lucia…“From the helicopter ride to our resort, to the amazing food + drink...
04/24/2026

Here’s what my friends had to say about Saint Lucia…

“From the helicopter ride to our resort, to the amazing food + drinks, to the most beautiful sunsets and clear blue water, to the amazing staff who treat you like royalty, to the boat rides, spa and golfing and can’t forget all the friends we made along the way — Sandals Grande St Lucian you were a 15/10 🌸🌺

This trip was beyond perfect and smooth sailing because of my friend Lindsey at . She planned this whole trip for us and we are so so grateful!! ❤️”

During our initial call Alia told me what she was looking for and I immediately knew the perfect place to send them. I said, “Don’t worry, I’ve got you”. She put all of her trust in me and I took care of every detail. Needless to say, they had an amazing experience and I’m patting myself on the back. Man, I love my job! 👏

✨ Client Review ✨“We loved our experience working with Lindsey from the beginning to end! She was so easy to work with, ...
04/18/2026

✨ Client Review ✨

“We loved our experience working with Lindsey from the beginning to end! She was so easy to work with, she listened to what we were wanting to celebrate our 20th wedding anniversary. She made the process seamless as this was our first time going to an all-inclusive. We also had the added caveat that our friends were joining us a few days after us. Our rooms were still near each other and she also helped us book an excursion together. To say this was the best trip my husband and I have had is an understatement and Lindsey definitely helped facilitate that! She also checked in with us throughout the process and stay to make sure we were being taken care of and had what we needed, including tips for re-entry into the country which saved us a ton of time waiting in the passport control line! We already booked our next trip in 2028 with her help! Highly, highly recommend letting Lindsey with Firefly Travels help book your next vacation!”

Thank you Nicole and Josh for trusting me with such a special trip! Cheers to the next 20 years of marriage and I’m looking forward to helping you plan St Lucia 2028! 🥂

Simplifying the travel planning process so others can create stress-free memories is my favorite thing!

Ready for your next adventure? Send me an email, I’d love to help!
📧 [email protected]

Yesterday I got invited to visit two adults-only, all-inclusive resorts that have been on my must-see list for a while n...
04/01/2026

Yesterday I got invited to visit two adults-only, all-inclusive resorts that have been on my must-see list for a while now, so you know I couldn’t say no!

These invites are pretty exclusive and not everyone gets them, which makes it even more special and also means I get to bring back all the firsthand details for you.

These properties are known for their stunning pools, beautiful rooms, amazing food and top-tier service and I cannot wait to experience it all for myself!

and I’m coming for you!

Stay tuned!! 🏝️

I never say y’all… but YA’LL!Look at this room I just booked! 😍This is a brand new room category at one of my favorite r...
03/11/2026

I never say y’all… but YA’LL!

Look at this room I just booked! 😍

This is a brand new room category at one of my favorite resorts in Riviera Maya, Mexico and these honeymooners are in for a real treat. An oceanfront suite with its own private pool? Yes, please!

This resort is the perfect mix of fun and romance, with amazing food and incredible service. Add in first-class flights and private deluxe transportation and this honeymoon is going to be unforgettable!

Ready to plan your honeymoon or dreamy getaway?
Email me at [email protected]





These ladies are some of the best in the industry and it’s an honor to be on their level, even if it’s only for a minute...
03/04/2026

These ladies are some of the best in the industry and it’s an honor to be on their level, even if it’s only for a minute!

To my clients: Because of your trust and support I am able to do what I love and chip away at my goals and for that I am eternally grateful! 🙏 🥹

I am so proud to recognize our Top Five Producers for February — advisors who continue to lead with heart, professionalism, and an unwavering commitment to their clients.

✨ Lindsey Hellenbrand, Firefly Travels✨ Lori Bacik, Firefly Travels✨ Jessica Streeter, Firefly Travels✨ Roths Around The World Cheryl Feinberg Roth✨ Kimberly Zamecnik-Firefly Travels

Your dedication to thoughtful planning, seamless ex*****on, and meaningful client relationships does not go unnoticed. Here’s to continued growth, collaboration, and designing extraordinary journeys together.

This review means so much to me, not just because of their kind words, but because of the pure joy behind them.These cli...
02/25/2026

This review means so much to me, not just because of their kind words, but because of the pure joy behind them.

These clients don’t travel often and were understandably nervous, but I guided them through every step, made the process simple, and I was there for them from start to finish. Celebrating 55 years of marriage in paradise is something they’ll never forget and the look on their faces says it all!

The memories they created are truly priceless. Thank you for trusting me, J & B!

Address

Madison, WI

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