About Lindsay Lola

Hey there! I’m Lindsay—Florida transplant, Pilates instructor, travel lover, and your go-to source for all things Southwest Florida.

My most visited beach in Bonita Springs, FL
Fishing for Sea Trout Sanibel Island
catching Sea Trout on a fishing Charter // Sanibel Island, Florida
Koreshan State Park, Estero, FL

A few years ago, my family and I traded snowy Minnesota winters for sunshine, beaches, and palm trees. Now, I spend my days exploring hidden gems, testing out the best coffee spots, and figuring out the ins and outs of Florida life—so you don’t have to.

When I’m not running after my kids (or running half marathons I barely train for—oops), you’ll find me curating travel guides, sharing my favorite local restaurants, or helping others discover the magic of Southwest Florida. I also have a deep love for Pilates and work with clients focusing on strength, mobility, and injury prevention.

But let’s talk about something equally important: food. Cooking has always been a big part of my life, and there’s one tradition I take especially seriously—homemade pizza night. Armed with my favorite kitchen tools (Babadoh containers, Lloyd’s pans, and my trusty KitchenAid mixer), I love crafting the perfect pizza dough, experimenting with toppings, and making it a fun experience with my family. Whether it’s pizza, fresh-baked treats, or easy family dinners, I’m always on the lookout for delicious, stress-free recipes.

And because life is all about reinvention, I recently dusted off my old merchandising skills from my seven years in the wine industry and picked up a side gig merchandising for a popular clothing store in town. Through this, I’ve been able to curate a wardrobe I truly love—one that fits my lifestyle, Florida’s weather, and my ever-evolving style. It turns out, merchandising a closet is a lot like merchandising a wine shelf: it’s all about balance, quality, and picking what you’ll actually love and use.

Through my blog and social media, I share real-life experiences, honest reviews, and practical tips—whether you’re planning a Florida getaway, looking for the best happy hour, figuring out Florida-friendly fashion, or just trying to survive hurricane season with a solid Amazon haul.

Want to stay in the loop? Join my newsletter and get the inside scoop on the best of Southwest Florida, plus exclusive travel tips, lifestyle updates, and maybe a few pizza secrets.

Let’s connect! Follow along on Instagram or YouTube for more fun.

How it all started

2007: Attend Flight Attendant schools in Salt Lake City, Atlanta, and Memphis

2007-2010

Travel the world, and the US, as a flight attendant solidifying my love of travel and exploring new places..

2010

Left my Jetset life behind to break into the wine and liquor industry.

Spend the next 7 years merchandising and selling wines and liquor to on and off premise accounts. Traveling to California, Italy, and St. Croix to visit suppliers.

2018-2021

After my second child is born I become a SAHM.

2021

After outgrowing our starter home we decide to take a chance and move across the county to Florida instead of renovating our Minnesota home.

2022

We settled into our new home in beautiful Southwest Florida, started exploring all the area has to offer, experience our first Hurricane (Ian).

2023

When my youngest goes to Kindergarten I got certified as a pilates instructor.

I also monitized my YouTube channel, dusted off my merchandising skills and started working at a clothing boutique, and started the blog to share my love of writing, travel, food, fashion, and Florida!

Thank you for being here!