Rosemary Beach Road Trip

by | Jul 15, 2016 | Travel | 0 comments

In April, Lauren and I packed up her car and went for a road trip to Rosemary Beach!  Living in Chicago and rarely being in a car, it was actually kinda fun to relive the days of long road trips…We had plenty of time to catch up, eat junk food (because calories don’t count in the car, right?) and plan out our trip.  This was technically a working vacation so we had a loose agenda.  Lauren found an adorable carriage house rental, it was decorated to perfection!
Rosemary is the cutest little beach town along 30A, complete with little shops, beautiful houses and a Town Hall (we saw several wedding festivities going on there), it’s like out of a story book!
Our favorite spot was The Pearl.  It’s a hotel with restaurants, a rooftop bar, pool and spa…what more could a girl ask for!?  We brunched at Havana Beach Bar and Grill and enjoyed drinks and bites at the rooftop bar.  They even had a live band one night.  We may have splurged on our last day and got facials at the spa!
The-Pearl-Brunch The-Pearl-Pool The-Pearl-Rooftop
We drove to Santa Rosa one night to go to one of our favorite beach bars, Bud and Alley’s!  Always a good time, and fun atmosphere!  We took a taxi home and rode bikes 8 miles back the next morning to get Lauren’s car, ha! Better safe than sorry!
Another highlight of the trip was spending a day at The Caliza Pool in Alys Beach (walking distance from Rosemary).  Our friend Teresa of Bloomsbury Farm was so kind to offer us her pool pass.  The pool is UNREAL, so many gorgeous details; from the hammocks and Moroccan details to the silver beaded drapes along the bar and plush towels…Even the bathrooms are fab! Swoon!
Caliza-Pool Caliza-Pool-AlysCaliza-Pool-Alys-Beach
Confession: We didn’t get much work done (I’m blaming it on the bad internet connection, lol) but we sure had a great trip!


So versatile and matches everything, I carry it all the time!


These are one of my favorite pairs!


The perfect pink…I think I need these in every color.



La Crema | Tapas spot with a quaint patio area.  We were told to come here for dessert but soon discovered that the entire menu is amazing!

Havana Beach Bar and Grill | Located in The Pearl, a bit more upscale.  Great service.

Havana Beach Rooftop | Also located in The Pearl, overlooking their gorgeous pool.  Food is more bar-like yet delicious!

Cowgirl Kitchen | We actually only got Pimento Cheese and Corn Relish dips (to go) but both were yummy!


Havana Beach Rooftop | Who doesn’t love a rooftop?!  Friendly bartenders and great Happy Hours specials.


Bud and Alley’s | Located in Santa Rosa Beach, this popular Bar and Restaurant gets a little rowdy at night.


Rent A Bike | Daily rentals are available and the bikes are cute and come with baskets.

Go on a Jog | There are pedestrian lanes along 30A and I loved running from Rosemary to Alys Beach.

Go to the Spa | We got fabulous facials at The Spa at The Pearl!