Snapshots from Anna Maria Island

Thanks for your love on Little Miss’s room reveal! She’s beaming with joy from all your kind words…especially on her artwork. And after only three days of school, her new desk area is already coming in handy!

We’re falling back in to the school routine and rhythm, but I am missing that family vacation bubble! You know the one, where everyone is happy and relaxed, and there’s uninterrupted family time with minimal distractions (and bickering). 

There’s just something about Anna Maria Island that instantly triggers that magical bubble, and a trip I look forward to all year. After four years, there’s a familiar comfort to it we all crave, and it’s a week of fun, food, relaxing, and good friends.

Her Swimsuit | Similar Straw Totes

We never have an agenda when we’re here…just days filled with beach walks and fish tacos, and nights of chasing crabs and playing cards. And sunsets take the place of Netflix.

We actually went back-to-school shopping before we left…and hit the jackpot at JCPenney! We found Vans tees and rompers for $10, huge selections of jeans and shorts, and even their favorite Converse sneakers on sale (low tops and high tops)! 

I assumed they’d save their new finds for school, but they wanted to wear them immediately and packed much of it for our trip.

Vans Tee | Adidas Shorts | Mermaid Tee | Knit Shorts

my outfit

We adore this precious family, and love seeing them every summer! Our kids have practically grown up together, and have the best time. Can you believe Jen and I met through our blogs?! She’s just as sweet as she is online, and then some!

Watermelon Tee | Adidas Shorts

We’ve taken this exact picture four years in a row…it’s so fun to look back at the past posts and see how they’ve grown and changed!

Vans Tee | Adidas Shorts | Mermaid Tee | Knit Shorts

Vans Tee | Knit Romper (only $5!)

Her Swimsuit

Vans Tee | Adidas Shorts

Vans Tee

We hit up all our usual spots, you can find our fave eats and things to do in these previous Trip Reports.

But we did stay in a new rental, 2901 Avenue F on Holmes Beach…this one was a little newer and larger, with incredible views from multiple balconies. It was a great location on the island, at the end of a quiet beachfront street.

It does has a narrow spiral staircase leading to the bedrooms upstairs, but that wasn’t a hinderance for us. You can find rental info here.

Vans Tee | Her Romper | My Romper | Color-blocked Tee

I’m holding on to that vacation feeling as long as I can, and cherishing the memories we made this Summer. Hard to believe we’ll be moving our son to college next year!

See everything I packed and wore in this Sugarplum Style post. And find our full Trip Reports on Anna Maria Island here.

[Shop our Beach Style]

*All photos captured on my iPhone by us. This post is created in collaboration with JCPenney, but all styles, opinions, and sappy-mom thoughts are my own. Thank you for supporting Hi Sugarplum sponsors.*