I’ve had lots of requests for a rundown of my outfits from last week when we were at our beach condo in Sanibel Island, so today, I’m sharing them all in one post for you! I hope this post gives you some great beach vacation outfit ideas!

Everything fits TTS, unless indicated. As always, click any image or pink text link for more information or to shop!

Beach Vacation Outfit Ideas: Travel Looks

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Boden Lucinda Jersey Midi Dress | Allbirds Navy Blue Tree Runner Sneakers (Amazon lookalike HERE.) | Navy Blue Lightweight Cotton Cardigan | Navy Blue Fan Tassel Earrings | Similar Navy Blue Camera Bag | Barrington Custom St. Anne Tote | Barrington 15″ Custom Computer Case | Luggage Sold Out

There are always three things I want in a good travel outfit.

1. Something appropriate to the weather where I’m going but with a layering piece that can work on top. Ya know, just in case the airplane pilot gets a little too, um, aggressive 😂, with the A/C on the plane! Do ya’ feel me, friends? (With both of my travel looks on this trip, it was this well-priced, lightweight classic navy blue cotton cardigan. (It comes in 8 other colors too! Click HERE to see them all!)
2. Closed-toe shoes. Ever since I wore a cute pair of flip flops to travel and another traveler ran over one of my toes, ripping off the nail and leaving me bleeding in the terminal 😬😢, I’ve been a fan of closed-toe shoes for travel!
3. A versatile look that could work for the remainder of the day when we arrive. In the case of this dress, I swapped out my sneakers for THESE navy flip flops when we got to Florida.

This Lucinda Jersey Midi Dress by Boden is so flattering because instead of gathers at the waistline (which can add bulk), it has tailored, lay-flat pleats. 🙌 I ordered it in a fun flamingo print for our next trip! Boden’s quality is so good, and they have sales all the time!

NYDJ Marilyn Straight Ankle Jeans in “Clean Monet” | Hot Pink Tee | Navy Blue Lightweight Cotton Cardigan | Navy and Pink Canvas Colorblock Cap-Toe Espadrilles | Beaded Mini Hoop Earrings | Similar Navy Blue Camera Bag | Barrington Custom St. Anne Tote | Barrington 15″ Custom Computer Case

I’m not usually a fan of distressed jeans, but I couldn’t resist the playfulness of the rips and tears dyed in bright colors on these Marilyn Straight Ankle Jeans from NYDJ! As with all of NYDJ’s jeans, they are made to lift and tuck you in all the right spots! Order a size down from your normal for the perfect fit!

Also, I have to share these cute color block espadrilles with you! They’re under $30 and so comfortable! Unlike some espadrilles, they have a flexible sole. They fit TTS, with a medium width. They also come in a natural/white color combo if you’re looking for something a bit more neutral.

Beach Vacation Outfit Ideas: Casual Looks

“Favorite Daughter” Graphic Tee (Lots of color options. Click HERE to see them all.) | NYDJ Black Bermuda Shorts | Similar Yellow Flip Flops | “S” CZ & 18K Gold “Huggie” Initial Earrings | Cabana Life “Live Bright” Bag | Amazon Sunglasses

Midlife women rejoice! Bermuda shorts are BACK in a big way this year. This black pair from NYDJ is perfection, with the perfect amount of their awesome lift & tuck technology.

The $38 Cabana Life “Live Bright” Bag is made of sturdy water hyacinth. Cabana Life is donating 100% of the proceeds from every purchase to the AIM at Melanoma Foundation to aid in their fight to #endmelanoma. I love that! How fun are those tassels? I carried it all week, and it went with everything!

J.Crew Factory Floral Flutter Sleeve Top | J.Crew 7″ Inseam White Denim Shorts (NOT see-through!) | J.Crew Factory Navy and Pink Canvas Colorblock Cap-Toe Espadrilles | Beaded Mini Hoop Earrings

Target Elbow Sleeve Eyelet Top | J.Crew 7″ Inseam White Denim Shorts (NOT see-through!) | Multicolored Striped Flip Flops (Under $20!) | Bead and Rattan Earrings | Pedi Polish

My sweet yellow eyelet top from Target also comes in pink, white, green, and black. It’s elbow-length, so if you don’t like to show your upper arms, this is a good one for you!

Beach Vacation Outfit Ideas: Dinner Looks

Target Floral Print Puff Elbow Sleeve Smocked Dress | Pink Big Chain Link Jelly Sandals | Opal Illusion Stud Earrings

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Target Puff Short Sleeve T-Shirt Dress | Tory Burch Miller Sandals in “Makeup” (Nude) | Lightweight Bead and Rattan Earrings | Block Letter Monogram Necklace | Cabana Life “Live Bright” Bag | Pedi Polish

This cute 100% cotton Puff Short Sleeve T-Shirt Dress comes in a bunch of colors, and it’s under $25! It’s so soft and comfortable! If you like this dress, check out our Target Spring & Summer Dress Roundup post HERE.

Smocked Top Midi Dress | Similar Navy Blue Ankle Strap Wedges or THESE | Lightweight Navy Blue Bead and Rattan Earrings (In the image below, they don’t look navy blue, but they are a true navy blue. They’re true to the color in my photo above.)

This is the dress I’m wearing at the top of this post! It’s a good one! I’m in love with J.Crew’s dresses this year and J.Crew Factory’s dresses too! I especially love it when they knock off their own dresses! 😂 Check out this navy gingham dress at J.Crew and this oh-so-similar dupe at J.Crew Factory! LOL

Tiered Tee Shirt Dress | Multicolored Striped Flip Flops (Under $20!) | Beaded Mini Hoop Earrings | Block Letter Monogram Necklace | Pedi Polish

The website description of my Tiered Tee Shirt Dress calls this a “mini” dress, which is misleading! It hit me just above the knee — not what I would call “mini!” It is super cute!

Multicolored Striped Flip Flops

The Multicolored Striped Flip Flops I’m wearing are a great deal at under $20. They have a cushy insole, so they’re comfortable, and they go with everything!

Beach Vacation Outfit Ideas: Swimsuits & Coverups

Spanx Convertible Swim Bra | Spanx Adjustable High-Rise Swim Brief | Hat | Similar Amazon Cateye Sunglasses

If you’ve tried high-waisted bikini bottoms, I’m sure you’ve noticed that, no matter what size you are, sometimes the bottoms can squeeze your skin and give you a muffin top! (I find this so frustrating!🙄) Not so with these Adjustable High-Rise Swim Briefs! They are designed not to squeeze you — which is funny because you’d think SPANX briefs would squeeze you like crazy!😆 Instead, they’re made with a double-layer fabric that lays on your body for a seamless look. Adjustable side ruching lets you customize it for your body. I’m a fan! Order your normal size.

The design for the Convertible Swim Bra was inspired by Spanx’s best-selling Bra-llelujah!® bra, and the sizing is just like bra sizing. Love that!

Cabana Life Aruba Blues Sash One-Piece Swimsuit | Similar Amazon Sunglasses

I love the waist-defining sash on this One-Piece Swimsuit! So flattering.

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Monogrammed Pom Pom Coverup | Similar Amazon Cateye Sunglasses | Super-Glam Water Shoes 🤣

I hope this post gave you some affordable beach vacation outfit ideas! Leave me a comment if you have any questions about any of these looks, okay? I’m headed back to the beach next weekend—and this time I’m taking my two assistants with me! How fun is that?