Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (2024)

By Mary Ann Pickett 16 Comments

Want to feel pretty on your tropical beach vacation this Summer? Of course, you do…even when you are over 60 like I am! I’m showing what to wear in Florida on vacation, which works in lots of tropical destinations like the Bahamas or Hawaii, too.

We live on the northeast coast of Florida with white sand beaches. We’ve also lived in southern (crystal clear waters of Fort Lauderdale) and central Florida where our son lives now.

We’ve got you covered today with your essential packing needs for travel in the United States. Kim from Northern California Style has gathered a group of bloggers from around the country. This is going to be fun! Their links are at the end of the post.

How To Feel Pretty On Your Tropical Vacation

In Florida in the summer months, it’s going to be HOT and humid (it’s already started). So:

  • Embrace color — this is the time to pull out your most colorful wardrobe items (think Palm Beach).
  • White is a good idea, too.
  • Pack looser clothing that breathes like linen and cotton.
  • Let your feet get some air with sandals and flip-flops, too. If going to the theme parks or playing tennis or pickleball, definitely pack sneakers.
  • Gone are my bikini days but don’t forget a couple of swimsuits, cover-ups, a hat, and sunscreen.

What To Wear To Lunch/Shopping

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This eyelet dress comes in white and black too. You could wear white cropped cotton leggings if you don’t want to show your legs and it becomes a tunic top. (I use Jergens Natural Glow fair to medium on my legs).

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Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (3)

The dress is lined and cute in person.

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This is a J. Jill linen dress from last year. There are new colors here.

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What To Wear To The Pool or Beach

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Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (8)

What To Wear To Dinner

I wore this linen blend dress with dark navy embroidery to dinner in Orlando on Mother’s Day. It was humid but I was cool in this dress.

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Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (10)

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I am wearing the above caftan in turquoise in the group photo at the end of the post. Very comfortable.

Feel Pretty On Your Tropical Beach Vacation In A Maxi Dress

My friend, Jules and my sister and I all like this cool cotton, Somerset dress with pockets. There are other colors, too, many come in regular, petite, and tall.

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Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (13)

You may also like Straight Off-White Jeans Five Ways For Spring And Summer.

What To Pack For Different Parts Of The U.S.

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Let’s go on some virtual vacations with my friends… and see what to pack.

Northern California Style

Make Mine a Spritzer

Pinecones and Acorns

Most Lovely Things

Cindy Hattersley Design

Fashion Should Be Fun

Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (15)

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Reader Interactions

Comments

  1. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (19)CK says

    Love Tommy Bahama, and most of their things are perfect for life here in southeast Texas! It makes me so happy to see you wearing them – please keep it up! You look great!

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (20)Mary Ann Pickett says

      Thanks so much. It’s a nice look for here too. So different from SF.

      Reply

  2. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (21)cindy says

    I tried that white dress on in Anthropologie. It is a gorgeous dress, but I was too long-waisted for it. I love all the pretty dresses you are wearing. You look great in that blue!! Great tips!

    Reply

  3. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (22)Annie Diamond says

    Mary Ann,
    You look gorgeous in dresses! It really is the perfect thing to wear in the summer where it’s tropical. You sure have adjusted to your coastal life. I can’t wait to visit you and walk those white sandy beaches.
    xx

    Reply

  4. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (23)kim says

    Mary Ann, Love all your choices here. You look especially pretty in the eyelet dress and I am loving the Jack Roger’s sandals! The little white dresses – the navy and the other embroidered one are also so good. I like the tips too! Your beachside life sounds so fun! Thank you for doing this and all the work. Love it! x Kim

    Reply

  5. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (24)Juliet says

    Oh, MA! You know I love color. Florida here I come! You look adorable in everything … and I really love your blue and white linen blend dress. I need it, right? That Anthro Sommerset dress is a hit … so flattering and perfect for so many occasions. Get your guest room ready, I’m packing my bag(s)!!! Calm down, I’m kidding. So fun doing this with you! xo

    Reply

  6. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (25)Bess says

    These different location fashion show post are terrific and very helpful. I also live in FL and 100% agree that cotton and linen are best for heat and humidity. That being said all cotton and linen are not alike. I like for mine to drape and flow as I move. If too thick they sit on my straight body type like a tent. My favorite brand is Eileen Fisher but I also have several Lilly and Tommy Bahama pieces. Big thank you to all the girls for sharing.

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (26)Mary Ann Pickett says

      Thanks, Bess. A few of these dresses are from Tommy Bahamas which I just started wearing. My husband has been wearing that brand for years.

      Reply

  7. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (27)Diane E Ruebel says

    Good morning from the other coast,

    I love the many choices you’ve offered for different occasions. What an inspiring selection.

    What size are you wearing in the JJill linen dress? You and I are so similar that I believe if it fits you it will fit me.

    Happy day from Mercer Island,
    Diney

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (28)Mary Ann Pickett says

      Hi Diney,
      It’s a small petite dress. Thanks for commenting!

      Reply

  8. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (29)Dawn Lucy Ross says

    So many great ideas! I really love that long royal blue kaftan! Fabulous!
    Thanks for all the inspiration!

    OXOX
    Dawn

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (30)Mary Ann Pickett says

      I know. I thought about getting that one instead of the turquoise but I have another blue and white caftan.

      Reply

  9. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (31)Elizabeth@pineconesandacorns says

    Mary Ann,

    You are so right about the hot, humid days and nights in Florida. But with your curated looks anyone can look beautiful and stylish and still stay cool.

    You look beautiful in all of your picks! Especially the blue and white Mother’s Day outfit!

    Have a wonderful day!

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (32)Mary Ann Pickett says

      It’s already getting hot! I have a dress on today.

      Reply

  10. Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (33)Karen B. says

    Mary Ann,
    These look great and cool for summer. I have been shopping for some simple summer dresses that can be worn during the casual summer events I usually attend. Thanks for the sources and fashion show. 😊❤️
    Karen B.

    Reply

    • Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (34)Mary Ann Pickett says

      Thanks, Karen. Cool dresses work really well for me in the summer. I’m wearing one now!

      Reply

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Want To Feel Pretty On Your Tropical Beach Vacation? | Classic Casual Home (2024)

FAQs

How do you enjoy a beach vacation? ›

You can go beachcombing (looking for seashells), play volleyball, lay in the sun, read, look at your phone or tablet, take a walk, draw in the sand, etc. There are plenty of things to do that don't involve swimming but still involve enjoying the beach.

How to dress in tropical countries? ›

Choose Lightweight Clothing and Fabrics

If you live in countries with tropical climate, you will find the lightweight clothing or fabrics showing up in display stores when spring/summer season hits. The best fabrics are fabrics made from natural material such as cotton, linen, bamboo or lightweight pure wool.

How can I look hot and pretty? ›

Keep your shoulders up, your head looking straight ahead, and your arms at your sides. Avoid slouching, or you won't look confident. People who are hot have good posture because they're proud to own what they've got—and they love to flaunt it. If you're a woman, walk like a diva and smile seductively from time to time.

How do you dress like a tropical tourist? ›

A bright Hawaiian shirt is a classic look, but neon prints and souvenir t-shirts are also great shirt options. For bottoms, definitely go with khaki shorts or cargo shorts. Slip into a pair of white crew socks and strap your sandals over them to create an iconic tourist vibe.

What is considered a tropical outfit? ›

Think bold hues like turquoise, coral, and sunshine yellow. These colors evoke the warmth and energy of tropical destinations and instantly uplift any outfit. Another essential aspect of tropical fashion is the use of bold prints.

What is tropical Island chic dress code? ›

It means lightweight fabrics like cotton and linen. Men can opt for neutral colors paired with bright, tropical prints with boat shoes or loafers. Women can wear slacks, maxi or short dresses with wedges or flat sandals. Hawaiian-themed attire is always a perfect choice.

How to have a cheap day at the beach? ›

Why not have a picnic on the beach? Make a day of it, preparing food at home and then packing the car up for the day's journey. Bring plenty of snacks, sandwiches, and drinks. Don't forget to pack a big blanket!

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