Picture shows me (Pari) in a Tommy Hilfiger dress depicting 1950s fashion

1950s Fashion In Old Havana

1950’s Fashion in Old Havana

1950s Havana Fashion
1950s Fashion – dress with cinched waist and full skirt. Pic Credit: jill111 (Pixabay)

1950’s fashion centered around the dirndl dress introduced by Chrisitian Dior in 1947. The main features of the dirndl dress were sleeveless/small puff sleeves, a small cinched waist appearance and a full skirt as shown below. In the later part of 1950’s the pencil skirt came into fashion.

Buy 1950’s Vintage Dresses

A Modern Take on 1950’s Fashion

1950's Old Havana Fashion
Paying homage to the 1950’s vibe of Havana

When I traveled to Havana Cuba, I decided to pay homage to the 1950s vibe of this colorful city with 1950s fashion.

I chose a white Tommy Hilfiger dress as shown in the photo above. This dress has hints of the classic 1950s cinched waist appearance. However, instead of the full skirt, which I was uncomfortable with, it features an A-line skirt.

I deliberately chose a white dress so that the dress fitted in harmoniously with the colorful buildings of Old Havana. I paired this dress with a 1940s style straw hat which provided much-needed shade from the sun along with enhancing the classic feel of the dress. The belt which came with the dress helped to highlight my waist and giving an illusion of a slim waist.

Picture shows me (Pari) exploring bellamar caves in comfortable jeans, polka dot top and Ecco shoes
Exploring Bellamar Caves in comfortable jeans, polka dot top and ecco shoes

Another fashion trend in the 1940’s and 1950’s was the Polka dot. The Polka dot has never really gone out of fashion and I am sure many of you will have atleast one item of clothing with Polka dots on it.

Havana is the perfect spot to showcase your Polka dot fashion items. The fun, bright and colorful vibes of the Polka dots go hand in hand with Havana.

Comfort and Fashion both get equal considerations when I travel. So, for the Bellamar cave exploration, I stuck with my comfy jeans and Ecco sneakers. However, in keeping with the 1950’s fashion, I chose a brightly colored polka dot top.

Shop for some Polka dot items for your wardrobe here:

Shop 1950’s Polka Dot Inspired Fashion

I hope this post has inspired you to try some 1950’s inspired fashion during your visit to Havana and in your everyday life.

If want to know more about Havana Cuba, Check my posts : Old Havana Cuba: A Walking Tour Of The Four Plazas and Cuba Cars: 9 Cool Pictures of These Classic Beauties

Disclaimer: Some of the links are affiliate links. This means I receive a small commission, at no extra cost to you, if you buy them.


  1. Great post! I would love to visit Old Havana – it looks so stunning. Your style is beautiful too. Love the pictures you took. It looks like you had an amazing time! Thanks for sharing!

    1. Thank you Victoria. Old Havana is a beauty! I loved all the colorful building and the plazas over there. If you get a chance, you should definitely visit Cuba. I am sure you will love it !

  2. Absolutely love the photos! I keep seeing articles about Havana and it is making me want to travel there. Also love the Cave. It made me think of It’s a Small World at Disneyland, but more rustic! Thanks for sharing.

    1. Thank you Jenny. Old Havana is a beautiful place no doubt. You should go if you get a chance. The caves were also beautiful. Most of my photos couldn’t cover the actual beauty of the place because of poor lighting. Trust me it was amazing!

    1. I agree, I love the 50’s look. I hope they make a come back. You should try and visit Old Havana next time. It’s so colorful and full of culture.

    1. Yes. I loved the lost in time vibe of Cuba. All those colorful classic cars were so amazing. I am planning to visit again. I haven’t had my fill of Cuba yet!

  3. Havana looks incredible! I’d so love to visit! I love the old, traditional and classic look. These outfit ideas are perfect for the scenery — love the polka dot dress with sleeves!

    1. Thank you Leigh. Havana is one of the most colorful cities I have visited!I would love to visit again. The polka dress with sleeves was my favourite too. Wish I could afford it ;D.

    1. Thank you Rica. I am glad you love Havana. I have added videos of Old Havana walking tour of Havana if you are interested. If you get a chance, you should visit. I highly recommend it.

    1. Thank you. After the resort life (and huge portions of deserts) for a week in Cuba I have difficulty getting back into it ;D

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