Clothes for Jamaica: The Resort Outfits I Wore on My Jamaican Vacation

Location: Caribbean, Jamaica,
revolve swimsuit clothes for jamaica

After sharing our parent’s getaway to Montego Bay, Jamaica at Secrets Resorts and Spa Wild Orchid, I felt that it was so necessary to share with you all the clothes for Jamaica that I wore while on the trip.

When I started packing for the trip, I knew that I wanted to pack at least two outfits per day. On resorts, the day activities are very different than the night outfits, and I wanted to feel as if during the night, my husband and I were heading out on a date night so that warranted a completely different look. If you’re looking for one main tip to help you pick out outfits to pack for a beach getaway, my biggest tip is that you pack outfits that make you feel comfortable but also outfits that will allow you to showcase your personality and personal style.

So as your packing for the islands, think about what your personal style and also don’t forget to pack comfortable clothes if you’re going on any excursions. When we spent a day in the Bahamas while on a cruise, we took a Jeep excursion and I made sure to wear something that was comfortably appropriate. I’m not one that likes to hike in jeans or in a dress.

In this post, you can see all of the resort outfits that I wore while on our trip and I’ve also linked all of the outfits in this post just in case they speak to your personal style too and you want to snag them for any of your upcoming resort vacations.

Resort Outfit Shop


LivingLesh wearing lulus tropical maxi dress
  • clothes for jamaica vacation
  • clothes for jamaica montego bay
  • lulus blue maxi dress

Dresses are probably the most packed pieces of clothes when going to Jamaica. So don’t be afraid to pack as many variances in your bag as possible. For casual days while in Jamaica, go for a relaxed maxi dress with a floral island look to it. I am always a fan of dresses hat have lighter fabric and that either have a wrap or a belted look to show off the figure.

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CLOTHES FOR JAMAICA: Party on the Island

Iesha of LivingLesh wearing kelton mini dress

Jamaica is known of the party, so make sure you bring something that you can wear to a party at the resort you’re staying on or at any of the celebrations that you may go to while visiting. For a party, go with something light and vibrant. Don’t be afraid to stand out. But also make sure that it’s comfortable and easy to dance in.

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CLOTHES FOR JAMAICA: The Jungle on the Beach

Iesha of LivingLesh wearing neela mini dress

  • livinglesh wearing clothes for jamaica on breathless rooftop
  • breathless altitude restaurant
  • clothes for jamaica rooftop bar

Another casual style that you can wear while in Jamaica are pieces that have animal print. Animal print is a big trend for resort wear, so try to incorporate it into your casual day looks or even as cover ups for any of the beach resort wear that you have packed with you.

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CLOTHES FOR JAMAICA: Relaxed by the Bay

LivingLesh wearing lulus kimono dress

When going to sit by the water and relax, make sure that you have a comfortable piece to cover up in. Though Jamaica is typically warm, by the water it can get pretty chilly if the sun goes away for if the breeze picks up. I typically like to pack maxi cover ups that can cover up my legs and a bit of my arms in case I get cold. But I make sure to have the fabric be light so that I don’t feel like I am wearing a thick blanket.

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CLOTHES FOR JAMAICA: Just Gettin’ Cutesy

clothes for jamaica beach bar swing
esperanza short set

I’m always one that loves a two piece so pack one of those for your trip to Jamaica. Having two pieces as a part of your resort wear collection is something that you won’t regret as you pack for each and every trip.

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Iesha of LivingLesh in revolve majorelle dress
revolve majorelle scout dress clothes for jamaica
majorelle scout dress clothes for jamaica

For your Jamaica trip, make sure to pack something that you can wear in the evening to a more formal or dressier dinner. Each trip that I take, I usually pack something a little dressier for a dinner or for late night drinks. When traveling with my husband, we both make sure to pack a date night outfit so that we can feel like we are having a fancy date night on our vacation.

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Iesha of LivingLesh wearing wynn dress
revolve wynn dress
jamaica florals

I also love having dresses that are casual but also a little fancy for my trips to the Caribbean. It’s great for if you want to dress up but go to a causal place. You don’t feel too overdressed, but you still feel a little fancy.

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CLOTHES FOR JAMAICA: It’s Cheeky Being Beachy

LivingLesh wearing revolve pink swimsuit
  • revolve swimsuit clothes for jamaica
  • revolve tularosa swim clothes for jamaica
  • tularosa swim clothes for jamaica

The cheeky bathing suits are a trend that are not going away so make sure you add one to your Jamaica clothing list because you will not regret it. There are so many cheeky bathing suit styles that are fit for all body types.

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CLOTHES FOR JAMAICA: Goddess in Paradise

Iesha of LivingLesh in asos swim
  • jamaica beach fun
  • jamaica beach

I always love to make sure that I pack one piece bathing suits when I take any trip. They just make me feel more comfortable and more confident especially at the end of the trip where I’ve eaten my fill and my stomach looks a little fuller than it did at the start of the trip.

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LivingLesh in the secrets resorts and spa swim out
  • asos white swim
  • resort swim out pool
  • secrets resorts preferred club

For another idea for swimsuits to pack, try to go for a neutral ones. I love having a white swimsuit because they just look so cute and go so well with the island beauty and calm.

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CLOTHES FOR JAMAICA: A Beautiful Simplicity

LivingLesh wearing everything but water swimsuit

And either with the swimsuits that you have or with whatever pieces that you find while packing your clothes for Jamaica, don’t be afraid to mix and match your bathing suits. Some of my favorite swimwear looks are made from me picking out singular pieces from bathing suit sets and matching them with other pieces.

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