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The Resort Wear Packing List 2026

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We're deep into winter in Canada now. For many Canadians, we love to escape the cold and winter months. I've built this to make it easy and effortless for anyone heading somewhere warm this winter. I try to pack light, and keep things interchangeable...
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Tops

 
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I bring the standard colors like black and white but I always include one bright tank for a pop of color. It pairs easy with a skirt or a pair of shorts.
Red Tank Top
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Pack a t-shirt with a fun print to add some whimsy in your travel outfits.
Maaji Azalea T-Shirt
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Bottoms

 
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Check out the website for all the inspiration on how to style this skirt. I just love the mix of satin and lace. It's so fun!
Cherry Leopard Mini Maeva Skirt
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This is giving beach vibes for sure. You can wear them with a t-shirt when you're checking out a museum or local eateries. But this will double nicely as a cover up by the beach.
Coastal Pant
 
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I always pack a pair of linen shorts for my tropical trips. They're just so easy to wear whether you're running out for lunch, or touring around town.
LSPACE Lia Linen Shorts
 
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This romper is giving postcard vibes! I just love the bright fun colors. Pair these with some espadrilles and a big floppy hat!
Farm Rio x Anthropologie Destination Linen Blend Romper
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Day Dresses

 
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Whenever I think of resort wear, I always think of Lily Pulitzer. I love these long maxi dresses for day trip outings. Pair them with sneakers for a low-key, effortless look.
Solene Long Sleeve Midi Dress | Lilly Pulitzer
 
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This mini, long sleeve dress is made with SPF 50 fabric. It's perfect for those that want to keep the sun off them.
UPF 50+ Ensley Long Sleeve Dress | Lilly Pulitzer
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This maxi dress offers classic lines that look good on everyone. Add a few accessories like a straw hat and some strappy sandals and you look pulled together.
Cabana Maxi Dress
 
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The print on this dress! It's such a cute dress to just pull on and run out the hotel room.
Celandine Strapless Bow-Front Mini Dress
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This is a matching set! So you can break up the pieces. Wear the skirt with a tank, and then wear the top with a pair of linen shorts.
Farm Rio Pintuck Cotton Midi Skirt

Going out Dresses

 
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I have this dress and pack it with me on every sunny destination trip. It's so effortless and always looks good. You can wear it so many ways. Dress it up or down. Pair it with sneakers, or slides.
Soft Lounge Long Slip Dress
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If your trip includes visits to the local bar and club scene, this dress will be perfect. Easy to dress up or down. I can see myself throwing on a pair of sneakers and a denim jacket.
Heavyweight Satin Cami Mini Dress - Mirror (Canada) | SKIMS
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Bathing Suits and Coverups

 
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I almost always pack a one piece that doubles as a body suit. You can throw on a pair of jeans and sneakers to head out for a quick site seeing trip.
Weekday plunge swimsuit in black
 
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I always pack many suits because there's nothing worse than putting on a wet bikini. I love the color of this one, especially when you have that perfect golden tan.
South Beach essentials crinkle bikini in coconut
 
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Long flowy maxi shirt dresses are perfect to throw on when you're heading from the pool into the cafe for a quick bite. You can easily dress it up or down.
Esmee Exclusive maxi beach shirt summer dress in black
 
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This is giving resort vibes! I love the pop of red. You'll stand out.
South Beach essentials u wire bandeau swimsuit in red
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The ruffles on this one piece is so fun. I can picture sitting pool side with a pina colada in hand.
Desmond One-Piece Ruffle Swimsuit | Lilly Pulitzer
 
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Left on Friday suits are extremely durable and have such classic lines. Their one pieces doubles nicely as body suits if you're heading out to a bar.
Shoreline Suit

Shoes and Accessories

 
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Slides in neutral colors are so lightweight to pack and provide and effortless look.
Duo Slide Sandals | Kate Spade New York
 
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All birds are some of the comfiest sneakers I've ever owned. They're water proof so it makes it the perfect sneaker to bring on your trips.
Women's Wool Pipers - Natural White (White Sole)
 
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Birkenstocks are so comfy. These ones are waterproof. It's great for walking around town, or poolside.
Birkenstock Arizona EVA Sandals
 
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Always bring a tote! That way you can carry your towel, charger, book, and whatever else you need down at the pool.
Faux Leather Trim Belted Canvas Tote
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Don't forget to pack bright colored accessories!
Round Bangle Bracelets, Set of 3
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