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Try On Haul Of Colorful Vacation and Resort Wear

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When it comes to vacation and resort wear, comfort is key. But that doesn’t mean you have to sacrifice style. You can find clothing that is both comfortable and stylish.

I know a vacation is something we all look forward to, especially after 2020 shut down almost all traveling. When I travel, it is usually to a warm destination, and I spend my time in swimsuits and shorts. But, I like to dress up too, and these outfits are perfect for relaxing on a beach or exploring a new city. Check out today’s Colorful Vacation and Resort Wear outfits for your next vacation or event.

Vacation and Resort Wear For Date Night

For sizing, I’m 5’6,” and weigh between 150-155 pounds. I usually wear a size 12 or a large in dresses. All the links to my clothing and accessories are under the photo. Just click on the highlighted wording to go to the website.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami
Lace Short Sleeve Maxi Dress (Large) | Similar handbag for less | Blue Cat Eye Sunglasses | Gold Disc Reversible Pendant NecklaceCross Charm | 22 Inch Thin Chain Necklace in 18k Gold Vermeil | Michele Watch w/Diamonds

When it comes to vacation and resort wear, comfort is key. But that doesn’t mean you have to sacrifice style. You can find dresses that are both comfortable and stylish. I’m loving this Lace Short Sleeve Maxi Dress in purple. This is something I would wear this summer for a date night with Joe sitting outside at a restaurant.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami11
Lace Short Sleeve Maxi Dress (Large) | Similar handbag for less | Blue Cat Eye Sunglasses | Gold Disc Reversible Pendant NecklaceCross Charm | 22 Inch Thin Chain Necklace in 18k Gold Vermeil | Michele Watch w/Diamonds

For vacation and resort wear clothing, I usually go for bold prints and bright colors. Vacations are a time to have fun, and I enjoy wearing clothing that makes me happy when I’m on vacation.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami16
Lace Short Sleeve Maxi Dress (Large) | Similar handbag for less | Blue Cat Eye Sunglasses | Gold Disc Reversible Pendant NecklaceCross Charm | 22 Inch Thin Chain Necklace in 18k Gold Vermeil | Michele Watch w/Diamonds

I’m wearing a large, and it fits me perfectly. This dress would be great for a wedding or shower, and I would wear this for a date night or to church also.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami9
Lace Short Sleeve Maxi Dress (Large) | Similar handbag for less | Blue Cat Eye Sunglasses | Gold Disc Reversible Pendant NecklaceCross Charm | 22 Inch Thin Chain Necklace in 18k Gold Vermeil | Michele Watch w/Diamonds

Look at the lace detail!!! This dress looks like it cost way more than it does. It is available in many colors if purple isn’t a color that goes with your skin tone. I also love how the bright blue of the sunglasses pops with this dress.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami19
Lace Short Sleeve Maxi Dress (Large) | Similar handbag for less | Blue Cat Eye Sunglasses | Gold Disc Reversible Pendant NecklaceCross Charm | 22 Inch Thin Chain Necklace in 18k Gold Vermeil | Michele Watch w/Diamonds

The Lou Matelassé Leather Camera Bag was a splurge purchase that I’ve been eyeing for over a year. I bought a neutral color since I want to carry it with everything. However, since it is a splurge, I also linked this Similar for less version that I have in Sands and Black.

Make A Statement With Your Vacation and Resort Wear

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami25
Crossover Halter Neck Maxi Dress (Large) ||Vionic Gold Buckle Strap Sandal (TTS) || Quilted Crossbody Bag (M 1-01 Beige) || Gold & Rose Aviator Pilot Sunglasses || Statement Earrings || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

Maxi dresses are perfect for vacation and resort wear because they’re comfortable. I love how they cover your legs, and they come in so many different styles. This Crossover Halter Neck Maxi Dress might be out of the comfort zone for many of you. But, don’t be afraid to try something new and playful, especially when you’re on vacation.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami24
Crossover Halter Neck Maxi Dress (Large) ||Vionic Gold Buckle Strap Sandal (TTS) || Quilted Crossbody Bag (M 1-01 Beige) || Gold & Rose Aviator Pilot Sunglasses || Statement Earrings || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

This is a statement dress that is sure to get attention. When you are wearing a dress like this, make sure that you have on your lipstick and accessories, and throw back your shoulders and strut like you look like a million bucks. Confidence is the best accessory you can add to your outfit.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami27
Crossover Halter Neck Maxi Dress (Large) ||Vionic Gold Buckle Strap Sandal (TTS) || Quilted Crossbody Bag (M 1-01 Beige) || Gold & Rose Aviator Pilot Sunglasses || Statement Earrings || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

With a dress like this, I wear the Silicone Coverups that I’ve talked about before. This dress has a low cut-out on the back, so wearing a strapless bra is almost impossible. I’m not chesty, so the silicone coverups work great for me.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami28
Crossover Halter Neck Maxi Dress (Large) ||Vionic Gold Buckle Strap Sandal (TTS) || Quilted Crossbody Bag (M 1-01 Beige) || Gold & Rose Aviator Pilot Sunglasses || Statement Earrings || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

The Quilted Crossbody Bag is just the perfect size to carry your phone, lipstick, credit card, etc. and still look dressy enough to carry with a dress.

Choose Lightweight Materials

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami2
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

When shopping for vacation and resort wear, look for dresses made of cotton, linen, or other lightweight materials. If your vacation is in the tropics or somewhere else equally as warm, then you want to dress to stay cool.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami1
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

The Halter Neck Floral Print Maxi Dress doesn’t look great with my skin tone. I look better in more saturated colors, and this one kind of washes me out. However, I like to show clothing for everyone, so while this dress isn’t for me, it might be perfect for you.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami3
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

This dress is available in several colors and prints; the Bluishviolet is the color that would have looked the best on me.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami4
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

The back of this dress is just as pretty as the front. It is unique, and will definitely draw attention. You might want to keep a wrap or shawl handy just in case the night gets chilly.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami6
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

Lapis has always been a gemstone that I gravitated toward. I love the gold veining that runs through the stone, and each one is so unique. The Drop Earrings in Bronze Veined Lapis Turquoise are on final sale, and there are only a few left.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami5
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

The Crossbody Shoulder Evening Purse is a structured bag that has several compartments. I love the details on this bag, and the color is one that will go with everything. This bag is one I’ll carry out to dinner, church, or to a meeting.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami7
Halter Neck Floral Print Maxi Dress (Large) || Crossbody Shoulder Evening Purse (A-White) || Pleated Bow Knot Heeled Sandals (TTS) || Drop Earrings in Bronze Veined Lapis Turquoise (On Sale) || Gold Disc Reversible Pendant Necklace || Cross Charm (Sold Out) || Necklace in 18k Gold Vermeil || Michelle Watch || Lock Chain Bracelet

These shoes are so gorgeous! I was amazed at how comfortable they were because I thought they might clop as you walked. The pleated fabric is soft and feels great on your feet. These Pleated Bow Knot Heeled Sandals run TTS, and I’m wearing beige, but they also come in several other colors.

The WOW Factor

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami52
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

There are times when you want to enter a room, and all the eyes turn to look at you. This Hot Pink Halter Maxi Dress is not for the faint of heart because you will be the center of attention when you wear it.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami55
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

When I think of vacation and resort wear, I think of a show-stopping dress like this. It is flowy, so it swishes as you walk and billows in the breeze from the ocean. The great thing about a dress like this is that you can eat as much as you want since this hides any stomach issues you might have. #nolumpsorbumps

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami56
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

I chose to accessorize with pearls and let the dress be the star of the show.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami60
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

This is another dress that looks fabulous from the back. Bows are tending this year, so this dress will show that you pay attention to fashion trends.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami57
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

Here is a closer view of the Quilted Crossbody Bag and Nile – Freshwater Baroque Pearl Charm Bracelet.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami59
Hot Pink Halter Maxi Dress (Medium) || Quilted Crossbody Bag (M 1-01 Beige) || Champagne Dress Sandals (TTS) || Michelle Watch || Tania Coin Pearl necklace ||  Nile – Freshwater Baroque Pearl Charm Bracelet || Amosa – Silver-Tone Freshwater Pearl Baroque Drop Earrings 

Notice the bows on the Champagne Dress Sandals? These dress sandals are so delicate and feminine looking, and that is hard to do with a size 9 foot. I love the champagne color; it will look great with any color dress.

Vibrant, Wild, and Funky Vacation and Resort Wear

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami34
White Floral Long Sleeve Dress (Medium) || Vionic Gold Buckle Strap Sandal (TTS) || Vegan Leather Crocodile-Embossed || Flower Statement Earrings || Gold Disc Reversible Pendant Necklace

Vacation and resort wear dresses can be a fun and comfortable way for women over 50 to express their personal style while enjoying a relaxing getaway. I realize that the large and vibrant print of this dress might be too much for some of you, but this is exactly my style. Knowing what you like and what makes you feel confident and happy is important. Take a few minutes and look through your closet to figure out your “happy style.”

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami35
White Floral Long Sleeve Dress (Medium) || Vionic Gold Buckle Strap Sandal (TTS) || Vegan Leather Crocodile-Embossed || Flower Statement Earrings || Gold Disc Reversible Pendant Necklace

This is the only dress that I styled that is long-sleeved. I love the balloon sleeves, and they kept me warm at dinner with the breeze of the ocean flowing through the restaurant.

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami38
White Floral Long Sleeve Dress (Medium) || Vionic Gold Buckle Strap Sandal (TTS) || Vegan Leather Crocodile-Embossed || Flower Statement Earrings || Gold Disc Reversible Pendant Necklace

This is a relaxed-fit shirt dress style, and you can belt the dress or let it hang loose. If you are between sizes, I suggest sizing down. The dress is 97% Polyester and 3% Spandex, and it is recommended that you hand wash the dress in cold water. It is fully lined, so you don’t have to worry about the dress being see-through. 

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami37
White Floral Long Sleeve Dress (Medium) || Vionic Gold Buckle Strap Sandal (TTS) || Vegan Leather Crocodile-Embossed || Flower Statement Earrings || Gold Disc Reversible Pendant Necklace

I know a lot of you have seen me link to similar Brahmin bags, and you might have wondered how they look. This Vegan Leather Crocodile-Embossed is not Brahmin, but it isn’t bad. You can see the pretty embossed crocodile material and the sheen on the bag. At under $50, it is a great bag.

Try Something New With Vacation and Resort Wear

Fashion Blogger, 50 Is Not Old is styling vacation and resort wear for over 50 while in Miami40
Jen’s outfit – LOFT TIE WAIST JUMPSUIT / LINEN BLAZER old / LOW-HEEL BLOCK SANDALS / LONG NECKLACE

Jennifer from A Well Styled Life was my roommate when I recently went to Miami. We are a lot alike in many ways, but completely different when it comes to fashion. I gravitate toward bright colors, and she goes toward black. We somehow complement each other, and I’ve found myself wearing more black lately, and she is branching out into colors. She even agreed to try on this dress!

Don’t be afraid to try something new and playful, especially when you’re on vacation. You might be surprised to find out that you look great in something new. Just look at how gorgeous Jennifer looked in this dress!

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To GOD Goes The Glory!

Verse Of The Day

Psalms 91:1-2

Whoever dwells in the shelter of the Most High will rest in the shadow of the Almighty. I will say of the Lord, “He is my refuge and my fortress, my God, in whom I trust.”

ts seal

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55 Comments

  1. You are stunning in all the dresses!

  2. MaryCarol says:

    You look amazing in the hot pink halter dress…bright and colorful.
    I’m looking for a smaller handbag so will search through some of your recommendations.

  3. I thought the lace dress was my favorite, then the crossover halter-neck, and then I saw the long-sleeved floral, so they are all grand. You look so good in the purple and the red.