If you’re planning a summer getaway, cruise, or family trip, finding the perfect vacation outfits can make packing so much easier and more fun! I’ve rounded up a selection of beautiful dresses for midsize women that are not only flattering and comfortable but also easy to grab on Amazon.
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These dresses fit true to size, and I love how easy they are to accessorize. Many of them feature gorgeous floral patterns that are perfect for sunny days, while others have that dressed-up look that makes them ideal for cruise dinners or date nights on vacation.

Found in photo:
Earrings / Ring / Tote / Cosmetic Bag / Flamingo Charm
Romper / Lipstick / Sandals / Bracelets
Rompers and dresses make it so easy to pack because you don’t have to worry about packing multiple outfit pieces. These are some of my favorite vacation ready looks for the season!
Vacation Ready Looks
I’ll be wearing several of these on our summer travels, including our upcoming Disney Cruise in August and I already know they’ll be perfect for relaxing on the ship, a date night with my husband, or heading out on excursions.

Found in photo:
Pink Sunnies / Tropical Coverup / Starfish Earrings / Coral Lipstick / Beach Tote
Sandals / Gold Sunnies / Bracelets / Woven Tote / Floral Coverup / Sunscreen
Whether you need something breezy for daytime adventures or a polished look for an evening meal, these Amazon finds are versatile, stylish, and made for real midsize bodies.

Found in photo: Chiffon Dress / Sandals
This chiffon dress is super comfortable and runs true to size. I’m planning on wearing this for one of our dinners on the cruise!
Summer Vacation Outfit Ideas
Summer vacations are the perfect time to refresh your wardrobe with pieces that make you feel confident, comfortable, and stylish. Especially when you’re packing for family adventures that will take you a variety of destinations. There smocked dresses are some of my favorites to bring on vacation, as they are so easy to wear and figure flattering!

Found in photo:
Gray Sunnies / Navy Dress / Peacock Dress / Tortoise Sunnies / Sage Dress
I love these flutter sleeve smocked dresses for all types of vacations. They are perfect for sightseeing and super comfortable! I even wore this purple dress on my most recent trip to Walt Disney World!

Found in photo: Flutter Sleeve Dress / Loungefly Bag / Sandals / Ears
As a midsize woman, I know how important it is to find dresses that fit well, flatter your shape, and still let you move comfortably throughout your day.
Favorite Finds from Amazon
I’ve rounded up a number of dresses from Amazon that check all those boxes. They’re easy to order, true to size, and perfect for midsize bodies. Many of these dresses feature beautiful floral prints that are ideal for beach days, park strolls, or daytime excursions.

Found in photo: Pink Floral Dress / Sandals
I’m already planning how to mix and match these dress ideas for everything from daytime adventures to evening meals during our summer trips.

Found in photo: Green Floral Dress / Sandals
These styles are lightweight, pack easily, and can be dressed up or down depending on the occasion.
More Vacation Outfit Inspiration
Whether you’re heading to a tropical beach, exploring a new city, or relaxing on a cruise ship with your family, these Amazon finds make it simple to look put-together without the fuss.



Found in photos: Blue Ruffle Collar Dress / Ikat Print Dress / Green Eyelet Dress
Visit my Amazon storefront for styling ideas, outfit photos, and video reviews of different styles so you can shop your favorites!

** All opinions are my own. This post contains affiliate links. Being Mommy with Style is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to amazon.com. As an Amazon Associate, I earn from qualifying purchases.
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