Who has vacation plans coming up? With Easter less than a month away and summer on the horizon, it seems like everyone is going somewhere fun, so I thought I’d do a roundup of outfits for warm weather vacations in case you need some packing inspiration.
And of course, any of these outfits can be worn at home as well… if it ever warms up, that is!
SIZING NOTES: I’m 5’5″ and usually wear a small in tops, but I’m in between a 28 and 29 in jeans. Gifted items are indicated by c/o; everything else I purchased myself.
What to Wear on Vacation: Sightseeing
I wore this exact outfit sightseeing in St. Augustine last month. It felt a little fussy when I left my hotel room, but I felt cute and pulled together once we were there, and it was also perfect for going out to lunch at the Columbia Restaurant.
Unfortunately, the woven wrap I’m wearing sold out rather quickly, but here’s a link to more wraps and dusters by the same designer. Also, these shorts are spendy, but they are soooo comfortable. Soft and stretchy, and they have a really flattering fit and a 4″ inseam. They’re the only shorts I needed while I was there.
What to Wear on Vacation: Family Dinner
I love this simple outfit for dinner out with the family while on vacation, if it’s a mild night. This sweater would also pair well with white shorts for a more casual venue.
Also, these jeans are 25% off at Bloomies! I sized up to a 29, but last year I probably would have bought the 28, so they’re TTS or size up if in between.
LOFT sweater (size S; similar option) // Mother denim (size 29; similar for less) // Dolce Vita mules c/o (size 7.5; also at Bloomies) // hoops c/o Evereve // Kendra Scott necklace // old Stella & Dot bracelet // Coach handbag (also at Nordstrom) // rag & bone sunnies
What to Wear on Vacation: By the Pool
My idea of vacation is long lazy days by the pool, and this coverup is perfect for that. The casual style suits my aesthetic, and I appreciate the chest coverage.
In fact, I like it so much, I also got it in the Orchid, which is on sale at Nordstrom. (Both my Waterfall Blue and Orchid are on sale at Zappos.) I ordered the XS/S and the MD/LG to try because I was unsure of the fit, but the XS/S was plenty roomy.
Also, these DIFF sunnies are lightweight and comfortable with polarized lenses, and priced under $100.
What to Wear on Vacation: Shopping
This classic look will take you so many places, but I immediately thought of an afternoon perusing some upscale shops. I love the Granite Blue of this top paired with white denim, but there are other colors available.
These jeans are currently on sale at Bloomies, and these wedge sandals are on sale at Macy’s. They’re comfortable enough for a few hours of walking. The jeans are TTS, or size up if in between, and definitely size up half in the wedges.
BR Factory top (S) // Mother denim (size 29; similar for less) // Vince Camuto wedges c/o Evereve (8) // Loeffler Randall bag // Stella & Ruby necklace // rattan earrings // Stella & Dot bracelet // rag & bone sunnies
What to Wear on Vacation: Lunch with Friends
The tencel material in this jumpsuit is super soft and lightweight, very comfortable. It also packs down to almost nothing in your suitcase.
I was worried about using the bathroom with the buttons and the tie waist, but it wasn’t a big deal. You could also cuff these and wear them with flat sandals for a more casual vibe.
What to Wear on Vacation: Casual Dinner
I wore this outfit touring St. Augustine with flat sandals, and I threw on the wedges for this picture to show another option. You could also swap the shorts for white jeans to level up the look a bit more and get more use out of the wrap.
This tank is an easy base layer for lots of outfits, but it runs very small; definitely size up, especially for larger chests.
What to Wear on Vacation: Day at the Beach
This is the same swimsuit I was wearing above, just with a different coverup, and it looks like a whole new outfit!
This beach bag is larger than the Brighton one, and it holds a lot, making it perfect for a day at the beach when you won’t be close enough to run back and forth to your hotel room or beach house. It lays flat in your suitcase so it doesn’t take up any room to speak of, and it can double as a tote for a casual dinner in the evening or a day of sightseeing.
What to Wear on Vacation: Fancy Dinner
I wore this comfy jumpsuit with the cognac wedges and more casual accessories to dinner with friends one night in Neptune Beach, but I dressed it up for this post, the way I’d wear it for a destination wedding or a fancy dinner with Paul.
Michael Stars jumpsuit (S) // Sam Edelman sandals (8) // Coach handbag (also at Nordstrom) // Stella & Ruby necklace (also at Verishop) // rattan earrings // Stella & Dot bracelet // YSL sunnies (similar for less)
Here’s the more casual version of the look.
What to Wear on Vacation: Date Night
Okay, I’m running out of things to do on vacation, but let’s face it, you have to eat dinner every night, so here is another dining option with white denim.
This is a different pair of white jeans than the ones shown above, but of course the same white jeans would work for all of these outfits. No need to pack more than one!
Also, this tank is currently on sale. It comes in a bunch of solid options that make nice layering pieces, but I love this print for a stand-alone top. It has a double v-neck, making it a little more flirty and fun than your typical tank, perfect for a date night at home or on vacay.
printed tank (S) // Frame denim (28) // denim jacket (S) // Sam Edelman heels (size 8) // Coach handbag (also at Nordstrom) // YSL sunnies (budget option) // old hoops // old bracelet // chain necklace // pearl necklace
What to Wear on Vacation: Evening on the Beach
Evenings on the beach can get a bit nippy, especially at the Jersey shore, so I like to have a long-sleeve sweater or cardigan to throw on with shorts. This look is so beachy-chic, I just love it!
This outfit will also come in handy in Maine this summer, and even for mild evenings here at home by the pool with friends.
525 Cotton Cable Vneck Pullover c/o (S) // 7 For All Mankind Midroll Short Destroy c/o (28) // similar sandals // Baublebar earrings // initial necklace c/o // stone bracelet c/o // Hat Attack tote // DIFF sunnies
What to Wear on Vacation: Destination Wedding
So many have asked about an outfit to wear for a beach wedding. I have not been to one, so it’s hard for me to gauge if this would work or not, but it would certainly work for an afternoon wedding in a resort location… or anywhere, really.
It’s not formal enough for cocktail attire or black tie, but it is perfect for any type of semi-formal or “dressy casual” wedding in the spring/summer months. I’m actually thinking of wearing it to church on Easter Sunday, if it’s warm enough here.
What to Wear on Vacation: Travel To & From
Finally, if you’re going on vacation, you have to get there, and figuring out your travel outfit can be tricky. It’s nice to wear things you can actually use when you get to your destination, but it doesn’t always work out that way.
I did wear this exact outfit minus the utility jacket, and with sandals rather than sneakers, for an afternoon of shopping and walking on the beach at Sanibel Island last April. I didn’t get much use of it during my trip to Ponte Vedra last month, although I did wear it to lunch at our resort the day we arrived and the day we left because I had it on for traveling.
Still, there’s not much else you can do when you’re traveling from a colder climate to a warmer one. You may have to wear a few things that won’t be necessary once you reach your destination.
Here’s the look from last year, in case you want to see that. It was only about 70 degrees that day, so I was perfectly comfortable in jeans.
I often wear joggers with a t-shirt and jean jacket when I travel. This outfit works out well because I wear the joggers in the mornings before I shower and get dressed, and the denim jacket usually comes in handy with dresses and white denim outfits. This is what I wore last year to and from Florida with the family for Easter.
I also wore my running shoes, so they didn’t take up valuable packing room. This outfit is more practical, in that I wore everything I’m wearing here at other times during my trip, but I felt more pulled together and stylish at the airport when I was wearing the jeans and utility jacket outfit above.
I hope that’s helpful! I know I’ve shared all of these looks before, but I figured it’s nice to have them all in one place.
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