KatBondStyle's Cayman Islands Collection on LTK

Cayman Islands

By KatBondStyle

Picks for what I would wear to my all-time favorite destination! Beach and dinner-ready options.

Look 1 (pt 2)
VayCayman 2025

Our best friend trip officially started the second I landed and I’ll never tire of the feeling of arriving at one of my favorite spots in the world. 🥹🌴

Lisa got to the resort before me and was already living her best life with cocktails + snacks at the gorgeous restaurant on property, Ms. Piper’s, which is honestly one of the reasons we chose this hotel. I’d been there on a previous trip and couldn’t stop thinking about it. The pool is chic and peaceful, the food is playful and delicious, and the entire vibe is just cool. It felt like an oasis the second we arrived, and it was love at first sight all over again.

Since we were flying in from different cities, Lisa’s flight landed earlier than mine but the build-up to meeting up made it all the more exciting. I wasn’t missing out on hospitality though: I flew with Cayman Airways and it was truly next-level. The warm, nostalgic energy reminded me of how travel used to feel - in the best way. They served actual food (included!), a full selection of drinks, and even played music as we boarded. Small detail, big vibe shift. ✈️

Watching the sun set from my window as we crossed the water sealed it: this trip was going to be magic. And the new direct flight from Denver is a total game-changer—no more complicated layovers like I had growing up. I even signed up for their frequent flyer program because of course I’ll be back.

The moment I walked into the Hampton by Hilton Grand Cayman, Lisa met me in the lobby, and just like that - it was on! The only decisions left to make: what we were wearing to dinner, and where we were eating. Which, if you ask me, are exactly the kind of “problems” I like to have. 💁‍♀️✨

Let the capsule begin.

#GrandCayman #CaymanAirways #MsPipers #HamptonByHiltonCayman #ResortStyle #VacationOutfits #WhatToWearOnVacation #PackingForParadise #BestFriendTrip #TravelStyleInspo #ResortFashion #CapsuleWardrobe #IslandStyle #ChicTravelStyle #BeachVacationLooks #JetSetStyle #LTKtravel #LTKresort #TravelCapsule #TravelWardrobe #IslandEscape

#LTKTravel #LTKSeasonal #LTKItBag

Look 1
VayCayman 2025 🐢

This trip finally left the group chat. 🧳

Welcome to my newest capsule: a full style diary and behind-the-scenes breakdown from one of the most meaningful trips I’ve ever taken. Some of you may remember when I first shared snippets from this vacation earlier this year but I haven’t told the full story. I never shared the details of what I packed, what I wore, and why. Until now.

This trip had been on my best friend’s and my wishlist for years, and after endless chats and planning sessions, it finally came to life. It was our dream island getaway and one I’ll never forget for a very special reason: I got to share one of my favorite places in the world with one of my favorite people (plus- I was super pregnant at that the time!) 💚

Packing for a warm-weather getaway is always a welcome creative challenge, but this time around it felt like a personal puzzle. How do you dress for hot, humid days with a changing body and zero predictability? The answer, for me, was to approach it the same way I build my capsule wardrobes - intentionally, flexibly, and with joy.

This capsule will unfold in chronological order, starting with my go-to travel uniform: a striped button-down shirt. I always reach for one when I fly - they’re polished without trying too hard, breathable for all kinds of climates, and easy to style up or down depending on the vibe when you land. Plus, I can accessorize it to feel a little glam or a little understated, depending on my mood. This was an especially good choice for a second trimester look! I’m all for feeling comfy when flying but I am solidly team dress up for the airport.

I’ve been to this destination more than any other in my life, and to return while carrying new life made it feel extra full-circle. I’m so excited to re-live this epic experience while sharing how and why I packed what I did with you.

Everything I’m sharing is detailed on LTK and even if an item is older or sold out, I’ve added details and similar options wherever I can.

Let’s go back, one outfit at a time. 🏝️

#LTKSeasonal #LTKBump #LTKTravel

We had the most amazing time chilling at the pool at the Marriott Grand Cayman. It’s been a looooong time since I’ve stayed at the property and it was lovely to be back. The snacks by the pool are 💯 and there was free cotton candy the day these pics were taken (of course I got some!) Fun fact: cotton candy doesn’t do well in humidity. We had to eat FAST. Haha

#LTKTravel #LTKBump #LTKSwim

Wearing the dress that I picked up from the consignment store earlier in the trip!

#LTKShoeCrush #LTKItBag #LTKSeasonal

Ladies out for dinner!
We stopped by the Kimpton Seafire (where my husband and I had stayed a couple of years ago) to see how things are looking and they are still fabulously chic. Now off to the rooftop bar at the new Hotel Indigo!

Lisa’s dress is available for rent on Nuuly use my coupon below for $30 off of your first month: https://share.nuuly.com/kat42828

#LTKTravel #LTKSeasonal #LTKShoeCrush

One last swim in the ocean on this trip. 😢

I was a bit nervous to travel on the cusp of my third trimester, but nothing could keep me from this trip. I am so glad that Lisa was able to be flexible (we originally wanted to go a few weeks from now, and that would have been much trickier.) It was a joy to visit my favorite place alongside one of my BFFs! It’s also been amazing knowing that someday I will likely bring my future child here and I can tell them over and over again that they visited in utero once before (and they can say - “mom- I KNOW, you TOLD me already.)

#LTKSwim #LTKSeasonal #LTKBump

NA Lime Daiquiri. 🍋‍🟩

#LTKBump #LTKSwim #LTKTravel

Back to the beach!
I have multiple photos of myself on this bridge throughout time and it’s fantastic to look back through them and think of the amazing times that I have had on this island and specifically at this resort. Thank you Grand Cayman Marriott.

#LTKSeasonal #LTKBump #LTKSwim

Saying hello to the stingray art before breakfast.

#LTKBump #LTKTravel #LTKSeasonal

Ready for dinner at Anchor and Den here at Marriott Grand Cayman. I have never been let down by the food offerings at the hotel and everything we had during this stay has been fantastic as well!

My skirt is Beachwood Baby maternity and can be rented on Nuuly - use my link for $30 off of your first month:
https://share.nuuly.com/kat42828

#LTKSeasonal #LTKTravel #LTKShoeCrush

Recapping another day in paradise. Watch in order (and previous days) over on my IG stories.

This set is 💯. I rarely buy unbranded internet clothing but I can recommend this set completely. I have it in 3 colors! Works great with my baby bump as well!

#LTKBump #LTKTravel #LTKSeasonal

So excited for this meal!

#LTKTravel #LTKSeasonal #LTKWatchNow

A beautiful dinner, a beautiful view. No notes.

#LTKSeasonal #LTKTravel #LTKBump

Of course we went straight to the pool/ocean.

#LTKSwim #LTKBump #LTKSeasonal

Cotton candy. Yum yum. Lol

#LTKSwim #LTKSeasonal #LTKBump

Halfway through our trip we got to head over to the Marriott. I love checking out multiple resorts on a trip and I was thrilled to return to the Marriott after a long, long time. I last stayed here about 20 years ago (!) and was thrilled to check out the renovated rooms and return to my fave spots!

#LTKBump #LTKSeasonal #LTKTravel

I am thrilled to be back at the Marriott Grand Cayman! I have stayed here 3 (or 4?) times before and loved every single trip. I think that their food is always amazing and I LOVE their courtyard. Let’s see what has changed in the past couple of decades!

#LTKTravel #LTKSeasonal

Nothing cuter than stripes at the pool!

#LTKWatchNow #LTKBump #LTKSwim

I don’t travel anywhere without this hat. If you want the ultimate coolest hat - this is the one. It goes with everything and brings the drama.

#LTKSeasonal #LTKSwim #LTKWatchNow

Time for a little lunch!

#LTKTravel #LTKWatchNow #LTKSeasonal

This Carolina Herrera dress is SO cute! I love the Pom Pom details on the sleeve and neckline. I ended up getting it from the consignment store on our shopping trip!

#LTKSeasonal #LTKTravel #LTKWatchNow

Honestly kicking myself for not getting this Frances Valentine caftan dress… now I can’t stop thinking about it and need to find it again!

#LTKTravel #LTKSeasonal #LTKWatchNow

It’s rare that I come across a La DoubleJ piece out in the world so it was thrilling to find this one. It is perfect for the baby bump too! Linking some current faves!

#LTKWatchNow #LTKSeasonal #LTKBump

Then to the pool for an afternoon swim!

#LTKSeasonal #LTKSwim #LTKBump

Then we stopped for lunch at the restaurant in our hotel (Ms. pipers) and it was fantastic! Really fun and modern offerings that were perfect for a late lunch by the pool!

#LTKStyleTip #LTKWatchNow #LTKTravel

I’ve been to some airbnbs that provide great towels and some that leave something to be desired- which is why sometimes I will pack my own.

Today I am linking some of my favorites for this upcoming vacation season!

#LTKfindsunder100 #LTKSeasonal #LTKtravel

Agua bendita swimwear deserves the hype- especially the embellished pieces. I love wearing this suit year after year and hope it never wears out.

#LTKSeasonal #LTKtravel #LTKswim

I used to think that a statement earring was best paired with a more straightforward outfit - but my preferences have certainly changed. Life is short and I refuse to dress anything down.

#LTKsalealert #LTKstyletip #LTKSeasonal

Flashback to our spring break trip from 2 years ago. Should I pack this outfit for our upcoming trip too?

#LTKtravel #LTKSeasonal #LTKsalealert

I am a sunglasses collector and am a strong proponent for buying the pairs that you love, regardless of trends. If you love them, and feel comfortable with the price. Go for it.

I used to think sunglasses couldn’t be chic and cheap (they can) or that expensive sunglasses are silly because they will get lost or damaged (not true!) now I just wear what I love and collect what I will wear.

#LTKSeasonal #LTKstyletip #LTKBacktoSchool

May you always have plans to hang out under striped umbrellas. ☂️

Check out this adorable sun hat (and some similar styles)

#LTKFind #LTKunder50 #LTKSeasonal

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