It’s no secret that I’m a big fan of The Yacht Week. Sailing with your closest friends for a week with crystal blue waters, beautiful islands, delicious food and amazing parties is the ultimate summer getaway. I’ll be setting sail with my closest girlfriends for The Yacht Week Italy this summer and have sailing style on my mind.

The Yacht Week is more than just silly costumes!

I teamed up with my favorite fashion blogger, Sara Libby, to put together some style inspiration and help you know what to pack for The Yacht Week and your travels this summer. Whether you’re sailing the Mediterranean on The Yacht Week, hitting the beach or exploring the port towns of an island destination, these nautical outfits are perfect for your sun-soaked summer vacation!

Be sure to check out our The Yacht Week Style Inspiration video teaser!

Bohemian Pirate Style

Flowy fabrics and headscarves make for a perfectly pretty pirate look

Dress: Travel find from Athens | Scarf: Kinsey Scarves | Shoes: Sperry Topsider | Necklace: Forever 21

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Sailor Stripes Style

Striped shorts and a white blouse with a sailor hat on top!

Top: Hanger 221 | Shorts: Forever 21 | Shoes: Forever 21

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Vintage Romper Style

Rompers are stylish and simple outfits for sailing and exploring port towns!

Romper: Forever 21 | Shoes: Sperry Topsider

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Lounging Layers Style

Easily transform any outfit to comfy-cute with a loose-fitting nautical knit

Nautical Knits: Free People via Macy’s

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Pin-Up Nautical Style

Bikini tops and high-waisted jeans are perfect for an easy day-to-night look

Bikini Top: Target | Jeans: Urban Outfitters | Sunglasses: Forever 21

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Caribbean Chic Style

One-pieces are great for all figures and look tropical and chic when styled with a colorful kimono

One-Piece: L*Space Swimwear | Kimono: Forever 21 | Necklace: Forever 21 | Sandals: Sperry Topsider

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Sun-Kissed Style

A floral kimono and lacey romper are perfectly paired for sun-kissed style

Romper: Spell and the Gypsy Collective | Kimono: Gypsie Junkies via Urban Outfitters | Sandals: Sperry Topsider

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Be sure to visit Sara’s fashion blog, Sara Libby, for more boho-style inspiration!

Follow Kiersten @TheBlondeAbroad’s board The Yacht Week Style on Pinterest.

Instagram

Some places are worth coming back to 🐧

Boulders Beach, Cape Town with Oliver
9 months → 21 months → 3.5 years

I blinked and my baby become a toddler…
and my toddler become a little boy. 😭

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Some places are worth coming back to 🐧

Boulders Beach, Cape Town with Oliver
9 months → 21 months → 3.5 years

I blinked and my baby become a toddler…
and my toddler become a little boy. 😭

January Wrapped 🗓️
••••••••••••••••••••••••••••••••••••••
We landed in Cape Town mid-January and hit the ground running.

Oliver and I packed up our life and moved abroad for a year — chasing a simple question: what’s the best that could happen?

My parents joined us for the first month — which meant extra hands, loving support, and the sweetest way to begin this chapter.

Between toddler sickness (IYKYK) and playing full-time tour guide, we somehow managed to squeeze in so much life.

A long weekend in Paternoster.
Glamping under the stars at Camp Canoe.
Summertime in the city.
Oliver starting at his new preschool.
Adventures through the Cape Winelands.
Slow weekends at the farmer’s market.
Afternoons stretched long at the beach.

It’s been messy and magical.
Exhausting and energizing.

Somewhere between pharmacy runs and beach swims, it started to feel less like a move…

and more like the start of our biggest adventure yet! 🌍
••••••••••••••••••••••••••••••••••••••
#capetown

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January Wrapped 🗓️
••••••••••••••••••••••••••••••••••••••
We landed in Cape Town mid-January and hit the ground running.

Oliver and I packed up our life and moved abroad for a year — chasing a simple question: what’s the best that could happen?

My parents joined us for the first month — which meant extra hands, loving support, and the sweetest way to begin this chapter.

Between toddler sickness (IYKYK) and playing full-time tour guide, we somehow managed to squeeze in so much life.

A long weekend in Paternoster.
Glamping under the stars at Camp Canoe.
Summertime in the city.
Oliver starting at his new preschool.
Adventures through the Cape Winelands.
Slow weekends at the farmer’s market.
Afternoons stretched long at the beach.

It’s been messy and magical.
Exhausting and energizing.

Somewhere between pharmacy runs and beach swims, it started to feel less like a move…

and more like the start of our biggest adventure yet! 🌍
••••••••••••••••••••••••••••••••••••••
#capetown

Sun-drenched mornings, salty air, and the kind of place that makes you instantly exhale @waldorfastoriacostarica ✌️
••••••••••••••••••••••••••••••••••••••
Our stay at this brand-new property was truly a dream — sweeping ocean views, elevated design, and more pools than I’ve ever seen at a hotel in my entire life.

From award-winning wellness to coconuts by the pool, every detail felt thoughtful and intentional.

🧖‍♀️ The Spa
Recently named Costa Rica’s Best Resort Spa, this sanctuary blends modern wellness with local healing traditions — volcanic mud rituals, rainforest-inspired therapies, and grounding treatments that leave you floating.

🛎️ Amenities
World-class service, beachfront access, a stunning collection of pools (truly — endless), curated experiences, and those sweet elevated touches everywhere you turn. Newly opened, yet already operating like a seasoned 5-star icon.

💦 Kids’ Club
One of the coolest spaces for littles — crafts, games, toys, and outdoor play areas that made traveling with Oliver feel easy (and fun for him, too).

🥥 The Food & Coffee
Fresh, locally sourced Costa Rican flavors with elevated execution. Oceanfront bites, poolside snacks, handcrafted coffee experiences, and yes… plenty of coconuts.

🌿 Sustainability
Proud holders of the Bandera Azul Ecológica for conservation and environmental efforts — luxury and responsibility beautifully intertwined.

We truly cannot wait to come back. ✨

If you’re looking for a luxury, family-friendly escape in Costa Rica — this is your spot.

A huge thank you to @waldorfastoriacostarica for hosting us on this sunshine-soaked getaway.
••••••••••••••••••••••••••••••••••••••
#costarica #waldorfastoria #luxuryfamilytravel #familytravel

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A little late sharing this — but I needed time to sit with 2025. It was so much more than what made it to Instagram.
••••••••••••••••••••••••••••••••••
This was the year I stopped measuring life in miles traveled… and started measuring it in the days we weren’t promised.

Not in passport stamps.
Not in hotel check-ins.
Not in how far we could go.

But in the quiet relief of “clear.”
In small hands squeezing mine tighter.
In birthday candles and quiet camping mornings.
In laughter that came back after fear.

2025 was the plot twist year.

The year I learned strength doesn’t look like control —
it looks like surrender.
It looks like showing up anyway.
It looks like choosing joy even when you know how fragile it is.

And it looks like being surrounded by the people who love us most.

We traveled the world.
But more importantly —
we celebrated what we almost lost.

And at the end of it all?
We packed up our life and chose a new continent. 🇿🇦

2025, you were heavy.
You were also beautiful.
You changed me.

2026 — I’m ready.
••••••••••••••••••••••••••••••••••
#2025wrapped

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A little late sharing this — but I needed time to sit with 2025. It was so much more than what made it to Instagram.
••••••••••••••••••••••••••••••••••
This was the year I stopped measuring life in miles traveled… and started measuring it in the days we weren’t promised.

Not in passport stamps.
Not in hotel check-ins.
Not in how far we could go.

But in the quiet relief of “clear.”
In small hands squeezing mine tighter.
In birthday candles and quiet camping mornings.
In laughter that came back after fear.

2025 was the plot twist year.

The year I learned strength doesn’t look like control —
it looks like surrender.
It looks like showing up anyway.
It looks like choosing joy even when you know how fragile it is.

And it looks like being surrounded by the people who love us most.

We traveled the world.
But more importantly —
we celebrated what we almost lost.

And at the end of it all?
We packed up our life and chose a new continent. 🇿🇦

2025, you were heavy.
You were also beautiful.
You changed me.

2026 — I’m ready.
••••••••••••••••••••••••••••••••••
#2025wrapped

My favorite smart features of my old home! 🏠
•••••••••••••••••••••••••••••••••••⁠
I put a lot of thought and design into my home, so I knew I had to get curated, high-tech window shades to match.

Enter @rollishades — sleek, custom motorized shades that actually elevate the space while solving the very real sunlight problem. From light-filtering to blackout options, everything is tailored to fit perfectly and controlled with the touch of a button (or app). It’s the kind of smart, intentional design that makes a home feel finished. 🪟🤍

I easily installed these in my guest bedroom and let me just say, when guests come over, they’re getting what feels like a hotel experience in my home (minus the room service).
•••••••••••••••••••••••••••••••••••⁠
#gifted #homedesign #interiorinspo #smarthome #rollishades

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My favorite smart features of my old home! 🏠
•••••••••••••••••••••••••••••••••••⁠
I put a lot of thought and design into my home, so I knew I had to get curated, high-tech window shades to match.

Enter @rollishades — sleek, custom motorized shades that actually elevate the space while solving the very real sunlight problem. From light-filtering to blackout options, everything is tailored to fit perfectly and controlled with the touch of a button (or app). It’s the kind of smart, intentional design that makes a home feel finished. 🪟🤍

I easily installed these in my guest bedroom and let me just say, when guests come over, they’re getting what feels like a hotel experience in my home (minus the room service).
•••••••••••••••••••••••••••••••••••⁠
#gifted #homedesign #interiorinspo #smarthome #rollishades

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Pam | a Blonde around the World

You guys are gorgeous! And these styles are perfect for any summer occasion! 🙂
I coudn’t enter the yacht week contest cause I’m not free those days ggrrrrr 🙁
That’s the downside of being a full-time worker and part-time world-traveler 🙁 I’ll have to switch the two 😉
xx Pam

April 16, 2014 at 2:05 am · Reply

Kiersten Rich

Thanks so much Pam! There’s always next summer! 😉 And hope the outfits inspire some summer style at the very least! xo

April 16, 2014 at 10:59 am · Reply

@mrsoaroundworld

Fab post! I am looking for some ‘outer beachwear’ and this was perfect. Surprised which how lovely the Sperry-Topsider collection was 🙂

April 16, 2014 at 11:01 am · Reply

Kiersten Rich

Thanks Ana! They have SO much more than boat shoes! Their espadrilles are so so cute. Definitely snag a pair for the summer!

April 16, 2014 at 11:03 am · Reply

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