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Barbados and Cobblers Cove

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This may be my longest blog post ever as Barbados was so beautiful I couldn’t stop snapping pictures! It was a dream visiting for the first time and specifically staying at Cobblers Cove on the Western shore, as David and I first started discussing this trip in early 2020 and our plans were delayed due to the pandemic. But it was well worth the wait! 

Cobblers Cove‘s property centers on a waterfront 1940’s mansion. The cheerful pink walls and warmth of the staff made this a wonderful retreat for a low key week in the Caribbean. Even in the summer, the temperatures didn’t break 90 degrees during our stay which was perfect for playing in the water, lounging under the hotel’s signature pink umbrellas or sipping a martini as the sun dipped below the horizon. I must say, spring for a waterfront room, which has a broad terrace and the comfiest rattan chairs perfect for whiling away an afternoon (or taking a nap!) 

This property first caught my eye when they did a redesign in partnership with one of my favorite textile companies – Soane London. The cheery pink, green and blue cotton fabrics come together with tropical touches for a wonderful, retro vibe. All beaches in Barbados are public, but the one at Cobblers is quiet and mostly enjoyed by other hotel guests – the fine, super soft sand and warm water makes it irresistible. After a couple of hours of swimming I’d often be hungry, and loved their daily afternoon tea which included hot tea, finger sandwiches and the most delicious coconut macaroons. 

A few favorites from our stay: 

GP Bistro – This recently redesigned chic chic chic cliffside restaurant was a 10 from top to bottom, with gorgeous Italian food, stunning views, live music and fun people watching. We could see 5′ long tarpin swimming in the water below our table – truly an unmissable spot! 

The Fish Pot – A cozy beachfront restaurant set in a historic 1800s fort it’s just a short 6 minute drive from our hotel. 

Baia – Perched on the water and serving refreshing Peruvian dishes this spot is a must for a delightful lunch in Speightstown. 

The restaurant at Cobblers – We had most of our breakfasts and three dinners here at their charming waterfront terrace and it was such a relaxing spot to watch the sunset. Just off the pool area, it feels intimate and evocative of a bygone era. For breakfasts I loved ordering an omelette and side of flying fish (a local delicacy!) and dinners began with a perfect dry gin martini and ended with a sweet treat. The food isn’t the best on the island but it’s a solid option and extra fun when they host live music (on Tuesday and Saturday nights!) 

St. Nicholas Abbey – A former sugar plantation and one of the best examples of Jacobean architecture in the western hemisphere. The interiors available to view are limited but still worthwhile. I also wanted to visit Clifton Hall Great House, but it was booked solid with private events while we were there – must be marvelous! 

Highland Pottery – Cobblers had several pieces of this whimsical pottery in each of their rooms, and while the road up the mountain to the studio is a wild ride, it’s a lovely view a the top. 

A boat ride with Bradley – Bradley’s water sports shop is a the edge of Cobbler’s property and an hour cruising the coastline just can’t be beat! 


OUTFIT DETAILS: 

Brooks Brothers Gingham Blazer (such a great fit and only $150!) 

Monica Rich Kosann Viv Locket c/o (silver version here)

J.Crew Tee 

Brooks Brothers White Jeans c/o


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OUTFIT DETAILS: 

Kate Spade Gingham Smocked Dress (super flattering and $140!)

Monica Rich Kosann Viv Locket c/o (silver version here)

Pamela Munson Fleur Clutch

Sarah Flint Mirjana Slides c/o


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OUTFIT DETAILS: 

Zimmermann Eyelet Dress (old, similar here and here!) 

Sarah Flint Mirjana Wedges c/o (insanely comfortable!) 

Monica Rich Kosann Viv Locket c/o (silver version here)

Aerin Wicker Clutch

Pearl Hoops (purchased in Venice, similar here


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OUTFIT DETAILS: 

Tove Green Midi Dress (also love it in blue!) 

Sarah Flint Floral Fuschia Heels c/o (my favorite shoes I own!!)

J.McLaughlin Wicker Clutch c/o

Vintage Celine Pearl Earrings (similar here)


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OUTFIT DETAILS: 

Ralph Lauren Striped Linen Shirtdress (old, similar here)

Sarah Flint Aet D’Orsay Flats c/o

Monica Rich Kosann Viv Locket c/o (silver version here)

Peter Beaton XXL Hat

Altuzarra Tote


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OUTFIT DETAILS: 

Emilia Wickstead Moire Dress (old, similar)

Sarah Flint Floral Fuschia Heels c/o (my favorite shoes I own!!)

Mark Cross Raffia Bag

Vintage Celine Pearl Earrings (similar here)


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OUTFIT DETAILS: 

Eres White Tank Swimsuit (worth every penny) 

Mirth Sarong c/o

Altuzarra Tote

Shell Hoop Earrings


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OUTFIT DETAILS: 

Tory Burch Floral Caftan

Sarah Flint Mirjana Slides c/o

Peter Beaton XXL Hat c/o

Pearl Hoops (purchased in Venice, similar here and here

Monica Rich Kosann Viv Locket c/o (silver version here)


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