When planning a trip to Nantucket, choosing the right outfits is essential.

The island’s charm matches its unique style—casual, comfortable, yet always refined.

In this article, you’ll find a selection of outfits that perfectly capture the relaxed elegance of Nantucket.

Each look is designed to keep you comfortable while ensuring you blend seamlessly with the island’s laid-back yet polished atmosphere.

Whether exploring the historic streets or enjoying a day by the sea, these outfits will help you dress easily and confidently.

1. Effortlessly Chic in Stripes

This outfit blends simplicity and style.

The striped dress is perfect for a breezy day out on Nantucket.

The classic design is timeless, while the lightweight fabric keeps you comfortable all day.

Pair this look with sandals and a sunhat to complete the ensemble.

Whether you’re strolling through town or heading to the beach, this outfit strikes the perfect balance between casual and chic.

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2. Casual Elegance by the Sea

The flowy white blouse and tailored shorts offer a laid-back yet polished look.

The light, breathable fabric is perfect for warm weather, ensuring you stay cool while looking effortlessly put together.

This look is completed with a pair of comfortable espadrilles, which make walking along the shore or exploring the town easy.

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3. Timeless Stripes for a Day Out 

This classic striped top is a staple for any Nantucket wardrobe.

Paired with white jeans, it creates a clean and timeless look.

The combination is perfect for a day of shopping or sightseeing.

The versatile outfit lets you dress it up with a statement necklace or keep it simple with understated accessories.

The soft cotton material ensures you stay comfortable while looking effortlessly stylish.

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4. Sunny Day Simplicity

This outfit is your go-to for a bright and sunny day.

The yellow sundress brings a pop of color, embodying the cheerful spirit of summer.

Its simple cut and soft fabric make it a practical yet stylish choice for a day in Nantucket.

Complete the look with sunglasses and a woven bag for a casual yet chic appearance.

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5. Relaxed Nautical Vibes

This outfit channels the classic nautical theme with a modern twist.

The navy and white color scheme is fresh and crisp, perfect for a day by the harbor.

The loose-fit top and comfortable shorts create a relaxed yet put-together look.

To keep with the nautical vibe, finish off with boat shoes, making this outfit ideal for both leisure and activity.

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6. Effortless Summer Style

Stay cool and stylish with this effortless summer look.

The light, airy fabric of the top pairs beautifully with the relaxed-fit trousers.

This outfit is perfect for a day of exploration, whether wandering through Nantucket’s charming streets or enjoying a quiet moment by the sea.

Simple sandals and a crossbody bag complete the look, ensuring comfort and practicality throughout the day.

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7. A Breezy Bike Ride 

Take in the fresh air and beautiful scenery as you pedal through peaceful paths.

The day is perfect for a leisurely bike ride, offering a chance to connect with nature.

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8. Market Stroll 

Stroll in this airy, eyelet blouse and high-waisted shorts through the local market.

This outfit combines practicality with style, making it perfect for a casual day of shopping.

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9. Cozy on the Porch

Enjoy a quiet moment on the porch in this soft pink sweater paired with a pleated cream skirt.

This look is effortlessly chic, perfect for cooler mornings when comfort is key.

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10. Flowing in the Fields  

This timeless checkered dress is perfect for a breezy day by the lighthouse.

Its simple design is both flattering and comfortable, making it an ideal choice for a day of exploring.

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11. A Relaxing Picnic for One

Enjoy a tranquil afternoon outdoors on your own.

The setting is perfect for savoring delicious food and indulging in some peaceful solitude.

The atmosphere is light, and the day is full of possibilities.

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12. Classic Check by the Lighthouse 

Embrace the simplicity of summer with this elegant, off-the-shoulder white top paired with a flowing, pastel skirt.

The wide-brimmed hat adds a touch of rustic charm, perfect for a peaceful day in the countryside.

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