There’s a particular kind of magic that only a seaside fishing town can offer—the weathered charm of shingled cottages, lobster traps piled high by the docks, and that unmistakable salty breeze that carries you gently into golden sunsets. Over the years, I’ve been fortunate enough to wander through some of the most enchanting harbors—from Newburyport and Rockport, Massachusetts (yes, the very town where The Proposal was filmed), to the picturesque harbors of Camden and Bar Harbor in Maine.
If I were packing my bags for a summer escape to one of these quaint fishing towns right now, here’s exactly what I’d bring with me. My focus? Classic, enduring pieces that capture that “fisherman’s daughter” vibe I adore—a mix of cozy knits, nautical stripes, and light layers that feel effortlessly coastal and ready for anything the seaside has in store.
Classic Fisherman Cardigan
Nothing says seaside like a traditional fisherman’s cardigan. This piece is a must-have for those cool, misty mornings and breezy dockside dinners. I love how it adds an authentic New England charm to any outfit—whether layered over a slip dress or paired with linen shorts, it always feels warm and timeless.
Linen Shorts with a 6-Inch Inseam
For days when you want to feel polished but carefree, these linen shorts are perfect. Breezy and easy to style, they’re ideal for wandering through local bookshops or grabbing a lobster roll to go. They strike that balance between comfort and a touch of sophistication that’s so essential for coastal living.
Jelly Sandals
There’s something delightfully nostalgic about jelly sandals, and they’re practical too. Perfect for sandy beach days or exploring tide pools, they’re easy to clean and add a playful note to any outfit. Plus, slipping into them brings a carefree, summery spirit that I love.
Nautical Embroidered Cardigan
This cardigan feels like it was plucked straight from a harbor gift shop, and I mean that in the best way possible. With its charming nautical embroidery, it’s sweet and classic—just the right layer for a breezy boat ride or a walk along the pier.
Boat Shoes
A true staple in any coastal wardrobe, boat shoes are the kind of investment you make once and keep forever. Comfortable, timeless, and effortlessly cool, they are perfect for everything from casual strolls on the boardwalk to an evening gathering at the marina.
Striped Pajama Set
After a sun-soaked day, slipping into a soft, striped pajama set feels like a hug. I imagine myself on a screened-in porch, sipping tea and wrapped in this cozy goodness—it’s the perfect way to wind down and savor those laid-back summer evenings.
White Wide-Leg Jeans
Crisp and fresh, white wide-leg jeans are unexpectedly versatile. Whether paired with a red stripe tee or a tucked-in lightweight knit, they add a touch of elegance without trying too hard. They feel light and airy, just like the perfect seaside breeze.
Blue & White Striped Pointelle Tee
Lightweight and classic, this tee is a go-to whenever I want to look put together but stay relaxed. Its soft fabric and subtle coastal vibe make it an easy staple to throw on for anything from running errands to meeting friends for a casual lunch.
Red and Ivory Striped Mariner Top
I’ve always had a soft spot for stripes, and this mariner top feels especially fitting for a summer by the sea. It perfectly captures that “just came from the docks” look—charming, nautical, and full of personality.
White Cotton Bucket Hat
Sun protection meets coastal chic with a white cotton bucket hat. I wear mine everywhere—whether I’m strolling along the marina or sitting at a beachside café. It’s practical and stylish, adding a laid-back finishing touch to any outfit.
These pieces are the ones I’d reach for again and again on a coastal summer getaway—easy to mix and match, effortlessly nautical, and imbued with a relaxed charm that makes you feel right at home by the water. Whether you’re packing for a real trip or simply dreaming of seaside escapes from home, I hope this collection inspires you to embrace the fisherman’s daughter aesthetic all season long.
Have you fallen in love with a fishing town on your travels? I’d love to hear about your favorite seaside spots!
