Rugged Street Style Inspired by Coastal Maine -Streetwear Look 016

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After the relentless heat of summer, even a tropical weather dweller like me gets  excited about fall. Especially since it means finally being able to wear more than a tank top, board shorts, and flip flops. So to get you hyped for this swagged out  cool season of layers, season of layers, here’s my latest outfit idea that’s guaranteed to have you looking good while the leaves turn.

 I needed a break from that Miami heat and the stress of NYC, so I took a trip up to Maine  over Labor Day weekend for an retreat into the wilderness. My family has a cabin on a private island near Rockland, it’s the perfect place to unwind in nature.   My wife and I packed up our Tentsile tree hammock, hoodies, and boots and caught a flight up to Portland. We drove up the scenic Route 1, stopping at the Maine’s best lobster shacks, and quintessential New England towns.

Looking for the best lobster roll in Maine? Check out this travel guide on, Best Lobster Roll Maine. It has a map of all the best spots. Travel research done! Now back to street style. ?⚡️

Jord Ebony & Copper wood watch

I completed this Look with two more brown accessories, a minimalist wooden watch from Jord, and a pair of water-sport ready polarized sunglasses from Biscayners. The ebony wood Jord watch with copper trim looked perfect with the dark brown leather theme. The amber tinted brown sunglasses from Biscayners kept my vision crisp. While the polarized lenses protected my eyes from the strong glare and UV rays from the sun on the water.

If you like my watch, be sure to enter in my $100 Jord gift card giveaway. Jord also makes wooden Apple Watch bands for under $100, so if you win you could get one of them for free. A winner will be selected in mid October, so sign up now. Don’t miss out!

If you like my sunglasses, head over to and use the promo code “mikecheck” to get 20% off your order + free shipping. (So the pair I’m wearing would be $64.)