Style Guide on The Road: A Florida Spring Break

Casual style fit for beach adventures. Striped tee and swim trunks by JackThreads. Renshaw Sneakers by Brooks Heritage. Military Watch by Timex + Todd Snyder. Sunglasses by Nautica. Explorer’s Cap by Huckberry. Bracelet by Miansai.

So, welcome back to another Style Guide travel post! It’s become a custom these past few years for me to make a spring trek down to Florida in mid-March, right around the Big Ten Tournament (featuring my beloved Michigan State Spartans) and right around my dad’s birthday (hey, Dad!). And so it was the case again this past weekend, as I got out of the hustle and bustle of New York City for some birthday celebrations with my dad and some much-needed Florida beach time. I had the chance to spend a week down south as I celebrated a Fort Myers Christmas in style back at the end of December, but this trip couldn’t have come at a better time, what with cold temperatures returning to Brooklyn this past weekend. My packing list was different than my recent winter trip to New Haven, but I focused on spring style essentials and my favorite #menswear picks for the road nonetheless. Join me, and bring that bottle opener — will ya?
Greats

Transitional gear for temperate NYC and sunny Florida. Trucker Jacket by Levi’s. Garment-dye oxford by Abercrombie & Fitch. Stretch twill pants by Kit Culture. Greenflex Chukkas by Astorflex. Watch by Timex for J. Crew. Sunglasses by MVMT Watches. Flight Brief by Owen and Fred.

It was a temperate early morning in NYC as I hit the road, so I had to dress with transitional travel style in mind. For me, that meant an Abercrombie & Fitch Garment Dye Oxford Shirt, layered up with my Levi’s Trucker Jacket. Of note, that oxford is a very affordably priced, great-fitting and seasonally appropriate shirt. Just as with my New Haven road trip, I stepped into my extremely comfortable, slim-fitting and travel-ready stretch twill pants from Kit Culturethe five percent stretch proved perfect for a plane ride. Equally perfect for travel style? A sharp pair of sustainably made Astorflex chukkas — the Greenflex in Dark Khaki provided a stylish contrast to my Timex for J. Crew watch,. And with its minimal case size and durable NATO strap, the latest Timex for J. Crew timepiece is an affordable casual watch you should buy as soon as you can.  To haul the rest of my gear, I relied on both the Owen and Fred Voyager Waxed Weekender and the  Owen and Fred Flight Brief in Midnight ; each proved stylish and durable, what with handsome leather accents and a canvas exterior.

With my travel gear in tow and nothing but sunny skies in the forecast, I landed in Florida looking forward to some serious fun in the sun — and that’s certainly what you get in Fort Myers. With a delicious lunch at Summerlin Jake’s in the books — waterfront view and all — it was high time for an afternoon spent at my parents’ pool (one of the more scarce things to find in New York City, truly).  Topped off with a delicious dinner and some choice brews at The Grill in Fort Myers, it was a much-needed day of relaxation that couldn’t have worked out any better.

Greats

No better place than Florida for a nautical-inspired tee and some crisp kicks. Striped tee by JackThreads. Stringer Dune Shorts by Bridge and Burn. Renshaw Sneakers by Brooks Heritage. Military Watch by Timex + Todd Snyder. Sunglasses by Nautica. Brass bottle opener by Owen and Fred.

With a fun Thursday in the books, a weekend of kicking back was really just getting started. That’s not to say it wasn’t busy — and that’s not to say I didn’t dress in style, either. Naturally, I had to grab warm-weather gear from perennial Style Guide favorites JackThreads, including a nautical-striped tee. Hot temps also meant it was time to ditch my classic blue denim (finally!) for a pair of Bridge and Burn shorts. For exploring Fort Myers, I also had to reach for stylish accessories (enter my Nautica Square Sunglasses) and comfortable, versatile footwear — that’d be the Brooks Heritage Renshaw  from the brand-new Brooks Heritage Grand Slam Collection. For grabbing donuts at the legendary Bennett’s Fresh Roast, the extra  comfort provided by those kicks was crucial — as was staying on time, thanks to my Timex + Todd Snyder Military Watch. And wouldn’t you know it, keeping track of the clock helped us squeeze in some much-needed beach time before a great home-cooked meal (I’d highly suggest you ask me for my dad’s rib recipe). MSU’s Big Ten Tournament loss aside, it was a heck of a nice day to be in Fort Myers.

Taking on the heat — and bar-hopping — in style. Marco Polo by Life/After/Denim. Premium Washed Khakis by Dockers. Renshaw Sneakers by Brooks Heritage. Calypso Watch and Runaway Aviators by MVMT Watches. Bracelet by Miansai. Glasses by Frameri.

As the sun rose on Saturday, it hit me that I still had two full days left in Florida — that’s quite the treat, and it made it all the more enjoyable to get out and enjoy more sun on Saturday. As you’d expect, I tried to make it a point to bring along my best spring bar crawl gear . For stops at the seriously cool Bury Me Brewing (themed like a craft beer graveyard) and a quick pint (and tasty chicken wings!) at The Lodge, pieces like my Life/After/Denim Marco Polo proved well-crafted to beat the heat. I kept things equally casual on my bottom half, opting for a new pair of the Dockers Premium Washed Khaki in a mobile Slim Tapered fit. Featuring washed stretch twill and a Florida-friendly shade of light blue, I’d opt you reach for a similar pair when you want to look put-together, yet feel casual and relaxed.

Does it get any better than hanging out in the beautiful Florida sun? Marco Polo by Life/After/Denim. Renshaw Sneakers by Brooks Heritage. Calypso Watch and Runaway Aviators by MVMT Watches.

On the footwear front, the crisp Brooks Heritage Renshaw  was again my pick, not least for the way it added a bit of sharp style to the combo. And for getting around Fort Myers and heading to evening dinner at the terrific Courtney’s, my MVMT Watches Calypso Watch and MVMT Watches Runaway Aviators proved to be prime accessories picks. Given the cold weather that swept through NYC this past weekend, I was more than happy to have some ample outdoor time sipping on tasty craft beer and wearing my favorite new warm-weather menswear. Not bad, ehh?

Beckett Simonon

The right way to finish off a Florida trip. T-shirt by Todd Snyder x Champion. Ace Shorts by Mack Weldon. Legend Sneakers by SeaVees. Calypso Watch and Runaway Aviators by MVMT Watches. Explorer’s Cap by Huckberry

Even with Saturday in the books, I still had nearly a full day in Florida prior to my evening flight back to chilly New York City. So, what else to do but grab comfortable, casual style essentials?  For yours truly, that tends to start with a well-fitting tee — is it any wonder that Todd Snyder x Champion T-shirts fit the bill perfectly? And what better way to soak in some sun than with the tailored-yet-casual Ace Short from Mack Weldon? Of course, I find that SeaVees sneakers are the perfect way to complement a casual outfit, especially the spring-ready Legend Sneaker Regatta. And to take on a great lunch at Big Blue Brewing, there were no better picks than my MVMT Watches Calypso Watch and MVMT Watches Runaway Aviators, along with my Huckberry Explorer’s Cap.  Unfortunately, the day drew to a close all too quickly — with slightly chillier temps in the forecast, it was time to trade in my Mack Weldon shorts for stretch twill pants and swap my sneakers for chukkas.

Greats

It’s always such a treat to head down to Florida and get some great time in the sun and sand — even if it’s only for a quick weekend. The chance to catch up with family and celebrate my dad’s big day was fantastic, too. From the beautiful beaches of Fort Myers to the great craft beer and food scene downtown (and throughout the city), this trip really had it all. Of course, we’re back to the grind today in NYC (follow along on Instagram to see how I’m fighting the chill). With that being said, I already can’t wait to get back to Fort Myers. In the meantime, you can check back here tomorrow for a new St. Patrick’s Day menswear ensemble, and you can join us on Wednesday for a look at what to wear for March Madness.

Until the next trip — thanks for tagging along!

-Beau

Turkey time: Celebrating a Florida Thanksgiving

A sporty, stylish combination. Polo by QOR. Capital Shorts by OLIVERS Apparel. Gratton Sneakers by Fronteer. Calypso Watch by MVMT Watches. Sunglasses by Nautica.

A sporty, stylish combination for a sunny long weekend in Florida. Heather Merino Knit Polo by QOR. Capital Shorts by OLIVERS Apparel. Gratton Sneakers by Fronteer. Calypso Watch by MVMT Watches. Sunglasses by Nautica.

Whenever I hit the road, I always look forward to packing in style. And when I get the chance to head south to Florida, visit with family and chow down on amazing Thanksgiving food? That’s all the better. Spending the holidays in a warm-weather locale like Florida is a change of  pace from your Style Guide author’s past holidays growing up in Michigan, so the garb I packed with me has changed accordingly over the years. It’s a bit disconcerting sometimes to go from rugged fall style in NYC to spending time on the beach in Florida, but I always look forward to doing so. And just as with my August trip to Florida, I loaded up plenty of warm-weather gear fit for versatile style situations — including Thanksgiving dinner, brewery-hopping and lots of time spent in the sun.

Gear for the office, a flight and Florida style. Crosstown Bomber by Public Rec. Slim-Fit Tapered Leg 5-Pocket Pants by Dickies. Strayhorn Mid Sneakers by JackThreads. Waterbury Chrono by Timex x Red Wing Heritage. Sunglasses by Nautica. Chapter Travel Kit by Herschel Supply Co.

Gear for the office, a flight and Florida style. Crosstown Bomber by Public Rec. Slim-Fit Tapered Leg 5-Pocket Pants by Dickies. Strayhorn Mid Sneakers by JackThreads. Waterbury Chrono by Timex x Red Wing Heritage. Sunglasses by Nautica. Chapter Travel Kit by Herschel Supply Co.

As always with traveling from NYC to a warm climate like Florida, I sought to pack gear that would move seamlessly from a chilly NYC work day to breezy Florida in style. That meant selecting the ever-versatile, comfortable Public Rec Crosstown Bomber— it’s the sort of jacket that layered easily over my classic Old Navy chambray shirt. And my Dickies Slim-Fit Tapered Leg 5-Pocket Pants were more than ready for a day at the office and a flight back home, as were my new CLAE x JackThreads Strayhorn Mid Sneakers. The chukka-style hybrid silhouette and grey wool upper proved stylish for the work day and helped me breeze through security. And, I had to bring along my Timex x Red Wing Heritage Waterbury Chrono for a dash of rugged-refined style for the office and fall travel. On the footwear front, I had to break out my Jack Erwin Cooper Boat Shoes from storage — the next time you’ve got to tackle warm weekend weather in style, you should look to pack a similar pair. Of course, I took along toiletries from the likes of Nivea for Men — the brand’s Creme works as a hand, body and face moisturizer, so it’s a do-it-all travel essential. And throughout my trip, my retro-inspired Nautica sunglasses and the slick, new MVMT Watches Runaway Aviators proved stylish accessory options for the Florida sun. Seriously, never underestimate the power of a stylish pair of men’s sunglasses.  So, with stylish travel gear in tow and a quick flight home in the books, it was onto a fun Thanksgiving holiday weekend.
Huckberry
The day on Wednesday — as one would expect — dawned sunny and pretty hot. With that in mind, I reached for the stretchy, stylish and tailored OLIVERS Apparel Capital Short, as seen at the very top of the page. The versatile color paired up well with another sport-inspired, hybrid piece — a new Heather Merino Knit Polo from performance apparel purveyors QOR. Its tailored look is offset by the merino blend fabric, which wicks sweat and dries quickly. And the comfortable combo paired up well with a new set of kicks — the FRONTEER Super Gratton high-top sneakers, provided courteously by the FRONTEEER team. With their unique design and a silhouette inspired by functional outdoor boots, they’re a nice lifestyle hybrid sneaker. They worked for grabbing a delicious Maple Bacon Donut at the renowned Bennett’s Fresh Roast and hitting the beach. For hitting up Fort Myers Brewing Company later, the brand-new Calypso Watch from the recently launched MVMT Watches Modern Sport collection was a prime, affordable pick. It was also a nice chance to break out a stylish pair of retro-inspired sunglasses from Nautica, and the combination of sport-inspired and functional pieces held up well for Florida exploration — and a few outdoor brews!

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Hanging out in classic Florida fashion. Thomas Pacific Latitude Shirt by Bridge & Burn. Slim Chinos in Light Stone by Taylor Stitch. Cooper Boat Shoes by Jack Erwin. Runaway Aviators by MVMT Watches. Waterbury Chrono by Timex x Red Wing Heritage.

And with an enjoyable Wednesday in the books, it was onto an even more enjoyable Thanksgiving. Now, unlike dressing for a casual fall day, our Florida Thanksgiving celebrations required significantly fewer layers than an NYC November day. With that in mind, it made it easy to reach for the Thomas Pacific Latitude Print Shirt, also from Bridge & Burn. Although that shirt is sold out, you can’t go wrong reaching for any of a selection of similar stylish short-sleeved shirts the next time you find yourself in a warm locale for a holiday. The same goes for the ever-classic Taylor Stitch Slim Chinos in Light Stone — any chance you get to pick up durable, high-quality and classic Taylor Stitch menswear (especially the brand’s lauded chinos), I’d recommend you take it. I found the combo worked quite nicely once again with my Jack Erwin Cooper Boat Shoes and the always-stylish  Timex x Red Wing Heritage Waterbury Chrono for eating second (and third) helpings of Thanksgiving dinner.  And the whole ensemble was polished-yet-casual enough for family Thanksgiving — no expandable waistband in sight on those Taylor Stitch chinos, although it would’ve helped.

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Brewery hopping in the Florida sun. Vesper Polo by Mack Weldon. Stringer Dune Shorts by Bridge & Burn. Cooper Boat Shoes by Jack Erwin. Mod Watch by Timex x Todd Snyder. Vintage ballcap by Goorin Brothers. Glasses by Frameri.

Of course, Friday presented another absolutely beautiful Florida day, and a prime chance to break out some of my best warm-weather menswear again for a little in-person Black Friday shopping and strolling. (And, let’s be honest — a trip to the excellent Big Blue Brewing was in order). The lightweight, breathable and slim Vesper Polo from the fine folks at Mack Weldon was just what the doctor ordered — and it teamed nicely with my ever-essential Stringer Dune Shorts from Bridge & Burn. It was a bit strange to wear warm-weather gear after a chilly NYC fall, but I adjusted easily thanks to stylish pieces like the always-reliable Jack Erwin Cooper Boat Shoes — they’re the rare type of boat shoe that’s refined, and exceedingly easy to wear for both beachside and city exploration. What’s more, my always-reliable Timex x Todd Snyder Mod Watch had to make the trip, too — I think if you pre-order one for yourself, you’ll be mighty surprised at just how much you’ll be reaching for this casual-yet-versatile timepiece. I’d also recommend you reach for an upgraded, subtly designed ballcap if you need to protect your face from the sun — my Goorin Brothers vintage ballcap (unfortunately sold out now) is a perennial favorite. To snag a similar style for yourself, check out the Huckberry Explorer’s Cap. With that gear in tow, it made for a fun, easygoing day strolling around the neat artists’ village of Matlacha — and if ever you find yourself in the Fort Myers area, Point Ybel Brewing is worth a stop to cap off your day.

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In awe of the amazing creations at the American Sandsculpting Championship. Anything Shirt by Strongbody Apparel. Chambray shorts by Canvas by Lands’ End. Cooper Boat Shoes by Jack Erwin. Mod Watch by Timex x Todd Snyder. Vintage ballcap by Goorin Brothers. Sunglasses by Nautica.

And no Florida trip would be complete without a little beach relaxation and a trip to the American Sandsculpting Championship on Fort Myers Beach — right? I made sure to bring along stylish beach gear for some fun in the sun. That gear included the comfortable, sweat-wicking Anything Shirt by Strongbody Apparel, plus a pair of tailored chambray shorts from Canvas by Lands’ End. Of course, my Cooper Boat Shoes helped me out quite nicely for navigating the sand and the city, as did my Nautica sunglasses. If you’ve got to pack relatively light, versatile accessories and footwear that work for multiple situations can undoubtedly help ease the burden of lugging around a heavy weekender bag.

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The durable Calypso Watch from MVMT Watches teamed nicely with my SeaVees Legend Sneakers.

I also switched up my outfit for an evening out and about in Fort Myers (including a requisite viewing of the new “Fantastic Beasts and Where to Find Them,” an excellent Harry Potter film). That meant reaching for a tailored short-sleeve gingham shirt from Banana Republic, along with a pair of tailored Canvas by Lands’ End shorts. I also looked forward to breaking out my crisp white SeaVees Legend Sneakers, a go-anywhere set of kicks that works for both casual and business casual situations. My durable, stylish Calypso Watch from MVMT Watches was once again up to the task — I’ll be getting a ton of use out of that timepiece in the weeks and months to come.  And as to the movie? If you’re a Harry Potter fan, you should absolutely check out the incredibly awesome expansion of the HP universe… but back to menswear, ehh?

Just the right gear to hit the road back to NYC. Crosstown Bomber by Public Rec. Voyager Waxed Weekender by Owen & Fred. Waterbury Chrono by Timex x Red Wing Heritage. Strayhorn Mid Sneakers by CLAE x JackThreads. Utility Bifold by Tanner Goods. Vintage ballcap by Goorin Brothers.

Just the right gear to hit the road back to NYC. Crosstown Bomber by Public Rec. Voyager Waxed Weekender by Owen & Fred. Waterbury Chrono by Timex x Red Wing Heritage. Strayhorn Mid Sneakers by CLAE x JackThreads. Utility Bifold by Tanner Goods. Vintage ballcap by Goorin Brothers.

It seems that every time I head to Florida, it gets tougher to leave — especially after a great holiday with family and some beautiful warm weather. But with that being said, it was time to pack up to head back to NYC — to deal with the impending cold weather, I again grabbed my Public Rec Crosstown Bomber and the versatile, travel-friendly CLAE x JackThreads Strayhorn Mid Sneakers. I packed up my gear in my dependable Owen & Fred Voyager Waxed Weekender, which has more than capably stood up to the demands of both summer and fall travel across the past few months. Of course, my travel watch pick was an easy one — my Timex x Red Wing Heritage Waterbury Chrono  hasn’t yet let me down! And when it comes time to add to your everyday carry, the Tanner Goods Utility Bifold is a wallet I’d certainly recommend.

Buck Mason - Timeless Design. Made in America.

So, with that gear in my bag, I hopped a crowded flight back to NYC — and already, we’re back in action and looking ahead to the holiday season. I had an amazing, fun, relaxing and reflective time in Florida — being able to dress in style was just icing on the cake. But you really can’t put a price on time spent with family — can you? What’s more, I’m already looking forward to being back to Florida for Christmas next month. I hope you enjoyed your Thanksgiving in style, and I hope you’re ready for a busy holiday season at The Style Guide — tomorrow, you can look for a seasonally appropriate #OOTD entry, and Wednesday, we’ll tell you exactly how to dress for your next holiday party. Beyond that, you can expect the best menswear on tap with our Style Pick of the Week series, and more holiday men’s style ideas galore.

Thanks so much for reading — stay stylish!

-Beau