The Naples Men’s Edit: A Curated Guide to Food, Leisure & Outdoor Adventure
Naples is known for its boutiques, brunches, and sun-drenched routines, but the city also offers an exceptional range of experiences that appeal to the men who live and visit here. From craft-driven beer markets and classic golf courses to Old Florida fishing escapes and design-minded automotive history, there are a multitude of places where quality, camaraderie, and a sense of leisure take center stage.
Consider this your thoughtfully curated guide to the local outings and environments men appreciate most.
Food & Drinks
For the man who appreciates a good beer and an even better vibe, Brookside Beer Market is an instant hit. With self-serve coolers packed with craft beers, rotating drafts, and wine, it’s the kind of place where “just one drink” turns into an entire evening. The eclectic décor and laid-back atmosphere make it perfect for lingering, people-watching, and enjoying a nice chat.
For the guy who wants options, and lots of them, Seed to Table is unmatched. With a beer bar, wine bar, nightly live music, and food counters ranging from sushi to made-to-order steaks, there’s something happening at all times. It’s a lively setting that works just as well for a spontaneous drink as it does for a full night out.
For something more refined, Freedom Fine Cigars & Lounge downtown offers cigars, tastings, tournaments, and a strong sense of community. It’s relaxed, social, and perfect for the man who enjoys conversation just as much as what’s in his hand.
Live-music lovers will feel at home at Sugarshack Downtown in Bonita Springs, where indoor-outdoor seating, two bars, and a welcoming crowd give the venue the feel of a neighborhood gathering place with a concert-night edge.
And for guaranteed laughs, Off The Hook Comedy Club delivers. Big-name comedians, multiple shows a week, and a full-service restaurant means you can eat, drink, and laugh your way through the night.
Golfing
For the man whose weekend revolves around tee times, Naples delivers courses that feel as scenic as they are satisfying to play. Courses like Panther Run and ArrowHead offer scenic, relaxed rounds that are enjoyable whether out to compete or simply enjoy a morning on the greens.
Lely’s Mustang and Flamingo Island courses are longtime local favorites, combining classic layouts with nostalgic Naples charm, while Tiburón Golf Club brings a more elevated, special-occasion feel with pristine conditions and a refined club atmosphere.
Fishing & Fresh Air
Fishing in Southwest Florida ranges from casual shoreline casting to full-blown Everglades adventures, which is exactly why so many men love this area. Before heading out on the open waters, stop by 239 Flies, a trusted local resource for gear, fly-tying supplies, and expert recommendations tailored to the day’s conditions.
From there, options range from shark fishing at New Pass on Bonita Beach to backwater exploration throughout the Ten Thousand Islands and Everglades (with convenient access from the Fakahatchee boat ramp). For something a little more off-the-grid, the Cullum’s Bonita Trail offers a glimpse into invasive tropical species.
Prefer speed over stillness? Rent jet skis from Bonita Jetski and Parasail, and cruise the open Gulf before winding down with something cold at Doc’s Beach House. Or, trade water for winding boardwalks and shaded paths at CREW Nature Preserve, where the trails feel worlds away from everyday Naples life.
Fuel Stops & Passion Projects
For car lovers, Revs Institute is non-negotiable. Rare and historic automobiles displayed without barriers make the experience feel immersive and personal. Expect to linger and read every placard. Pair it with coffee at the Porsche Naples Studio Café on 5th Avenue South, where sleek design and excellent espresso make for a perfect pit stop.
The Takeaway
From golf and backwater exploration to live music, craft drinks, and design-driven automotive history, Naples offers a depth of experiences tailored to men who appreciate quality, atmosphere, and a sense of place. Whether leisure means time outdoors, great conversation, or discovering something new, this guide highlights the local spots that capture that spirit — and showcase a side of Naples that feels unmistakably its own.
Discover the best places and experiences in Naples, Florida for men — from craft beer and live music to golf, fishing, outdoor adventure, and automotive history.
