The Ultimate Guys' Getaway in Naples, Florida: Golf, Gulf Adventures & Rooftop Nights

If you're planning a guys' getaway to Naples, Florida, think beyond the typical weekend escape. Picture early morning tee times, afternoons exploring the Gulf Coast, fresh seafood, handcrafted cocktails, and rooftop sunsets with your closest friends.

With year-round sunshine, world-class golf, incredible fishing, and a vibrant dining scene, Naples delivers the perfect combination of adventure and laid-back coastal luxury.

And when it's time to unwind, The Perry Hotel Naples brings the experience together with waterfront accommodations, rooftop dining, resort-style pools, and access to unforgettable adventures along the Cocohatchee River.

Tee Off in One of Florida's Premier Golf Destinations

For golf enthusiasts, a trip to Naples wouldn't be complete without hitting the fairways.

Southwest Florida is renowned for its championship golf courses, beautifully maintained greens, and scenic landscapes. Whether you're planning a competitive round with friends or simply enjoying a relaxing morning on the course, Naples offers an impressive variety of golfing experiences.

Consider exploring popular courses such as Tiburón Golf Club, Saltleaf Golf Preserve,  Arrowhead Golf Club, or other public-access courses in the area.

Perry Tip: Book your tee times in advance, especially during Naples' peak winter season. Our team can help you explore local golf options and plan your day.

After your round, return to The Perry for a refreshing afternoon by the pool before heading upstairs for cocktails with a view.

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Trade the Fairways for the Gulf: Fishing & Boating Adventures

One of the best things about a guys' trip to Naples is that adventure is never far away.

Whether your group enjoys deep-sea fishing, backwater excursions, or simply cruising along Southwest Florida's beautiful coastline, the Gulf offers endless opportunities to make memories together.

Book a guided fishing charter and spend the morning pursuing seasonal catches, or choose a private boating excursion for a more relaxed day on the water.

At The Perry Hotel Naples, the waterfront experience begins right outside your door. Located along the scenic Cocohatchee River, our boutique hotel features an on-site dock access to nearby boating and watersports experiences.

From exploring local waterways to enjoying a leisurely afternoon surrounded by Southwest Florida's natural beauty, there's no better way to experience Naples than from the water.

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Make Time for a Poolside Afternoon

Not every moment of your getaway needs an itinerary.

Sometimes the best part of a guys' weekend is slowing down, enjoying the sunshine, and catching up over a refreshing drink.

At The Perry Hotel Naples, guests can choose between two distinctive pool experiences, including our adults-only rooftop pool with panoramic views of the surrounding landscape.

Prefer to stay closer to the action? Head to Bodega Poolside Bar for casual bites, refreshing cocktails, and a relaxed outdoor atmosphere.

Whether you're recovering from an early morning fishing charter or taking a break between activities, our waterfront setting makes it easy to embrace the laid-back Naples lifestyle.

Take Your Guys' Night Out to New Heights

When the sun begins to set, the experience at The Perry is just getting started.

Head to Easy Tiger Rooftop Bar, where panoramic views of the Cocohatchee River and surrounding coastal landscape create a spectacular backdrop for evening cocktails and conversation.

It's the perfect place to gather your friends, toast to another great day, and enjoy Naples from a different perspective.

For dinner, discover Tigress Restaurant & Rooftop Bar, our signature Cantonese-inspired chophouse led by celebrity chef Dale Talde alongside Executive Chef Iggy Ortiz.

Featuring bold flavors, creative culinary presentations, and an elevated rooftop atmosphere, Tigress transforms dinner into one of the highlights of your getaway.

From shareable appetizers to signature entrées and handcrafted cocktails, it's an ideal setting for celebrating friendships, special occasions, or simply a great weekend in Naples.

Explore Naples Beyond the Water

Looking to add a little variety to your itinerary?

Spend an afternoon discovering the restaurants, shops, and lively atmosphere of Fifth Avenue South or Third Street South.

For a more relaxed experience, explore Naples' beautiful Gulf Coast beaches, where soft sand, coastal scenery, and spectacular sunsets offer a welcome change of pace.

Whether your group prefers outdoor adventures, shopping, local dining, or simply discovering new places together, Naples offers something for every travel style.

Stay Waterfront. Play All Day. Experience The Perry.

The right hotel can turn a great weekend into an unforgettable getaway.

At The Perry Hotel Naples, contemporary coastal design meets the natural beauty of Southwest Florida. Our 160-room luxury boutique waterfront hotel offers stylish accommodations, including rooms with private balconies overlooking the Cocohatchee River, spacious suites, and comfortable rooms with two queen beds ideal for friends traveling together.

Enjoy the convenience of on-site dining, rooftop cocktails, two resort-style pools, waterfront experiences, and a welcoming atmosphere designed for relaxation and connection.

Whether you're planning a golf getaway, a fishing weekend, a birthday celebration, or simply an overdue trip with friends, The Perry Hotel Naples offers a distinctive home base for your next adventure.

Ready to plan your guys' getaway to Naples, Florida?

Explore our accommodations, discover our special offers, and book your next waterfront escape at The Perry Hotel Naples.

Your next great getaway starts at The Perry.

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