Bay Colony Melinda Gunther September 28, 2025
Naples does outdoor cocktails like nowhere else. We are all about outdoor living and there’s no better way to soak it all in than with a refreshing cocktail in hand with friends and family. Whether you’re winding down after a day on the beach or boat, or just enjoying the evening on a sunny patio, Naples has some incredible outdoor cocktail spots. From Old Naples staples to hidden gems around town, here are the best places to enjoy a cocktail outdoors.
A true locals’ gazebo bar right on the marina. It's breezy, casual, and wonderfully unpretentious. Slide onto a stool after shopping on Fifth and order something icy while boats bob in the basin. Daytime it’s sun-splashed; at dusk, it turns golden-hour social.
Order this: a classic margarita or whatever’s on special.
Pro tip: Sunday “Bubbles on the Bay” and Bloody Mary features pop up seasonally. Check their social media accounts before you go
Naples’ fresh, modern rooftop moment with elevated views, a lively central bar, and a menu that leans bright and coastal. It’s as good for date night as it is for a girls’ sunset toast.
Order this: a Coconut Mojito or anything citrusy (when in Limón…).
Pro tip: Happy-hour deals rotate and can be generous. Arrive early to snag lounge seating with a skyline peek.
Brand-new and already a scene. The Perry’s seventh-floor rooftop pairs panoramic river-to-Gulf vistas with chic cocktails at Easy Tiger, plus the option to make it dinner at Tigress, the Cantonese Chophouse by Chef Dale Talde. Sunsets (and the scene!) here are next-level.
Order this: play with the bartender’s seasonal list; if you’re dining, the wine program at Tigress is worth exploring.
Pro tip: Walk-ins are welcome at the rooftop bar, but golden hour fills fast. Time it 30–40 minutes pre-sunset.
Boardwalk-level, toes-in-the-sand energy with the refined service you’d expect from the Ritz. It’s one of Naples’ quintessential sunset perches with an ocean breeze, palm silhouettes, and that postcard Gulf horizon.
Order this: a frozen Piña or your favorite spritz - something simple, beachy, perfect.
Pro tip: Aim for bar seats along the rail to watch for the elusive “green flash.”
Classic Naples waterfront with sailboats, seabirds, and live music vibes on select days. The Upper Deck sits over Venetian Bay, so every table feels like a view table. It’s casual-smart and great for out-of-town guests.
Order this: a crisp sauv blanc or the day’s signature cocktail; the full Grill menu is available upstairs.
Pro tip: The Upper Deck opens for lunch. Linger into cocktail hour as the lights come up around the bay.
Arrive early for best seating, especially on rooftops and at the beach.
Wind-aware wardrobe: it's breezier near the Gulf and on rooftops; bring a light layer.
Parking: rideshare saves time downtown and at the beach resorts.
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