🌴 Naples, FL

Chickee Bars

Cold drinks, sandy feet, and good vibes on the Gulf Coast.

🍹 Featured Beach Bar

Sun, sand & something frozen

🌴 Tropical Bar 🌊 Waterfront 5th Ave South 💛 Supporter

Bambu Tropical Bar & Grille

Bayside Vibes, Fresh Seafood & Handcrafted Cocktails

Perched right on the waterfront at Bayfront Inn in downtown Naples, Bambu is the kind of tropical bar that earns its name. Sweeping bay and marina views, covered open-air dining, handcrafted tropical cocktails, fresh grilled and raw seafood, and live acoustic music on weekends. Happy hour daily, full breakfast menu, and complimentary parking — a proper Gulf Coast hang from morning to last call.

📍 1221 5th Ave S, Naples, FL 34102 📞 (239) 649-5800 🎶 Live music weekends  ·  🅿️ Complimentary parking
Open DailySun–Thu 7am–10pm  ·  Fri–Sat 7am–11pm
🍹 Bar & Grill 🌴 Tropical Vibes Compass Hotel

5 O'Clock Somewhere Bar & Grill

It's Always 5 O'Clock at the Compass Hotel Naples

At the Compass Hotel in Naples, 5 O'Clock Somewhere is the kind of bar that earns its name — tropical cocktails, cold beers, laid-back Gulf Coast energy, and a crowd that came to have a good time. Whether you're starting happy hour early or winding down after a beach day, the vibes are always right here. Casual, fun, and exactly what a Naples night out should feel like.

📍 4805 Tamiami Trail N, Naples, FL 34103 📞 239-659-3500 🍹 Tropical cocktails · 🌴 Gulf Coast vibes · 🎶 Good times
🌴 Tiki Bar 🦞 Florida Seafood Tamiami Trail

Cheeky Tiki

A Cheeky Little Hideaway Where Tiki Meets Attitude

Old Florida charm with a tropical twist — Cheeky Tiki is a laid-back tiki hideaway on the Tamiami Trail with crushed shells underfoot, palm trees overhead, and a kitchen cranking out fresh Florida seafood. Think gator bites, crab cakes, grouper sandwiches, and cold drinks on an outdoor patio. Live music nightly, karaoke on Wednesdays, outdoor billiards and darts, and a daily happy hour to kick it all off right.

📍 11498 Tamiami Trail E, Naples, FL 34113 📞 (239) 499-3697 🎶 Live music nightly · 🎤 Karaoke Wednesdays · 🎱 Outdoor billiards
Sun – Thu11:30am – 9:30pm Fri – Sat11:30am – 10pm Happy HourDaily 2:30pm – 5:30pm
⚓ Marina 🦐 Seafood Isles of Capri

Island Gypsy Cafe

Waterfront Seafood on the Capri Marina

Perched right on the Capri Marina with front-row views of Tarpon Bay and all the boat traffic to go with it. Fresh seafood, an oversized bar, and that laid-back island vibe — coconut shrimp, mahi mahi, and gypsy fried seafood baskets are the move.

📍 292 Capri Blvd, Naples, FL 34113 📞 (239) 394-1111
HoursCheck website for current hours
🍋 Rooftop Bar 🍹 Cocktails Old Naples

Limón Rooftop Bar

Naples' Premier Rooftop Bar — Elevated Drinks & Views

Limón sits on top of Old Naples on 12th Street South — an intimate, elevated rooftop bar with a long and lively cocktail menu, Mediterranean-influenced bites, and the kind of atmosphere that makes a night out feel special. Indoor and outdoor seating, views over the historic district, and a kitchen open well into the evening make it a perfect stop for pre-dinner drinks or a full night out. One of the most stylish spots in Naples.

📍 455 12th St South, Naples, FL 34102 📞 (239) 944-3755
🎶 Live Music 🍹 Full Bar Open Until 2am

The Oasis

Naples' Late-Night Uptown Bar & Live Music Venue

Naples' go-to spot when the night is still young — The Oasis brings uptown style with a packed live music calendar, daily specials, a full bar, and a kitchen that stays open until 1am. Whether you're grabbing a late dinner or settling in for a long evening of live bands, The Oasis keeps the good times going long after everywhere else has called last call.

📍 1046 Pine Ridge Rd, Naples, FL 34108 📞 (239) 649-0800 🎶 Live music calendar · 🎉 Private parties & catering
Daily11am – 2am (Kitchen until 1am)
🐦 Waterfront 🍺 Chickee Bar Since 1979

Pelican Bend

Family-Owned Casual Dining on Johnson Bay

A beloved family-owned spot serving fresh, local fare under a Chickee Bar with sweeping views of Johnson Bay. Cold drinks, great food, and that relaxed Old Florida waterfront atmosphere — no reservations needed.

📍 219 Capri Blvd, Naples, FL 34114 📞 (239) 394-3452 🚶 Walk-ins only  ·  No reservations
MondayClosed Tue – Thu & Sun11am – 8pm Friday11am – 8:30pm Saturday11am – 8pm
🍹 Beach Bar 🌊 Beachfront Naples Grande Resort

Rhode's End

A Greek Island Vibe on the Naples Shore

Tucked right on the sand at the Naples Grande Beach Resort, Rhode's End captures the easy spirit of a Greek island — frozen tropical cocktails, mezze platters, fresh gyros, and stunning Gulf views. It's casual, laid-back, and exactly what a beach bar should be. The perfect midday escape or golden-hour wind-down.

📍 475 Seagate Dr, Naples, FL 34103 📞 (239) 597-3232 🍋 Frozen drinks · Mezze · Gyros · Ocean views
Daily11am – 5pm (beverages until sunset)
🎶 Live Music 🍺 Sports Bar Bonita Springs

Sneaky Pete's

Bonita Springs' Go-To Bar for Live Music & Good Times

Sneaky Pete's is a beloved Bonita Springs bar with a big personality — live music, cold drinks, great food, and a crowd that knows how to have a good time. Relaxed, unpretentious, and always buzzing, it's the kind of neighborhood bar that becomes a regular haunt fast. Whether you're catching a band, watching a game, or just grabbing a cold one after the beach, Sneaky Pete's delivers every time.

📍 3465 Bonita Beach Rd #20, Bonita Springs, FL 34134 📞 (239) 498-8887 🎶 Live music · 🍺 Cold drinks · 📺 Sports on TV
🐟 Old Florida 🎶 Live Music Goodland

Stan's Idle Hour

Goodland's Legendary Waterfront Dive — One of a Kind

There is nowhere else quite like Stan's Idle Hour. Tucked away in the tiny fishing village of Goodland — just east of Marco Island — this eccentric, beloved waterfront bar has been a Florida institution for decades. Cold beer, live music, dancing on the tables, and the famous Mullet Festival every January. If you want a taste of the real, unfiltered Old Florida experience, Stan's is it. Worth every mile of the drive.

📍 221 Goodland Dr W, Goodland, FL 34140 📞 (239) 394-3041 🎶 Live music · 🐟 Fresh seafood · 🎉 Annual Mullet Festival (January)
HoursCheck website for current hours
🎶 Live Music 🍹 Full Bar Downtown Naples

Sugar Shack

Downtown Naples' Sweetest Bar & Live Music Hangout

Sugar Shack is a lively downtown Naples bar and live music venue with an infectious energy and a loyal local following. Cold drinks, great cocktails, live bands, and a fun, unpretentious atmosphere that keeps the party going well into the night. One of the best spots in downtown to catch live music and let loose — exactly the kind of place Naples needs more of.

📍 27421 Old 41 Rd, Bonita Springs, FL 34135 📞 (239) 301-4321 🎶 Live music · 🍹 Full bar · 🎉 Nightly events
🍝 Italian 🎶 Live Nightly 5th Ave South

Vergina Restaurant

Naples' Biggest Bar & Live Entertainment on 5th Ave

Vergina is a fixture on Fifth Avenue South with what locals call Naples' largest and most dynamic bar — live entertainment every night, a hookah lounge, open-air dining, and a Thursday Ladies Night that packs the place. The Italian and Mediterranean menu is legit (gourmet pastas, fresh local seafood, mezze-inspired plates), but the real draw after dark is the atmosphere. If you want to go out in Naples, Vergina is on the list.

Open 7 DaysSun–Fri 11:30am–2am · Sat 11:30am–2am Happy HourMon–Sun 3pm–5pm · No split entrées Live MusicNightly starting 8:30pm ⚠️ NoteHours may change on holidays & special events — call ahead
📍 700 5th Ave S, Naples, FL 34102 📞 (239) 659-7008