Friends and neighbors,

There’s nothing like a juicy burger at the bar while cheering on your favorite team. That was my Sunday, watching the Patriots clinch the AFC Championship on their way to that improbable Seahawks-Patriots Super Bowl.

This week, we’re revisiting one of my favorite features from last year: Naples’ top 10 happy hour spots! It’s the perfect excuse to get out, enjoy great food, and unwind without breaking the bank.

I’ve also been indulging in another weekend passion: antiquing. Naples has some amazing shops, and I recently showed my parents my newest hobby under the guise of “redecorating.” Who knew rainy-day errands could be so fun?

Thank you for being part of this wonderful community. Your support, tips, and stories keep me inspired to explore, share, and celebrate all the little joys Naples has to offer.

Warmly,

What makes a Happy Hour good? Discounts matter, sure, but ambiance, food that actually tastes like more than leftovers, and interesting drinks also count. We’ve scoured all the recommendations and poured more than a few drinks along the way to bring you this list.

So go forth and enjoy some of the best food and drinks Naples has to offer without a second thought to treating yourself (and your friends)! 

10. Caffè Milano

Happy Hour Times: 3 PM – 4:45 PM daily
Location: 800 5th Ave S, Naples, FL 34102
Happy Hour Deals: 50% off food; $5 beer; $7 select wine & cocktails

Why it’s here: Caffè Milano is the quintessential downtown start point where half-off food takes the sting out of 5th Avenue South pricing without sacrificing flavor. Roll in early, snag a window seat, and sample burrata, bruschetta, or devilishly good calamari while the afternoon sun hits just right.

9. Rusty’s Raw Bar & Grill

Happy Hour Times: 3 PM – 6 PM daily
Location: 2700 Immokalee Rd, Naples, FL 34110
Happy Hour Deals: $3.50 domestic drafts; $4 bottled beer; $11 beer pitchers; food specials including $1 wings, $3 sliders, and rotating seafood bar bites

Why it’s here: A mainstay for seafood lovers with no pretension. Rusty’s is where you go for oysters and peel-and-eat shrimp with a cold beer in hand. The drinks are easy on the wallet, and the food is straightforward, fresh, and generous.

8. The Oasis

Happy Hour Times: ~11 AM – 7 PM daily (extended promos)
Location: 1046 Pine Ridge Rd, Naples, FL 34108
Happy Hour Deals: $3 domestics; $4 well drinks; $5 house wine; $3 mini burgers (3–7 PM); rotating daily food and drink specials

Why it’s here: Oasis is the locals’ backyard bar. Long happy hours, frozen cocktails, and comfort food with many fans. House wines, cold domestics, tiki-style drinks, and truly cheap snacks.

7. The Claw Bar

Happy Hour Times: Daily 3 PM – 5 PM (drinks only Sun & Mon)
Location: 221 9th St S, Naples, FL 34102
Happy Hour Deals: $4 domestic bottles; $5 drafts; $7 mixed drinks and house wines; $10 house martinis; discounted seafood small plates

Why it’s here: With its location inside the Bellasera Hotel, The Claw Bar feels like a hidden little gem where oysters and bubbles replace the usual bar fries. Happy Hour prices won’t make your jaw drop, but the oysters + prosecco combo and Coconut Curry Mussels are worth lingering over.

6. Aqua

Happy Hour Times: 4 PM – 7 PM daily
Location: 862 5th Ave S, Naples, FL 34102
Happy Hour Deals: $6 domestic beers; $7 imported beers; $10 house wines and cocktails

Why it’s here: Aqua’s Happy Hour is one of the most generous downtown — $6 domestic beers and $7 imported, $10 house wines and cocktails, and plenty of small plate options that feel like mini meals. You’ll see smoked mahi dip ($11), chili shrimp tacos ($11), coconut shrimp ($11), and crisp bruschetta ($10) on the list, not just chips and pretzels.

5. Bar Tulia – Mercato

Happy Hour Times: 2:30 PM – 5:30 PM daily
Location: 9118 Strada Pl, Naples, FL 34108
Happy Hour Deals: 50% off beer; $5 off wines and cocktails; discounted small plates

Why it’s here: Known affectionately as the Mercato hitter, Bar Tulia brings a robust happy hour small plates menu that can pass off as dinner. Meatballs, pizzas, sliders are executed with precision and not as an afterthought, and $5-off wines/cocktails take the edge off.

4. LoLa 41

Happy Hour Times: 4 PM – 6 PM daily
Location: 560 9th St S, Naples, FL 34102
Happy Hour Deals: $5 craft beers; $10 signature cocktails, wine, and sake; discounted sushi rolls and small plates

Why it’s here: Downtown’s sushi-forward happy hour that doesn’t pretend to be stuck in a bar rut. This spot pairs creative cocktails with sushi and small plates like Peking Duck Bao Buns, dynamite rolls, and fun drinks like the Con-Cu-Bine and Cucumbertini fit right into the lively crowd.

3. Hogfish Harry’s

Happy Hour Times: 3 PM – 5 PM daily
Location: 600 Neapolitan Way, Naples, FL 34103
Happy Hour Deals: $3 beer; $5 house wines; $7 select cocktails; $5–$9 bar bites including wings, coconut shrimp, and fish sliders

Why it’s here: More than just a quirky name, Hogfish Harry’s serves classic tropical cocktails, $3 beer and dirt-cheap bar bites with the friendliest service around. For happy hour in Naples, it doesn’t get more classic than this.

2. Nosh on Naples Bay

Happy Hour Times: Tuesday – Sunday, 2 PM – 6 PM
Location: 1490 5th Ave S, Suite 101, Naples, FL 34102
Happy Hour Deals: Discounted bar menu with rotating chef specials, shareable plates, and reduced-price signature cocktails

Why it’s here: Nosh is still one of Naples’ top happy hours. Little compares to the waterfront seats, rotating chef specials, and discounts in a high-end setting. Crispy duck wings ($12) and beef tenderloin tips ($16) are regular hitters, with Pomelo Paradise cocktails ($12) to wash it down.

1. Blackbird Modern Asian

Happy Hour Times:
• Monday 4 PM – 10 PM
• Tuesday – Sunday 4 PM – 6 PM
Location: 1500 5th Avenue South, Naples, FL 34102
Happy Hour Deals: 50% off cocktails, wine by the glass, and beer; discounted dim sum and small plates

Why it’s #1: This is a newcomer. Blackbird’s Happy Hour knocks the usual “discounted drinks” model out of the park with 50% off cocktails, wine by the glass, and beer, and small plates that are genuinely as good as something you’d order at full price. Shareables like Wok-Charred Edamame ($9), Orange Chili Calamari ($15), dim sum like Mongolian Brisket Bao Buns ($5.50) and Spicy Pork Wontons ($6), make Blackbird the newest hit for happy hour in an upscale setting.

If you think antiquing in Naples just means wandering past dusty knick-knacks, you’re in for a surprise. Around here, locals take their taste seriously, and that means a little digging can turn up curated treasures, estate gems, vintage décor, and downright quirky collectibles. So if a rainy Saturday rolls around (or you just feel like hunting for something one-of-a-kind), here are a few spots worth checking out:

Start in the Design District and Central Avenue corridor. The streets might look sleepy at first glance, but these little stores are packed with surprises. Chernysh Antiques, Fine Arts and Consignment has everything from delicate estate jewelry to glassware that could have been in your grandmother’s cabinet… or maybe in Gatsby’s. A few blocks away, a personal favorite, Treasure Island Antiques, sprawls like a maze of furniture, mid-century oddities, and random knick-knacks. Just when you think you’ve seen it all, turn the corner and there’s another room of art, furniture, quite a few salt shakers and interesting jewelry finds.

If you like someone else doing most of the curation, Colin Strong Antiques is another gem. You’ll spot pieces that have a story, not just a price tag. The Rusty Spur Decor & More is a little boutique-y, a little funky, and might have you walking out with a few “pieces” you may not have needed.

For big treasure hunters, Chesterdales Home & Garden is the jackpot. Over 50 vendors under one roof, spanning everything from retro furniture to architectural salvage, it’s for those who love the treasure hunt aspect of this hobby. And if your eyes light up at vintage watches or estate jewelry, Lovejoy Antiques on 5th Avenue will have you drooling over Rolexes, rings, and that one bracelet that might just complete your collection.

Naples antiquing isn’t a different kind of shopping experience. Grab a coffee, say hi to the owners (they love telling you the backstories), and enjoy finding something you didn’t even know you were looking for. Once you uncover your first treasure that feels more like “you” than anything at a box store, you’ll be hooked on the hunt.

Last week’s poll asked: How do you treat yourself on a Saturday?

Here’s where you landed:

Mani or pedicure at the spa led with 21.61% of votes! Here’s what else readers wrote in: 

- “Book at the beach :)” M. 
- “English tea at Brambles!” -C 
- “Golf game with friends” - D. 

Can you tell I’m not a golfer that I forgot to put that on the list? Golf was the lead write -in response! Thank you to everyone who participated in the poll! I’d love to feature more wellness and med-spa locales around town. 

Naples is too good to waste on the same old routine. A great happy hour turns an ordinary weeknight into something you actually look forward to. A good antique find gives you a story, not just “stuff.” These roundups are here to make it easier to say yes to the fun parts of living here, without overthinking it, overspending, or scrolling for an hour first.

Elizabeth Bellotti
Editor-In-Chief
Naples, Florida
The Naples Florida Review

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