There are hundreds of happy hour hot spots in SWFL, making it nearly impossible to choose just one. We’re here to help! Here are our top 10 favorite local happy hour spots!

10.  Coconut Jack’s Waterfront Grille | Bonita Springs

Whether your a local or a visitor, happy hour at Coconut Jack’s is sure to make you feel like you’re on vacation. Sit outside, underneath their giant tiki hut, and enjoy the fresh air and waterfront views while you sip on your favorite drink!

 

Daily 3-6 PM

The Specials:
$1.50 Domestic Drafts
$2.00 Premium Drafts
$3.50 Margaritas
$3.50 House Wines
$3.50 Single Liquor Well Drinks

9. C- Level Bistro and Wine Loft | Bonita Springs

This upscale lounge is unique in its sophistication and ambiance. The bar has an expansive selection of wines, as well as a variety of beers. Try a cheese plate customized by your bartender to perfectly pair with your choice of wine!

 

Daily 5-6 PM

The Specials:
30% off Appetizers
$5 House Wines
$3 Off All Other Wines
$3 Beers
All Bottles of Wine 30% off

 

8. Tommy Bahama Marlin Bar | Estero

This fun, outdoor bar is located off Fashion Drive in Coconut Point. Sit back and relax in the open air while enjoying one of their delicious craft cocktails or tapas.

 

Pro Tip:  Download the Tommy Bahama App for a Free Drink!

Daily 4-6 PM

The Specials:
$6 House Wines
$6 Cocktails
$8 Martinis
$4 Select Beers
$5 Well Drinks

7. The Bevy | South Naples

This trendy, open air bar is known for their signature cocktails, like their Cedar Fire Old Fashion which is paired with a strip of candied bacon! The Bevy also offers delicious appetizers, dinner and Sunday brunch. This bar is very pet friendly so feel free to bring your fur babies along!

 

Daily 3-6 PM

The Specials:
$7 House Wines
50% off Cocktails
$4 Draft Beers
$4-8 Lite Bite Menu

6. The Koi Lounge | Bonita Springs

Koi Lounge is located right out front of Tokyo Bay- a popular hibachi restaurant in Bonita Springs. Koi Lounge is a great place to relax in an outdoor setting, while enjoying great happy hour sushi and drink specials.

 

Sun – Thurs 5:00pm – 7:00pm
Fri- Sat 3:00pm – 7:00pm

The Specials:
$3 Domestic Beer
$3 House Wines
$4 Well Cocktails
$6 Tiki Cocktails
$5 Select Sushi Rolls

5. Blue Martini | North Naples

If you can appreciate a good martini as much as we do, this is your spot for happy hour. Most martinis are 50% off. You can get an ice cold martini, plus a half-full shaker for your next round, for about $7! Their delicious tapas menu is also 50% off.

 

Daily 4-8 PM | Live music starts at 7:30!

The Specials:
50% off Appetizers ($6-12)
50% Most Drinks ($3 Beers, $5-6 Wine, $7-8 Martinis)

4. Landsdowne Street Pub | Bonita Springs

The dark wood and brick interior of this local bar might be a turn off to some people, but for others, it feels like home. This cozy neighborhood pub is know as the Red Sox Nation’s Southernmost Outpost and you’ll see why as soon as you walk in. Landsdowne looks, feels and smells like a Boston bar. Along with great drink specials, you can also find New England clam “chowda” and fresh lobster rolls. They also have a huge selection of craft beers. If the dark interior isn’t your scene, you can enjoy the same food and drink specials on their covered patio out back!

 

Daily 11 AM- 7 PM | Appetizers 3-7 PM

Specials:
$1 Off Select Craft Beers
$2.50 Domestic Drafts
$2.50 Domestic Bottles
$3.99 House Wines
$3.50 Select Import Bottles
$3.99  Wells
$4.99 Appetizers

3. Center Bar | Bonita Springs

Owned by Deromo’s Gourmet Market and Restaurant, The Center Bar is one of Bonita Springs’ hottest happy hour spots. The outdoor bar has live music, great drink specials and plenty of TVs, so you don’t miss the game. The bar itself does not serve food, but if your hungry, you can grab an authentic Italian sandwich or slice of pizza at the Deromo’s market to bring back to the bar!

 

Daily 4-6:30 PM
Late Night Happy Hour: Sun – Thur 9–12 PM,  Fri–Sat 10 PM–1 AM

Specials:
$4.50 House Wines
$3.50  Wells
$5 Margaritas
$2.75 Domestic Beers
$3.75 Imported Beers

2. Cafe Milano | South Naples

This one was a close runner up for our #1 spot. Cafe Milano is an authentic, yet casual Italian cafe on 5th Avenue South in Naples. While you peruse the menu, you’ll  enjoy fresh bread, baked in-house, with marinated olives. The menu features Italian classics and every entree is always exceptionally well-done. Their house-made pasta is the best we’ve had in the area. On top of that, the staff could not be friendlier. You’ll quickly learn everyone’s name, and they’ll learn yours.

 

The best part? From 3-5 PM everyday, their entire menu is half off! You can get a glass of their delicious, Italian, house wine and a pasta dish for about $14.

Must Trys: Pappardelle Al Ragu, Tagliatelle Bolognese and Goat Chese Skizza.

Daily 3-5 PM

Specials:
$5 House Wines
$5 Wells
$4 Beers
50% Entire Dinner Menu

1. Chatterbox | Bonita Springs & Now Naples too!

For us, happy hour is a time for the neighborhood to all come together, listen to to good music, eat some good food, have a couple drinks and celebrate a successful day of work. That is exactly why Chatterbox is our favorite happy hour spot. This family-owner bar and grill is nothing fancy. There is no elaborate decor or lighting,  just a bunch of signed dollar bills taped along the walls and ceiling. Somehow, Chatterbox embodies the small-town charm that Bonita Springs is know for. They have recently opened a second location in Naples and they have managed to keep the same small-town feel there as well.

Our favorite time to visit is when they have live music. David Hunter is one of our favorites but all of the artists always put on a great performance. The space isn’t very big and it is mostly full of tables so you’ll always be able to find a good spot to see the show.

And now for the food… Chatterbox offers a lot of risky dishes that could make or break a restaurant like burgers, friend chicken, pizza and ribs. They make everything in house and ALL of it is absolutely delicious. There is not one thing on their menu that we haven’t loved.

To top it all off, they have one of they offer great drink specials all day, everyday as well as a few weekly dinner deals!

All Day, Everyday

Specials:
$2 Domestic Pints
$2.50 Domestic Bottle
$4 23 oz Chatterbox Lager
$10 Domestic Buckets
$4 House Wines

Monday – Half Price Pizza |  Live Music at 7 PM
Tuesday – Taco Tuesday $7.99 3 tacos, Chips and Salsa
Wednesday – Half Priced Wings | Live Music at 6 PM
Thursday – Burger Day $6.99 Burger and fries
Friday – Live Music at 7 PM
Saturday – Live Music at 7 PM
Sunday – Smoked Baby Back Rib Night | Live Music at 7 PM