Happy Hour

Happy hour is a fun and festive way to bridge the gap between the end of your day and the beginning of your evening. It is extremely popular in the Fort Myers area, with some of the best bars and restaurants offering unbelievable discounts on food and drinks. Happy Hour celebrations are casual, a great way to make new friends and business connections.

If you want to mingle with the downtown crowd, not just the lawyer types but every type, hunt down the rooftop location of Firestone.

Angelina's is an award winning restaurant that offers one of the best high-end happy hours in the area, with half price appetizers and live piano music.

Keep in mind that happy hour deals tend to change with the seasons, some of the most outstanding deals can be found during the summer months. Don’t be surprised if your happy hour morphs into late night at some of these 10Best spots.


Stillwater Grille
Photo courtesy of Gina Birch

Happy Hour starts at 3 pm at Stillwater Grille, where you'll find great specials and a huge dose of Midwestern hospitality to boot. The bar has some 50-specialty martinis many of which are specially priced during the early evening hours, seven days a week. House wine is only $5 a glass along with domestic beers. Popular happy hour appetizers such as truffle fries, homemade meatballs, chorizo mac-n-cheese and savory wings are also priced to please. Stillwater has a spacious bar, covered sidewalk seating and a popular deck, shaded with tropical trees and twinkling lights. Experience a variety of entertainment here, often starting before happy hour ends. Enjoy this warm, local spot.

Recommended for Happy Hour because: Stillwater has appealing pricing during happy hour, a beautiful outdoor space, a friendly bar and live entertainment too.

Gina's expert tip: Try the signature sour apple martini, it has just the right amount of pucker

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Blue Pointe Oyster Bar & Seafood Grill - Ft. Myers
Photo courtesy of Gina Birch

Blue Pointe specializes in seafood and has discounted prices on their fresh oysters each day for happy hour, order a combo of different species. The shrimp cocktail is another popular dish found on the list of happy hour specials. The staff is welcoming and the bar seats are so comfy, you might stay well past the appointed happy hour time. Scroll through the digital menus for offerings ranging from sushi to surf and turf. This is a spot that can also accommodate larger parties with high-top tables stretching down the center of the restaurant. When the weather is cool, the sliders are pushed back in the bar making it easy to walk to the outdoor patio and great for people watching.

Recommended for Happy Hour because: A classy spot at the Bell Tower Shops, the bar is comfortable, offering deals on their delicious fresh seafood as well as drinks.

Gina's expert tip: If parking is tight, go to the opposite of the plaza and walk through.

Read more about Blue Pointe Oyster Bar & Seafood Grill - Ft. Myers →

The "World Famous" Cigar Bar

The Cigar Bar has been a hotspot in downtown Fort Myers for more than fifteen years. A family-owned establishment, the bar was originally known for its large humidor and masculine, yet cozy lounge. Happy Hour here is extended and is not limited to call brands. In fact, you can get a $3 Guinness, that's a pint. The Cigar Bar has an adjacent space to accommodate the crowds and increase the bar's entertainment capabilities featuring mostly local bands. The happy hour specials include more than beer and the bar is stocked with a huge selection of scotch, bourbon, whiskey and more.

Recommended for Happy Hour because: You can smoke at this Happy Hour spot where there is often live music and discounts on the high-end spirits, not just wells.

Gina's expert tip: Cigar Bar has locations in Cape Coral and Gulf Coast Town Center too.

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Cape Coral

Rum Runners is just over the Caloosahatchee River, in Cape Coral, on a scenic canal with direct access to the river. The bar is rather large with enough seating for large parties and superb specials on both food and drink for happy hour. The $5 light bites include items such as peel and eat shrimp, boneless chicken bites, pasta and even meatloaf. Oyster lovers go crazy over the $1.50 a piece pricing. Beer, wine and cocktails are also discounted during the evening celebration. The outdoor seating is plentiful here and the menu has something for all tastes. The owners and chef have a long history of operating successful restaurants all over Southwest Florida. Once you dine here, you'll understand why.

Recommended for Happy Hour because: The bar is spacious, there is plenty of outdoor dining and the happy hour specials are items to write home about.

Gina's expert tip: Boating for the day? There is plenty of dock space to tie up and find your land legs.

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Downtown Social House

An old favorite downtown location for locals, this space has a fresh coat of paint and a new name. The Downtown Social House, or SOHO for short, is punctuated by exposed brick, a fireplace and a wall of old speakers inside. The outdoor garden is the newest feature, adding a space that encourages people to indeed be 'social' with one another. Happy Hour goes from 4-8 every day but Sunday, where you enjoy specials such as $1 drafts. Every day has a different special from free appetizers to free house cocktails. The craft cocktail program is ever-changing, the food consists of flavorful small bites with a few entree sized options.

Recommended for Happy Hour because: In a cool, historic downtown space, happy hour specials differ from day-to-day with deep discounts on food and drink, sometimes even free.

Gina's expert tip: Interactive games such as Corn Hole can be found in the outdoor garden area.

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South Fort Myers
Blu Sushi
Photo courtesy of Chris Whitaker, Blu Sushi

This sexy sushi bar is known for its martinis and many are offered for $6 during happy hour. The same price goes for call brands and double tall wells. House wines and drafts are also two for $6 and served at the same time. Blu is known for its artful sushi and during happy hour, you can order favorites like the spicy salmon roll and lava drop for $6, as well as the large tuna tower or zesty Zulu shrimp. Blu enjoys quite the crowd whether it's happy hour or late night, you are bound to have great fun and great people watching at the original location on McGregor Boulevard, and the sister spot downtown Fort Myers.

Recommended for Happy Hour because: With two for one wine, martini specials, excellent prices on sushi as well as fantastic people watching, Blu Sushi's happy hour is a home run.

Gina's expert tip: Blu also has some terrific lunch specials including all you care to eat options

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Angelina's Ristorante
Photo courtesy of Angelina's Ristorante

Angelina's is a premier Italian dining establishment with an award-winning wine selection. You can't help but notice the thirty-foot wine tower in the center of the restaurant, filled with about 4000 bottles. The best part is the amazing deals found on this award-winning wine list during Happy Hour, 1/2 bottles under $175. In the cozy, classy bar, Happy Hour discounts are not limited to wine and cocktails, but it also extends to 1/2 off some of the restaurant's well-prepared appetizers. While sipping your adult beverage in the lounge, you can also enjoy tasteful live music. Double check the times as they can change during the winter and spring seasons.

Recommended for Happy Hour because: This posh Italian restaurant has a sophisticated bar that offers some of the highest quality happy hour deals in the area.

Gina's expert tip: Take advantage of the free valet.

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The Firestone
Photo courtesy of GIna Birch

The Firestone is a four-story entertainment and restaurant complex in one of the historic buildings of downtown Fort Myers. Facing the newly renovated waterfront, the rooftop Sky Bar is one of the most popular happy hour spots downtown. The Sunset Party begins at 4 pm and features $3 domestic beer and $6 premium sunset cocktails. But it's not just the affordable drink specials that pack the place; the Sky Bar is a prime spot to watch the sunset over the Caloosahatchee River. You can order delicious appetizers starting at $6 on the rooftop or take the elevator down to the dining room for a specially priced sunset dining menu. Not long after the sun goes down, enjoy entertainment by the area's top DJ's and watch the pretty parade of partygoers.

Recommended for Happy Hour because: Nowhere else in downtown Fort Myers can you get a cocktail for $3 while watching the sunset over the water, from a rooftop bar.

Gina's expert tip: The Skybar is closed on Mondays, packed on the weekends.

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Meet Gina Birch

Gina carries the rare title of "Native Floridian". Living in Southwest Florida for more than 20 years, she is a well known, award winning radio and TV personality. She also writes for a number...  More About Gina