Jimmy's on the Edge rooftop bar
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Whether you live there or you’re just swinging by to enjoy the beach, there is no shortage of places to enjoy a Clearwater happy hour. From beachfront seafood spots to rooftops to neighborhood Irish pubs, you’ll find something that suits you on this list of Clearwater happy hours. 

Clearwater Happy Hour

Enjoying the beauty of Clearwater with a drink in hand doesn’t have to break the budget. These wallet-friendly spots have helpful happy hour specials.

Rumba Island Bar & Grill

1800 Gulf to Bay Blvd, Clearwater, FL 33765

At Rumba Island Bar & Grill every hour is happy with two-for-one margaritas, sangria, signature drinks, and well cocktails, along with $2.99 mugs of select draft beer. Enjoy double the drinks every day for lunch and dinner with authentic island cuisine.

Jimmy’s on the Edge

505 S Gulfview Blvd, Clearwater Beach, FL 33767

Rooftop views of Clearwater beach AND some great happy hour specials can be found at Jimmy’s on the Edge, located at the Edge Hotel. This Clearwater happy hour runs from 3 – 6pm Monday through Friday and you’ll get 25 percent off all appetizers as well as $1.50 off draft beers, $4.50 house wine, and $6 margaritas and piña coladas.

READ MORE: Our Favorite Rooftop Bars in Tampa Bay

O’Keefe’s Tavern Clearwater

1219 S Ft Harrison Ave, Clearwater, FL 33756

Another spot to enjoy happy hour all day long in Clearwater. O’Keefe’s has two for one happy hour for cocktails, house beer & wine, and margaritas. Go for the all-day happy hour but stay for the fun atmosphere at this historic neighborhood spot. 

Clearwater Wine Bar & bistro

482 Poinsettia Ave, Clearwater Beach, FL 33767

This quaint wine bar offers a combo of Mediterranean and Mexican cuisine. Happy hour is every day from 5 – 7pm with two for 1 house wine and sangria, $2 off all wines by the glass, and $1 off beer.

Clear Sky Cafe

490 Mandalay Ave, Clearwater, FL 33767

This upscale spot on Clearwater Beach has some great discounts on food to munch on along with their various drink specials. Take $3 off pizza and $2 off bruschettas and flatbreads Monday through Friday 2 – 6pm.

pizza and drinks during Clear Sky Cafe - Clearwater Happy Hour @clearskycafe
Clear Sky Cafe – Clearwater Happy Hour @clearskycafe

GrillSmith

2539 Countryside Blvd #6, Clearwater, FL 33761

Grillsmith’s happy hour runs from 4 – 7pm every day. On Wednesdays the Happy Hour specials last all night long. You’ll find discounted appetizers on the menu, as well as $5 select spirits, $4.90 house wines, $5 craft beers, $6 martinis, and $7 craft cocktails.

Windward Bar & Grille

282 Windward Passage, Clearwater, FL 33767

Whoever thinks the neighbor bar has become a relic of the past has not experienced the Windward Bar & Grille on Island Estates in Clearwater. The Windward Bar & Grille is not your average burger and fries joint. They serve an excellent selection of appetizers, burgers, pizzas, seafood, and salads for lunch and dinner. Happy hour is daily from 4-7pm and includes $4 domestic beer, $5 house wines, and $5 well drinks. They also have daily food and drink specials.

Badfins Food + Brew – Image from Badfins

Badfins Restaurant Clearwater Beach

215 S Gulfview Blvd, Clearwater, FL 33767

Dedicated to delicious food, excellent service and an inviting atmosphere Badfins Food + Brew is becoming known for its great seafood and Mexican dishes – along with a variety of local craft beers, wines, handcrafted cocktails, and live music.

Happy hour is 4-5pm daily and includes half off all beers (of the month) and appetizers. They’ve got 34 local craft beers on tap along with the staples, ranging from the classics you know and love to locally brewed beers that’ll easily become instant favorites. Their Happy Hour changes often so be sure to ask your server for more information.

Salt Cracker Fish Camp

25 Causeway Blvd, Clearwater Beach, FL 33767

Right by the marina, this casual restaurant serves American fish, seafood & cocktails on a terrace. Enjoy waterfront views seven days a week from dusk until dawn & live entertainment each Friday, Saturday & Sunday.

Enjoy happy hour all day long with 2 for $10 Bloody Marys, Rum Punch, House Margaritas,Well Drinks, House Wine, and Red or White Sangria. They also offer a selection of “dockside bites” for just $6 each, every day from 3-5pm.

Marina Cantina Tequila Bar & Grill

25 Causeway Blvd, Clearwater, FL 33767

Marina Cantina is known for their Mexican fusion menu which includes the freshest, locally caught seafood. Enjoy our extensive tequila bar with a selection of handcrafted margaritas, or savor our refreshing, daily-made sangria.

Happy hour is Monday through Friday from 4 – 6pm. Enjoy $4 domestic drafts, and $7 Casa Margaritas, sangria, Cantina Coladas, and Coral Reef cocktails. They also offer a variety of food specials ranging from $3 – $8.

Clearwater Happy Hour: Nearby Happy Hour Spots

These Happy Hour locales are worth the short drive from Clearwater itself.

thebirchwood.com

Birchwood Canopy Rooftop

340 Beach Dr NE, St. Petersburg, FL 33701

Enjoy rooftop views and great prices at the Birchwood Canopy weekdays from 4-7pm. Select beers are $4, select wines are $7, and select cocktails are $8. This is a great happy hour spot in St. Pete to sip and soak in the sunset.

Central Avenue Oyster Bar

Temporarily closed while they move to a new location.

Happy hour at this seafood spot is every day from 3 – 6pm. You can’t beat $1 Gulf oysters, especially when you can enjoy them with $5 drafts, house wines and old fashions. If you’re up for it, oyster shooters are $1 each, as well.

READ MORE: Culinary Map of Central Avenue Restaurants in St. Pete

COPA Wine and Tapas

1047 Central Ave, St. Petersburg, FL 33705

We love the ambiance at Copa and they’ve got great specials every weeknight. Happy hour is 5 – 7pm with half off classic cocktails. They also have specials like $4 tacos on Tuesdays and two for one wines for wine down Wednesdays.

Featured image credit: Jimmy’s on the Edge

Thirsty for more happy hour spots? Check out our guide to happy hour in Tampa and St. Petersburg.