Jimmy's on the Edge rooftop bar
<div id="c3be0912bb716eee4ca644c1dfc4ecde4"></div>

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. 

Updated January 2024 by Brie Gorecki.

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

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

Jimmy’s on the Edge

Rooftop views of Clearwater beach AND some great happy hour specials can be found at Jimmy’s on the Edge. 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 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 Happy Hour

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

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

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’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.

Clearwater Happy Hour: Nearby Happy Hour Spots

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


Birchwood Canopy Rooftop

Enjoy rooftop views and great prices at the Birchwood Canopy weekdays from 4-7pm. Signature drinks and select wines by the glass are half off and select beers are only $3. This is a great happy hour spot in St. Pete to sip and soak in the sunset.

Central Avenue Oyster Bar

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

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.