There’s no doubt that your stay on Anna Maria Island will quickly have you searching for some local spots for Happy Hour. We’ve compiled a list to take the guesswork out of it and allow you to feel right at home in our beachside community. 

Beach House Waterfront Restaurant

200 Gulf Drive North, Bradenton Beach
(941) 779-2222

Happy Hour Monday-Friday 2-4 p.m.

Beach House offers half-price drinks and appetizers at the bar during Happy Hour. Their outdoor climate-friendly deck is also a fabulous place for beautiful evening views, so keep that in mind when chasing sunsets.

Bridge Street Bistro 

111 Gulf Drive South, Bradenton Beach
(941) 782-1122
Happy Hour Daily 1-4 p.m.

The impressive Happy Hour menu includes Bar Bites starting at $5 along with Beer, Wine and Spirits starting at $3. Happy Hour pricing is good only at the bar and on the balcony where you’ll also enjoy beautiful Gulf of Mexico views. Bridge Street Bistro is located inside of Island Time Bar & Grill. 

Anna Maria Oyster Bar 

200 Bridge Street, Bradenton Beach
Other locations at Landslide, Cortez, and Ellenton
(941) 778-AMOB

Happy Hour Daily 3-6 p.m.

By land or sea, visit the Oyster Bar at the Historic Bridge Street Pier with views of the Intracoastal Waterway. Enjoy $3 House Margaritas, Well Drinks for $4, House Wines for $5 and premium beverages for $6 (see website for more details). 

Harry’s Grill and Bistro

9903 Gulf Drive, Anna Maria
(941) 567-5999

Harry Hour Monday-Friday 3-5 p.m.

You just can’t beat great food and drinks, family fun (cornhole and live music) and a pet-friendly atmosphere. Happy Hour offers $1 off all draft beer sizes 16 and 24 oz as well as house wines. And, if your name is Harry or Harrietta and you can prove it, you get one free draft beer of your choice. 

The Waterfront Restaurant & Craft Bar

111 South Bay Boulevard, Anna Maria
(941) 778-1515

Happy Hour Daily 4:30-6:30 p.m.

If you’re looking for Old Florida style dining and ambiance, the Waterfront Restaurant & Craft Bar is your place with discounted wine pours daily. 

The Ugly Grouper

5704 Marina Drive, Anna Maria
(941) 778-4402

Ugly Hour Monday-Friday 2-5 p.m.

The Ugly Grouper, formerly the Barefoot Tiki, is a beer and wine bar offering weekday Ugly Hour specials. Plan your night out to include this popular place and you’ll also enjoy live music and fresh dinner selections. 

The Doctor’s Office

5312 Holmes Boulevard #B, Holmes Beach
(941) 213-9926

Open Sunday-Thursday 5-10 p.m. Friday and Saturday 5-11 p.m.

While the Doctor’s Office does not offer a Happy Hour per se, we would be remiss not to include this craft cocktail bar also serving light bites and sharing plates in this round up. The setting is an old doctor’s office, of course, and the “prescription” drinks you choose could be just what the doctor ordered. To be sure you get an appointment, call ahead. Visit the website to get a glimpse of the out-of-the-ordinary food and drink options.

After a long day of exploring beaches, playing with water toys, or just hanging out, hit some of these suggestions for a relaxing evening with tasty libations. 

Book a beautiful place to call home base during your stay on Anna Maria Island. We have accommodations waiting for you here at Beach Retreats Vacation Rentals. And, please remember to drink responsibly.