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Brewster's

4.5 (868) ·bar & grill ·$ entrées ~$16 ·Downtown Sarasota, Sarasota, FL

Brewster's in Sarasota runs happy hour Daily 11 AM-7 PM with $4 domestic drafts, and publishes happy hour, drinks and specials menus with prices, 46 items in all.

Coming soon Call Now Directions Website Reservations free · booked through OpenTable

Contact & Location

bar & grill · $
1454 Main St

How far is Brewster's?

1454 Main St
Downtown Sarasota, Sarasota
Distance from central Sarasota1.6 mi
Straight-line distance from the midpoint of our Sarasota listings.
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Hours of Operation

MondayClosed
Tuesday11 am–2 am
Wednesday11 am–2 am
Thursday11 am–2 am
Friday11 am–2 am
Saturday11 am–2 am
Sunday11 am–2 am

See It Before You Go

Short videos of Brewster's from people who went: visit, downtown sarasota. Tap to play.

Videos by @oliviacassese7, playing in the creator’s official TikTok player.Not affiliated with DiscoverHappyHours.

Happy Hour & Drinks

Updated August 2026
Best Happy Hour in Sarasota
Daily · 11 AM-7 PM
Happy Hour Specials & Menu Highlights
Domestic Drafts, Well Liquors, House Wines, Margaritas, and Bloody Marys
Enjoy $4 Happy Hour every day from 11am to 7pm
$4
Craft Drafts
Happy Hour every day from 11am to 7pm
1.50off
Ale Wings
Our Ale Wings are brined, slow-baked, then flash-fried to order for the ultimate crisp-tender bite. Tossed in one of our house-made signature sauces—like classic Buffalo, sweet-and-spicy Mango Chili, smoky Moonshine BBQ, or the fan-favorite Truffalo—they’re perfect with a cold $4 domestic or $1.50-off craft draft. Available in 6, 12, or 18 counts and made to share (or not—we won’t judge)
Burgers
Juicy, custom-blend Black Angus patties cooked to perfection and piled high with premium toppings. From the classic Brew Burger (cheddar, LTOP, secret sauce) to the bold Fuego Burger (jalapeño ranch, pepper jack, fresh jalapeños) or the decadent Triple B (blue cheese crumbles and bacon), these are whispered about as some of the best burgers in Sarasota—especially during happy hour
Tacos
Fresh, flavorful, and built for happy hour grazing. Choose from Carnitas De Verde, Pollo Tacos, Shrimp Tacos, or even vegetarian-friendly Cauliflower Tacos. Each one comes on toasted flour tortillas with bright toppings like peach mango salsa, chipotle crema, cotija cheese, and pickled onions. Light enough for afternoon sipping, satisfying enough to carry you through the rest of your day
Hand-Breaded Chicken Sandwiches & Tenders
Comfort food elevated. Try the Blazing Rooster (Cajun buttermilk fried chicken with roasted garlic aioli and pickles), the fiery Gallo Diablo, or Chef Joe’s Chicken Sammy with tequila cilantro slaw and Island Heat sauce. Our Pickle Back Tenders bring a tangy twist that pairs perfectly with any $4 drink special
Handheld Mondays
Your choice of side plus one soft drink, juice, or happy hour drink
$14.99
Taco Tuesdays
Taco plate with side and happy hour drink
$14.99
$1 Wing Wednesdays
$1 wings in increments of 6, 12, or 18, plus one happy hour drink per guest
Tender Thursdays
Tender plate with side and happy hour drink
$14.99
Burger Fridays
Burger with side and happy hour drink
$15.99
Service Industry specials
25% off drinks for hospitality workers, healthcare professionals, and first responders on Sunday and Monday
Daily Specials
Monday Specials
Handheld Mondays
Includes Your Choice of Side Plus One (1) Soft Drink, Juice, or Happy Hour Drink
$15.99
Service Industry Weekend
25% off drinks for hospitality, healthcare, first responders, and Sarasota Opera House artists & staff
Tuesday Specials
Taco Tuesdays
Your choice of side, plus one soft drink, juice, or Happy Hour drink
$15.99
Tacos - Tequila - Trivia
Team Trivia with multiple categories and prizes for the top 3 teams
$8 Tequila, $5 Corona, Corona Light, and Modelo
7pm - Close
Wednesday Specials
$1 Wing Wednesdays
Wings available in increments of 6, 12, or 18 (at $1 per wing), including your choice of one soft drink, juice, or Happy Hour drink (one drink per order, per visit; side not included; other conditions apply)
$7 HUMP DAY
$7 Tito's, Jameson, Milagro Silver — ALL DAY!
Thursday Specials
Tender Thursdays
Your choice of side, plus one soft drink, juice, or Happy Hour drink
$14.99
$6 Seltzers
All Day!
Friday Specials
Burger Fridays
Your burger with choice of side, plus one soft drink, juice, or Happy Hour drink
$15.99
Saturday Specials
Smash Burgers
4oz Custom blend Black Angus burgers smashed with shaved red onions. Served on fresh baked brioche buns from Bread Bandits. No substitutions. Limited Supply. Single Smashburger with your choice of side, plus one (1) soft drink, juice, or Happy Hour drink
$14.99
Chef Joe’s Original Smashburger
Choice of cheese, dill pickles, secret sauce
Shroom & Swiss Smashburger
Sesame & Soy marinated portobello mushrooms, tequila caramelized onion, swiss cheese, roasted garlic aioli
Bacon Bleu
Gorgonzola, tequila caramelized onion, black pepper bacon, roasted garlic aioli
Spicy Smash
Pepper jack cheese, habanero aioli, house pickled onions
Joe’s Fat Philly
Thin-sliced & chopped sirloin cooked with our house pig sauce, grilled onions & peppers, Cooper’s sharp cheese, & chef’s secret sauce. All on a fresh-baked seeded roll
$15.99
Sunday Specials
Service Industry Weekend
25% off drinks for hospitality, healthcare, first responders, and Sarasota Opera House artists & staff
Smash Burgers
4oz Custom blend Black Angus burgers smashed with shaved red onions. Served on fresh baked brioche buns from Bread Bandits. No substitutions. Limited Supply. Single Smashburger with your choice of side, plus one (1) soft drink, juice, or Happy Hour drink
$14.99
Chef Joe’s Original Smashburger
Choice of cheese, dill pickles, secret sauce
Shroom & Swiss Smashburger
Sesame & Soy marinated portobello mushrooms, tequila caramelized onion, swiss cheese, roasted garlic aioli
Bacon Bleu
Gorgonzola, tequila caramelized onion, black pepper bacon, roasted garlic aioli
Spicy Smash
Pepper jack cheese, habanero aioli, house pickled onions
Joe’s Fat Philly
Thin-sliced & chopped sirloin cooked with our house pig sauce, grilled onions & peppers, Cooper’s sharp cheese, & chef’s secret sauce. All on a fresh-baked seeded roll
$15.99
Cocktails
Espresso Tini
Espresso Vodka, Kahlua, Vanilla Vodka, Cream De Cocoa, fresh espresso. Coffee bean
The Grand Rita
Casamigos Reposado Tequila, fresh lime juice, dash of agave, dash of orange juice, Grand Mariner floater. Lime
The Old Main St
Old Fashioned - Buffalo Trace Bourbon, dash simple syrup & bitters. Orange
Blue Lagoon
Stoli Blueberry, fresh lemon juice, dash of blueberry puree, dash of ginger beer. Lemon
Tito’s Redbull
Just like it sounds. It’s Tito’s. It’s Red Bull. Boom
The Mexican Monk
Casamigos Reposado Tequila, Charteuse liqueur, Luxardo liqueur, prickly pear puree, fresh lime juice Lime
Island Runner
Bacardi Dragonberry Rum, Malibu Rum, banana liqueur, splash orange juice & pineapple juice, dash of grenadine, Myers Dark floater. Orange & cherry
London Fog
Hendrix Gin, St. Germain Elderflower Liqueur simple syrup, fresh lime juice, ginger beer. Lime
Mocktails
Zero Espresso
Fresh espresso, simple syrup. Coffee bean
Tini Pini
Pineapple juice, coconut cream puree, fresh lime juice, splash of oj. Orange peel
Blue Mule
Blueberry puree, fresh lime juice, ginger beer, club soda. Lemon
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Photos

Brewster's

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Frequently Asked Questions

What time is happy hour at Brewster's?

Happy hour at Brewster's is Daily 11 AM-7 PM.

What are the happy hour specials at Brewster's?

Brewster's offers: $4 domestic drafts, well liquor, house wine, margaritas & bloody marys
$1.50 off all craft drafts. $4 domestic drafts, well liquor, house wine, margaritas & bloody marys
$1.50 off all craft drafts

Does Brewster's have food specials during happy hour?

Yes, Brewster's offers food specials during happy hour: $4 domestic drafts, well liquor, house wine, margaritas & bloody marys
$1.50 off all craft drafts

Does Brewster's have a cocktail or drinks menu?

Yes. Brewster's lists 11 drinks on this page under Cocktail Menu.

What food does Brewster's serve?

Brewster's publishes Daily Specials, 23 dishes. Dishes start at 14.99.

Where is Brewster's located?

Brewster's is located at 1454 Main St.

Is Brewster's good for groups?

Brewster's is a bar & grill in Sarasota. For large groups, we recommend calling ahead at (941) 343-2380 to check availability during happy hour.

What type of restaurant is Brewster's?

Brewster's is a bar & grill located in Sarasota, FL. They offer happy hour specials Daily.

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