Nightlife in Sand Key

Local Craft-Beer Tasting for Two or Four at The Pint and Brew (Up to 52% Off). Five Options Available.

The Pint and Brew

Palm Harbor

Sample four craft beers from breweries such as Florida Avenue Brewing Co. and Green Bench Brewing Co.; BYO snacks with tailgate option

$28 $14

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Standup-Comedy Show and Drinks for Two with Option for Dinner at Snappers Grill & Comedy Club (Up to 58% Off)

Snappers Grill & Comedy Club

Palm Harbor

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Guests enjoy standup comedy while digging into entrees and sipping premium drinks

$36 $15

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$5 for $10 Groupon — City Billiards Lic

City Billiards

West and East Lealman

Local businesses like this one promote thriving, distinctive communities by offering a rich array of goods and services to locals like you

$10 $5

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Pub Food and Drink at Durty's Bar and Grille (Up to 50% Off)

Durty's Bar and Grille

St. Petersburg

Tear into a burger and stay a while with a game of pool or join in with a nightly event, like karaoke or trivia

$20 $11

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“How to Be a Wine Snob” Wine-Tasting Package for Two or Four at Tarpon Springs Castle Winery (Up to 56% Off)

Tarpon Springs Castle Winery

Tarpon Springs

Sip wines during "How to Be a Wine Snob" class before choosing a full glass to enjoy; take home one bottle of wine and two keepsake glasses

$84.50 $39

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Bar Food at Hogan's Beach (Up to 52% Off). Two Options Available.

Hogan's Beach

Rocky Point

Watch the big game on flat-screen TVs while filling your plate with wings, burgers, pizza, and more; bar has more than 20 beers on tap

$25 $12

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$12 for a Dinner for Two and Comedy Show at the Tampa Pitcher Show ($19.50 Value)

Tampa Pitcher Show

Carrollwood

In a relaxed bar atmosphere, couples savor a pasta dinner and laugh at Post Dinner Conversation, Tampa’s original longform improv company

$19.50 $12

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One or Two Tickets to Any Speed-Dating Event from Tampa Singles Events (Up to 57% Off)

Tampa Singles Events

On Location

Like-minded singles in their 20s through 40s mingle for five minutes each at venues across Tampa

$35 $17

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Dinner Show for One or Two from The Murder Mystery Company (52% Off)

The Murder Mystery Company

The Spaghetti Warehouse

Interactive dinnertime murder mystery that stars professional actors tests diners’ sleuthing skills throughout a multicourse meal

$120 $58

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In-Home Wine Tasting for Four or Eight with Complimentary Bottle of Wine from PRP Wine International (Up to 87% Off)

PRP Wine International

University Square

Wine consultants travel to homes, pouring samples from four or six different bottles for small groups

$150 $19

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South Shore Music Festival & Chili Cook-Off at International Showmans Club on November 8 (Up to 48% Off)

South Shore Music Festival & Chili Cook-off

International Showmans Club

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Country stars Gwen Sebastian and Jason Michael Carroll headline outdoor charity festival featuring a chili cook-off and cornhole tournament

$17.25 $9

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Saturday Night Laughs in New Tampa for One, Two, or Four on September 6–December 6 (Up to 46% Off)

Saturday Night Laughs in New Tampa

Heritage Isles Golf & Country Club

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Top-notch local and national comedians, including Tampa favorite Trish Keating, stoke laughter in a lush country club

$11.54 $8

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Breeders Cup at the Ranch for One or Two at Premier Sports Campus on November 1, at 12 p.m. (Up to 50% Off)

Derby Day at the Ranch

Premier Sports Campus

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Watch the Breeders Cup World Championships on a giant LCD screen, with music from local favorites

$150 $99

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Two or Four Local Beer Flights with Shareable Beef O'Bradys Appetizers at The Brass Tap (Up to 51% Off)

The Brass Tap

Dade City

Patrons sip beer flights at this bar with a choice of four sharable appetizers from Beef O'Bradys

$36.99 $18

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Classic Albums Live Presents: The Beatles "White Album" at The Lakeland Center on October 10 (Up to 49% Off)

Classic Albums Live Presents: The Beatles White Album

The Lakeland Center

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Rock pros recreate every note of The Fab Four’s seminal and strange double album, from “Back in the U.S.S.R.” to “Good Night”

$33.50 $17

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Cabaret of Magic Show on Friday or Saturday at 7 p.m. Through October 15 (Up to 38% Off)

Cabaret of Magic

Cabaret of Magic

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Veteran magician known for the floating card-box effect dazzles with sleight of hand and mental manipulation in an intimate parlor show

$32.10 $20

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Chase Rice at House of Blues Orlando on October 16 at 8:30 p.m. (Up to 51% Off)

Chase Rice

House of Blues Orlando

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After making waves in college football at UNC Chapel Hill, Chase Rice takes on country music with hits such as “How She Rolls”

$24.50 $12

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Select Local Merchants

Lauded in its inaugural year by the Tampa Bay Examiner, The Clearwater Film and Music Festival's sophomore showcase spotlights more than 60 films from around the globe alongside diverse musical acts. This year's films include the 2011 Academy Award–winning comedic short film God Of Love, which reveals the romantic adventures of a lounge-singing darts champion, and the 2011 Tribeca Film Festival Official Selection Challenging Impossibility, which documents the uplifting transformation of one man's mind and body. The upstart festival has developed the steel-ribbon Wavecrest Awards, which honor the best director, best actor, best actress, best slow-motion jump from an exploding hot-dog stand, and more.

521 South Gulfview Boulevard
Clearwater,
FL
US

Coconuts Comedy Club, located in Jack’s Joint since 1998, has been luring in chuckle-seekers for more than two decades with a glittering stage filled with nationally touring comedians. To keep growling stomachs from heckling comedians out of frustration, visitors can mute tummy rumbles with a full menu bursting at the seams with saucy wings, 14-inch hand-tossed pizzas, and brawny steaks.

601 South Gulfview Boulevard
Clearwater,
FL
US

Wining and dining yourself is easy at Clearwater, whose eclectic menu will mollify even the grumpiest of your taste buds. Begin a romantic dinner for yourself and your cute hitchhiker with a starter of brandied shrimp ($9), hummus and grilled pita bread ($7), or a salsa trio with tortilla chips ($6). Ask your server to whip out the award-winning wine list and double-team your main course with a glass of Borsao ($7) and a chipotle chicken quesadilla ($9); a pairing of pizza margherita ($9) and Vicolo pinot grigio ($7); or, in celebration of the day you saw your first squid, a glass of Marcel Martin Tetê de Cuvée Brut Cremant ($10) and a specialty cinnamon-apple and brie quesadilla ($10). Stop in during the daily happy hour from 5 p.m. to 7 p.m. and say goodbye to the sad and perplexed hours with two-for-one house wine, or drop by on the second and fourth Friday of every month for a free wine tasting.

483 Mandalay Ave
Clearwater,
FL
US

1501 Indian Rocks Rd
Belleair,
FL
US

The bartenders and servers at Cork N Brew Bistro bar and lounge pour an array of beverages that pair with small, Tapas-style plates. Diners can cook dishes themselves on a lava rock, a stone slab heated to 824 degrees Fahrenheit by an oven imported from England. The food itself arrives raw, allowing guests to prepare it to their desired level of doneness. Each cut of protein?such as sea scallops, filet mignon, or lamb tenderloin?is served with a side of house-made dipping sauce.

Inspired by a love of travel and the art of pairing food and drink, Cork N Brew Bistro has crafted a menu of flavors that blends seamlessly with a selection of old and new world wines and 22 craft beers. In addition to signature lava rock dishes, diners enjoy small plates of bar fare ranging from a hot baked pretzel nugget to a cured meat and cheese plate and a variety of flatbreads. On the weekends, live music adds to the lounge's atmosphere.

524 Mandalay Ave
Clearwater Beach,
FL
US

From a stunning, beachside vantage point overlooking the Gulf of Mexico, the Palm Pavilion has been serving up a quintessential seaside dining experience for more than 80 years. Stroll up the coast and perch on the shaded outdoor patio or take a break from the sea breeze in the casual, sunlit interior. The menu offers an array of landlubbing eatables and sea-faring cuisine, such as the Hurricane Shrimp, where three skewers of crunchy crustaceans are blown through a whirlwind of spices, landing safely on a cushion of black beans and rice ($14.99). Or, lose your sea legs with a 10-oz. black Angus top sirloin ($17.99). Sworn enemies of the sun can enjoy its colorful demise while sipping a cool piña colada ($6.50) and soaking eager ears in live music.

10 Bay Esplanade
Clearwater Beach,
FL
US