CADDY’S TREASURE ISLAND is a must-visit if just for its friendly servers and welcoming patio. THE REDINGTONS/INDIAN SHORES/ INDIAN ROCKS BEACH For laughs, beer and bites, head to the dollar-bill-filled mega dive bar, Mahuffer’s in Indian Shores. Crack open some fun and tasty apps with a pina colada at the Conch Republic in North Redington Beach. In Indian Rocks Beach, dine inside or on the deck at Jimmy Guana . Right across from the public beach at The Redington Shores, The Friendly Tavern reigns as the king of karaoke on the beach, offering hearty grub and straightforward drinking. Restaurant , a beach classic, if you’re craving food and views with your brews. LARGO A chill spot for a nightcap, Willard’s Tap Room cozies you up with a first-rate selection of local craft brews and two TVs for game-watching. TREASURE ISLAND/SUNSET BEACH A local institution, Caddy’s Treasure Island serves no-nonsense drinks, shareable appetizers and mere feet from the shore on Sunset Beach, an almost hidden, laid-back neighborhood south of Gulf Boulevard. Also, on Sunset Beach, Ka Tiki blends beach bar vibes with live music from notable locals. CLEARWATER It may be on the mainland, but Rumba Island Bar & Grill takes you to the Caribbean and Keys with expertly prepared, Floribbean-style cocktails and food. Pour Yours , a chic pour-your-own wine bar, welcomes with “a stylish but organic” design motif that appeals to wine lovers of all ages. For a night of dancing, make a move to WAVE at Shephard’s Beach Resort or kick back with nifty appetizers and craft cocktails at Bar Tiki . GULFPORT O’Maddy’s Bar & Grille , near Boca Ciega Bay, is a favorite for people-watching and taking in the views from sidewalk tables. Linger after sunset for their popular karaoke nights. LGBTQ+-friendly Caddy’s Gulfport gets you all loosey-goosey with live music, two floors, a terrace and balconies overlooking Gulfport Beach and Boca Ciega Bay. BLUR NIGHTCLUB PCI Beach Bar keeps ’em coming for the daiquiris and margaritas. Craving something laid-back but lively? Jimmy B’s Beach Bar hosts live rock bands right on the beach. Or, toast good times right on the water at Woody’s Waterfront . Down the way in the picturesque district of Pass-a-Grille Beach, Shadrack’s serves cheap cold beer and busts out a Bloody Mary bar on Sundays. Head to Brass Monkey or the Hurricane Seafood DUNEDIN LGBTQ+-friendly Blur Nightclub keeps the good times rolling with an expansive bar, live DJs and drag shows. Next door, Crown & Bull spreads out across a spacious patio, providing plenty of elbow room for both dining and drinking. Skip’s Bar & Grill has been a longtime favorite for its dog-friend-ly patio. For a Euro-inspired rendezvous, cozy up to The Nest at Caracara, a cocktail bar that features a French colonial theme with elevated bar snacks and small plates. SEMINOLE/MADEIRA BEACH Angry Pepper , a cute little shanty-style bar-restau-rant, whets your thirst right on the Intracoastal Waterway. Just across the bridge, Bamboo Beach Bar liquifies the boisterous energy at John’s Pass with cocktails served in a relaxing tiki-style beer garden. For a chill vibe and kava, Bula on the Beach VISITSTPETECLEARWATER.COM 101
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