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Best Bets for Nightlife After a day on the sands or exploring the nature of Lee County’s flora and fauna (or indoor pursuits such as shopping or visiting a museum) head out for a night on the town, which here means a place to relax with a tropical drink to the lilting sounds of a reggae band or local songwriters’ riffs on their island paradise home.
Two resorts feature lofty bars perched perfectly for a view of the western sky: JoJo’s on the Beach at the Pink Shell Beach Resort & Spa on Fort Myers Beach and Charley’s Cabana Bar at Sanibel Harbour Resort & Spa.
Long, sweeping, dynamically decorated bars take center stage at South Beach Grille on Fort Myers Beach and Cin Cin, Cru and BluSushi in Fort Myers. Patrons are as sleekly dressed, martinis in hand, as these soigné lounges are designed.
Looking for a casual, laid-back place to have a beer? Try Gramma Dot’s on Sanibel, Cabbage Key Inn (don’t forget to stick your dollar to the wall), Flippers on Lovers Key, RumRunners in Cape Coral or Doc’s Beach House on Bonita Beach.
Where do the locals go to unwind? Find them the first Wednesday of each month at Yacht Club Community Park’s “Sunset Celebration on the Pier," with food, fun and live performances. Funky Bert’s Bar & Grill on Matlacha melds low-key lifestyles with a view of enchanting Matlacha Pass.
Southern gentility and old standards are on the menu at The Veranda’s piano bar, where diners can sing along with the pianist. On Sanibel, Dolce Vita offers smooth jazz, sambuca and style, while Ellington’s Jazz Bar and Restaurant features the Brubeck Brothers and other jazz greats.
Sky Bar, overlooking the Caloosahatchee River in downtown Fort Myers, has a magnificent sunset view from four stories up; downstairs, the Brick Bar alternates themed nights. Nearby is the Cigar Bar, a trendy spot for the hipper than hip.
Junkanoo on the Beach on Fort Myers Beach is famous for its reggae beach parties and young, hip crowd. Ricochet has something for everyone – country to hip-hop to rock – in a cavernous space.
Gotta love a bar called The Cottage. Tucked away off Estero Boulevard on Fort Myers Beach, this local hangout has a deck overlooking the beach and features live music by local musicians. Aspiring Madonnas (and Eltons) can get their vocal game on for karaoke at Maria’s Restaurant in Bonita Springs.
Watch the sun set with your toes in the sand at the Outrigger Tiki Bar on Fort Myers Beach or The Mucky Duck on Captiva. Uninterrupted views abound from the Beached Whale near Times Square on Fort Myers Beach and The Bridge Waterfront Restaurant under the San Carlos Bridge. If you go… The Beached Whale, 239-463-5505 Bert’s Bar & Grill, 239-282-3232, www.bertsbar.us BluSushi, 239-489-1500, www.blusushi.com The Brick Bar, 239-332-7425, www.thebrickbar.com The Bridge Waterfront Restaurant, 239-765-0050, www.thebridgerestaurant.com Cabbage Key Inn, 239-283-2278, www.cabbagekey.com Charley’s Cabana Bar, 239-466-4000, www.sanibel-resort.com/Dining/Charleys_Cabana_Bar_Restaurant_Cuisine.asp Cigar Bar, 239-337-4662, www.modernsurf.com/cigarbar/ Cin Cin, 239-415-2007, www.cincingrille.com/ The Cottage, 239-765-5440, www.gulfshoregrill.com/ Cru, 239-466-3663, www.crufoodandwine.com/ Doc’s Beach House, 239-992-6444, www.docsbeachhouse.com/ Dolce Vita, 239-472-5555, www.dolcevitaofsanibel.com Ellington’s Jazz Bar and Restaurant, 239-472-0494, www.ellingtonsjazz.com Flippers, 239-765-1040, www.loverskeybeach.com/flippers.cfm Gramma Dot’s, 239-472-8138 JoJo’s on the Beach at the Pink Shell Beach Resort, 239-463-6181, www.pinkshell.com/restaurants_jojos.cfm Junkanoo Beach Bar and Dance Club, 239-463-6139 Maria’s Restaurant, 239-495-1868 Mucky Duck, 239-472-3434, www.muckyduck.com Outrigger Tiki Bar, 239-463-3131 Ricochet, 239-277-5700, www.ricochetnightclub.com RumRunners, 239-542-0200 Sky Bar, 239-332-7425 South Beach Grille, 239-463-7770 The Veranda, 239-332-2065, www.verandarestaurant.com Yacht Club Community Park, 239-574-0806
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