This bar's upstairs locale affords patrons incredible views of Venetian Village, the bay and it's waterfront homes as they sip their favorite libations. The downstairs Cafe venue is perfect for an early or late supper, and diners have the pleasure of being serenaded by a pianist on Friday and Saturday nights. The Upper Deck Bar affords a casual, laid-back atmosphere in an open-air setting and also features live entertainment every day but Monday and Tuesday seasonally. Well-rounded menus both upstairs and downstairs cover all the culinary bases for nightlifers looking for sustenance. The clientele is mostly mature adults, so don't expect late-night revelry.
Recommended for Live Music because: It makes for a most pleasurable afternoon and early evening party spot for those looking to drink in a watery view with their cocktails.
Chelle's expert tip: Head to the Upper Deck, when the weather permits, for great views along with live music.
A true locals hangout, this East Naples bar keeps guests entertained with sports TVs and live bands every Friday and Saturday night, plus other nights during the winter season. Blues, rock, funk, pop and country tunes sound off the small stage in a get-comfortable, red brick setting. Who else is hanging out? A tribe of stuffed blue monkeys. Literally, they are hanging all over the place from the bar and open ceiling. Folks come for the food as much as the music. The all-day menu covers all the bases you'd expect from a bar: nachos, wings, ribs, pizza, burgers, steak, pasta, shrimp, and other seafood. Check the web site for daily drink and food specials. Happy hour runs from 11 a.m. to 7 p.m. daily with special pricing on drinks and munchies.
Recommended for Live Music because: Live bands play all flavors of music on weekends.
Chelle's expert tip: On Monday, get a free bottle of wine with the purchase of two dinner entrees.
Chickee bars are a signature form of the Naples area party scene. Because of the destination's close proximity to Seminole and Miccosukee Indian tribes, many resorts and restaurants hire local tribesman to construct the open-air thatched structures for the best local color. The chickee at Snook Inn overlooks the Intracoastal Waterway and hosts live island music daily - what could be more purely Floridian? Whether a soloist or a small band, the music starts at 1:30 p.m. Lunchtime attracts an older crowd that comes for seafood with their rum punch and dancing. The music plays until 10 p.m., and the dinner-time crowd becomes younger and more local. In season, the bar stays open until midnight with happy hour pricing on drinks and snacks.
Recommended for Live Music because: Live music daily under the chickee and on the water - this place screams Florida party.
Chelle's expert tip: Get there around noon on weekends, when the thatched-roof chickee bar fills early with drinkers and diners.
Naples residents and visitors who love jazz head to M Waterfront Grille for its refined atmosphere, water views, fine cuisine and terrific live music. Mid-week, patrons relax in the lounge or on the outdoor veranda for Wine on Wednesdays from 4 to 7 p.m., which features smooth jazz music, wine and drink specials and discounted appetizer specials. The musicians perform from 5 to 8 p.m. The restaurant also hosts live jazz on Friday nights from 7 p.m. to 10 p.m. in season and at Sunday Brunch, 10:30 a.m. to 3 p.m. Guests can dine inside the restaurant or order something from the lounge menu.
Recommended for Live Music because: Mellow live music entertains dining and drinking patrons on certain days of the week.
Chelle's expert tip: Call ahead or watch the web site for a live jazz calendar, which changes seasonally.
You could sum up the fishing town of Goodland in one word: idiosyncratic. Likewise the Little Bar, one of three watering hole restaurants that tourists love as much as the (idiosyncratic) locals do. Many visitors arrive by boat during the daylight hours for some typical Everglades eats such as frog legs and stone crab claws. Come nightfall, the scene becomes more of a local party, with live music and drinking on the bayside porch or indoors. The interior is cobbled together with salvaged wood from a historic boat, pieces of a pipe organ, stained glass and various components with an interesting past. Little Bar closes seasonally July through September.
Recommended for Live Music because: This is party headquarters for Goodland with regular live entertainment.
Chelle's expert tip: For a true taste of Little Bar, come in summer for Spammy Jammy. Think people in pajamas competing with Spam culinary and architectural creations.
Dinner, live music and dancing: It all happens in one spot at The Stage in Bonita Springs. It features live performances by a number of different national tribute band acts. Tickets start at $39 and include a three-course dinner, the cover charge and dancing. The Stage opens at 5 p.m. for cocktails at the bar, and the first dinner seating starts at 5:45 p.m. The tribute band du jour takes the big stage at 7:30 p.m. on a seasonal calendar, and the kitchen serves dinner until 9:00. Those who do not wish to purchase dinner can enter for a cover charge, which changes depending upon the popularity of the band.
Recommended for Live Music because: Tribute bands perform the music of such artists as Neil Diamond, Fleetwood Mac, Billy Joel and the Eagles.
Chelle's expert tip: For the best seating, make reservations up to 60 days in advance. There's a $10 upcharge for preferred seating.
Naples visitors looking for live jazz and other genres of music love the Bay House Restaurant not only for its musical selection but also for its well-crafted seafood dishes, polished decor and expansive views of the wild Cocohatchee River and its resident birds. Patrons can hear live music - often tasty blues and jazz licks - every night. The Tavern boasts - as does the entire restaurant complex - tasteful nautical decor, and the tavern has a cozy brick fireplace ideal for a casual evening with friends, cocktails and mellow melodies. Its craft cocktails give a refreshing twist to classics, such as the Toasted Pecan Old Fashioned.
Recommended for Live Music because: The Bay House Restaurant is a local favorite for its music and sophisticated ambiance.
Chelle's expert tip: With its crab-obsessed lounge, Bay House ups the "bar" on its seafood dining, so plan on dinner with your musical evening.
One of a chain of upscale bars nationwide (but mostly in Florida), Naples' Blue Martini has bars both outside and inside that fill nearly every night. Happy hour from 4 to 8 p.m. discounts food and drinks. Live bands typically play from 7:30 to 11 p.m., at which time the house DJ takes over, spinning the hits until 2 a.m. The bar also offers weekly specials such as Sunday Funday Brunch. The oversized Blue Martini is the signature drink - made with blue curacao and Cointreau and served with a glow stick. It matches the flashy glow of the inside bar, where the dance floor fills with party people all night long. Food from light nibbles to full-blown dinners are available throughout the night.
Recommended for Live Music because: This is one of Naples' liveliest hot spots, attracting both young and old with live and DJ music.
Chelle's expert tip: Go before 11 p.m. for a mature, 50+ crowd; after 9 a.m. for a young millennial crowd.
South Street's stage has something of an urban vibe with stylish graffiti sprayed on red brick walls. National recording artists and other musicians appear throughout the week. Guests can share their spotlight for karaoke or open music mic nights. The bar carries 45 craft beers on tap, many of them with over 8 percent alcohol content. It is also proud of its craft cocktails. Like the Poolside Prickly Pear Margarita, they change seasonally. South Street serves a full menu of appetizers, sandwiches, pizza and entrees throughout the day. South Street will be opening a second North Naples location later in 2022 at Founder's Square.
Recommended for Live Music because: South Street hosts national artists most weekend nights in a lively urban setting.
Chelle's expert tip: Sunday is party night, with live music and open until midnight.
An out-of-the-box steakhouse, its courtyard seating area turns into a hot music and dance arena as night falls. The Continental also touts its reputation for craft cocktails, some of which fill glass orbs overhanging the outdoor bar. They include the Here Comes the Sun, blended with St George Green Chile Vodka, Salers Aperitif, Yellow Chartreuse, pineapple and orange blossom water. Made to order craft craft cocktails include tequila, bourbon and gin original recipes. The Continental's savvy wine menu lists 15 by the glass and specializes in Italian red wines from every region, but travels extensively the Old and New World.
Recommended for Live Music because: In season, The Continental hosts live music nightly in its courtyard.
Chelle's expert tip: For the designated driver, the bar also serves low- and no-proof cocktails.