For Couples

Date Night in Hernando County

Fine dining, wine, breweries, live music and sunset spots for two.

📷 Michelle Maria · CC BY 3.0

Planning a night out? Hernando County has everything from candlelit fine dining and waterfront tables to breweries, wine tastings, live music and unbeatable Gulf sunsets. Here are our favorite spots for a memorable date night.

Date Night in Hernando County

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Rooster — Alice in Chains Tribute
🎸 Live MusicBrooksvilleSat Aug 29
📍 21509 Snow Hill Rd, Brooksville
An Alice in Chains tribute act plays a ticketed evening show at Sparacia-Witherell Family Winery & Brewery.
The Broken Hearts — Tom Petty Tribute
See listing
🎸 Live MusicSpring HillSat Aug 29
📍 Stage West Playhouse, 8390 Forest Oaks Blvd, Spring Hill
A Tom Petty and the Heartbreakers tribute band plays an evening concert, 5–10 PM, at Stage West Playhouse.
Justin Phillips Live at Brian's Place
See listing
🎸 Live MusicHernando BeachFri Aug 29
📍 Brian's Place, 3430 Shoal Line Blvd, Hernando Beach
Nashville recording artist Justin Phillips plays a live set of originals and covers (7–11 PM) at Brian's Place on the beach.
Special Sunday Open Mic Comedy Show
Free
🎭 Theater & ArtsSpring HillSun Aug 30
📍 Tidal Brewing, 14311 Spring Hill Dr, Spring Hill
A special Sunday stand-up open-mic comedy showcase with the Mo'Rockin food truck on site, 5–6:30 PM at Tidal Brewing.
Borderline Live at Lazy Lizard
Free
🎸 Live MusicHernando BeachFri Sep 4
📍 Lazy Lizard, Hernando Beach
Rock and country cover band Borderline plays a live waterfront set (6 PM) at the Lazy Lizard in Hernando Beach.
Sparacia Winery: Steely Dan & Peter Frampton Tributes
🎸 Live MusicBrooksvilleSep 5
📍 21509 Snow Hill Rd, Brooksville
A double-feature classic-rock tribute bill at the winery.
Justin Phillips Live at Marker 48
Free entry
🎸 Live MusicBrooksvilleSat Sep 5
📍 12147 Cortez Blvd, Brooksville
Live music from Nashville recording artist Justin Phillips at the county's flagship craft brewery, 6:30–10:30 PM.
Borderline Live at Uptown Bar & Grill
Free
🎸 Live MusicSpring HillSat Sep 5
📍 Uptown Bar & Grill, 3544 Mariner Blvd, Spring Hill
High-energy cover band Borderline plays a late live set (8:30 PM) at Uptown Bar & Grill inside Strike City.
Hernando Beach Front Porch Art Walk
Free
🛍️ MarketsHernando BeachSat Sep 5
📍 Silver Dolphin Restaurant, 4036 Shoal Line Blvd, Hernando Beach
A first-Saturday coastal art walk with 45+ local artists and craft vendors in an Old Florida waterfront setting, 10 AM–2 PM.
The Chitlin' Circuit Documentary — hosted by Rev. Billy C. Wirtz
See listing
🎭 Theater & ArtsBrooksvilleWed Sep 9
📍 The Peacock Theater at Sparacia-Witherell Family Winery, 21509 Snow Hill Rd, Brooksville
A documentary screening on the historic Chitlin' Circuit hosted by musician and storyteller Rev. Billy C. Wirtz, 7–8:15 PM at the winery's intimate Peacock Theater.
Friday Night Live: The Actual Bank Robbers
Free
🎸 Live MusicBrooksvilleSep 11
📍 Hernando Park Bandshell, Brooksville
The free downtown concert series returns for fall.
Books, Bottles & Babes (2nd Annual)
See listing
🍺 Food & DrinkSpring HillSat Sep 12
📍 Strong Tower Vineyard & Winery, 17810 Forge Dr, Spring Hill
A laid-back afternoon (11 AM–4 PM) pairing local women authors and vendors with wine at a Hernando County vineyard.
Hernando Beach Bash
Free
🎸 Live MusicHernando BeachSun Sep 13
📍 Hernando Beach Flats, Hernando Beach
A free waterfront community celebration (3:30–7:30 PM) with live music from the Mrs. Red Band on the Hernando Beach Flats.
Sparacia Winery: GNR Reloaded & Skid Row
🎸 Live MusicBrooksvilleSep 18
📍 21509 Snow Hill Rd, Brooksville
Guns N' Roses and Skid Row tributes.
Stage West Concert: Them Sweeney Boys
🎸 Live MusicSpring HillSep 19
📍 8390 Forest Oaks Blvd, Spring Hill
A lively Irish/variety concert at Stage West.
Apple Fall Craft Show
Free entry
🛍️ MarketsMasaryktownSep 26–27
📍 Masaryk Winery, 19121 Phillips Rd, Masaryktown
A weekend craft and vendor show (10 AM–3 PM) at Masaryk Winery with free live music by Rachel Duffen on Saturday, complimentary kids' train rides, food, and wine tasting.
Smells Like An Unplugged Nirvana Experience
See tickets
🎸 Live MusicBrooksvilleFri Oct 2
📍 Sparacia Winery, 21509 Snow Hill Rd, Brooksville
A solo acoustic tribute to Nirvana's 'MTV Unplugged in New York,' 6–9:15 PM at the winery's intimate Peacock Theater.
Friday Night Live: John Hindman & The Mustang Mafia
Free
🎸 Live MusicBrooksvilleFri Oct 9
📍 Hernando Park Bandshell, 205 E Fort Dade Ave, Brooksville
The free downtown concert series returns with a country/rock/blues band, artisan market, food trucks, and a full light show, 6:30–9:30 PM.
Weeki Wachee Winds Fall Concert (Spring Hill UCC)
Free (offering)
🎸 Live MusicSpring HillSat Oct 10
📍 Spring Hill United Church of Christ, Spring Hill
A free fall concert by the Weeki Wachee Winds community band, 2 PM at Spring Hill United Church of Christ.
The Supply Chain at Marker 48
Free
🎸 Live MusicWeeki WacheeSat Oct 10
📍 Marker 48 Brewing, 12147 Cortez Blvd, Weeki Wachee
The Supply Chain plays a free live set at Marker 48 Brewing, 6:30 PM.
Art & Oddities Collective
See listing
🎪 Festival & FairBrooksvilleSat Oct 10
📍 Broad Street Brewing Co., 291 E Jefferson St, Brooksville
A spooky-themed art festival (5–10 PM) with a costume contest, artisan and oddities vendors, and live music at Broad Street Brewing Co.
Weeki Wachee Winds Fall Concert (Nativity Lutheran)
Free (offering)
🎸 Live MusicWeeki WacheeSun Oct 11
📍 Nativity Lutheran Church, Weeki Wachee
A free fall concert by the Weeki Wachee Winds community band, 2 PM at Nativity Lutheran Church.
Free Music Night with The Blues Generators
Free (camping extra)
🎸 Live MusicBrooksvilleThu Oct 15
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A free Thursday-night blues show opening the Camping with the Blues festival weekend at Florida Sand Music Ranch.
Camping with the Blues (13th Annual)
🎸 Live MusicBrooksvilleOct 16–18
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
Three days of 'Blues Under the Stars' with optional camping.
Candlelight Concerts at WellCome OM
🎸 Live MusicSpring HillOct 16–17
📍 WellCome OM Center, Spring Hill
Candlelit tribute concerts (60s soundtrack; Coldplay & Imagine Dragons).
Shot Thru The Heart — Bon Jovi Tribute
See tickets
🎸 Live MusicBrooksvilleFri Oct 16
📍 21509 Snow Hill Rd, Brooksville
A professional Bon Jovi tribute band plays the greatest hits at Sparacia-Witherell Family Winery, 7 PM.
The American Stones — Rolling Stones Tribute
🎸 Live MusicBrooksvilleSat Oct 17
📍 21509 Snow Hill Rd, Brooksville
A Rolling Stones tribute concert at Sparacia-Witherell Family Winery & Brewery.
Minisaris Music Festival
See listing
🎸 Live MusicBrooksvilleOct 23–25
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A multi-day live-music and camping festival at Florida Sand Music Ranch.
Huey Go Again — Huey Lewis Tribute
🎸 Live MusicBrooksvilleSat Oct 24
📍 Sparacia-Witherell Family Winery, 21509 Snow Hill Rd, Brooksville
A Huey Lewis and the News tribute act plays a ticketed evening show at Sparacia-Witherell Family Winery & Brewery.
Phantasy Floyd at the Peacock Theater
See tickets
🎸 Live MusicBrooksvilleSun Oct 25
📍 The Peacock Theater at Sparacia-Witherell Family Winery, 21509 Snow Hill Rd, Brooksville
A Pink Floyd tribute concert at the winery's intimate Peacock Theater.
Sparacia Winery: Human Clay & Collective Shine
🎸 Live MusicBrooksvilleOct 30
📍 21509 Snow Hill Rd, Brooksville
Creed and Collective Soul tributes.
Moonshine Abby at Marker 48
Free
🎸 Live MusicBrooksvilleFri Oct 30
📍 Marker 48 Brewing, 12147 Cortez Blvd, Brooksville
Classic rock 'n' roll cover band Moonshine Abby plays a free live set at Marker 48 Brewing.
Halloween with Grant Peeples
See listing
🎸 Live MusicBrooksvilleSat Oct 31
📍 The Peacock Theater at Sparacia-Witherell Family Winery, 21509 Snow Hill Rd, Brooksville
A Halloween-night concert (7–10 PM) by Florida singer-songwriter Grant Peeples at the winery's intimate Peacock Theater.
Oktoberfest at Marker 48 Brewing
Free entry
🍺 Food & DrinkBrooksvilleMid Oct
📍 Marker 48 Brewing, Brooksville
A German-style beer festival at the flagship brewery.
Phantasmagoria (Fox Fam Jam)
🎸 Live MusicBrooksvilleNov 6–8
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A multi-day jam-band music and camping festival presented by Fox Fam Jam at Florida Sand Music Ranch.
Rich Sheldon Live at Broad Street Brewing
Free
🎸 Live MusicBrooksvilleFri Nov 6
📍 Broad Street Brewing Co., 291 E Jefferson St, Brooksville
Singer-guitarist Rich Sheldon returns for a free solo acoustic set (6 PM) at Broad Street Brewing Co. in downtown Brooksville.
Borderline Live at Marker 48
Free
🎸 Live MusicBrooksvilleFri Nov 6
📍 Marker 48 Brewing, 12147 Cortez Blvd, Brooksville
Rock and country cover band Borderline plays a free live set at Marker 48 Brewing.
Florida Winter Music Festival
🎸 Live MusicBrooksvilleNov 11–15
📍 Brooksville area
A multi-day music festival.
Friday Night Live: The Gaturz
Free
🎸 Live MusicBrooksvilleFri Nov 13
📍 Hernando Park Bandshell, 205 E Fort Dade Ave, Brooksville
The free downtown concert series returns with The Gaturz, plus an artisan market, food trucks, and a full bar, 6:30–9:30 PM.
Cornucopia Music Festival
See listing
🎸 Live MusicBrooksvilleNov 20–22
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A multi-day live-music and camping festival at Florida Sand Music Ranch.
Candlelight: Bad Bunny & Fleetwood Mac Tributes
🎸 Live MusicSpring HillFri Nov 20
📍 Mariner United Methodist Church, 7079 Mariner Blvd, Spring Hill
Two candlelit tribute concerts in one evening at a new Spring Hill venue — Bad Bunny on strings (6:30 PM) and Fleetwood Mac (8:45 PM), performed by a live string ensemble.
Sparacia Winery: The Pure Zeppelin Experience
🎸 Live MusicBrooksvilleNov 28
📍 21509 Snow Hill Rd, Brooksville
A Led Zeppelin tribute on Thanksgiving weekend.
Thanksgiving Bluegrass Festival
🎸 Live MusicBrooksvilleLate Nov
📍 Florida Sand Music Ranch, Brooksville
A Thanksgiving-weekend bluegrass festival at the ranch.
Weeki Wachee Winds Holiday Concert (Spring Hill UCC)
Free (offering)
🎸 Live MusicSpring HillSat Dec 5
📍 Spring Hill United Church of Christ, 4244 Mariner Blvd, Spring Hill
A free holiday concert by the Weeki Wachee Winds community band, 2 PM at Spring Hill United Church of Christ.
Weeki Wachee Winds Holiday Concert (Nativity Lutheran)
Free (offering)
🎸 Live MusicWeeki WacheeSun Dec 6
📍 Nativity Lutheran Church, 6363 Commercial Way, Weeki Wachee
A free holiday concert by the Weeki Wachee Winds community band, 2 PM at Nativity Lutheran Church.
Christkindlmarket at Tidal Brewing
Free entry
🎄 HolidaySpring HillMid Dec
📍 Tidal Brewing, Spring Hill
A European-style holiday market at the brewery.
Masaryk Wine Run 5K
🏁 Sports & RacesMasaryktownJan 16
📍 Masaryk Winery, 19121 Phillips Rd, Masaryktown
A 5K run/walk at the winery.
Stage West Concert: Dueling Pianos
🎸 Live MusicSpring HillJan 30
📍 8390 Forest Oaks Blvd, Spring Hill
An interactive, request-driven dueling-pianos show.
Florida Americana Music Fest
🎸 Live MusicBrooksvilleFeb 4–8
📍 Brooksville area
An Americana roots-music festival weekend.
Whippersnap Music & Arts Festival
See site
🎸 Live MusicBrooksvilleFeb 17–21
📍 85 Myers Rd, Brooksville
A family- and dog-friendly five-day camping festival of funk, jam and live electronic music at Florida Sand Music Ranch.
Will McLean Music Festival
Tickets & camping (see site)
🎸 Live MusicBrooksvilleMar 12–14
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
The beloved Florida folk festival honoring the 'Father of Florida Folk' — three days of songwriters and campground picking.
Friday Night Live (March)
Free
🎸 Live MusicBrooksvilleMar 13
📍 Hernando Park Bandshell, Brooksville
The free downtown concert series in spring swing.
Blues Bash Free Thursday Night
Free (camping extra)
🎸 Live MusicBrooksvilleThu Mar 18
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A free Thursday-night kickoff concert ahead of the 8th annual Blues Bash at the Ranch.
Blues Bash at the Ranch
🎸 Live MusicBrooksvilleMar 19–21
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A multi-day blues festival with camping at the music ranch.
Friday Night Live (April)
Free
🎸 Live MusicBrooksvilleApr 10
📍 Hernando Park Bandshell, Brooksville
Free downtown concert with a market, food trucks, and full bar.
R&R Reunion Pre-Festival Night
Free (camping extra)
🎸 Live MusicBrooksvilleThu Apr 15
📍 Florida Sand Music Ranch, 85 Myers Rd, Brooksville
A free pre-festival reunion night of live music ahead of the 9th annual Rock & Roll Revival.
Rock & Roll Revival (9th Annual)
🎸 Live MusicBrooksvilleApr 16–18
📍 Florida Sand Music Ranch, Brooksville
A camping-optional festival celebrating 1960s–70s rock on 80+ acres.
Gone Country at the Ranch (2nd Annual)
See site
🎸 Live MusicBrooksvilleApr 23–25
📍 85 Myers Rd, Brooksville
A country music and camping festival returning for its second year at Florida Sand Music Ranch.
Sunshine Get Down Festival
🎸 Live MusicBrooksvilleMay 7–9
📍 Florida Sand Music Ranch, Brooksville
A multi-day jam-band music and camping festival.
Stage West Concert: The Orlando Rat Pack
🎸 Live MusicSpring HillJun 19
📍 8390 Forest Oaks Blvd, Spring Hill
A Sinatra / Rat Pack tribute concert.
Stage West Concert: Nearly Diamond (Neil Diamond Tribute)
🎸 Live MusicSpring HillJul 31
📍 8390 Forest Oaks Blvd, Spring Hill
A Neil Diamond tribute concert at Stage West, doors 6 PM.
Stage West Concert: Liverpool Live (Beatles Tribute)
🎸 Live MusicSpring HillSep 18
📍 8390 Forest Oaks Blvd, Spring Hill
A Beatles tribute concert at Stage West, doors 6 PM.
💎 Hidden GemsBayportYear-round
📍 Bayport Park, 4140 Cortez Blvd
Interpretive markers recall the vanished 19th-century Civil War-era shipping port — now just markers, marsh, and the county's best sunsets.
🍷 Fine DiningSpring HillYear-round
📍 4835 Cortez Blvd, Spring Hill
🕒 Mon–Thu 11am–9pm; Fri–Sat 11am–10pm; Sun 11am–8pm
A relaxed nicer seafood house near the Bayport waterfront — outdoor deck, live music, all-you-can-eat shrimp and prime rib.
🏖️ Water & BeachesSpring HillYear-round
📍 4140 Cortez Blvd, Spring Hill
Waterfront park at the mouth of the Weeki Wachee River — boat ramp, fishing pier, kayak launch.
🍷 Fine DiningBrooksvilleYear-round
📍 12906 Cortez Blvd, Brooksville
🕒 Mon–Thu 11am–10pm; Fri–Sat 11am–11pm; Sun 11am–9pm
Polished-casual wood-grilled seafood with a strong wine & martini bar — home of the famous Bang Bang Shrimp. A reliable date-night option.
🍷 Fine DiningHernando BeachYear-round
📍 3430 Shoal Line Blvd, Hernando Beach
🕒 Tue–Sat 3–9pm (closed Mon)
Spanish/Mediterranean-fusion fine dining with creative tapas-influenced plates, live music and an elegant beachside atmosphere.
🍷 Fine DiningBrooksvilleYear-round
📍 691 S Broad St, Brooksville
🕒 Tue–Thu 4–8pm; Fri–Sat 4–9pm (closed Sun–Mon)
An urban-style steakhouse & grill — steak au poivre, ribeye, lamb chops and mahi mahi in a casual-but-elevated setting.
🍷 Fine DiningSpring HillYear-round
📍 7390 Shoal Line Blvd #1541, Spring Hill
🕒 Wed–Fri 3–9pm; Sat–Sun 12–9pm (closed Mon–Tue)
Authentic old-school Italian — veal butchered on premises, handmade pasta, osso buco and veal marsala in an intimate dining room.
🍺 Food & DrinkBrooksvilleYear-round
📍 12147 Cortez Blvd, Brooksville
🕒 Mon 3–10pm; Wed–Thu 12–10pm; Fri–Sat 12–11pm; Sun 12–7pm (closed Tue)
The county's flagship craft brewery with a big beer garden, live music, food, and events.
🍷 Fine DiningSpring HillYear-round
📍 10531 Spring Hill Dr, Spring Hill
🕒 Tue–Sat 5–9pm; Sun 5–8pm (closed Mon)
The county's most formal room — authentic French/Belgian fine dining. Dover sole meunière, duck confit, chateaubriand for two. A true special-occasion destination.
💎 Hidden GemsAripekaYear-round
📍 Osowaw Blvd, Aripeka
A causeway with the Gulf on one side and marsh on the other — a locals' sunset pull-off and morning wildlife walk.
🍷 Fine DiningBrooksvilleYear-round
📍 6244 Spring Lake Hwy, Brooksville
🕒 Tue–Thu 11am–9pm; Fri–Sat 11am–10pm; Sun 12–8:30pm (closed Mon)
A long-standing white-tablecloth date-night spot — upscale Italian with prime steaks and seafood. Try the Shrimp Joe or Zuppa di Pesce.
🍷 Fine DiningBrooksvilleYear-round
📍 15407 Cortez Blvd, Brooksville
🕒 Tue–Thu 4–9pm; Fri–Sat 4–10pm; Sun 3–8pm (closed Mon)
An independent fine-dining steakhouse with premium hand-cut steaks, fresh seafood and lobster tail in an upscale, wine-focused room.
🎸 Live MusicBrooksvilleYear-round
📍 15407 Cortez Blvd, Brooksville
An upscale steakhouse with a recurring patio live-music series (Fred Chandler acoustic every 2nd Saturday, 6:30 PM).
Price varies (call 352-556-2079)
🕹️ Arcades & Fun ParksSpring HillYear-round
📍 10507 Hearth Rd, Spring Hill
🕒 Fri–Sat 6–11pm; Sun 1–7pm (closed Mon–Thu)
Axe throwing and escape rooms with beer & wine, rotating food trucks, karaoke and music-bingo nights.
🍷 Fine DiningBrooksvilleYear-round
📍 10 S Main St, Brooksville
🕒 Mon–Tue 11am–3pm; Wed 11am–8pm; Thu–Sat 11am–9pm (closed Sun)
An eclectic American bistro in historic downtown — wood-fired pizzas, handmade pasta, swordfish with lobster glace and surf & turf.
🎸 Live MusicHernando BeachYear-round
📍 3192 Shoal Line Blvd, Hernando Beach
The beach's most active live-music spot — a waterfront tiki bar on the canal, most weekends.
🍺 Food & DrinkSpring HillYear-round
📍 14311 Spring Hill Dr, Spring Hill
🕒 Mon–Thu 3–10pm; Fri–Sat 12pm–12am; Sun 11am–7pm
A craft brewery with a packed weekly calendar — trivia, open mic, vinyl nights, and seasonal festivals.
🎸 Live MusicSpring HillYear-round
📍 3544 Mariner Blvd, Spring Hill
A full week of entertainment — dance parties, Thursday karaoke, Latin Fridays, and Saturday bands.

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REALTOR® · Keller Williams Realty Elite Partners
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