Apr
4
6:00 PM18:00
Corporate Event (Orlando)
Shoot us an email if you’d like to book us for your next private event!
Apr
5
12:00 PM12:00
Lakeridge Winery & Vineyards (Clermont)
A great outdoor venue in Clermont! Bring your lawn chairs. No outside food or drink allowed but there are plenty of food and drink options on property. Please make sure to check our socials on the day of as this is a weather permitting type of venue.
Apr
5
6:00 PM18:00
Rockyfest (The Villages)
We were honored to be invited to join in the 1st Annual Rockyfest with Rocky & the Rollers at Brownwood Paddock Square. At 7:15pm we will take the stage for just a few songs as the band takes a small break to transition to their next set up. It’s a short amount of time so let us know what you think we should sing? What songs showcase us the best?
It is a completely free event with tons of local bands and artists playing throughout the day. Come on out and join in the festivities because it’s gonna be a great time!
Apr
6
4:00 PM16:00
Edna's on the Green (Wildwood)
Chill vibes, classic tunes and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Make sure to bring lawn chairs!
Apr
7
5:00 PM17:00
Private Party (Winter Park)
Shoot us an email if you’d like to book us for your next private event!
Apr
8
7:30 PM19:30
Private Party (The Villages)
Shoot us an email if you’d like to book us for your next private event!
Apr
10
5:00 PM17:00
Beauty & the Beats Private Event (Vero Beach)
Shoot Jeff Roberts an email if you’d like to book the band for your next private event!
Apr
12
to Apr 19
3rd Annual Gilly & the Girl Getaway Cruise
We are setting sail onboard the Celebrity Equinox once again but this time we are bringing a whole band with us: Beauty & the Beats. It’s gonna be an absolute party at sea for sure! The ship is almost completely booked up but if you want to try and grab a last minute cabin shoot an email to our fearless leader and travel agent, Tim Elrod, and see if you can still slide in there with us. We’d love to have you!
If you are interested in joining us on our great adventure to the British Isles in 2026, check out the booking page HERE for more information and join us on the 4th Annual Gilly & the Girl Getaway Cruise.
Apr
23
6:00 PM18:00
Holy Sh'mokes (Villages)
Join us at this fun wine and cigar bar in The Villages! They have great wines and small bites to choose from. The cigar smoking areas are both outside and in a specialized, closed off room at the back. No smoking is allowed in the actual bar and performance area. Reservations are encouraged for optimal viewing.
Apr
24
5:00 PM17:00
Beauty & the Beats @ Brownwood Paddock Square
Catch Charity’s band Beauty & the Beats play at Brownwood Town Square. Weather Permitting.
Apr
25
8:00 PM20:00
Beauty & the Beats @ Clermont Brewing Company
Come out and dance with us at this local Clermont spot!
Apr
26
to Apr 28
May
1
5:00 PM17:00
Beauty & the Beats @ Sumter Landing (The Villages)
Check out Charity’s band Beauty & the Beats playing at Sumter Landing Square in the The Villages
May
2
7:00 PM19:00
Margaritaville Resort (Kissimmee)
Join us at the Euphoria Lounge inside the beautiful Margaritaville Resort! You don’t have to be a guest of the hotel in order to attend this gig.
May
3
4:00 PM16:00
Private Kentucky Derby Party (Land O Lakes)
Shoot us an email if you’d like to book us for your next private event!
May
4
11:00 AM11:00
Clermont Brewing Company (Clermont)
Join us at CBC for some chill vibes and even chiller beverages!
May
8
5:00 PM17:00
Beauty & the Beats @ Spanish Springs (The Villages)
Check out Charity’s band Beauty & the Beats playing at Spanish Springs in The Villages
Weather Permitting
May
9
6:00 PM18:00
Nine State Brewery (Inverness)
If you love beer and Korean food, you gotta come see us at this excellent family owned and run brewery in Inverness. We always have a great time here!
Call for reservations
May
11
12:00 PM12:00
Edna's on the Green (Wildwood)
Chill vibes, classic tunes and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Helpful Tips: Make sure to get there early and bring lawn chairs just in case, as seating is limited. If the weather isn’t being cooperative, we may move inside and seating is VERY limited there so please keep an eye on our socials for updates.
May
14
7:55 PM19:55
May
15
7:00 PM19:00
Margaritaville Resort (Kissimmee)
Join us at the Euphoria Lounge inside the beautiful Margaritaville Resort! You don’t have to be a guest of the hotel in order to attend this gig.
May
16
8:25 PM20:25
May
17
5:00 PM17:00
Ocala Preserve (Ocala)
Ocala Preserve is a private gated community but these events are open to the public.
May
18
12:15 PM12:15
May
20
9:25 PM21:25
Orlando Fringe Festival (Orlando) (Copy)
Stay tuned for more info on this special production
May
22
8:40 PM20:40
May
23
6:05 PM18:05
May
24
12:00 PM12:00
Lakeridge Winery & Vineyards (Clermont)
A great outdoor venue in Clermont! Bring your lawn chairs. No outside food or drink allowed but there are plenty of food and drink options on property. Please make sure to check our socials on the day of as this is a weather permitting type of venue.
May
24
9:25 PM21:25
May
25
11:00 AM11:00
Clermont Brewing Company (Clermont)
Join us at CBC for some chill vibes and even chiller beverages!
May
28
to Jun 1
Jun
5
to Jun 9
Jun
10
6:30 PM18:30
Private Social Club Event (The Villages)
Shoot us an email if you’d like to book us for your next private event!
Jun
13
7:00 PM19:00
Margaritaville Resort (Kissimmee)
Join us at the Euphoria Lounge inside the beautiful Margaritaville Resort! You don’t have to be a guest of the hotel in order to attend this gig.
Jun
15
7:45 PM19:45
Universal City Walk - Margaritaville (Orlando)
We will be playing inside of the Margaritaville Restaurant located on Universal’s City Walk NOT to be mistaken with the Margaritaville Resort which is in a completely different city.
Reservations are encouraged. Please ask to be seated near the entertainment.
Jun
16
6:30 PM18:30
Private Social Club Event (The Villages)
Shoot us an email if you’d like to book us for your next private event!
Jun
18
5:00 PM17:00
Jun
19
7:00 PM19:00
Margaritaville Resort (Kissimmee)
Join us at the Euphoria Lounge inside the beautiful Margaritaville Resort! You don’t have to be a guest of the hotel in order to attend this gig.
Jun
21
12:00 PM12:00
Edna's on the Green (Wildwood)
Chill vibes, classic tunes and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Helpful Tips: Make sure to get there early and bring lawn chairs just in case, as seating is limited. If the weather isn’t being cooperative, we may move inside and seating is VERY limited there so please keep an eye on our socials for updates.
Jun
28
12:00 AM00:00
Jun
29
6:00 PM18:00
Private Party (The Villages)
Shoot us an email if you’d like to book us for your next private event!
Apr
1
6:30 PM18:30
Private Social Club Event (The Villages)
Shoot us an email if you’d like to book us for your next private event!
Mar
30
12:00 PM12:00
Edna's on the Green (Wildwood)
Chill vibes, classic tunes, yummy bites and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Weather permitting we will be playing outside. Bring your lawn chairs! No outside food or beverages are allowed including water bottles. If rain is predicted we may be inside their small indoor bar area where seating is very limited so get there early for a good spot!
Mar
29
4:00 PM16:00
Mar
28
6:00 PM18:00
Nine State Brewery (Inverness)
If you love beer and Korean food, you gotta come see us at this excellent family owned and run brewery in Inverness. We always have a great time here! Call for reservations.
Mar
26
6:00 PM18:00
Gilly Solo @ Holy Sh'mokes (Villages)
Join Gilly at this fun wine and cigar bar in The Villages! They have great wines and small bites to choose from. The cigar smoking areas are both outside and in a specialized, closed off room at the back. No smoking is allowed in the actual bar and performance area. Reservations are encouraged for optimal viewing.
Mar
23
12:00 PM12:00
G&TG + B&TB Party @ Edna's on the Green (Wildwood)
It’s gonna be a big ole party today! Gilly & the Girl + Beauty & the Beats will be playing at Edna’s prepping for our epic cruise together coming up next month. Come on out and party with us!
G&TG 12-3PM
B&TB 4-7PM
Want more info about the cruise? Check out the official cruise website HERE If the room you are interested in is listed “Unavailable” please contact our travel agent Tim Elrod - tim@travelmation.net - for more info and he can give you some options
Mar
22
5:00 PM17:00
Beauty & the Beats @ Spanish Springs (The Villages)
Check out Charity’s band Beauty & the Beats playing at Spanish Springs in The Villages
Weather Permitting
Mar
21
4:30 PM16:30
Mar
7
to Mar 14
Feb
16
to Mar 5
Feb
13
5:00 PM17:00
Beauty & the Beats @ Brownwood Town Square
Catch Charity’s band Beauty & the Beats play at Brownwood Town Square. Weather Permitting.
Feb
11
5:00 PM17:00
Gilly & the Girl Trio @ Sawgrass Grove (The Villages)
Come join us at this outdoor venue in The Villages! Tonight we are playing as a trio to give our sound that extra kick.
Feb
9
12:00 PM12:00
Gilly & the Girl Trio @ Edna's on the Green (Wildwood)
Chill vibes, classic tunes and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Today we will be joined by Lee, Charity’s brother, who is a professional drummer from Georgia.
Helpful Tips: Make sure to get there early and bring lawn chairs just in case as seating is limited. If the weather isn’t being cooperative, we may move the trio inside and seating is VERY limited there so please keep an eye on our socials for updates.
Today we will be joined by Lee, Charity’s brother, who is a professional drummer from Georgia.
Feb
8
8:00 PM20:00
Beauty & the Beats @ Clermont Brewing Company
Come out and dance with us at this local Clermont spot!
Feb
7
4:00 PM16:00
Feb
6
7:00 PM19:00
Margaritaville Resort (Kissimmee)
Join us at the Euphoria Lounge inside the beautiful Margaritaville Resort! You don’t have to be a guest of the hotel in order to attend this gig.
Feb
5
7:45 PM19:45
Universal City Walk - Margaritaville (Orlando)
We will be playing inside of the Margaritaville Restaurant located on City Walk NOT to be mistaken with the Margaritaville Resort which is in a completely different city.
Reservations are encouraged. Please ask to be seated near the entertainment.
Feb
2
12:00 PM12:00
Edna's on the Green (Wildwood)
Chill vibes, classic tunes and delicious beverages under beautiful shady trees. Pets are welcome too! What more could you ask for?
Edna’s is in our top three places to play live.
Feb
1
5:00 PM17:00
Jan
31
5:00 PM17:00
Beauty & the Beats @ Sumter Landing (The Villages)
Check out Charity’s band Beauty & the Beats playing at Sumter Landing Square in the The Villages
Jan
30
6:00 PM18:00
Jan
29
7:00 PM19:00
*Canceled* Holy Sh'mokes (Villages)
Unfortunately, this event has been canceled due to illness
Join us at this fun wine and cigar bar in The Villages! They have great wines and small bites to choose from. The cigar smoking areas are both outside and in a specialized, closed off room at the back. No smoking is allowed in the actual bar and performance area. Reservations are encouraged for optimal viewing.
Jan
26
12:00 PM12:00
Lakeridge Winery & Vineyards (Clermont)
A great outdoor venue in Clermont! Bring your lawn chairs. No outside food or drink allowed but there are plenty of food and drink options on property. Please make sure to check our socials on the day of as this is a weather permitting type of venue.
Jan
25
11:00 AM11:00
Southern Hill Farms (Clermont)
While we giving more of a background, atmosphere type of vibe at this venue this is a super fun event for the entire family! Visit their website for farm tickets and more details. Note that this is an outdoor venue so come prepared and check our socials for possible weather cancellations.
Jan
24
6:00 PM18:00
Nine State Brewery (Inverness)
If you love beer and Korean food, you gotta come see us at this excellent family owned and run brewery in Inverness. We always have a great time here!
Jan
23
5:00 PM17:00
Beauty & the Beats @ Spanish Springs (The Villages)
Check out Charity’s band Beauty & the Beats playing at Spanish Springs in The Villages
Jan
18
5:00 PM17:00
Jan
15
5:00 PM17:00
Gilly & the Girl Trio @ Sawgrass Grove (The Villages)
Come join us at this outdoor venue in The Villages! Tonight we are playing as a trio to give our sound that extra kick.
Jan
14
4:00 PM16:00
Sunny Pint (Wildwood)
Join us at this taproom in Wildwood serving up local Florida brews and delicious eats. Space is very limited so come early and grab a table!
Jan
12
11:00 AM11:00
Clermont Brewing Company (Clermont)
Join us in the backyard of this fun Clermont brewery. Chill vibes and even chiller beverages!