Events

Live Music: Vinny Jacobs

Sunday July 19th

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM

MEDITERRANEAN NIGHT

Sunday July 19th

Join us as we introduce Mediterranean Nights at La Cocina at the Cellar Upstairs. 

Sundays have officially taken over a new flavor with an evening inspired by the food, music, wine, and culture of the Mediterranean. 

Enjoy Mediterranean-inspired specials, live music, handcrafted cocktails, curated wines, and beautiful rooftop views overlooking historic St. Augustine. Whether you're joining us for dinner, drinks, or a sunset gathering with friends, Mediterranean Night is designed to bring people together through great food and memorable experiences. 

EVERY Sunday -- 5:00PM-8:00PM

~ One Sea. Countless Flavors. Infinite Vibes. ~

05:00 PM - 08:00 PM

LATIN NIGHT: Pinedas Duo

Wednesday July 22nd

La Cocina at the Cellar Upstairs proudly presents Latin Nights - an unforgettable weekly experience filled with rhythm, passion, and flavor. Here's what to expect: Live Latin music, signature cocktails, and FREE parking for all guests. EVERY Wednesday - see you there :)

08:00 PM - 10:00 PM

Live Music: Dennis Miller

Thursday July 23rd

Dennis C. Miller is a seasoned acoustic performer and entertainer with over 2,000 performances to his name. Known for his versatile repertoire, Dennis brings a vibrant mix of music from a variety of genres, ranging from classic rock and folk to pop and country, ensuring something for every listener. His engaging style and warm stage presence create a fun and memorable listening experience, whether he’s captivating a lively crowd or setting the perfect tone for an intimate gathering. With years of experience and a deep passion for music, Dennis continues to delight audiences with his talent and dedication to his craft.

01:00 PM - 04:00 PM

Live Music: Awilda Quezada

Friday July 24th

Awilda Quezada is a Dominican singer-songwriter, vocalist, and professional dancer with a solid artistic and professional background. She holds a degree in Hospitality and Tourism and has been immersed in the entertainment world from an early age, winning multiple singing competitions in her beloved Dominican Republic and engaging in musical collaborations early in her career. She trained as a professional dancer from the age of 18 and brings over 10 years of experience in the hospitality industry, shaping her discipline, stage presence, and comprehensive understanding of live entertainment. Driven by her love for music and her passion for dance, Awilda is fully committed to positivity and good energy, values that define her artistic identity and connection with audiences. She has performed at internationally recognized events such as Calle 08 (Miami), Caribbean Carnival Fest, Island Fest del Caribe, and the Crucero de la Salsa 2025. As an independent emerging artist in a male-dominated industry, Awilda continues to carve her own path with authenticity, resilience, and determination.

01:00 PM - 04:00 PM

Live Music: Lani Sosa

Friday July 24th

Lani Sosa is a versatile performer with a passion for connecting with her audience through music. Though her foundation is in R&B music, she effortlessly blends styles, bringing fresh takes on everything from pop to soul to fan favorite classics! Lani believes that music brings people together by reflecting a deep emotional connection to both her experiences and the world around her. She has performed in sold-out, nationally televised venues and was the 2021 Young Arts National competition winner.

06:00 PM - 09:00 PM

Live Music: Baby Gray

Saturday July 25th

The “Baby Gray” acoustic duo is Lauren Lieb and Evan Sinclaire, two members of the popular Saint Augustine cover band “Vegas Gray”. Lauren (Vocals) and Evan (Guitar) have been working together as an acoustic duo in the Saint Augustine area for several years, playing a mix of popular genres and styles that always leaves you satisfied! To find out more, check out the Vegas Gray Facebook page for our event calendar and booking information!

01:00 PM - 04:00 PM

Live Music: Claire Vandiver Duo

Saturday July 25th

Claire is an artist who lives between light and shadow. With a voice both haunting and singular, she delivers emotional truths wrapped in cinematic soundscapes and moody pop hooks. Born in Nashville, Tennessee, Claire grew up surrounded by music—but it was her own lived experience, marked by love, loss, and resilience, that shaped her unmistakable sound.

06:00 PM - 09:00 PM

Live Music: Vinny Jacobs

Sunday July 26th

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM

MEDITERRANEAN NIGHT

Sunday July 26th

Join us as we introduce Mediterranean Nights at La Cocina at the Cellar Upstairs. 

Sundays have officially taken over a new flavor with an evening inspired by the food, music, wine, and culture of the Mediterranean. 

Enjoy Mediterranean-inspired specials, live music, handcrafted cocktails, curated wines, and beautiful rooftop views overlooking historic St. Augustine. Whether you're joining us for dinner, drinks, or a sunset gathering with friends, Mediterranean Night is designed to bring people together through great food and memorable experiences. 

EVERY Sunday -- 5:00PM-8:00PM

~ One Sea. Countless Flavors. Infinite Vibes. ~

05:00 PM - 08:00 PM

LATIN NIGHT: Amaranto

Wednesday July 29th

La Cocina at the Cellar Upstairs proudly presents Latin Nights - an unforgettable weekly experience filled with rhythm, passion, and flavor. Here's what to expect: Live Latin music, signature cocktails, and FREE parking for all guests. EVERY Wednesday - see you there :)

08:00 PM - 10:00 PM

Live Music: Shawn Ryan

Thursday July 30th

Shawn is a local guitar player and singer from St. Augustine. Playing in bands since he was young, Shawn has an eclectic style that covers many different genres!

01:00 PM - 04:00 PM

Live Music: Sage Trunnell

Friday July 31st

Sage Trunnell is a pianist and singer/songwriter local to North Florida. Sage has been playing piano since the age of four, and her powerful voice has been compared in sound to those such as Adele and Stevie Nicks. She performs moving covers from the soul and jazz genres by favourites like Amy Winehouse, Elvis, and Sara Bareilles. Sage also performs her own original music which draws upon her own personal experiences. Her sound combines elements from the indie and pop genres, and focuses on themes of hope and self discovery. She has been writing songs since childhood, and hopes to write music that anyone can connect to, and relate to their own individual experience. She currently has a self titled EP of five original songs available on all streaming platforms.

01:00 PM - 04:00 PM

Live Music: Buffalo Rose Duo

Friday July 31st

Buffalo Rose Duo has been performing in various venues in St. Augustine for the past 10 years or so. They have a unique blend of Jazz, Blues, and covers ranging from the Beatles to Bonnie Rait to Valerie June.

06:00 PM - 09:00 PM

Live Music: Heather Craig

Saturday August 1st

St. Augustine's Heather Craig says that she "is just a girl and her guitar," but packs a powerful punch when showcasing her deep and mysterious vocal capabilities combined with a perfected, rhythmic style of guitar playing. As a vocalist, Heather is sultry, raw and singular. Unlike most vocalists, Heather exudes both an unparalleled braveness while simultaneously highlighting an emotional clarity that is layered with vulnerability and charisma. She has a great feel for what performers call "reading the room," where a musical performer can sense the energetic wave of the audience and shape their set list to accommodate the room's needs. With Heather's unending list of well-known cover songs, she has no shortage of options, performing Bruce Springsteen to Whitney Houston to Madonna!

01:00 PM - 04:00 PM

Live Music: Lani Sosa

Saturday August 1st

Lani Sosa is a versatile performer with a passion for connecting with her audience through music. Though her foundation is in R&B music, she effortlessly blends styles, bringing fresh takes on everything from pop to soul to fan favorite classics! Lani believes that music brings people together by reflecting a deep emotional connection to both her experiences and the world around her. She has performed in sold-out, nationally televised venues and was the 2021 Young Arts National competition winner.

06:00 PM - 09:00 PM

Live Music: Vinny Jacobs

Sunday August 2nd

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM

Live Music: Yael Zaza Flamenca

Thursday August 6th

The music is a progressive music influenced by Gypsy Jazz, French music, Flamenco and Latin Vibes. Yael in Zaza plays music from all over the world in 10 different languages : French, Spanish, Portuguese, Italian, Russian, Hebrew. Yael, the leader of the Band, was the opening Act of the Latin Grammy Winner Leo Dan, performing in the biggest venues across United States : Microsoft in Los Angeles , B.B.King in New York, Howard Theatre in Washington D.C, Coliseum Theatre in Austin. Yael in Zaza has performed Internationally : France, Israel, Russia, Brazil, Argentina

01:00 PM - 04:00 PM

Live Music: Edwin Barbosa

Friday August 7th

Edwin Barbosa AKA Carry The Day, was born in Hato Rey, Puerto Rico where he was exposed to an array of different styles of music. At age 14, he picked up the guitar for the first time and has not been able to put it down since. At first he learned traditional Puerto Rican music, but then also fell in love with Rock, Blues and Jazz. Edwin will play a variety of music such as Folk and Alternative Folk, Spanish Rock/Pop, Latin Jazz, Bluegrass and many more.

01:00 PM - 04:00 PM

Live Music: Tony Scozzaro & Jonathan Dotson

Friday August 7th

Blending virtuosic musicianship with crowd-moving energy, Jonathan Lee Dotson and Tony Scozzaro form a guitar duo that turns every performance into an event. Their shows move effortlessly from fiery flamenco rhythms to inventive pop reinterpretations, delivering music that feels both sophisticated and wildly fun - the kind of performance audiences talk about long after the final encore.

06:00 PM - 09:00 PM

Live Music: Shawn Ryan

Saturday August 8th

Shawn is a local guitar player and singer from St. Augustine. Playing in bands since he was young, Shawn has an eclectic style that covers many different genres!

01:00 PM - 04:00 PM

Live Music: Jeremy Price

Saturday August 8th

Since moving to Saint Johns in 2016, Jeremy has been performing as a solo musician and with various groups on guitar and drums. Some of these groups include The Conch Fritters, Dustin Barber, Barry Olsavsky, Ray Geiser, Mike Perez, Julie Durden, Jonathan Dotson, and more. Jeremy has multiple albums available to stream on most streaming services under the name “Jeremy B Price.” Price also teaches elementary music in Saint Johns County, and gives clinics to music teachers across the state on best practices in the music classroom.

06:00 PM - 09:00 PM

Live Music: Claire Vandiver Duo

Sunday August 9th

Claire is an artist who lives between light and shadow. With a voice both haunting and singular, she delivers emotional truths wrapped in cinematic soundscapes and moody pop hooks. Born in Nashville, Tennessee, Claire grew up surrounded by music—but it was her own lived experience, marked by love, loss, and resilience, that shaped her unmistakable sound.

01:00 PM - 04:00 PM

Live Music: Colin Kosco

Thursday August 13th

Colin Kosco is a solo artist and a member of the band Kelp, known for his laid-back blend of mellow beach rock, reggae, soft rock, and acoustic singer-songwriter tunes. His sound evokes an easygoing vibe that’s both refreshing and coastal.

01:00 PM - 04:00 PM

Live Music: Alex Peramas

Friday August 14th

Multi-instrumentalist singer songwriter Alexis Peramas has been holding his craft in and around Saint Augustine for close to 10 years. His accolades include multiple appearances for sing out loud festival, multiple festivals around Florida as well as multiple contracts for VIRGIN VOYAGES cruise line he’s open for the likes of Aaron Lee Tasjan as well as the Wallflowers. 

Alexis plays a mix of modern and classic singer songwriter songs blending his own unique style and rhythm.

With an EP under his belt and a few singles released on his Spotify of original music, Alexis’s reputation as a musician and performer continues to grow.

01:00 PM - 04:00 PM

Live Music: Buffalo Rose Duo

Friday August 14th

Buffalo Rose Duo has been performing in various venues in St. Augustine for the past 10 years or so. They have a unique blend of Jazz, Blues, and covers ranging from the Beatles to Bonnie Rait to Valerie June.

06:00 PM - 09:00 PM

Live Music: Awilda Quezada

Saturday August 15th

Awilda Quezada is a Dominican singer-songwriter, vocalist, and professional dancer with a solid artistic and professional background. She holds a degree in Hospitality and Tourism and has been immersed in the entertainment world from an early age, winning multiple singing competitions in her beloved Dominican Republic and engaging in musical collaborations early in her career. She trained as a professional dancer from the age of 18 and brings over 10 years of experience in the hospitality industry, shaping her discipline, stage presence, and comprehensive understanding of live entertainment. Driven by her love for music and her passion for dance, Awilda is fully committed to positivity and good energy, values that define her artistic identity and connection with audiences. She has performed at internationally recognized events such as Calle 08 (Miami), Caribbean Carnival Fest, Island Fest del Caribe, and the Crucero de la Salsa 2025. As an independent emerging artist in a male-dominated industry, Awilda continues to carve her own path with authenticity, resilience, and determination.

01:00 PM - 04:00 PM

Live Music: Sage Trunnell

Saturday August 15th

Sage Trunnell is a pianist and singer/songwriter local to North Florida. Sage has been playing piano since the age of four, and her powerful voice has been compared in sound to those such as Adele and Stevie Nicks. She performs moving covers from the soul and jazz genres by favourites like Amy Winehouse, Elvis, and Sara Bareilles. Sage also performs her own original music which draws upon her own personal experiences. Her sound combines elements from the indie and pop genres, and focuses on themes of hope and self discovery. She has been writing songs since childhood, and hopes to write music that anyone can connect to, and relate to their own individual experience. She currently has a self titled EP of five original songs available on all streaming platforms.

06:00 PM - 09:00 PM

Live Music: Vinny Jacobs

Sunday August 16th

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM

Live Music: Dennis Miller

Thursday August 20th

Dennis C. Miller is a seasoned acoustic performer and entertainer with over 2,000 performances to his name. Known for his versatile repertoire, Dennis brings a vibrant mix of music from a variety of genres, ranging from classic rock and folk to pop and country, ensuring something for every listener. His engaging style and warm stage presence create a fun and memorable listening experience, whether he’s captivating a lively crowd or setting the perfect tone for an intimate gathering. With years of experience and a deep passion for music, Dennis continues to delight audiences with his talent and dedication to his craft.

01:00 PM - 04:00 PM

Live Music: Edwin Barbosa

Friday August 21st

Edwin Barbosa AKA Carry The Day, was born in Hato Rey, Puerto Rico where he was exposed to an array of different styles of music. At age 14, he picked up the guitar for the first time and has not been able to put it down since. At first he learned traditional Puerto Rican music, but then also fell in love with Rock, Blues and Jazz. Edwin will play a variety of music such as Folk and Alternative Folk, Spanish Rock/Pop, Latin Jazz, Bluegrass and many more.

01:00 PM - 04:00 PM

Live Music: Claire Vandiver Duo

Friday August 21st

Claire is an artist who lives between light and shadow. With a voice both haunting and singular, she delivers emotional truths wrapped in cinematic soundscapes and moody pop hooks. Born in Nashville, Tennessee, Claire grew up surrounded by music—but it was her own lived experience, marked by love, loss, and resilience, that shaped her unmistakable sound.

06:00 PM - 09:00 PM

Live Music: Tony Scozzaro

Saturday August 22nd

Since graduating from G.I.T in 1982, Tony Scozzaro has covered styles from Rock to Jazz. He has played with and opened for some noteworthy players such as Albert Collins,Slash, Mike Stern and most recently Buddy Guy. Since moving from Buffalo to St Augustine over 10 yrs ago, Tony has played in a number of bands and is currently working in the Buffalo Rose Duo with Pamela Faucett. Tony's solo gig is an eclectic mix of originals and arrangements of some popular artists such as The Beatles, Stevie Wonder, Jimi Hendrix, as well as some Classical and Blues. *Photo by Megan Mansueto Willson*

01:00 PM - 04:00 PM

Live Music: Patrick Crawford

Saturday August 22nd

Patrick Crawford, a talented musician from St. Augustine, has been captivating audiences with his exceptional guitar skills and heartfelt performances since 2002. He continues to bring a unique blend of passion and artistry to the local music scene, having played music in town for 24 years. Known for his engaging stage presence, he has played at popular festivals, including the Sing Out Loud Festival, and has covered iconic songs by artists such as Dave Matthews, David Bowie, Jack Johnson, and Tom Petty. Currently available for bookings, Patrick invites you to experience his guitar-driven sound and join him on a musical journey that captivates the heart and soul.

06:00 PM - 09:00 PM

Live Music: Vinny Jacobs

Sunday August 23rd

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM

Live Music: Dennis Miller

Thursday August 27th

Dennis C. Miller is a seasoned acoustic performer and entertainer with over 2,000 performances to his name. Known for his versatile repertoire, Dennis brings a vibrant mix of music from a variety of genres, ranging from classic rock and folk to pop and country, ensuring something for every listener. His engaging style and warm stage presence create a fun and memorable listening experience, whether he’s captivating a lively crowd or setting the perfect tone for an intimate gathering. With years of experience and a deep passion for music, Dennis continues to delight audiences with his talent and dedication to his craft.

01:00 PM - 04:00 PM

Live Music: Alex Peramas

Friday August 28th

Multi-instrumentalist singer songwriter Alexis Peramas has been holding his craft in and around Saint Augustine for close to 10 years. His accolades include multiple appearances for sing out loud festival, multiple festivals around Florida as well as multiple contracts for VIRGIN VOYAGES cruise line he’s open for the likes of Aaron Lee Tasjan as well as the Wallflowers. 

Alexis plays a mix of modern and classic singer songwriter songs blending his own unique style and rhythm.

With an EP under his belt and a few singles released on his Spotify of original music, Alexis’s reputation as a musician and performer continues to grow.

01:00 PM - 04:00 PM

Live Music: Yael Zaza Flamenca

Friday August 28th

The music is a progressive music influenced by Gypsy Jazz, French music, Flamenco and Latin Vibes. Yael in Zaza plays music from all over the world in 10 different languages : French, Spanish, Portuguese, Italian, Russian, Hebrew. Yael, the leader of the Band, was the opening Act of the Latin Grammy Winner Leo Dan, performing in the biggest venues across United States : Microsoft in Los Angeles , B.B.King in New York, Howard Theatre in Washington D.C, Coliseum Theatre in Austin. Yael in Zaza has performed Internationally : France, Israel, Russia, Brazil, Argentina

06:00 PM - 09:00 PM

Live Music: Vegas Gray Acoustic Duo

Saturday August 29th

The Vegas Gray Acoustic Duo is Pete Lieb and Dennis Miller. Pete (vocalist) and Dennis (guitarist) are veterans of the Saint Augustine music scene and members of the local cover band Vegas Gray. Performing an exciting range of musical genres and styles, while also encouraging audience participation, the Vegas Gray acoustic always delivers a great time!

01:00 PM - 04:00 PM

Live Music: Tony Scozzaro & Jonathan Dotson

Saturday August 29th

Blending virtuosic musicianship with crowd-moving energy, Jonathan Lee Dotson and Tony Scozzaro form a guitar duo that turns every performance into an event. Their shows move effortlessly from fiery flamenco rhythms to inventive pop reinterpretations, delivering music that feels both sophisticated and wildly fun - the kind of performance audiences talk about long after the final encore.

06:00 PM - 09:00 PM

Live Music: Vinny Jacobs

Sunday August 30th

Vinny Jacobs is a performing musician throughout South and North Florida. He grew up in Fort Myers, Florida, and was a self-taught guitarist who, at 16, began to perform popular music part time along Fort Myers Beach. After high school, Vinny studied classical guitar at Edison Community College and eventually moved to Tampa, where he attended the University of South Florida. There he continued studying classical guitar while majoring in Music Education, all the while playing music in a variety of places, continuing to hone his skills as a vocalist, guitarist, and all-around performer. Vinny eventually earned his Bachelor's Degree from USF and moved back to Fort Myers, and has been performing full time ever since. When playing at bars and restaurants throughout Florida, Vinny performs classic and new rock music with a mix of some beach/island music. 

01:00 PM - 04:00 PM