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New Yorkers 1st Choice
Guide to Florida

Chill grilled cheese spots

A relaxed afternoon is made better by a grilled cheese.

Based on 838 Opinions
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Updated May 2026
01
Leaven Brewing image 1
Leaven Brewing image 2
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Brewery offers an open-air, family-friendly setting with board games and space for children to roam. Atmosphere stays laid-back and welcoming, attracting locals who enjoy craft beers alongside standout sandwiches and snacks.

Open-air setting creates a casual vibe with plenty of space for kids to play. The atmosphere feels community-driven and relaxed, making it a chill spot to hang out.

Biggest grilled cheese stands out here, known for its size and flavor. The sandwich ranks among the best in town, offering a rich, satisfying taste.

People are saying

"The beer here is really good and delicious."

"The people here are so friendly, it feels like family."

"I tasted the biggest and most delicious grilled cheese I ever had."

Good to know

1

Trivia night happens every Tuesday at 7pm with a $5 entry fee.

2

The brewery is family-friendly, with games available for kids.

3

An EV charging station is available in the parking lot.

02
The Greenhouse Bar image 1

Space blends lush plants with stylish, cozy design creating a peaceful urban oasis. Atmosphere stays calm and relaxing, inviting reading, working, or quiet socializing. Plant shop and bar elements add unique charm and variety.

Natural lighting and tons of seating create a cozy and inviting atmosphere. Unique coffee drinks mix with cocktails, beer, and wine for a relaxing unwind and casual hangout.

Kimchi grilled cheese stands out with its bold flavor. Fig and brie offer a sweet and creamy twist, while the pizza grilled cheese brings a savory delight.

People are saying

"This place's coffee has such a chill, lush atmosphere."

"I loved the old fashion and pistachio lattes."

"It's a super chill spot with a cozy, plant-filled vibe."

Good to know

1

Parking can be tricky, but validation is available for nearby garages.

2

The small space makes finding a seat difficult during busy hours.

3

Expect a wait of over 20 minutes for drinks during peak times.

03
Revelry image 1
Restaurant

Vintage and antique decor creates a golden atmosphere with lounge-style seating and a classic VHS collection. Live music and DJs add a party vibe alongside game rooms and themed nights. Craft cocktails and standout food like burgers and fries complement a chill, eclectic energy.

Music features an eclectic mix from chill vibes to punk at a great level. The atmosphere stays very chill, making it easy to unwind and catch up with friends.

Smoked gouda grilled cheese pairs well with tomato soup. Challah bread and simple grilled cheese offer rich flavors comparable to 5-star dishes.

People are saying

"I found the food here to be fantastic and flavorful."

"The atmosphere here is so chill, it's a dope place to just hang out."

"I'd come back for the grilled cheese and tomato bisque."

Good to know

1

Revelry's Happy Hour ends at 6 pm.

2

The Drag Queen brunch at Revelry sells out very quickly.

3

Parking is available, but it can fill up quickly during events.

04
Gastrosubs image 1
Sandwich shop

Small dining room offers a clean and comfortable space with a welcoming, chill vibe. Music playlist and Netflix add to the friendly atmosphere. Sandwiches stand out for being well built and flavorful, featuring unique and classic options.

A super chill atmosphere sets the tone with laid-back workers and a relaxed vibe. The spot feels like a little hole in the wall with a great chip selection to complement the sandwiches.

Rich and delightful grilled cheese sandwiches stand out here, with options that go beyond a simple sandwich. Kids enjoy the grilled cheese, and it pairs well with soups like Tomato Soup.

People are saying

"I thought the subs here were delicious and well-made."

"The Insane Italian sub's fresh mozzarella and deli meats are wonderful."

"I found the grilled cheese to be rich and delightful."

Good to know

1

To-go orders come in insulated bags to keep them warm.

2

The price was high at $73 for four subs, three drinks, a bag of chips, and four cookies.

3

Expect a wait during peak lunch hours, especially on weekends.

05
Independent Bar & Kitchen image 1

Converted gas station offers indoor and outdoor seating with an open, cozy layout that blends living room and front yard vibes. Atmosphere stays relaxed and dog-friendly, often featuring live music that adds to the laid-back energy. Regulars enjoy a vintage indie vibe with local art rotating every six weeks.

The spot offers a very chill vibe with a casual setting. It welcomes dog lovers and serves as a nice place to eat and drink while hanging out.

Oooey gooey grilled cheese sandwiches stand out here, especially the Indie Grilled Cheese. They pair well with the house salad and offer consistent flavor.

People are saying

"I loved their great and rotating beer selection."

"I loved the variety of awesome vegetarian and vegan options."

"I considered the grilled cheese my go-to dish."

Good to know

1

Parking is available in the back and on the side street.

2

Expect limited parking, especially during busy hours.

3

Credit cards are accepted, but there have been issues with processing.

06
Jigga jerk joint image 1
Jamaican restaurant

Outdoor seating with firewood smoked grills creates a relaxing atmosphere filled with reggae music and a friendly, chill vibe. The setup is simple, featuring picnic benches and foil-served food, evoking a casual, authentic Jamaican experience. The space feels lively yet welcoming, similar to food truck culture.

A super casual jerk spot with a friendly and chill vibe. The atmosphere feels welcoming and laid-back.

Grilled cheese sandwiches come with bold flavors like the jerk seasoning. The texture is rich and the taste is consistently incredible.

People are saying

"I found the jerk chicken here to be authentic and flavorful."

"The outdoor seating lets you smell the amazing jerk grill from afar."

"The jerk chicken here is so flavorful and delicious."

Good to know

1

Reservations are not required, but planning ahead is necessary due to food preparation times.

2

The restaurant is open late, making it a good option for night owls.

3

Expect food to be ready in less than 10 minutes, as it's cooked to order.

07
District South Kitchen & Craft image 1
New American restaurant

Small, chic space with a luxurious interior and quirky décor creates a comfortable, airy atmosphere. Low music and games add a relaxed vibe, while full service bar offers unique craft cocktails and bar seating with plugs. Outdoor seating is available but can feel muggy.

Warm casual environment sets a chill atmosphere. Staff contribute to a fun and relaxed vibe while serving wonderful quality food.

Jalapeño bacon adds a spicy, smoky kick to the grilled cheese. The sandwiches come out excellent and delicious every time.

People are saying

"The brunch food here is excellent, flavorful, and beautifully presented."

"The food here is creative, delicious, and made with attention to detail."

"I loved the jalapeño bacon grilled cheese."

Good to know

1

Happy hour features $5 drinks, $7 wines, and $8 cocktails.

2

Reservations are recommended for dinner after 4:30pm due to high demand.

3

Parking is limited, so arrive early or consider alternative transport.

08
Talkin' Tacos Temple Terrace image 1

Black lights and glowing tables with mandala designs create a vibrant, fun atmosphere. Neon signs and handmade art murals add unique visual appeal. Music plays a key role, enhancing the welcoming, family-friendly vibe.

Birria grilled cheese stands out with its super delicious flavor and is often recommended. It pairs well with street corn and drinks like mangonada and horchata.

People are saying

"I enjoyed the food; it was delicious and came out hot."

"The birria grilled cheese is amazing, packed with flavor."

"The atmosphere here is super chill and casual."

Good to know

1

Orders can only be placed via the vending machine.

2

The restaurant offers express dining with order at a kiosk and food brought out to me.

3

They have great deals for Taco Tuesdays with special pricing on all tacos.

09
Spliff's Gastropub - South Jax image 1

Gastropub combines dark, worn interior with friendly, laid-back vibe and community feel. It offers multiple entertainment options like pool, darts, blackjack, and live music, creating a lively atmosphere. The space supports late-night socializing with seating that encourages conversation.

A super chill atmosphere sets the tone with good bites to enjoy. It works well for eating, drinking, and just relaxing.

Tender pork adds a sweet pairing to the grilled cheese, making it stand out. Both the grilled cheese and Mac & cheese options taste very tasty despite their simplicity.

People are saying

"They have a great beer selection with tons of options."

"The American Food here, especially the burgers and mac and cheese, is amazing."

"I found the Grilled Cheese to be very tasty."

Good to know

1

Karaoke happens on Saturday nights, starting at 10pm.

2

Trivia night is every Tuesday at 8pm with a $5 entry fee.

3

Blackjack is available on Wednesday nights.

10
Clarke Bros Subs image 1
American restaurant

Funky sandwich shop with hand-painted murals and a lively, welcoming vibe. Roomy interior with visible cooking grill and upbeat music, creating a family-friendly atmosphere. Known for affordable prices and phenomenal sandwiches like Philly cheesesteak and Cuban.

Offers a casual atmosphere suited for business luncheons. Focuses on simple, relaxed dining rather than formal meals.

Pork belly grilled cheese stands out with its rich flavor and savory layers. The sandwich pairs well with unique sides like grouchoujang wings and bacon honey Brussels.

People are saying

"I thought their sandwiches were the best."

"The cheesesteaks here are perfectly seasoned and just how they should be."

"The pork belly grilled cheese has an amazing smoked flavor."

Good to know

1

The pricing is very fair, with a sub, chips, and a drink costing $16.

2

There is plenty of parking available in the back.

3

The restaurant's portion sizes are humongous.

11
The Rollin' Mullet image 1

Outdoor space with huge patio and live music creates an inviting, energetic atmosphere. Family-friendly setup includes a kids zone and dog-friendly turf area. Large selection of local ciders and casual bar games add to the relaxed vibe.

A very casual and relaxing vibe sets the tone here. It works well for chill nights out with friends and offers a laid-back bar atmosphere.

Adult grilled cheese features gooey cheese with bacon and tomatoes on great bread. Pickle chips often accompany this cheesy, yummy sandwich.

People are saying

"It's a great outdoor space with games and a cool vibe."

"It's a chill, fun place with a casual atmosphere."

"The adult grilled cheese is cheesy, yummy goodness."

Good to know

1

Trivia night happens every Tuesday at 7pm.

2

Happy hour runs from 4-7pm on weekdays with discounted drinks.

3

Parking is limited, so arrive early to find a spot.

12
Raining Berries - St. Pete image 1

Spacious açaí shop with chic decor featuring a large flower wall and neon sign creates a cozy, inviting atmosphere. Soft music plays quietly, supporting a calm, comfortable vibe ideal for conversation or work. Dog-friendly space includes a private meeting room and outdoor seating, attracting a relaxed, diverse crowd.

Atmosphere feels chill with a gorgeous decor. Ambience stays relaxed and easygoing.

Gourmet Grilled Cheese features Colby Jack cheese, pesto, and sundried tomato. It pairs well with tomato soup for a classic combo.

People are saying

"The coffee here is rich, smooth, and full of flavor."

"The drinks here are delicious and healthy."

"I thought the Gourmet Grilled Cheese was one of the best I've ever had."

Good to know

1

There was plenty of 2-hour parking available near Raining Berries.

2

The conference room rental costs $10 and includes a $10 credit toward food or drinks.

3

Some locations host the Power Gals Business Networking for women.

13
Talkin' Tacos Pembroke Pines image 1

Walls covered with colorful murals and neon Day of the Dead decor create a vibrant, artistic space. Music sets a lively vibe while the atmosphere stays calm and welcoming before peak hours. The place feels tight on space but offers a unique, bold environment.

The spot has a chill, laid-back vibe with a casual, inviting atmosphere. It feels perfect for relaxed, casual eats and a calm family setting.

Birria grilled cheese stands out with its hot tomato sauce that changes the flavor when dipped. This sandwich combines rich birria meat with melted cheese for a delicious, fiery experience.

People are saying

"The food here is amazing and flavorful."

"The vibe here is so chill, and the food is packed with authentic flavor."

"I thought the birria grilled cheese was fire."

Good to know

1

They offer discounted tacos on Tuesdays and Thursdays.

2

Parking is ample and convenient for visitors.

3

Online ordering is available for quick service.

14
Talkin' Tacos SoDo image 1
Taco restaurant

Small taco restaurant with vibrant murals blending Frida Kahlo and Día de los Muertos themes creates a dark, cozy atmosphere. Good music plays throughout, enhancing the fun, inviting vibe. Ordering happens on tablets with food delivered to tables, and seating is tight during busy times.

A laid back vibe sets the tone with good music playing in the background. It works well as a spot to unwind and grab a quick bite after a busy day.

Beef birria and American white cheese fill two slices of Texas toast in the Birria Grilled Cheese. It comes with onions, cilantro, tomato soup, and fries.

People are saying

"The food here is fresh, flavorful, and delicious."

"The atmosphere here is so chill and welcoming."

"The birria grilled cheese came with delicious tomato soup."

Good to know

1

Taco Tuesday offers special deals on tacos.

2

The maximum wait time for two people is about 10 minutes.

3

All food served is halal, making it suitable for halal dietary needs.

15
Talkin' Tacos Clearwater image 1

Dark interior with black lights and UV paint creates a unique southwestern vibe that feels welcoming and chill. Tables offer hot sauce for easy access, and a kiosk replaces traditional cashiers. The place stays lively late with an authentic atmosphere and a focus on highly praised tacos.

Vibrant artwork and chill Latin music set a laid-back tone. The atmosphere stays casual and welcoming, great for relaxed chats and casual bites.

Birria grilled cheese stands out with its full of flavor profile and pairs well with tomato soup or consommé. The sandwich is rich and satisfying, often enjoyed alongside fries or elote.

People are saying

"The food here is delicious and sensational."

"The Birria Grilled Cheese is full of flavor and meat."

"The atmosphere here is so chill and casual, perfect for chatting with friends."

Good to know

1

They are open late night and have their full menu available.

2

The food at Talkin' Tacos Clearwater is halal.

3

I appreciated seeing vegan options available on the menu.

16
Table 22 image 1
Brunch restaurant

Space features stunning decor with paintings of Black icons and an upscale laid-back atmosphere. A live DJ plays R&B, creating a lively vibe that energizes the room. Food and drinks include top-tier margaritas and standout dishes like oxtails and grits.

Atmosphere stays laid back and very chill with good chill music setting the vibe.

People are saying

"The live DJ kept the vibes going and the music was good."

"The food here is seriously good, especially the catfish and grits."

"You have to try the Montgomery Grilled Cheese with short rib."

Good to know

1

Reservations are required for large parties to ensure seating.

2

Expect a 20% gratuity added automatically for groups over six.

3

The restaurant has a one hour and 45 minute dining limit during busy hours.

17
The Kitty Beautiful image 1

Cat cafe combines cozy seating and spacious play areas filled with friendly cats and plenty of toys. Atmosphere stays calm and welcoming, suitable for those sensitive to noise and crowds. Two distinct sections separate the bistro area from the cat interaction space, creating a peaceful environment for relaxation and play.

Cats stay chill and curious while being very well cared for. A café nearby offers a relaxed spot to enjoy coffee and sweets or just hang out with the cats.

A grilled cheese shaped like a cat stands out here, served with fresh bread and a side of tomato soup. The sandwich comes quickly and offers a high quality taste.

People are saying

"The staff at this cafe are so kind and welcoming."

"The cats here are so chill and playful."

"The Grilled Cheese here is adorable and shows off its personality."

Good to know

1

The cafe has a strong ammonia smell that can be overwhelming.

2

Cleanliness is a significant issue, affecting the overall experience.

3

The cafe offers a variety of vegan food options without extra charges.

18
Bad As's Sandwich PRIMROSE image 1

Small, personable sandwich shop with a cozy modern design and NYC deli vibe. Atmosphere feels lively and chill, with modern rock music playing in the background. Space offers both indoor and outdoor seating and welcomes pets with water bowls.

Small, personable building creates a casual and welcoming atmosphere. Service stays amicable and relaxed, matching the overall chill vibes.

Thick cheese layers give the grilled cheese a rich, savory flavor. It pairs well with the Tomato Bisque soup and comes with fries, making a hearty meal.

People are saying

"Every sandwich here was delicious and 10/10!"

"The sandwiches here are packed with flavor and never disappoint."

"I was skeptical, but their grilled cheese was badass and savory."

Good to know

1

Expect to pay around $20 for a sandwich.

2

The restaurant has limited seating, so arrive early.

3

Parking can be hard to find; look for marked spaces.

19
Bahia Churrascaria Brazilian Steakhouse image 1

Steakhouse offers a modern cozy decor with live violin and Brazilian Bossa Nova music creating a vibrant atmosphere. Staff wear traditional gaucho outfits, enhancing the authentic rodízio experience. Space feels luxurious yet somewhat cramped, especially at small tables for groups.

Romantic yet relaxed and casual vibe fills the space. Staff stays super chill even with kids moving around, creating a warm environment.

Brazilian grilled cheese with honey stands out with its sweet drizzle and rich flavor. Cheese bread paired with guava sauce and grilled cheese with honey offer a unique blend of sweet and savory.

People are saying

"The food here is delicious and flavorful."

"The food here is so tasty and perfectly cooked."

"You have to try the grilled cheese with honey drizzle."

Good to know

1

They have a live show every Saturday night.

2

Desserts are served with a candle for special occasions.

3

Happy hour with discounted drinks is a potential future offering.

20
Voodoo Brewing Co. - Jacksonville image 1

Large brewpub combines exposed brick and upscale bar-style food with a vibrant, welcoming atmosphere. Upstairs offers a second bar with board games and live music, creating a lively, casual vibe. Beer selection features local Florida guest taps alongside house brews.

Vibrant yet casual atmosphere creates a chill vibe that welcomes both kids and adults. The place feels fun and laid-back, perfect for a relaxed night out.

Brisket grilled cheese stands out with its rich brisket filling and melty cheese. It pairs well with sides like Sriracha ranch wings and soft pretzels.

People are saying

"The food here is fantastic and always pretty consistent."

"The atmosphere here is so chill and welcoming."

"I thought the brisket grilled cheese was amazing."

Good to know

1

Happy hour runs from 3-6pm on weekdays with $2 off drinks.

2

Trivia night occurs every Tuesday at 8pm with a $5 entry fee.

3

Reservations are recommended for large groups, especially during events.

21
Mason's Famous Lobster Rolls image 1

Seafood restaurant offers a clean, casual atmosphere with spacious, airy interiors and outdoor seating. The vibe is family friendly and welcoming, with a quiet pace during early evening hours. Lobster rolls stand out as a signature dish, praised for freshness and quality.

Lobster grilled cheese offers a good balance of lobster and cheese with a well-grilled, crusty edge and gooey center. The grilled cheese with tomato is decent but not a standout on its own.

People are saying

"The lobster rolls were overflowing with fresh, perfectly cooked lobster."

"The lobster rolls are packed with fresh lobster and packed with flavor."

"The grilled cheese is crusty on the edges and gooey in the middle."

Good to know

1

Mason's allows guests with allergies to bring their own food for shared dining.

2

The restaurant offers dine-in, take-out, and catering options.

3

Mason's has a rewards program where after 10 visits, you get a free roll.

22
Bar Ten & Cheese Please image 1

Warm, dimly lit space with candle-style lighting and a chill vibe invites relaxed conversation. Crowd enjoys great music and a lively yet intimate atmosphere. Known for superb cheese selections and standout wings, it blends casual dining with a welcoming bar experience.

A classy, exotic vibe sets a chill atmosphere here. The space feels relaxed yet refined, perfect for unwinding quietly.

Six types of grilled cheese sandwiches offer unusual and extraordinarily flavorful options. Prices run high, with five sandwiches costing around $90.

People are saying

"I found the food to be CRAZY good and delicious."

"The grilled cheese here is wonderfully toasted and crisp."

"It's got this classy, exotic, and chill vibe."

Good to know

1

Happy hour runs from 4-7pm on weekdays with half-price appetizers.

2

Live music on Saturdays incurs a $15 cover charge per person.

3

Reservations are recommended, especially on weekends.

23
The Break House image 1
Restaurant

Oceanfront setting with a rooftop bar offers spectacular views and a relaxed coastal atmosphere. Upstairs area stays busy but maintains a comfortable vibe for drinks and sunset watching. Inside, acoustics can be challenging, but the overall energy remains inviting and lively.

Truffle Drip Grilled Cheese features sourdough, brie, Jack cheese, and white truffle oil with Moroccan tomato jam for a sweet twist. It comes with Parm Truffle Fries as a side.

People are saying

"I loved watching the sunset with a great ocean view."

"The food here is amazing and delicious."

"The Truffle Drip Grilled Cheese is a cozy surprise with Moroccan tomato jam."

Good to know

1

Happy hour offers discounted drinks and appetizers during specific hours.

2

Self-ordering kiosks are available for a quick and easy dining experience.

3

Expect a casual atmosphere with no waitstaff service.

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