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Roasted Garlic Caprese Grilled Cheese. Slow roasted summer tomatoes and sweet roasted garlic, sandwiched between slices of sourdough bread with fresh basil pesto and mozzarella cheese. Then pan-fried until the cheese is melty and the bread is crisp. Tis’ a true end-of-summer delight. 

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

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Is there anything better than a really good grilled cheese? To me, it’s just feel-good classic comfort food. As a kid, my grilled cheese sandwiches consisted of whatever bread we had laying around the kitchen, cheese, and butter. My dad kept it simple, but they’d never disappoint. 

It’s truly hard to beat a melted cheddar sandwiched between 2 slices of buttered bread. 

However, as much as I love the classic simple grilled cheese, I’m also all about making grilled cheese the “fancy” way. Though I don’t really consider this recipe fancy – just totally delicious. 

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

Here are the details

Aside from the time needed to roast the tomatoes, this is almost as easy as the 3-ingredient grilled cheese my dad would make. Almost. 

First things first, the tomatoes. Find some really good ones with really nice color. Mine were on their last leg, which was honestly perfect for roasting. 

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

Then grab a head of garlic and smash it down. Toss the cloves onto a baking sheet with the tomato slices and season everything generously with salt and pepper. Next, roast away until the tomatoes start to char and become even sweeter than before. 

At the same time, the garlic roasts and turns into a buttery golden clove that can easily be smashed further down into a paste. 

When the tomatoes are finished, I further mash the cloves of garlic. Then I mix the tomatoes and garlic with basil pesto. 

Now all that’s left to do is assemble. 

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

My secret 

Fig preserves, which are certainly not traditional in a Caprese. But the jam adds a sweetness that really balances out the richness of the melted cheese and the savory flavors from the basil. 

It’s the layers of flavor that really make this Caprese grilled cheese stand out.

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

Layer the jam with mozzarella cheese, roasted tomato slices, garlic pesto, and then more cheese. Pan-fry the sandwiches with butter until golden and crisp. The cheese on the inside becomes that melty goodness we love so much. 

Five minutes later you’ll have the best summery grilled cheese, so so delicious! A wonderful way to use up the end-of-summer tomatoes and herbs and celebrate these precious last few weeks of summer. 

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

Looking for other grilled cheese recipes? Here are a few ideas: 

Crispy Prosciutto, Sage Pesto, and Tomato Grilled Cheese

Everything Cheddar Tomato Bacon Grilled Cheese

French Onion and Apple Grilled Cheese

Breakfast Grilled Cheese

Lastly, if you make this, Roasted Garlic Caprese Grilled Cheese be sure to leave a comment and/or give this recipe a rating! Above all, I love to hear from you guys and always do my best to respond to each and every comment. And of course, if you do make this recipe, don’t forget to tag me on Instagram! Looking through the photos of recipes you all have made is my favorite!

Roasted Garlic Caprese Grilled Cheese

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com
4.93 from 57 votes
2 grilled cheese
calories 781kcal
Prep15 minutes
Cook45 minutes
Total1 hour
A wonderful way to use up garden tomatoes and herbs and celebrate these last few weeks of summer!
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Ingredients 

Instructions 

  • 1. Preheat oven to 425° F.
    2. Arrange the tomato slices on a parchment-lined baking sheet. Scatter the smashed garlic cloves around the tomatoes. Drizzle everything with olive oil and season with salt pepper, and chili flakes. Bake 20-25 minutes, until tomatoes are deeply roasted.
    3. Remove the garlic from the pan and pop the cloves out of the skin. Mash the cloves with a fork into a paste. Mix the roasted garlic with the basil pesto.
    4. Brush the outside of each slice of bread with butter. On the inside of half of the slices of bread, spread with fig preserves. Evenly layer the cheeses, the tomatoes, pesto, and the remaining cheese. Add the top piece of bread.
    5. Melt 1-2 tablespoons butter in a large skillet over medium heat. Place the sandwiches in the skillet and cook until golden on each side, about 3-5 minutes per side. EAT and ENJOY!

Nutrition

Calories: 781kcal

Nutritional information is only an estimate. The accuracy of the nutritional information for any recipe on this site is not guaranteed.

Did you make this recipe? Please rate & comment below.

Roasted Garlic Caprese Grilled Cheese | halfbakedharvest.com

Meet Tieghan Gerard

I'm Tieghan, the recipes you'll find here are inspired by the people and places I love most. I try to live simply, eat seasonally, and cook with whole foods. My hope is to inspire a love for amazing food, as well as the courage to try something new!

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4.93 from 57 votes (20 ratings without comment)

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118 Comments

  1. Elaine says:

    5 stars
    Made this sandwich for dinner. Delicious!!

    1. Tieghan says:

      Hi Elaine,
      Awesome!! I truly appreciate you giving this recipe a try, I love to hear that it was enjoyed! xT

  2. Jaimie says:

    Looking forward to trying this! Where do you add the one cup of basil leaves?!

    1. Tieghan says:

      Thanks Jaimie!! You will add a little bit with the tomatoes and cheese so the basil is layered on each sandwich. I hope you love the recipe! xT

  3. Janice M says:

    5 stars
    I rarely get Saturdays off, but when I do, I go to the local farmers market. I saw this recipe the other day and couldn’t wait for the weekend! This morning, I picked up bread, garlic, tomatoes, basil, and pesto. I made it for lunch!

    This sandwich is delicious and I can’t wait to make it again!

    1. Tieghan says:

      Hey Janice,
      Happy Sunday!! I love to hear that this recipe was a hit, thanks for making it! xTieghan

  4. Chelsi H says:

    My husband and I made this tonight and this is one of the best things we’ve eaten in a long time! The fig preserves added such a nice, sweet balance to the pesto that I don’t think I’d do without it! This is a keeper recipe for sure!!

    1. Tieghan says:

      Hey Chelsi,
      Awesome!! I am so glad to hear that this recipe was a winner, thanks for making it! Hope you’re off to a great Saturday! xT

  5. Amy P says:

    5 stars
    Really tasty! I wasn’t able to find fig preserve locally ;(

    1. Tieghan says:

      Hi Amy,
      Thanks so much for making this recipe, I love to hear that it was enjoyed! Honey would also work well in place of the fig preserves. Please let me know if you have any other questions! xx

    2. Lauren says:

      Trader Joes carries it. Thats where I get mine.

  6. Liz says:

    5 stars
    This is possibly one of the most amazing things I’ve ever eaten!! The roasted garlic was next level on the grilled cheese and I didn’t even mix it in with the pesto.
    Thank you so much for making these delicious recipes! I have yet to make something that I didn’t like.

    1. Tieghan says:

      Hi Liz,
      Happy Friday!! Thanks a lot for trying this recipe out, I am so glad to hear it was enjoyed! Have a great weekend:)

  7. Jan T says:

    5 stars
    Great! But fig preserves are not available in our little town. Do you have an alternative suggestion?

    1. Tieghan says:

      Hi Jan,
      Happy Friday!! Thanks a lot for trying this recipe out, I am so glad to hear it was enjoyed! Honey is great to use in place of fig preserves. Have a great weekend:)

  8. Alyssa says:

    Ommggggg chefs freakin kisses!!! This was so good!

    1. Tieghan says:

      Hey Alyssa,
      Amazing!! I love to hear that this recipe was tasty, thanks so much for making it and sharing your review:) xTieghan

  9. Stephanie says:

    So delicious! I used an onion jam on one of the sandwiches for a more savory flavor – good, but recommend fig preserves more.

    Also, had to do one sandwich at a time. First one was perfectly browned, then I burned the other 2…do I need to let the pan cool between sandwiches?

    1. Tieghan says:

      Hi Stephanie,
      I am so glad this recipe was enjoyed, thanks for making it! Sorry to hear your second sandwiches burned. I would say to turn the heat down between sandwiches since the pan is already hot. I hope this helps for next time! xTieghan

  10. Ali says:

    5 stars
    Made these last night and my only regret was that I didn’t think to double the recipe ahead of time! These were SO good. SO full of flavor and easy to make. I have also apparently been not living at I’ve never roasted and then smashed full garlic cloves before…. Oh my goodness, is there a better smell or flavor in the world!? Make these. You won’t regret it!!

    1. Tieghan says:

      Hey Ali,
      Happy Wednesday! I love to hear that this recipe was tasty, thanks for making it! Thanks for your kind message? xxT

  11. Cheri Reed says:

    5 stars
    The roasted garlic capers grilled cheese sandwiches were delicious. This recipe is a keeper. Thank you.

    1. Cheri Reed says:

      I meant caprese…darn phone!

    2. Tieghan says:

      Hi Cheri,
      Happy Wednesday! I love to hear that this recipe was tasty, thanks for making it! xxT

  12. Jenelle says:

    5 stars
    I made this last night but used brie instead because it’s all I had. Fig and brie just make sense. So so good and pretty simple. I will definitely be making again.

    1. Tieghan says:

      Hi Jenelle,
      Happy Tuesday!! Thanks a bunch for trying this recipe and sharing your feedback! I am so glad it was enjoyed:)

  13. Dee says:

    5 stars
    Made this for dinner last night – super yummy! My husband said this is definitely a keeper recipe. I did not add the fresh basil leaves (not in the recipe) and honestly, because of the basil pesto – didn’t miss them. I’m not already imaging these with a nice tomato soup this fall / winter!

    1. Tieghan says:

      Hi Dee,
      Happy Tuesday!! Thanks a bunch for trying this recipe and sharing your feedback! I am so glad it was enjoyed:)

      1. Sara says:

        5 stars
        Delicious easy recipe! Great use for end of summer tomatoes. Definitely keeping this one handy.

        1. Tieghan says:

          Thanks so much Sara!! I love to hear that this recipe was enjoyed, thanks for making it! xx

  14. Jessica Camerata says:

    Those tomatoes are insane looking. Gorgeous! Love a good crusty grilled cheese sandwich. This looks delicious!

    xo Jessica
    an indigo day

    1. Tieghan says:

      Thanks so much Jessica, I hope you love the recipe! xTieghan

  15. Stacy Hetzel says:

    The recipe sounds delicious.

    Ingredients call for 1C. Basil leaves. But they’re not mentioned in the instructions. Where/how are they meant to be used?

    1. Karin says:

      I noticed that too. This seems to happen a lot with her recipes. Maybe we can scatter them on the hot tomato/garlic out of the oven to wilt them? If so I would not use pesto…..

      1. Tieghan says:

        Hi Karin,
        You can add them in step 4 with the cheese and tomatoes. I hope you love the recipe! xTieghan

    2. Candace Talbot says:

      I saw that as well… Maybe to make the pesto??

      1. Tieghan says:

        Hi Candace,
        You can layer in step 4 with the cheese and tomatoes:) Please let me know if you have any other questions! xx

    3. Corrianne Newcomer says:

      On her instagram video she layered the basil leaves between the cheese and tomatoes when assembling the sandwich! Separate from the pesto.

      1. Tieghan says:

        Thanks Corrianne!

    4. Tieghan says:

      Hi Stacy,
      Thanks so much! You can layer the fresh basil after the cheese. I hope you love the recipe, please let me know if you give it a try! xTieghan