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This grilled cheese with tomato is one of the best grilled cheese recipes out there, featuring roasted tomatoes, tomato mayo, basil, and melty mozzarella.

Grilled cheese with tomato | Best grilled cheese
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I was reading a book for work and came across this quote by Michael D. Krause: “The only thing that stands between a person and what they want in life is the will to try it and the faith to believe it is possible.” For Alex and me, that goal was to learn to cook. We started with little more than the will to try. At the beginning, I couldn’t even boil a pot of water for pasta. But over the years we learned, little by little, to have the faith to believe it was possible. Keep reading for how this best grilled cheese sandwich (aka grilled cheese with tomato and basil), was inspired by not knowing anything in the kitchen.

Related: 10 Amazing Vegetarian Sandwiches

Grilled cheese with tomato | Best grilled cheese | Roasted tomatoes

The inspiration: grilled cheese with tomatoes

People ask us how to get started cooking. Some of our best advice is: just try it. Believe that it is possible. Don’t expect yourself to be perfect first time. Give yourself grace. Try and try again. Take risks and gain the rewards, or learn from the failure. Be enthusiastic, and let your enthusiasm grow into passion. Start where you can, and take baby steps from there. Work within your means. It sounds really generic, but this is about 90% of what we know about cooking.

This grilled cheese with tomatoes recipe is one of those baby step recipes, because it’s “just grilled cheese”. But then again it’s not “just grilled cheese” because it’s one of the best grilled cheese recipes we know of. It’s a recipe that’s great for the beginning cook: it’s easy, but also a bit elevated since it involves roasting tomatoes and using fresh herbs.

Related: Summer Dinner Recipes to Eat Al Fresco | Italian Pizza with Pesto

Grilled cheese with tomato | Best grilled cheese | Sliced bread

How to make grilled cheese with tomatoes & basil

This grilled cheese with tomatoes & basil isn’t just any old grilled cheese. And it’s also a little more elevated than simply tucking tomatoes and basil into a grilled cheese recipe (which is also delicious, mind you). For this one, cherry tomatoes are roasted just long enough until they’re starting to burst. Then you’ll take them out of the oven and mash them to extract the juice. You’ll use that juice from the roasted tomatoes to mix in with a bit of mayo for a killer sauce. It becomes a sort of roasted tomato mayonnaise and totally makes the sandwich! Then of course, you’ll add to that the peppery bite of fresh basil.

The combination of the savory tomatoes, silky mayonnaise and fresh basil on crunchy grilled bread is a little bit of heaven. And it just might inspire you to more beautiful things you can create in the kitchen. If you try it, let us know in the comments below!

Related: Best Basil Recipes | Best Fresh Tomato Recipes

Looking for vegetarian sandwich recipes?

Outside of this best grilled cheese with tomato & basil, here are some other vegetarian sandwiches we love:

This recipe is…

This grilled cheese with tomato & basil is vegetarian. For gluten-free, use gluten-free bread.

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Grilled Cheese with Tomato & Basil

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This grilled cheese with tomato is one of the best grilled cheese recipes out there, featuring roasted tomatoes, tomato mayo, basil, and melty mozzarella.

  • Author: a Couple Cooks
  • Prep Time: 10 minutes
  • Cook Time: 20 minutes
  • Total Time: 30 minutes
  • Yield: 4 1x
  • Category: Main Dish
  • Method: Stovetop
  • Cuisine: American

Ingredients

Scale
  • 2 pints (4 cups) cherry tomatoes
  • ¼ cup mayonnaise
  • 2 cups shredded mozzarella cheese
  • 8 basil leaves
  • 8 slices bread
  • Butter
  • Kosher salt

Instructions

  1. Preheat the oven to 400°F.
  2. Line a baking sheet with parchment paper and place the tomatoes on the sheet. Roast for 15 minutes until the tomatoes are starting to burst.
  3. Place the tomatoes in a bowl and carefully mash with a potato masher to extract the juice. Strain the tomatoes completely and reserve the juice in a small bowl. Mix 1 tablespoon of the juice into ¼ cup mayonnaise until it has the consistency of a sauce (double the tomato juice and mayonnaise for extra sauce). Reserve the strained tomatoes and sprinkle them with kosher salt.
  4. Spread each slice of bread with tomato mayo. Top with ¼ of the strained tomatoes, shredded mozzarella, and some torn pieces of basil. Sprinkle the toppings with a pinch of kosher salt and top with another slice of bread.
  5. Heat a grill pan to medium high and brush it with butter. Cook the sandwiches until toasty and the cheese is melted, about 3 minutes per side. Serve immediately.

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About the authors

Alex & Sonja

Hi! We’re Alex & Sonja Overhiser, authors of the acclaimed cookbooks A Couple Cooks and Pretty Simple Cooking—and a real life couple who cooks together. We founded the A Couple Cooks website in 2010 to share seasonal recipes and the joy of home cooking. Now, we’ve got over 3,000 well-tested recipes, including Mediterranean diet, vegan, vegetarian, pescatarian, smoothies, cocktails, and more!

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25 Comments

  1. Jyothi Gokul says:

    Made this and it tasted good even after a while! Thank you!






  2. Kate says:

    This was the first of your recipes that I tried and it was to die for.. I loved it! I added in a little bit of pesto and I also used buffalo mozzarella since it has a little more “kick” than just plain old mozzarella. I regreted not stocking up on the mozzarella – would have loved having this again for lunch today

  3. Phoebe Lapine says:

    This looks easy and delicious! Love the idea of a Caprese salad grilled cheese.

  4. Bec says:

    Yep. Sold, this is my ideal sandwich.

  5. sara says:

    Gorgeous! This looks super tasty. :)

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