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

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


  • Author: a Couple Cooks
  • Prep Time: 10 minutes
  • Cook Time: 20 minutes
  • Total Time: 30 minutes
  • Yield: 4 1x

Description

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


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.
  • Category: Main Dish
  • Method: Stovetop
  • Cuisine: American

Keywords: Grilled Cheese Recipe, Grilled cheese with tomato, Best grilled cheese, Tomato Basil, Tomato Basil Grilled Cheese,

About the authors

Sonja & Alex

Meet Sonja and Alex Overhiser: Husband and wife. Expert home cooks. Authors of recipes you'll want to make again and again.

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24 Comments

  1. What a lovely recipe. I never think of roasting tomatoes but it really brings out the sweetness. You’re so right about just trying it. When I got married I didn’t know how to cook anything but macaroni. A few cookbooks and pork later I was well on my way.

  2. Oh my, this looks amazing! PLEASE add this to my meatless monday recipe, people need to see this recipe! My other half LOVES grilled cheese, and this is just one step (if not more) even better :)

  3. What a simple & delicious sandwich! The photo is beautiful and I love the quote you posted at the beginning—it’s the perfect quote for my husband & I at this point in our lives where we are transitioning and starting a new adventure! :-)

    Kisses from Buenos Aires xx

  4. YUM!!!!!!! I’m definitely going to try this sandwich.

    So glad you guys persisted with cooking. I can still remember learning to cook, even though it was more than 50 years ago. It was definitely trial and error, because my mother would not take the time to teach me to cook. However, if I was quiet, I could watch her, and that really paid off when it came to certain techniques (like making dumpling noodles), because I absorbed the technique from watching so it wasn’t too hard when I actually went to make them.

  5. “Give yourself grace” – I love that. It’s definitely something I need to get better at. I’m another one who is so glad that you continued cooking and you continue to share your recipes with us; this is pretty much the sandwich of my dreams.

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