Pesto Grilled Cheese with Roasted Tomato Soup

There is absolutely nothing more comforting than grilled cheese & tomato soup.


This is a slightly fancier, significantly tastier version of a well loved classic.

It all sounds like a bit of a faff… but I assure you, it’s actually incredibly simple and well worth the effort.




To make enough for two (with leftovers) you’ll need:

About 14 vine tomatoes (not the huge beef ones, just firm-mediumly-sized ones, still on the vine)

3 cloves of garlic, unpeeled

Handful of basil

Salt, pepper, paprika, chili flakes, olive oil

1-2 mugs of vegetable stock (depending how thick you like your soup)

For the sandwiches:

4 pieces of bread

Few slices of gouda


Big handful of basil

Half a fist sized chunk of parmesan, grated

Handful of pine nuts

1 small clove of garlic, crushed

Olive oil

Pre-heat your oven to 190C/375F

Place your tomatoes into a baking tray with your garlic cloves, a good drizzle of olive oil, salt & pepper.

Pop them into the oven for about 45mins.

While they’re cooking, whip up your pesto. Gently toast the pine nuts in a dry frying pan over a medium heat. When they’re golden put them in your food processor with your basil, parmesan, olive oil & garlic. Blend & you’re done.

When your tomatoes are roasted to perfection (the skins should have popped open and peeled up at the edges) take them out and leave them on the side to cool down.

Once they’re cold enough to handle, peel off the skins (you can throw these away but I eat themรขโ‚ฌยฆ they’re a bit like warm vegetable crisps and a little treat just for the chef!).

Throw your naked, quivering tomatoes into a blender with your stock, a pinch of paprika, a dusting of chill flakes & a fist full of basil. You can always add a good splash of cream here for double comfort points.

Blend until smooth & soup like.

If you’re hungry now, pour it into a saucepan and gently heat it up. If not, put it into a tupperwear, wait for it to get nice & cold and put it in the fridge for later.

To make your pesto grilled cheese, heat a dry frying pan on a medium heat.

Grab your bread & butter each piece, on just one side.

Smear a generous amount of your pesto onto the unbuttered side & top with a couple slices of cheese. Put the top of the sandwich on, butter side facing up. Place into the pan & weigh it down with a something flat (I used a pie dish but you can use a plate, just make sure it wont melt) & pop something heavy, like a can of beans on top. Cook for about 2mins or until the cheese starts to melt, then carefully flip it over & repeat.

Put it to one side while you make your second sandwich.

Plonk it all onto a tray, get yourself a big snuggly blanket, wriggle into the sofa and get stuck in.



Sandwich dunking absolutely compulsory.



p-7 p-8 p-9

Just so, so gouda.

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  • This looks incredible! I’m going to make it this week ๐Ÿ™‚

  • CJG

    I’m not a doctor, but I’m pretty sure I have the plague and this looks like the perfect remedy! When I manage to peel myself out of bed, I’m going ingredient shopping! Always with the ‘cheesy’ dad jokes- love it. Hope the move was successful ! Love all your receipes, so keep them coming! Charlotte xxxxx

  • Alex Bonnett

    mm looks so delish! Did you use your Sony RX100 II for these photos?

  • Alline de Paula

    This looks stunning, but what do you do with the garlic that roasted with the tomatoes? Also, do you roast the tomatoes with the vine still on? Also: how much olive oil for the pesto? (can you tell I’m a complete beginner, at the age of 33? #noshame)

    • Jestikian Ethiks

      no vine, garlic in soup, like a tablespoon or whatever of oil

  • Great pictures…I wonder if we’ll see them on *that page….tomorrow? ;/

  • Amber

    This looks amazing. A real cold buster and way better then heinz! X

  • sophie brewster

    I’m seriously hungry right now and this just killed me, haha! Gonna be whipping this up soon!


  • anna abrams

    You are *killing* me! In America it’s only 7am… maybe I’ll have to have this for breakfast! Sheesh. We recently had a ‘comfort food’ themed party – a winter salad (toasted the pecans, made the dressing myself!!), my famous tomato soup, custom paninis (dripping with brie, turkey and avocado) for everyone, and apple pie tiropitakias (greek triangles with phyllo dough!) – “special” cider and pinot noir flowed generously… I still nuzzle a little thinking about it! Yum, GREAT POST!!!

  • Becki Explorer

    Good grief woman! You’re killing me!………this is part of the 80% right?!

  • BEP

    Hi Rose – ooohhh yummy. I love a grilled cheese sarnie every now and again. I have a favour to ask… I have an important lunch with a media client in Soho next week and want to go for lunch. Nothing too OTT but something nice. Do you have any recommendations? Thanks very much! x

  • Grilled cheese and tomato soup might actually be my all-time favorite meal. Have you ever had the Kappacasein grilled cheese at Borough Market? Ridiculous. So ridiculous.

  • Aisha

    this looks soooo good! i’m definitely going to have to make this on my day off! ๐Ÿ™‚

  • This looks so tasty Rosie! What a nice idea for a lunch date!

    Michaela X

  • Lauren ygtl

    that looks unreal!!!

  • Pippi Bartlett

    I think I just died and went to food heaven…………………………………………….

  • pinkschmink

    Hot soup + toasted sandwich = best winter lunch there is in my book. Cant imagine why I’ve never thought of putting pesto in my grilled cheese before … That is a stroke of genius.

  • Looks lovely! I think this might be nice for my next girls’ night in.

  • Hehe, ‘Just so, so gouda.’ XD
    This looks gorgeous! You really have the food photography doooowwwwwn girl. The pictures here are just amazing.

  • This could not have come at a better time. I’m starving and need to whip up a tasty lunch that looks like I’ve gone to a lot of effort when I actually haven’t. Thanks Rosie!

  • this looks so delicious! have to try this out xx

    Milly x

  • So simple, yet looks so delicious x

  • Oh my this sounds and looks so delicious! will have to try making this as soon as possible.

  • The slow pace

    That’s the perfect plan for this Sunday. With minus (minus!) 20 degrees going out is impossible and I really need something to make me love cold temperatures because I’m sick of them!! This might do the tick!

  • That looks incredible!
    Grilled cheese is my ultimate comfort food. Bread and molten cheese? Anytime.

    {Teffy’s Perks} X

  • Wow! This looks seriously good, although I might cheat with some Covent Garden & a jar of pesto!!

    Happy Thursday Rosie xoxo

  • Danielle

    The very first meal I made for my boyfriend was tomato soup and grilled cheese ๐Ÿ™‚ absolutely one of my favorite dishes. I like to add variety to it, as well. Yours looks amazing! I’m surprised by how melted to perfection the gouda cheese is. I always have trouble with gouda melting…

  • Wow, that looks so good. It amazes me that you can make a fairly simple meal look so appetising.

  • Chrissabella

    That sounds incredibly amazing … love the pics!

    Greetings from London,

  • krissy

    omg that looks and sounds soo perfect.

  • Well, I know what I’m having for lunch today!

  • I should really know better than to read your blog before I’ve had lunch.. SO HUNGRY NOW!

  • Holy crap, that looks amazing! Has also made me very excited for the arrival of my Sony RX100 this week ๐Ÿ™‚

    Lucy x

    La Lingua : Food + Life in

  • Julie Anderson

    Love your blog! My daughter and I will be visiting London this Spring… what can you tell me about the Battersea area? Is it safe?

  • Yum! I had the almost classic version of tomato and pepper soup with grilled cheese, but this looks even better!

  • Disgruntled

    Another recipe? Used to be a fan of this blog but can’t help feeling you have run out of steam, Rosie. Maybe a revamp is needed?

  • Alicia Cooper

    Oh man! This looks so good! I’m all about pesto anything, so in a sandwichโ€ฆ.whole new level right there! Will be making this soon! <3

  • Jivika

    Oh good Lord, made the mistake of looking at this in class. Rosie, these look beyond decadent.

    Also, thought you might like these: ;D

  • I love a grilled cheese especially with green pesto. Thanks for the reminder of how great it is!

  • Joanna Lowy

    Perfect match with the nail colour and tomato soup! Looks delish!!

  • Jennifer Hellums

    You make the most simple dishes looks so delish!

  • I’m making this asap! Yum yum yummmmmm Rosie! ๐Ÿ˜›

  • Oh wow! This looks crazy delicious! This is the perfect dish for cold days and since there are supposed to come a lot of them over the next week, I’m going ingredient shopping tomorrow!
    Thanks for the recipe!
    xo Andrea
    Wonderful and Marvelous

  • Rebecca

    Rosie we’re British! The correct terminology is cheese toastie please, not grilled cheese!!

  • Alexe @ Keys to the Cucina

    This looks delicious and perfect for a cold winters day!

  • ham toastie

    This looks delicious, you should have your own cookbook!

    One question though, why do you need to weigh the sandwich down in the pan? And if the bread has butter on it, doesn’t that mean it’s going to go all over whatever it is you’re weighing it down with?
    I can’t wait to make this!

  • sam

    I make tomato soup regularly and it never looks that red, more orangey. Is that really homemade?

  • Siobhan Emma

    This looks amazing…another ome of your recipe’s I will be putting to the test! x

  • Lauren Clarke

    Omg this looks delish!!!

  • MissEmmySue

    Well, I know what I’m making for lunch. (:
    Pesto & melty cheese is something I can never resist…
    Thank you, lady!

  • Callie

    How do you manage to make such simple things look SO good! Sending Boyf off to the shop now so we can have this! NOM!

  • Despite already having eaten molten cheese today, these photos are making me want to whip this up for tea number 2!

  • this is my mans favorite comfort meal- I will definatley this with the pesto next time ๐Ÿ™‚


  • This look so yummy! I love how you didn’t go short on the cheese, you more cheese the better!



  • Erica

    As I was scrolling to the end of the post I said in my head, “It looks so gouda!” Which made your cheesy joke even better ๐Ÿ˜‰

  • Talisa Lauren Tossell
  • Mel

    This sounds and looks delicious!! It seems so easy too but I shall now proceed to make a giant mess of it.

  • Your food photos are always so beautiful! Would you ever do a blog post with food photography tips? It’d be great!

  • Karen F

    I want to lick the page!

  • ParisKat
  • Jo Fisher

    I’ve got a little archive of all of your recipes, so I can start trying each and every one of them (since I’m such a novice cook!) my housemates and boyfriend will be my guinea pigs, but I’m sure they won’t complain – this looks delicious! Thanks Rosie ๐Ÿ™‚


  • Oh yum! This is one of my favourite winter foods. My mom’s in London from NY right now to help me out with wedding dress shopping and between appointments yesterday we stopped in the Elk in the Woods in Islington for some tomato, red pepper and basil soup with toasted sourdough. Yum! I’ll definitely give this one a try this weekend ๐Ÿ™‚

  • Oh my god this looks amazing. Adding to the top of my to-make list.

  • Lise McNally

    Was the warning-off using Beef tomatoes speaking from experience? This looks utterly gorgeous and I’m desperate to try it but can’t get hold of vine tomatoes at the moment

  • Ali Moss-Thomas

    Rosie, any ideas on where to find the blue and white ceramic wear – the bowls/mugs etc you often use in your posts? And this looks delsih! Ali xxx

  • Oligatorka
  • Guest

    Looks delicious. Which food processor do you use to blend the pine nuts for pesto?

  • Melted cheese, I die!! As soon as I find a good gluten free bread I will make a GF version of this. Simply delicious!

  • Anni

    Rosie this looks amazing. I love the way your are taking photos of your creations. May I ask which camera you are using? I will try your recipe without garlic as both my husband and I are allergic to it :-(. Why don’t you try the recipes on my blog

    Love to hear from you.



  • thinktravelcelebrate

    Oh my goodness this looks so delicious, especially for a cold day! I need to try this ASAP!

  • Oooo… stuck in the countryside at the ol’ manor this weekend. Going to be trying this out for sure

  • Sepideh

    Um….DROOL!!! I Want a bite!!!!!

  • Ooh that looks amazing!! It definitely seems like a fancier version….but so worth it! Thanks for posting! You’re inspiring me to cook!

  • Alexa

    Just printed this off- I shall be telling my mum we are making this today, I know she will love it! Your photos as always are amazing! x

  • Oh this looks the food of the gods, especially while England is having such hideous bleak weather! Nothing better than getting in from a rainstorm and settling down to a big toasty fire and some comfort food. I imagine this will become my staple diet until summer sets in ๐Ÿ™‚

    Hannah’s Haven

  • disqus_7ktvp28bCq

    ENOUGH WITH THE FOOD POSTS! unbelievably bored now.

  • This looks so good!

  • This looks sooooo good! Dying of hunger just by looking at these photos

  • Even the thought of it is so yummy!!!
    I’m making this as soon as I get my oven ๐Ÿ™‚

    Asli Xx

  • Wistful Reader

    The Londoner is not the same anymore. I feel like it’s changing into an excellent food-blog but the exciting and glamorous lifestyle-blog has vanished . Disappointing for me but it seems like there are plenty of food-lovers out there who still really enjoy reading your blog.

  • Everygoodthingblog by Melissa

    yum! I seriously am craving this right about now.

  • GoodAine

    Rosie, these look fabulous! Trying to stay away from cheese and bread at the moment because they are my ultimate downfall but I guess as a treat this would be yum!

  • This looks heavenly! And perfect for this terrible winter weather we’re having. Oh how I love grilled cheese and tomato soup- and this looks like a great spin on it.

  • Lucy Lees

    Ah, this looks divine. Very warm and comforting food!

  • This looks delicious!

  • Szonja

    Are your cups from Daylesford? I live above it and i’m pretty sure i keep seeing you! Love your work x

  • karyl henry

    I’ve never been a fan of tomato soup, but this one looks so amazing! I love that you use roasted tomatoes and get that gorgeous rich color. Pesto is one of my favorite things to make, and I’m always looking for a new way to use it. I love that you put it in a grilled cheese sandwich. I’ll definitely be trying that