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14 Valentine’s Day Cookie Delivery Gifts for Your Special Someone

From buttery shortbread to chocolate-kissed indulgences, these Valentine's Day cookie delivery gifts are a sweet surprise for your special someone.

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Harry And David Valentines Day Cookie Box Via Harryanddavid.com

Harry & David Valentine’s Day Cookie Gift Box

Sweet, meet simple. This festive box of cookies from Harry & David will show your valentine how much you care. It’s packed with 16 treats—including raspberry shortbread, dark chocolate and raspberry galettes, vanilla shortbread and buttercream-frosted cookies. Plus, with a price tag under $40, this Valentine’s Day cookie delivery is easier on the budget than most flower bouquets.

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Levain Bakery Signature CookiesVia Levainbakery.com

Levain Bakery Signature Assortment

If your loved one’s a foodie, they’ll instantly recognize these New York-famous cookies from Levain Bakery. Thick, gooey and loaded with mix-ins, the signature assortment includes four flavors: chocolate chip walnut, dark chocolate chocolate chip, dark chocolate peanut butter chip and oatmeal raisin. For more ideas, check out our Valentine’s Day gift guide.

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Bake Me A Wish Heart Shaped Cookie TinVia Bakemeawish.com

Bake Me a Wish Heart-Shaped Cookies

Valentine’s Day cookies don’t get more festive than this heart-shaped 12-pack from Bake Me a Wish. Your sweetie will love the rich, decorated sugar cookies as well as the keepsake tin. (We’re saving ours to stash love notes.) Check out these other Valentine’s Day delivery gifts, too.

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Milk Bar Cookie Favs TinVia Milkbarstore.com

Milk Bar Cookie Faves Tin

Trust us—you’ve never had a cookie like this before. Sample all of Milk Bar’s most famous flavors in this tin of 12. Unwrap four delicious varieties: compost, confetti, cornflake chocolate chip marshmallow and chocolate confetti. Craving more from the founder of Milk Bar, Christina Tosi? Check out her hot chocolate brownies and iconic birthday cake.

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Davids Cookies Assorted TinVia Davidscookies.com

David’s Cookies Assorted Tin

For the valentine who loves a classic, old-fashioned cookie, send over a fresh-baked tin from David’s Cookies. Enjoy one or two pounds of their most popular flavors (double chocolate chunk, anyone?). With nearly 900 glowing reviews, you can’t go wrong with this Valentine’s Day cookie delivery. Chocolate lovers will appreciate these Valentine’s Day chocolates as well.

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Harry And David Cookies And Wine SetVia Harryanddavid.com

Harry & David Wine and Cookies Combo

The only thing better than a Valentine’s Day cookie delivery? One that comes with wine! Indulge your valentine (or galentine!) with this gift box of soft, Cheryl’s cookies and a bottle of rosé.

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Cookie Sugarwish

Need a gift for your child’s teacher, a neighbor or someone else you don’t know all that well? Enter Sugarwish. This service makes it simple to send a box of cookies to everyone on your list. Simply select the desired box size, add a message and send via email, phone or even social media. Then, the recipient picks out all of their favorite cookie flavors. Sweet!

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Cheryls Cookies Valentines Cookie Gift BoxVia Cheryls.com

Cheryl’s Frosted Valentine Cookies

Who can say no to a soft, frosted sugar cookie? Cheryl’s Cookies’ iconic buttercream-frosted cutouts get the Valentine’s Day treatment in this gorgeous gift box. Opt for either a 12- or 24-count selection.

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Doughp Edible Cookie DoughVia Doughp.com

Doughp Valentine’s Day Cookie Dough

For many cookie fanatics, the best part of baking isn’t the final product—it’s the dough! Gift your valentine a trio of Doughp’s safe-to-eat cookie dough tubs decked out in festive, holiday flavors. (Red Velvet Vixen already has us drooling!)

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Dirty Cookie Valentines Cookie Shot Glass SetVia TheDirtycookieoc.com

Dirty Cookie Valentine’s Day Cookie Shots

Your gal pals will have so much fun taking “shots” out of Dirty Cookie’s aptly shaped cookie glasses. This set includes four sweet flavors that pair deliciously with milk, ice cream, coffee or alcohol. (We can’t wait to sip Irish cream out of the double chocolate cookie flavor).

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Mrs Fields I Love You Cookie CakeVia Mrsfields.com

Mrs. Fields Cookie Cake

Your valentine will get the message when this “I Love You” cookie cake from Mrs. Fields shows up at their door. It’s the perfect size for sharing! Looking to bake your own sweet treats? Check out the best Valentine’s Day baking gear you can buy.

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Olive And Cocoa Valentines Cookie CrateVia Oliveandcocoa.com

Olive & Cocoa Love Notes Cookie Crate

Conversation hearts got a sweet upgrade, thanks to this cookie crate from Olive & Cocoa. Dig into these colorful cookies decorated with sentiments like “Be Mine,” “True Love” and “Cutie Pie.”

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Feed Your Soul Cookie TinVia Feedyoursoul.com

Feed Your Soul Cookie Tin

We love gifts that give back. And this “You Make Life Sweeter” cookie tin from Feed Your Soul is true to its name. Not only does this gift set provide your valentine with six delicious cookies, but a portion of the proceeds go to help feed the hungry.

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Harry And David Cookie BasketVia Harryanddavid.com

Harry & David Deluxe Cookie Basket

Need a Valentine’s Day cookie delivery for a crowd? This bountiful basket from Harry & David holds 47 delicious cookies. It’s the perfect gift for an office or teacher’s lounge.

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Katie Bandurski
Katie is an Associate Editor for Taste of Home, specializing in writing and email newsletters. When she’s out of the office, you’ll find her exploring Wisconsin, trying out new vegetarian recipes and combing through antique shops.