Simply Chocolate
Search
Sign In

Don't have an account?

Click Here
Your AccountTrack Your OrdersJoin Celebrations Passport
Benefits of Registration
  • Fast, secure checkout
  • Exclusive promotions & offers
My Orders
Close Menu
Close Menu
Close Menu
Close Menu
Close Menu
Close Menu
  1. Home
  2. Sweetest Day Gifts

Sweetest Day Chocolate Gifts

Sweetest Day is Saturday, 10/18

Enjoy Sweetest Day with the sweetest gifts around! Shop Simply Chocolate’s vast selection of milk and dark chocolate gifts including gift baskets, cookies, chocolate boxes and more.

Sort by
Chocopologie Assorted Artisan Truffles Box 16pc
Passport Eligible

Chocopologie Assorted Artisan Truffles Box 16pc

Full StarFull StarFull StarFull StarFull Star4 Reviews

available to ship now

Knipschildt Exclusive Chocolate Treasures Gift Box
Passport Eligible

Knipschildt Exclusive Chocolate Treasures Gift Box

available to ship now

Simply Chocolate® Breakable Chocolate Heart
Passport Eligible

Simply Chocolate® Breakable Chocolate Heart

available to ship now

Simply Chocolate® Celebration Gift Tray
Passport Eligible

Simply Chocolate® Celebration Gift Tray

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Simply Chocolate® Dipped S'mores
Passport Eligible

Simply Chocolate® Dipped S’mores

available to ship now

Simply Chocolate® Candy Topped Pretzel Twists
Passport Eligible

Simply Chocolate® Candy Topped Pretzel Twists

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Simply Chocolate® Treat Topped Grahams
Passport Eligible

Simply Chocolate® Treat Topped Grahams

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Simply Chocolate® Giant Peanut Butter Cups
Passport Eligible

Simply Chocolate® Giant Peanut Butter Cups

Full StarFull StarFull Star
Full Star
Empty Star
Empty Star13 Reviews

available to ship now

Simply Chocolate® Thank You Bar & Truffles
Passport Eligible

Simply Chocolate® Thank You Bar & Truffles

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Simply Chocolate® Thank You Bar & Truffles
Passport Eligible

Simply Chocolate® Thank You Bar & Truffles

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Simply Chocolate® Thank You Bar & Truffles
Passport Eligible

Simply Chocolate® Thank You Bar & Truffles

available to ship now

Simply Chocolate® Birthday Bar & Truffles
Passport Eligible

Simply Chocolate® Birthday Bar & Truffles

Full StarFull StarFull StarFull Star
Full Star
Empty Star
6 Reviews

available to ship now

Simply Chocolate® Birthday Bar & Truffles 10pc
Passport Eligible

Simply Chocolate® Birthday Bar & Truffles 10pc

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Simply Chocolate® Birthday Bar & Truffles
Passport Eligible

Simply Chocolate® Birthday Bar & Truffles

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Simply Chocolate® Marshmallow Donuts - 12 pc
Passport Eligible

Simply Chocolate® Marshmallow Donuts - 12 pc

available to ship now

Jacques Torres Ultimate Sweets Collection Gift Box
Passport Eligible

Jacques Torres Ultimate Sweets Collection Gift Box

available to ship now

Jacques Torres Signature Collection Gift Box
Passport Eligible

Jacques Torres Signature Collection Gift Box

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Jacques Torres Chocolate Covered Everything Gift
Passport Eligible

Jacques Torres Chocolate Covered Everything Gift

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Jacques Torres S'more Chocolates Gift Box
Passport Eligible

Jacques Torres S’more Chocolates Gift Box

available to ship now

Jacques Torres Giant Chocolate Bottom Cookies
Passport Eligible

Jacques Torres Giant Chocolate Bottom Cookies

Full StarFull StarFull StarFull StarFull Star4 Reviews

available to ship now

Jacques Torres Choice Chocolates Collection 50pc
Passport Eligible

Jacques Torres Choice Chocolates Collection 50pc

available to ship now

Jacques Torres Choice Chocolates Collection 12pc
Passport Eligible

Jacques Torres Choice Chocolates Collection 12pc

available to ship now

Chocopologie Dark Raspberry Ganache Truffles
Passport Eligible

Chocopologie Dark Raspberry Ganache Truffles

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Knipschildt Exclusive Premier Chocolate Collection
Passport Eligible

Knipschildt Exclusive Premier Chocolate Collection

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Knipschildt Chocolatier Exclusive Tower Trio
Passport Eligible

Knipschildt Chocolatier Exclusive Tower Trio

available to ship now

Knipschildt Chocolatier Exclusive Artisan Tower
Passport Eligible

Knipschildt Chocolatier Exclusive Artisan Tower

available to ship now

Knipschildt Chocolatier Dark Chocolate Bon Bons
Passport Eligible

Knipschildt Chocolatier Dark Chocolate Bon Bons

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

Knipschildt Caramel & Sea Salt Collection 12pc
Passport Eligible

Knipschildt Caramel & Sea Salt Collection 12pc

available to ship now

Knipschildt Chocolatier Signature Collection 25pc
Passport Eligible

Knipschildt Chocolatier Signature Collection 25pc

Full StarFull StarFull StarFull Star
Full Star
Empty Star
2 Reviews

available to ship now

Knipschildt Chocolatier Signature Collection 12pc
Passport Eligible

Knipschildt Chocolatier Signature Collection 12pc

Full StarFull StarFull StarFull StarEmpty Star5 Reviews

available to ship now

Kohler Chocolate Assorted Terrapins
Passport Eligible

Kohler Chocolate Assorted Terrapins

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Kohler Chocolate Pecan Mocha Java Terrapins
Passport Eligible

Kohler Chocolate Pecan Mocha Java Terrapins

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Kohler Chocolate Dark Mountain Toffee
Passport Eligible

Kohler Chocolate Dark Mountain Toffee

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Kohler Ganache Brownie Chocolates
Passport Eligible

Kohler Ganache Brownie Chocolates

available to ship now

Kohler Sugar Free Chocolates
240612-SC-Snipe-250x250-Sugar-Free2.svg
Passport Eligible

Kohler Sugar Free Chocolates

available to ship now

Neuhaus 10 Flavor Belgian Chocolate Squares Gift
Passport Eligible

Neuhaus 10 Flavor Belgian Chocolate Squares Gift

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Neuhaus Assorted Belgian Chocolate Truffles 16 pc
Passport Eligible

Neuhaus Assorted Belgian Chocolate Truffles 16 pc

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Neuhaus All Milk Assorted Belgian Chocolates 24 pc
Passport Eligible

Neuhaus All Milk Assorted Belgian Chocolates 24 pc

Full StarFull StarFull StarFull Star
Full Star
Empty Star
2 Reviews

available to ship now

Neuhaus All Dark Assorted Belgian Chocolates 24 pc
Passport Eligible

Neuhaus All Dark Assorted Belgian Chocolates 24 pc

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

Neuhaus All Dark Assorted Belgian Chocolates 12 pc
Passport Eligible

Neuhaus All Dark Assorted Belgian Chocolates 12 pc

available to ship now

Neuhaus Classic Belgian Chocolate Ballotin 38 pc
Passport Eligible

Neuhaus Classic Belgian Chocolate Ballotin 38 pc

Full StarFull StarFull StarFull StarFull Star7 Reviews

available to ship now

Neuhaus Classic Belgian Chocolate Ballotin 18 pc
Passport Eligible

Neuhaus Classic Belgian Chocolate Ballotin 18 pc

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Neuhaus All Dark Belgian Chocolate Ballotin 19 pc
Passport Eligible

Neuhaus All Dark Belgian Chocolate Ballotin 19 pc

Full StarFull StarFull StarFull StarFull Star3 Reviews

available to ship now

Simply Chocolate® Divine Chocolate Pretzel Twists
Passport Eligible

Simply Chocolate® Divine Chocolate Pretzel Twists

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

Simply Chocolate® Divine Dark Chocolate Grahams
Passport Eligible

Simply Chocolate® Divine Dark Chocolate Grahams

Full StarFull StarFull StarFull StarFull Star6 Reviews

available to ship now

Simply Chocolate® Deluxe Sumptuous Snacks
Passport Eligible

Simply Chocolate® Deluxe Sumptuous Snacks

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Simply Chocolate® Sumptuous Snacks
Passport Eligible

Simply Chocolate® Sumptuous Snacks

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

Simply Chocolate® You're Awesome! OREO® Tin
Passport Eligible

Simply Chocolate® You’re Awesome! OREO® Tin

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Simply Chocolate® Thank You! OREO® Tin
Passport Eligible

Simply Chocolate® Thank You! OREO® Tin

available to ship now

Simply Chocolate® Happy Birthday! OREO® Tin
Passport Eligible

Simply Chocolate® Happy Birthday! OREO® Tin

Full StarFull StarFull StarFull StarFull Star4 Reviews

available to ship now

Simply Chocolate® Belgian Chocolate OREO® Tin
Passport Eligible

Simply Chocolate® Belgian Chocolate OREO® Tin

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

V Chocolate Artisan Tower
Passport Eligible

V Chocolate Artisan Tower

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

V Chocolate Cashew Toffee 1 Pound Box
Passport Eligible

V Chocolate Cashew Toffee 1 Pound Box

Full StarFull StarFull StarFull Star
Full Star
Empty Star
7 Reviews

available to ship now

V Chocolates Exceptional Gift Basket
Passport Eligible

V Chocolates Exceptional Gift Basket

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

V Chocolate Sampler Gift Box
Passport Eligible

V Chocolate Sampler Gift Box

available to ship now

V Chocolate Milk & Dark Chocolate Frogs 40pc Box
Passport Eligible

V Chocolate Milk & Dark Chocolate Frogs 40pc Box

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

V Chocolate Peanut Butter Filled Turtles 24 pc
Passport Eligible

V Chocolate Peanut Butter Filled Turtles 24 pc

Full StarFull StarFull StarFull StarFull Star8 Reviews

available to ship now

Godiva® Milk Chocolate Assortment Box
Passport Eligible

Godiva® Milk Chocolate Assortment Box

Full StarFull StarFull StarFull StarFull Star4 Reviews

available to ship now

Godiva® Dark Chocolate Assortment Box
Passport Eligible

Godiva® Dark Chocolate Assortment Box

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Godiva® Gold Ballotin Chocolates Box - 72 piece
Passport Eligible

Godiva® Gold Ballotin Chocolates Box - 72 piece

available to ship now

Godiva® Signature Truffles Box - 12 Piece
Passport Eligible

Godiva® Signature Truffles Box - 12 Piece

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Godiva® Signature Truffles Box - 24 Piece
SAVE 20%
Passport Eligible

Godiva® Signature Truffles Box - 24 Piece

available to ship now

Godiva® Birthday Truffles Gift Box 12pc
Passport Eligible

Godiva® Birthday Truffles Gift Box 12pc

Full StarFull StarFull StarFull Star
Full Star
Empty Star
3 Reviews

available to ship now

Simply Chocolate® Chocolate Bliss Box®
Passport Eligible

Simply Chocolate® Chocolate Bliss Box®

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Chocolate Cravings Crate®
Passport Eligible

Chocolate Cravings Crate®

Full StarFull StarFull StarFull StarEmpty Star2 Reviews

available to ship now

Simply Chocolate® Deluxe Chocolate Bliss Box®
Passport Eligible

Simply Chocolate® Deluxe Chocolate Bliss Box®

Full StarFull StarFull StarFull StarFull Star1 Review

available to ship now

Simply Chocolate® Deluxe Nuts & Confections Basket
Passport Eligible

Simply Chocolate® Deluxe Nuts & Confections Basket

Full StarFull StarFull StarFull StarFull Star6 Reviews

available to ship now

Simply Chocolate® Nuts & Confections Basket
Passport Eligible

Simply Chocolate® Nuts & Confections Basket

Full StarFull StarFull StarFull StarFull Star3 Reviews

available to ship now

Simply Chocolate® Grande Splendid Sweets Basket
Passport Eligible

Simply Chocolate® Grande Splendid Sweets Basket

available to ship now

Simply Chocolate® Splendid Sweets Basket
Passport Eligible

Simply Chocolate® Splendid Sweets Basket

Full StarFull StarFull StarFull StarFull Star20 Reviews

available to ship now

Simply Chocolate® Deluxe Splendid Sweets Basket
Passport Eligible

Simply Chocolate® Deluxe Splendid Sweets Basket

Full StarFull StarFull StarFull Star
Full Star
Empty Star
12 Reviews

available to ship now

Simply Chocolate® Classic Confections Tin
Passport Eligible

Simply Chocolate® Classic Confections Tin

Full StarFull StarFull StarFull Star
Full Star
Empty Star
7 Reviews

available to ship now

Simply Chocolate® Birthday Sweets Basket
Passport Eligible

Simply Chocolate® Birthday Sweets Basket

Full StarFull StarFull StarFull Star
Full Star
Empty Star
19 Reviews

available to ship now

Simply Chocolate® Divine Distinction Gift Tower
Passport Eligible

Simply Chocolate® Divine Distinction Gift Tower

Full StarEmpty StarEmpty StarEmpty StarEmpty Star1 Review

available to ship now

Simply Chocolate® Heavenly Hearts® 18pc Collection
Passport Eligible

Simply Chocolate® Heavenly Hearts® 18pc Collection

Full StarFull StarFull StarFull Star
Full Star
Empty Star
10 Reviews

available to ship now

Norman Love Signature Chocolates Box
Passport Eligible

Norman Love Signature Chocolates Box

Full StarFull StarFull StarFull Star
Full Star
Empty Star
11 Reviews

available to ship now

Kohler Dark Chocolate Raspberry Ganache Hearts
Passport Eligible

Kohler Dark Chocolate Raspberry Ganache Hearts

available to ship now

Godiva® Gold Ballotin Chocolates Box - 18 piece
SAVE $15
Passport Eligible

Godiva® Gold Ballotin Chocolates Box - 18 piece

Full StarFull StarFull StarFull StarFull Star5 Reviews

available to ship now

Hugs and Kisses Belgian Chocolate Covered Oreo® Tin
Passport Eligible

Hugs and Kisses Belgian Chocolate Covered Oreo® Tin

1-800-Baskets

Full StarFull StarFull StarEmpty StarEmpty Star2 Reviews

available to ship now

Denarii Lavender Spa Gift Basket
Passport Eligible

Denarii Lavender Spa Gift Basket

1-800-Baskets

Full StarFull StarFull StarFull StarFull Star26 Reviews

available to ship now

Simply Red 3 Flavor Popcorn Tins
Passport Eligible

Simply Red 3 Flavor Popcorn Tins

The Popcorn Factory

Full StarFull StarFull StarFull StarEmpty Star209 Reviews

available to ship now

Strawberry Sparkling Wine Flavored Popcorn Canister
Passport Eligible

Strawberry Sparkling Wine Flavored Popcorn Canister

The Popcorn Factory

Full StarFull StarFull StarFull StarEmpty Star15 Reviews

available to ship now

Classic Cookie Assortment
Passport Eligible

Classic Cookie Assortment

Cheryl's Cookies

Full StarFull StarFull Star
Full Star
Empty Star
Empty Star14 Reviews

available to ship now

Our Best of Buttercream Cookies
Passport Eligible

Our Best of Buttercream Cookies

Cheryl's Cookies

Full StarFull StarFull StarFull Star
Full Star
Empty Star
10 Reviews

available to ship now

Chest of Chocolates
Passport Eligible

Chest of Chocolates

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
706 Reviews

available to ship now

Signature Chocolate Truffles
Passport Eligible

Signature Chocolate Truffles

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
1691 Reviews

available to ship now

Deluxe Tower of Chocolates® Gift
Passport Eligible

Deluxe Tower of Chocolates® Gift

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
310 Reviews

available to ship now

Moose Munch® Premium Popcorn Deluxe Tin
Passport Eligible

Moose Munch® Premium Popcorn Deluxe Tin

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
387 Reviews

available to ship now

Premium Milk Chocolate Gift Box
Passport Eligible

Premium Milk Chocolate Gift Box

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
150 Reviews

available to ship now

Chocolates, Toffee, and Caramels
Passport Eligible

Chocolates, Toffee, and Caramels

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
119 Reviews

available to ship now

Bakery Sweets
Passport Eligible

Bakery Sweets

Harry & David

Full StarFull StarFull StarFull Star
Full Star
Empty Star
496 Reviews

available to ship now

Blooming Love™ Premium Red Roses
Passport Eligible

Blooming Love™ Premium Red Roses

1-800-Flowers

Sweet Heart Bamboo
Passport Eligible

Sweet Heart Bamboo

1-800-Flowers

Two Dozen Red Roses
Passport Eligible

Two Dozen Red Roses

1-800-Flowers

Magnificent Pink Rose & Lily Bouquet
Passport Eligible

Magnificent Pink Rose & Lily Bouquet

1-800-Flowers

Waterford® Glass Rose
Passport Eligible

Waterford® Glass Rose

1-800-Flowers

Sweet & Delicious™
Passport Eligible

Sweet & Delicious™

Fruit Bouquets

Sweet Love Story™ Fruit Arrangement
Passport Eligible

Sweet Love Story™ Fruit Arrangement

Fruit Bouquets

Love and Romance™ Dipped Strawberries - 12ct & 24ct
Passport Eligible

Love and Romance™ Dipped Strawberries - 12ct & 24ct

Shari's Berries

Gourmet Drizzled Strawberries™
Passport Eligible

Gourmet Drizzled Strawberries™

Shari's Berries

Gourmet Dipped Fancy Strawberries
Passport Eligible

Gourmet Dipped Fancy Strawberries

Shari's Berries

Mother's Day Love box
Passport Eligible

Mother’s Day Love box

Created By: Lizush

Love You Gift Box
Passport Eligible

Love You Gift Box

Created By: Rustic Zebra Boutique

Classic Comfort Personalized Luxury Fleece Robes
Passport Eligible

Classic Comfort Personalized Luxury Fleece Robes

Personalization Mall

LOVE Personalized Photo Shelf Blocks - Set of 4
Passport Eligible

LOVE Personalized Photo Shelf Blocks - Set of 4

Personalization Mall

Close To Her Heart Personalized Blanket
Passport Eligible

Close To Her Heart Personalized Blanket

Personalization Mall

Your Love Letter Personalized Keepsake
Passport Eligible

Your Love Letter Personalized Keepsake

Personalization Mall

Timeless Love Personalized Sand-Filled Hourglass
Passport Eligible

Timeless Love Personalized Sand-Filled Hourglass

Personalization Mall

Love Connection Personalized Mini Heart Photo Puzzle
Passport Eligible

Love Connection Personalized Mini Heart Photo Puzzle

Personalization Mall

Fortunate Love Personalized Fortune Cookie
Passport Eligible

Fortunate Love Personalized Fortune Cookie

Personalization Mall

Orrefors Engraved Crystal Romantic Heart Bud Vase
Passport Eligible

Orrefors Engraved Crystal Romantic Heart Bud Vase

Personalization Mall

Pizza Expressions Personalized 3pc Pizza Board Gift Set
Passport Eligible

Pizza Expressions Personalized 3pc Pizza Board Gift Set

Personalization Mall

I Cerealsly Love You Personalized 14 oz. Romantic Cereal Bowl
Passport Eligible

I Cerealsly Love You Personalized 14 oz. Romantic Cereal Bowl

Personalization Mall

You're All I Need Personalized Keepsake
Passport Eligible

You’re All I Need Personalized Keepsake

Personalization Mall

Love Is Kind Engraved Mirrored Storage Box
Passport Eligible

Love Is Kind Engraved Mirrored Storage Box

Personalization Mall

Thinking of You Gift Basket
Passport Eligible

Thinking of You Gift Basket

Wolferman's

Full StarFull StarFull StarFull Star
Full Star
Empty Star
42 Reviews

available to ship now

Mix & Match Thinking of You Bakery Gift - Pick 4
Passport Eligible

Mix & Match Thinking of You Bakery Gift - Pick 4

Wolferman's

Full StarFull StarFull StarFull Star
Full Star
Empty Star
41 Reviews

available to ship now

Mix & Match Thinking of You Bakery Gift - Pick 6
Passport Eligible

Mix & Match Thinking of You Bakery Gift - Pick 6

Wolferman's

Full StarFull StarFull StarFull Star
Full Star
Empty Star
56 Reviews

available to ship now

Mix & Match Thinking of You Bakery Gift - Pick 12
Passport Eligible

Mix & Match Thinking of You Bakery Gift - Pick 12

Wolferman's

Full StarFull StarFull StarFull Star
Full Star
Empty Star
22 Reviews

available to ship now

top-arrow

Find the Perfect Sweetest Day Gift for 2025

Don’t let Sweetest Day sneak up on you! On Saturday, October 18th, show your appreciation with a sweet surprise from Simply Chocolate. From timeless milk chocolate assortments to decadent dark chocolate samplers, or festive Sweetest Day basket filled with gourmet treats. With fast, reliable delivery, your Sweetest Day gifts arrive fresh and ready to enjoy. Shop our Sweetest Day collection today and make this celebration truly special.

Frequently Asked Sweetest Day Questions

When is Sweetest Day 2025?

Sweetest Day is on Saturday, October 18, 2025.

What are the best chocolate gifts for Sweetest Day?

Customer favorites include classic assorted chocolate boxes, elegant chocolate gift towers, fun chocolate-dipped cookies and breakable chocolate heart.

Why is chocolate a popular Sweetest Day gift?

Chocolate is a timeless way to show love and appreciation. Its rich, indulgent taste makes it the perfect Sweetest Day treat for friends, family, or someone special.

Do you offer Sweetest Day gift baskets?

Yes! Our Sweetest Day baskets are filled with premium chocolates, decadent truffles and chocolate covered treats, making them the perfect gift to surprise someone special.