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  1. Home
  2. Wine Gifts
  3. Wine & Chocolate Gifts

Wine and Chocolate Gift Baskets & Boxes

Toast to a delicious match made in heaven—fine Harry & David™ wines paired with smooth, rich chocolates.

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Chocolate Truffles with Harry & David® Wine
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Chocolate Truffles with Harry & David® Wine

available to ship now

Chest of Chocolates with Wine
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Chest of Chocolates with Wine

available to ship now

Lucca & Sons Cellars Red Wine with Chocolate Truffles
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Lucca & Sons Cellars Red Wine with Chocolate Truffles

Full StarFull StarFull StarFull Star
Full Star
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39 Reviews

available to ship now

Sweet Treats Wine Pairing Collection - Two Bottles
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Sweet Treats Wine Pairing Collection - Two Bottles

Full StarFull StarFull StarFull Star
Full Star
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74 Reviews

available to ship now

Thank You Red Wine Gift Box
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Thank You Red Wine Gift Box

Full StarFull StarFull StarFull StarFull Star88 Reviews

available to ship now

Deluxe Thank You Gift with Wine
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Deluxe Thank You Gift with Wine

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123 Reviews

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Birthday Red Wine Box
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Birthday Red Wine Box

Full StarFull StarFull StarFull StarFull Star150 Reviews

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Artisanal Belgian Chocolate with Reserve Cabernet Sauvignon
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Artisanal Belgian Chocolate with Reserve Cabernet Sauvignon

available to ship may 16 2025

Springtime Wine Gift
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Springtime Wine Gift

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Savor and Celebrate Gift Box with Copper Tray
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Savor and Celebrate Gift Box with Copper Tray

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Scharffen Berger® Chocolatier's Collection - 20 Piece with Freehaven Cellars™ Red Wine Blend
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Scharffen Berger® Chocolatier’s Collection - 20 Piece with Freehaven Cellars™ Red Wine Blend

available to ship now

Belgian Chocolate Bento Box with Reserve Pinot Noir
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Belgian Chocolate Bento Box with Reserve Pinot Noir

Full StarFull StarFull StarFull Star
Full Star
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6 Reviews

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Deluxe Chest of Chocolates with Wine
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Deluxe Chest of Chocolates with Wine

available to ship now

Reserve Pinot Noir and Artisan Belgian Chocolate
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Reserve Pinot Noir and Artisan Belgian Chocolate

Full StarFull StarFull StarFull Star
Full Star
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12 Reviews

available to ship may 16 2025

Chocolate Obsession Gift Basket with Wine
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Chocolate Obsession Gift Basket with Wine

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Mother's Day Chocolate and Wine Gift
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Mother’s Day Chocolate and Wine Gift

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Truffles, Red Wine, and Personalized Wine Box with Tools
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Truffles, Red Wine, and Personalized Wine Box with Tools

Full StarFull StarFull StarEmpty StarEmpty Star1 Review

available to ship now

Sympathy Red Wine Gift Box
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Sympathy Red Wine Gift Box

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Full Star
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40 Reviews

available to ship now

Belgian Chocolate Bento Box with Reserve Cabernet Sauvignon
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Belgian Chocolate Bento Box with Reserve Cabernet Sauvignon

Full StarFull StarFull StarFull StarFull Star9 Reviews

available to ship now

Elegant Birthday Wine Gift
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Elegant Birthday Wine Gift

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111 Reviews

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Sparkling Wine with Glasses and Truffles Gift Set
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Sparkling Wine with Glasses and Truffles Gift Set

Full StarFull StarFull StarFull StarFull Star3 Reviews

available to ship may 19 2025

Congratulations Gift with Wine
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Congratulations Gift with Wine

Full StarFull StarFull StarFull Star
Full Star
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13 Reviews

available to ship now

Gourmet Drizzled Strawberries™, Chocolate Truffles, and Wine
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Gourmet Drizzled Strawberries™, Chocolate Truffles, and Wine

available to ship now

WYNY Wine Co. Gift Basket
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WYNY Wine Co. Gift Basket

available to ship may 12 2025

Ultimate Sparkling Wine Gift Basket
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Ultimate Sparkling Wine Gift Basket

available to ship now

Mother's Day Cherished Blooms Bouquet, Chocolate Truffles, and Wine
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Mother’s Day Cherished Blooms Bouquet, Chocolate Truffles, and Wine

available to ship may 05 2025

Assorted Roses & Peruvian Lilies, Chocolate Truffles, and Wine
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Assorted Roses & Peruvian Lilies, Chocolate Truffles, and Wine

available to ship may 05 2025

Cheryl's® Cookies and Cupcakes, Gourmet Drizzled Strawberries™, and Wine
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Cheryl’s® Cookies and Cupcakes, Gourmet Drizzled Strawberries™, and Wine

available to ship now

Freehaven Cellars™ Wine Gift Basket
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Freehaven Cellars™ Wine Gift Basket

available to ship now

Scharffen Berger® Chocolatier's Collection - 36 Piece with Freehaven Cellars™ Red Wine Blend
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Scharffen Berger® Chocolatier’s Collection - 36 Piece with Freehaven Cellars™ Red Wine Blend

available to ship now

Reserve Pinot Noir with Glasses and Truffles Gift Set
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Reserve Pinot Noir with Glasses and Truffles Gift Set

available to ship may 19 2025

Vintner's Choice Birthday Red Wine Box
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Vintner’s Choice Birthday Red Wine Box

Full StarFull StarFull Star
Full Star
Empty Star
Empty Star4 Reviews

available to ship now

Cheryl's® Cookies, Chocolate Truffles, and Wine
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Cheryl’s® Cookies, Chocolate Truffles, and Wine

available to ship now

Scharffen Berger® Crimson Edition Chocolatier's Collection - 20 Pc with Reserve Cabernet Sauvignon
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Scharffen Berger® Crimson Edition Chocolatier’s Collection - 20 Pc with Reserve Cabernet Sauvignon

available to ship now

Cheryl's® Cookies, Gourmet Drizzled Strawberries™, and Wine
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Cheryl’s® Cookies, Gourmet Drizzled Strawberries™, and Wine

available to ship now

Scharffen Berger® Chocolatier's Collection - 72 Piece with Freehaven Cellars™ Red Wine Blend
Passport Eligible

Scharffen Berger® Chocolatier’s Collection - 72 Piece with Freehaven Cellars™ Red Wine Blend

available to ship now

Two Dozen Red Roses, Chocolate Truffles, and Wine
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Two Dozen Red Roses, Chocolate Truffles, and Wine

available to ship may 05 2025

Vintner's Choice Deluxe Thank You Gift with Wine
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Vintner’s Choice Deluxe Thank You Gift with Wine

Full StarFull StarFull StarFull StarFull Star2 Reviews

available to ship now

Harry & David™ Wine and Chocolate Subscription Box
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Harry & David™ Wine and Chocolate Subscription Box

available to ship now

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Wine & Chocolate Gift Basket Delivery

Wine and chocolate are a classic combination, and Harry & David pairs them perfectly in an assortment of wine and chocolate gift baskets and other unique gifts. Wine and chocolate gifts include premium Harry & David red and white varietals in combinations with our signature chocolate truffles, chocolate covered cherries, unique chocolate confections, and decadent desserts, crafted in our own Southern Oregon candy kitchens. Harry & David wines are made with only Oregon-grown grapes and are crafted in Southern Oregon, tended carefully by watchful winemakers every step of the way. With many varietals to choose from, including robust reds, delicate whites, and fragrant dessert wines, creating exceptional wine and chocolate gifts is easy.

Wine and chocolate gifts are perfect for any occasion. Whether sending a unique gift to celebrate a holiday, a milestone, or just to show you care, a wine and chocolate gift basket is an ideal choice. Host your own chocolate and wine party pairing different wines and chocolates. You can’t go wrong, and any combination will be a winner with your guests.

You’ll also fine chocolate and wine gifts for special occasions, such as birthdays, Christmas, and Valentine’s Day. There’s no better way to recognize an important occasion than with a chocolate and wine gift basket or gift box that pairs two of the most delicious and appreciated gifts in one.

Wine and Chocolate Boxes

Our exquisite wine and chocolate boxes and gift baskets feature pairings with our signature chocolate truffles and other delicious goodies in a variety of one-of-a-kind containers. Whether you’re planning to host a get-together, surprising a friend, or treating yourself to a luxurious indulgence, a wine and chocolate gift delivery is sure to delight. Say happy birthday, thank you, congratulations, thinking of you, or celebrate any occasion with one of our Harry & David™ Oregon wine and chocolate gifts. Don’t forget to look at our wine gift baskets collection.

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