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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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Truffles and Red Wine
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Truffles and Red Wine

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269 Reviews

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Chest of Chocolates with Wine
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Chest of Chocolates with Wine

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

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39 Reviews

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

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74 Reviews

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

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Chocolate Truffles and Reserve Cabernet Sauvignon
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Chocolate Truffles and Reserve Cabernet Sauvignon

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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

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

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Chocolate Truffles and Sparkling Rosé
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Chocolate Truffles and Sparkling Rosé

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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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Chest of Chocolates with Wine - 2 Bottles
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Chest of Chocolates with Wine - 2 Bottles

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

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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

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

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12 Reviews

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

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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

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Sympathy Red Wine Gift Box
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Sympathy Red Wine Gift Box

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40 Reviews

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

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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

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

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Lucca & Sons Cellars™ Wine and Sweets Basket
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Lucca & Sons Cellars™ Wine and Sweets Basket

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

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

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Ultimate Sparkling Wine Gift Basket
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Ultimate Sparkling Wine Gift Basket

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

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

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

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

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

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

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

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Ultimate Wine Pairing Collection with Personalized Slate and Wood Board
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Ultimate Wine Pairing Collection with Personalized Slate and Wood Board

available to ship august 25 2025

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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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