Cupcake Vineyards Summer of Joy Sweepstakes 2025 – Win a Trip to California, New Zealand or Italy!

Cupcake Vineyards is popping the cork on an extraordinary adventure with the Summer of Joy Sweepstakes 2025! One lucky winner will choose their dream escape—from the rolling vineyards of California’s Central Coast, to the sun-kissed cliffs of Italy’s Amalfi Coast, or even the lush, breathtaking beauty of Queensland, New Zealand.

This isn’t just a vacation—it’s a passport to pleasure. Whether you crave coastal elegance, global flavors, or vineyard tranquility, this trip is curated to match your taste for celebration, relaxation, and exploration.

Toast to summer’s sweetest moments with Cupcake Vineyards—because joy deserves to be explored, savored, and shared. Your perfect getaway could be just a cork pop away.

Enter now, and let Cupcake whisk you away on the summer trip of a lifetime.

Limit: Each eligible entrant can get maximum of 149 entries during the sweepstakes period, regardless of the methods of entry. The minimum age requires to enter the sweepstakes is 21. 

How to Enter in 2025 Summer of Joy Sweepstakes:

There are five ways to enter the Cupcake Vineyards 2025 Summer of Joy Sweepstakes during the Sweepstakes Period:

QR Code on Bottles: Scan the QR code found on the underside of screw-top caps of select 750ml bottles of Cupcake Vineyards, Cupcake Lighthearted, and Cupcake Signature Sweets Sweet Red wines. Upon scanning, you’ll be directed to the Sweepstakes website, where you must complete and submit the entry form.

Alternate Entry Without Purchase (AMOE): Send an email to [email protected] with your full name, date of birth, state or province, and valid email address. Use the subject line: “Cupcake Vineyards 2025 Summer of Joy Sweepstakes.”

Loyalty Program Entry: Sign up for the Cupcake Vineyards Loyalty Program at cupcakevineyardssummerofjoy.com. Once registered, click the “Enter Sweepstakes” button while logged into your account to receive one entry per day. Available to U.S. and Puerto Rico residents only.

Redeem Loyalty Points: Loyalty Program members may redeem 10 points for one entry into the Sweepstakes. You may redeem up to 500 points for a maximum of fifty entries during the Sweepstakes Period. Not available to residents of Canada.

Alternate Entry Without Loyalty Points: If you don’t wish to join the Loyalty Program, or if you're a resident of Hawaii or Canada, send an email to [email protected] with your name, date of birth, state or province, and valid email address. Use the subject line: “Cupcake Vineyards 2025 Summer of Joy Loyalty Entry.” You will receive fifty entries.

Cupcake Vineyards Summer Sweepstakes Winner Selection:

Grand prize winner will be selected randomly on or around Tuesday, September 2, 2025.

Cupcake Vineyards Dream Vacation Sweepstakes 2025:

One grand prize winner will win their choice of trip options:

• Central Coast of California
• Queensland, New Zealand
• Amalfi Coast, Italy

Trip includes:

• Roundtrip economy airfare for two
• Eight days, seven nights’ hotel accommodations
• One room, double occupancy
• $2,000 check for spending money

(ARV: $15000)