What if your summer started with a free VIP trip to Guadalajara, Chicago, Los Angeles, or even Ocean City? Or better yet—what if Cuervo picked you to win two VIP passes to a music or racing festival, all expenses paid, plus $500 in spending money?

The Cuervo® Margarita Season Sweepstakes is officially open, and it’s got all the spice you’d expect from the tequila giant—four incredible travel prizes, one epic international getaway, and 20 Cuervo-themed prize packs. With over $23,000 in prizes and multiple drawing dates, this sweepstakes is more than worth a shot (pun intended).

Let’s break down everything—from what you can win to how to enter, because this one’s for the bold. You’ll want to get in early before these prizes start pouring out.

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Prize Breakdown

We’re not talking about your average free t-shirt promo here. These are curated, all-expenses-paid experiences worth thousands—and 20 bonus winners still score cool Cuervo swag. Here’s the full lineup, descending by value:

🌴 Grand Prize 4 – Ocean City Music Fest (1 winner | $5,150 value)

• Round-trip airfare (or $500 travel card)
• 4-night hotel stay
• $200 gift card for food, rideshare, or whatever else
• Two 3-day VIP passes to a music festival (Sept 26–28, 2025)

🎵 Grand Prize 3 – Los Angeles Music Festival (1 winner | $4,600 value)

• Round-trip airfare (or $500 travel card)
• 3-night hotel stay
• $200 gift card
• Two 2-day VIP festival passes (Aug 2–3, 2025)

🍹 Grand Prize 1 – Guadalajara VIP Experience (2 winners | $4,300 each)

• Round-trip airfare to Mexico
• 3-night hotel stay
• $500 gift card
• Two VIP passes to a festival in Guadalajara (May 3, 2025)

NOTE: Passports required. Travel dates are fixed.

🏁 Grand Prize 2 – Chicago Car Racing VIP Trip (1 winner | $3,800 value)

• Round-trip airfare (or $500 travel card)
• 3-night hotel stay
• $200 gift card
• Two 2-day VIP race event passes (July 5–6, 2025)

🎁 First Prize – Cuervo Swag Packs (20 winners | $50 each)

• Bluetooth speaker
• Cuervo tote bag
• Set of agave drink straws

All told, that’s over $23,000 in summer-fueled fun, from tequila-fueled adventures to VIP-level festival vibes.

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What You Can Do With the Prize If You Win

First of all, let’s just say: these aren’t your average “staycation” prizes. Each grand prize is a fully immersive experience tailor-made for summer lovers, music junkies, road race superfans, or anyone craving a break from their 9-to-5.

If you win the Ocean City or L.A. trip: imagine sipping margaritas on the beach or dancing to your favorite headliner from the comfort of VIP passes. Hotel? Covered. Flights? Done. Gift card for tacos and rideshare? Already in your hand. You’re not just attending a music fest—you’re living the fantasy.

If you win the Chicago trip: whether you’re into fast cars or just looking for a high-octane summer escape, this one delivers with sleek city vibes, front-row action, and luxe lodging.

Score the Guadalajara getaway? Pack that passport, because you’re headed to the birthplace of tequila itself. It’s authentic. It’s exotic. And it’s all covered—from airfare to the $500 spending card, so you can soak up the city, sample the local flavors, and party VIP-style at the May 3rd festival.

And hey—even if you don’t win a trip, that Cuervo prize pack is pretty sweet. A Bluetooth speaker and drink straws? Yes, please. Perfect for your own backyard margarita season.

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Q&A

Is this legitimate?
Yes, 100%. The Cuervo® Margarita Season Sweepstakes is sponsored by Proximo Spirits, Inc., the official brand behind Jose Cuervo. You can read the full official rules here.

How many entries are allowed?
You can enter once per method—that’s one online entry and one via Meta (Facebook or Instagram), for a maximum of two entries per person.

Are there bonus entries?
Nope—just the two total entries allowed (one per method). No referrals, no bonus rounds.

How many prizes can you win?
Only one. If you win a grand prize, you’re out for the rest. Same goes for the first prize packs—maximum one prize per person or household.