About this Event
🍷 Wine Tasting, Inspiration & Curated Getaways
Missed the last few? You weren’t the only one.
Our previous three Wine Down Wednesdays sold out—and this is your next chance to experience it.
Join us for Let’s Talk Travel — Wine Down Wednesday, a relaxed, in-person wine tasting and travel discovery experience hosted by Departure Depot at the stunning Hotel Eastport.
This isn’t a sales pitch or a slideshow marathon. It’s a social, easygoing afternoon designed for travelers who enjoy good wine, great conversation, and thoughtfully curated experiences.
🍷 What to Expect
🍷 Guided Wine Tasting
Enjoy a curated selection of hand-picked wines in a relaxed setting
🌍 Curated Travel Experiences
Discover cruises, boutique stays, concert & sports getaways, wellness trips, and select 3-night escapes starting at $299
🧭 Connect with Fellow Travelers
Meet like-minded travelers from The Villages® and surrounding communities
💬 Ask, Explore, Get Inspired
No pressure—just real conversations, ideas, and a preview of what’s coming next
✨ Why Attend
Sip, sample, and explore at your own pace in a welcoming, no-pressure environment.
This is your opportunity to unwind midweek, get inspired, and see how Departure Depot approaches travel—without obligation.
🚨 Limited Seating — RSVP Required
Our last three events sold out in advance.
If you’ve been thinking about coming, this is your moment.
💰 Event-Only Travel Offers
Get access to exclusive pricing, limited-time offers, and select curated getaways available only during the event.
Event venue & nearby stays
Hotel Eastport, 7065 Beebe Court, Wildwood, United States
Concerts, fests, parties, meetups — all the happenings, one place.