The Villages® Pepper Tree Plaza

9668 North US Highway 301 Wildwood, FL. 34785

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Upscale Condo Retreats in the World’s Top Destinations — At a Fraction of the Price

Welcome to the smarter way to vacation. Our Resort Preview Getaways let you stay in spacious, fully equipped condo-style suites at premier resort properties — all for up to 75% off retail pricing.

RESORT PREVIEW GETAWAYS

Luxury Travel. Insider Access. Unmatched Value.

3–4 night curated escapes at up to 50–70% off regular retail pricing.

Imagine staying at a premier resort, catching a VIP concert or game, and exploring a great destination — all at a fraction of the normal cost. With Departure Depot’s Resort Preview Getaways, that level of travel isn’t just for insiders anymore — it’s your next vacation.

🧳 What Is a Resort Preview Getaway?

A Resort Preview Getaway is a deeply discounted luxury travel experience made possible through our resort partners. You enjoy an upscale stay, curated experiences, and full Departure Depot support — in exchange for attending a no-obligation, 120-minute VIP Resort Welcome Session during your trip.

There is no requirement to buy anything. Simply attend, enjoy the presentation, and take advantage of the incredible savings our partners unlock for you.

📌 Two Ways to Book

✅ Deal Price (Preview Rate)
Best value — most guests choose this option.

Attend a 120-minute VIP Resort Welcome Session and unlock our best pricing. This is how we’re able to offer premium trips at up to 50–70% off regular retail without cutting corners on the experience.

Typical price range: From $499–$599 per person.

❌ Regular Price (Full Retail)
Maximum flexibility — no session required.

Prefer to skip the Resort Welcome Session? No problem. You can still join the trip at the Regular Price, which reflects the full retail cost of the accommodations and experiences.

Typical price range: From $899 up to $1,999 per person.

🥂 What’s Included

Every Resort Preview Getaway includes a mix of the following, depending on the specific trip:

  • 🏨 3–4 nights in a 4-star or premium resort partner property
  • 🎉 Hosted welcome reception with cocktails & hors d’oeuvres
  • 🎟️ Access to concerts, sporting events, city experiences, or curated excursions
  • 🧭 Full Departure Depot trip support from booking to return
  • 📱 A personal online trip portal for documents, reminders & updates
  • ✈️ Airfare credits on select fly-to packages
  • 🚌 Luxury motorcoach transportation on select departures from The Villages®

📊 Sample Savings

Here’s the kind of value our Resort Preview Getaways typically deliver:

Destination Preview Price Retail Price You Save
Myrtle Beach Concert & Golf Escape $599 $1,849 $1,200+
Atlanta STING Premium Amphitheater Getaway $599 $1,699 $1,000+
National Harbor VIP Concert Cruise $499 $1,599 $1,100+
NYC Broadway & Baseball Weekend $499 $1,999 $1,500+
💡 Real numbers, not marketing hype. Savings are based on comparable retail pricing for the same hotels, events, and experiences if booked independently at public rates.

🧑‍🤝‍🧑 Who Qualifies for the Deal Price?

Qualification is simple and designed to be fair and transparent:

  • ✅ Age 28+ with full-time employment, or 60+ and retired
  • U.S. resident who meets promotional eligibility
  • ✅ Couples/roommates traveling together agree to attend the VIP session together
  • ✅ You have not attended a similar preview in the last 12 months

If you meet these basics, you’re typically eligible for the Deal Price.

✈️ Airfare Credit (On Select Trips)

Many of our fly-to Resort Preview Getaways include a $100–$200 Airfare Credit per person. You are free to choose any airline, any airport, and any schedule that works best for you.

  • ✈️ You book your own flights from your preferred home airport
  • 💳 The airfare credit is issued after your trip has been paid in full, following our standard payment procedures
  • 🌍 The credit applies regardless of where you fly from or which airline you choose

🧭 How We Travel at Departure Depot

We design elevated trips for independent, comfort-loving travelers who want the perfect balance of structure and freedom.

🛫 You book your flight (for air packages) 🚌 Or you step onto the luxury motorcoach 🏨 We handle the resort, tickets & perks 💼 You enjoy 3–4 days of curated fun

All your trip details, updates, and travel documents live inside your Departure Depot online portal, so everything you need is always in one place.

🛡️ Trip Protection Requirement

Because these packages use contracted room blocks and limited event inventory, Trip Protection is required for all Resort Preview Getaways and is automatically included at checkout. It helps protect your prepaid hotel stay and trip investment if you need to cancel for a covered reason.

If you choose to decline coverage, a $300 per person room block recovery fee will apply to any cancellation or no-show. This ensures we can maintain guaranteed resort accommodations for all confirmed guests.

💬 Frequently Asked Questions

Is this a timeshare presentation?
No. These are resort lifestyle previews hosted by our travel partners. Some programs may include ownership options, but there is no obligation to purchase anything. The purpose of the session is to learn about travel and resort benefits — your savings come from simply attending and giving them the opportunity to share their program with you.
What actually happens at the VIP Resort Welcome Session?
The session is typically held in a comfortable meeting space at or near the resort. A representative walks you through the resort’s travel program, benefits, and sample offers. You’ll have time to ask questions, and light refreshments or a meal are usually provided. Most sessions last about 120 minutes, and guests consistently tell us it was relaxed, informative, and worth it for the savings.
Do I have to buy anything to get the Deal Price?
No. The only requirement for the Deal Price is attendance. Listening is enough. As long as you arrive on time, stay for the full 120 minutes, and participate in good faith, your discounted rate is honored — whether you decide to purchase anything or not.
What happens if I miss or skip the session?
Because the Deal Price is subsidized by our resort partners, attendance is mandatory for that rate. If you miss, arrive late, or leave early, your booking will be automatically adjusted to the Regular Price listed for that trip. If you prefer not to attend at all, you can simply book at the Regular Price from the beginning.
How does the airfare credit work?
On trips that include an airfare credit, you book your flights from your preferred home airport. After your trip is paid in full, we issue your per-person airfare credit according to the terms listed on that specific trip (typically as a refund or credit processed through our travel system). You have the flexibility to choose the airline, schedule, and seats that work best for you.
What if I already own a timeshare or vacation membership?
In most cases, you can still qualify for the Deal Price as long as you meet the age and residency requirements and have not attended a similar preview with the same partner in the last 12 months. Exact eligibility can vary by partner; we’ll confirm your details during booking.
What if something comes up and I need to cancel?
That’s where Trip Protection comes in. If you need to cancel or interrupt your trip for a covered reason, you may be eligible for reimbursement according to the terms of your plan. If you decline coverage, cancellations are subject to our room block recovery fee and trip terms. Full details are provided before you complete your booking.
Are these trips right for me?
Resort Preview Getaways are ideal if you:
  • Enjoy nice places and great deals
  • Are comfortable spending 2 hours learning about a travel program
  • Want to experience concerts, events, and destinations in a more elevated way
  • Appreciate having Departure Depot handle the details for you
If that sounds like you, you’re in the right place.

Ready to Travel Smarter?

Resort Preview Getaways are the sweet spot between luxury travel and smart budgeting — letting you enjoy more experiences, better locations, and special events without paying full retail.

Premium resorts at insider rates
🎟️ VIP-style concerts & events
🧭 Hosted by Departure Depot
💸 Up to 50–70% off retail
View Current Resort Preview Getaways

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9668 North US Highway 301 Wildwood, FL. 34785

The Villages® Pepper Tree Plaza

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From your My Account page you can view and manage your upcoming trips, access past orders and travel bookings, and download important documents like itineraries and confirmations. You can also update your personal information, manage billing and payment methods, and adjust your communication preferences for email and SMS alerts. If you’ve earned store credits, vouchers, or special offers, you’ll find those here as well. Everything you need to manage your travel experience is just a click away.

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