Win an Adventure- and Luxury-Filled Virginia Vacation

We knew it would be hard to top last year’s giveaway, but this year we’re thrilled to offer an even more memorable prize: an estimated $3,000 Eastern Shore Virginia getaway packed with adventure, relaxation, and local flavor. Virginia Tourism — the folks behind the “Virginia is for Lovers” campaign — invited us to be part of a new series featuring real Virginians, and we loved every minute of our day trip to Virginia’s Eastern Shore. That trip included quiet beaches, antique hunting, fresh seafood, and a kayak paddle to a vineyard. Now one lucky winner and a guest from anywhere in the world can enjoy a very similar experience, complete with airfare, cozy bed & breakfast stays, a car rental, and a mix of relaxing and heart-pumping activities.

What the Prize Includes

This curated weekend package covers round-trip airfare and a car rental, plus one night each at two historic and welcoming bed & breakfasts: The Inn at Onancock and Cape Charles House. Both properties offer classic coastal charm, comfortable rooms, and easy access to quiet beaches and small-town exploration.

Seafood and Waterfront Dining

The Eastern Shore is known for its fresh seafood and laid-back waterfront restaurants. As part of the prize, you’ll enjoy meals at three local restaurants with seafood-focused menus: Shanty, Mallards, and The Island House Restaurant. These dining stops highlight regional flavors and offer scenic views—perfect for savoring oysters, crab, and seasonal catches after a day on the sand or exploring town.

Activities: Wine Kayak Tour and Hang Gliding

While the Eastern Shore is an ideal place to slow down, this package adds a couple of memorable experiences. The Wine Kayak Tour led by guides from SouthEastern Expeditions takes you through peaceful waterways to a tasting at Chatham Vineyards, combining light paddling with a relaxed wine experience. If you’re seeking more adrenaline, the prize also includes hang gliding for two with Virginia Hang Gliding—an unforgettable way to see the coastline from above.

Who Can Enter and When to Travel

This prize is open to anyone worldwide who is 18 years or older. The trip can be redeemed anytime within the next year. Because many activities and some services are seasonal, we recommend planning your visit during the warmer months for the best experience—especially if you want to enjoy beach time, the wine kayak tour, and hang gliding.

How to Enter

Please use the Rafflecopter widget below to enter the giveaway; the widget may take a moment to display. If the widget does not appear for you, click the Rafflecopter link provided to access the entry form directly: a Rafflecopter giveaway.

We’re excited to share this special slice of our home state with one of you. Whether you prefer shoreline strolls and antique shops or a bold hang-gliding view of the coast, this Eastern Shore package delivers a mix of relaxation, local cuisine, and genuine Virginia hospitality.

Good luck—and we hope to see your photos from the Eastern Shore soon!