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June 19th - 21st, 2026
Family-Friendly • Free Activities • Ship Tours

Come live history with us!

Celebrate America's 250th Birthday in Cape Charles

Get ready to witness history as majestic tall ships sail into Cape Charles for SailFest Cape Charles™! These historic vessels, along with beautifully restored Chesapeake Bay Boats, will offer free tours that give visitors a rare glimpse into maritime heritage. Explore the towering masts, intricate rigging, and decks that have sailed the seas. Meet the crews, hear their stories, and experience the seafaring traditions that helped shape our nation. Whether you're a history lover or just looking for a unique experience, these stunning ships will be a highlight of the festival!

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The Ships

3 Vessels

Experience the grandeur of historic ships in an intimate way in this charming bay-side town. Escape the lines and crowds to enjoy beautifully restored vessels,witness thrilling maritime demonstrations, and celebrate the rich seafaring heritage of the region. Set sail on an unforgettable journey through history!

Plan Your Stay

Explore our list of preferred lodging providers

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We're finalizing partnerships with Cape Charles' best lodging options. Check back soon for a curated list of accommodations that will make your SailFest experience unforgettable.

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Stay tuned for updates on our preferred lodging providers in Cape Charles. From charming B&Bs to waterfront hotels, we'll help you find the perfect place to stay during SailFest Cape Charles.

Coming Soon

Our list of preferred lodging providers is currently being finalized. Please check back soon to discover the best places to stay in Cape Charles during this historic maritime festival.

Coming Soon

We're partnering with Cape Charles' finest accommodations to ensure you have the best options for your stay. Check back soon for our complete list of preferred lodging providers for SailFest Cape Charles.

The Beach

2.5 Miles

Relax on the stunning shores of Cape Charles, home to 2.5 miles of pristine Chesapeake Bay beaches! Enjoy the town's inviting public beach, perfect for swimming and sunset strolls, while nearby private shores add to the coastal charm. Whether you're soaking up the sun or setting sail, Cape Charles offers the ultimate waterfront escape!

Cape Charles' Beaches of Virginia's Eastern Shore

Cape Charles boasts some of the most beautiful and tranquil beaches on Virginia's Eastern Shore. With soft, sandy shores and gentle bay waters, it's the perfect spot to relax and soak up the sun. Unlike oceanfront beaches, the calm, shallow waters of the Chesapeake Bay make them ideal for swimming, wading, and family fun. Cape Charles' beaches offer a serene escape. During SailFest Cape Charles™, they're the perfect place to watch the historic ships arrive while enjoying the fresh sea breeze!

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Family Friendly Fun and Festivities

Cape Charles may be a small town with just 1,178 residents, but its community is full of warm, welcoming, and ocean-loving people. Known for their friendliness, locals take pride in their maritime heritage and their love for all things boating. From historic tall ships to modern sailboats, if it floats, the people of Cape Charles are all about it! One thing you'll notice right away: Golf carts! Residents cruise through town in these beloved rides, making Cape Charles feel even more charming and laid-back. Whether you're a visitor or a new face in town, expect plenty of smiles, waves, and friendly conversations as you explore this coastal gem.

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The People

1,178 Residents

Discover the charm of Cape Charles, a vibrant coastal town with a welcoming community of 1,178 residents! Nestled along the Chesapeake Bay, this historic gem offers small-town warmth, scenic beaches, and a lively downtown filled with shops, dining, vendors, and events like Sailfest Cape CharlesTM.

The Charm of Cape Charles

In Cape Charles, locals greet each other with a wave from their golf carts, spend evenings watching the sunset over the bay, gather for fresh seafood and live music, and share a deep love for boats, beaches, and their close-knit coastal community.

Looking for Lodging?

Plan Your Stay

Stay in or near Cape Charles for this momentous celebration of America's 250th birthday! From vacation rentals to family-friendly inns, hotels and motels, you can find it all here. Learn More

Relax and Enjoy Our Slice of Paradise

From the moment you step onto the shores of Cape Charles, you'll feel the magic of this coastal gem. The town's beautiful beaches, friendly locals, and historic charm make it the perfect place to unwind and enjoy a slice of paradise.

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Explore Cape Charles

Sights to See

Discover Cape Charles' charming streets with historic buildings and unique shops. Enjoy leisurely strolls through the town's maritime heritage. Learn More

Places to Stay

Find the perfect accommodation in Cape Charles, from cozy bed and breakfasts to luxury hotels, all offering seaside comfort and hospitality. Learn More

Things to Do

Experience the magic of Cape Charles with its beautiful beaches, friendly locals, and historic charm. The perfect coastal escape for relaxation. Learn More

June 19th - 21st, 2026
Family-Friendly • Free Activities • Ship Tours

Come live history with us!

MORE COMING SOON

Check frequently for updates and festival details