🚴 Ocean to Bay Bicycle Tour
Featuring Virginia’s Secluded Eastern Shore
📅 Dates: May 10–16, 2026
🚴♀️ Duration: 7 Days with five days of riding
📍Locations: Cape Charles, Chincoteague Island, Tangier Island & Saxis VA
💰 Cost: $2,695 (double occupancy) +$500 for single supplement
The LOVE sign that sits on the beach in Chesapeake Bay in Cape Charles VA
🚴♀️ Mileage: 30-50 miles per day
Join us for a 7-day cycling adventure that takes you from the Atlantic Ocean to the Chesapeake Bay along the breathtaking Eastern Shore of Virginia. The Ocean to Bay Bicycle Tour offers the perfect blend of scenic riding, coastal charm, and relaxing hospitality. With quiet roads, delicious food, and unforgettable wildlife encounters (hello, wild horses!), this tour is as rejuvenating as it is exhilarating.
What's Included:
Your all-inclusive experience features:
Our rider meeting around the camp fire at the Tiny Homes in Cape Charles
🛏 6 nights in premium accommodations in Cape Charles, Exmore & Chincoteague, VA
🍽 Daily breakfast, 5 lunches, and 5 dinners at handpicked, locally owned restaurants
👥 A dedicated support team and mobile mechanic
🚐 Transportation when biking isn’t feasible
🧳 Hassle-free luggage transfers
🚲 Support vehicles stocked with water, snacks, and mechanical aid
🌅 Two boat tours: to Tangier Island & Assateague Island
🐎 A guided bike tour through Assateague Island Wildlife Refuge
🐚 Plenty of fresh, local seafood
🌟Why You’ll Love It:
Peaceful, lightly traveled roads ideal for relaxed riding
Frequent sightings of wild horses and coastal wildlife
Time to explore charming seaside towns and flexible sightseeing options
Warm hospitality, great company, and unforgettable meals
All levels of cyclists welcome. We take care of the logistics—just show up and ride!
Wild horses visible on the beach while on our boat tour
