10 Romantic Places to Propose on Virginia’s Eastern Shore

What better place to plan a romantic proposal than on Virginia’s natural coast.

The Eastern Shore of Virginia provides a perfect backdrop for an unforgettable proposal. From pristine beaches to classic gazebos to historical estates, the Eastern Shore provides a variety of places to choose from so you can choose the spot that is unique to you and your partner. As you explore these beautiful locations, you will see why Virginia is for Shore Lovers!

1) Share your love in front of one of our unique LOVE signs!

Virginia is known for our iconic LOVE signs and the Shore has a variety of beautiful ones that are unique to each location. Find out more about each of our LOVE signs here!

2) Celebrate a classic kind of love in a gazebo

There are gazebos scattered throughout the Shore that can provide a classic, romantic location to celebrate the kind of love that stands the test of time. Read more about gazebos you can find on the Eastern Shore here.

3) A historic estate for a proposal that will make history

The stunning grounds and beautiful interior of historic Ker Place in Onancock make a fabulous setting for a proposal, especially for the person who loves history or classic, beautiful estates.

4) Create a stunning coastal backdrop with the Assateague Lighthouse

Lighthouses give a glimpse into the unique culture of each place. Originally built on the edge of Assateague Island, the waters surrounding have moved the land so much that it now resides in a landlocked location. Take advantage of this and the trail leading up to it to create an epic backdrop for your coastal proposal!

5) What’s more romantic than a proposal on the Beach

From the Bayside to the Seaside, the Eastern Shore offers different beaches with different views and opportunities for crafting a beach proposal that is all your own. Find your perfect beach on our Sun and Sand Trail.

6) Take a boat ride to propose on our Barrier Islands

Our Barrier Islands are pristine and the habitat for incredible species of birds. You can take a boat tour out to one of the islands to create a lovely, natural setting for a love that feels like it was just meant to be.

7) Hike a trail for a lovely Eastern Shore view

With so many trails to choose from on the Shore, you can find one that fits exactly what you as a couple enjoy. From a short walk around the Eastern Shore National Wildlife Refuge to the longer Seaside Trail, there is one that will be perfect for you! Read more about our trails here and check out our Hike and Bike trails blog here.

8) Get a glass of Chatham Vineyards wine to toast your relationship

Chatham is one of the most beautiful settings you can find on the Shore. The best part? You have the opportunity to enjoy a wine flight to toast your engagement after your proposal!

9) The Chesapeake Bay Bridge-Tunnel Overlook will take your breath away

The overlook just off of the bridge on the Chesapeake Bay Bridge-Tunnel is simply stunning, with an incredible view of the Bay and the Bridge. What better way to start or finish your trip than a proposal overlooking the Chesapeake Bay?

10) Give your horse loving partner a proposal that is unique to them

Take a pony tour around Chincoteague Island to get up close to the ponies. Learn more about Cowboy Cruise Company here to see the opportunities! And what better way to wrap up a tour with the famous Chincoteague ponies than with a proposal?

The Eastern Shore is full of fabulous opportunities for you to share your love with the person you care about the most!

Share your photos with us! When you announce your ESVA engagement, tag us with #visitesva and also #sharewhatyoulove on Instagram and Facebook.