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Virginia travel itineraries, Richmond tips, & more!

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Cape Charles, VA: The Perfect 2-Day Itinerary

Cape Charles is a hidden gem on Virginia's Eastern Shore, brimming with charm and natural beauty. This quaint town is special for several reasons, including the calm beaches, small-town charm, and relaxed pace. Lukas and I loved our trip there and wanted to share our perfect itinerary with you!



If you'd like to watch the video of my trip to Cape Charles, you can here:👇



Here is my 2-Day trip to Cape Charles Itinerary:


DAY 1:

9:00am

Arrive at Cape Charles Beachfront (street parking on Bay Ave)

 Visit the “Love” sign, it's crafted out of an old tire, oyster shells, a kayak, and crabbing pot.



*Also the beach cart we got was SO helpful carrying all of our stuff. The wheels worked great in the sand and made our trip so much easier.

We got it on Amazon here.



11:00am

Cape Charles Historic District: (along Mason Ave)

Optional: Rent Golf Cart: Eastern Shore Custom Carts.



Shops & Stores:

Peach Street Books - 9am-3pm

Moonrise Jewelry - 10am-5pm

The Boardwalk - 10am-6pm

Destination 23310 - 10am-5pm

Lemon Tree Gallery and Studio

Historic Palace Theatre

Cape Charles Candy Company - 11am-6pm

Chuckletown Productions - 9am-7pm

Table and Tonic - gift shop, 10:30am-6pm

Cape Charles Coffee House - 8am-3pm

Drizzles - gourmet grocery store, 10am-5:30pm

K-Coast Surf Shop - 9am-9pm

Like a Sailor - novelty store, 10am-6pm


1pm

Lunch:

Edible Picasso - 10am-6pm, poke bowls, asian noodles & bowls

Brown Dog Ice Cream - 12-9pm (no dairy-free options)



3pm Check into your hotel or airbnb.

For this trip we stayed at Tiny Livin', a tiny home hotel. We stayed in the green house called "Honey". These are more spacious than they look on the outside! Each one has a full bathroom, kitchenette, TV and a queen sized bed.

Here's the link if you'd like to book Tiny Livin' Cape Charles:👇

*Use Code: LAURENZRAY for 10% off your stay!


5pm

Cape Charles Distillery - 1-8pm, handcrafted whiskey, moonshine and vodka, they do a little bit of everything.



6:30pm

Dinner: 

Deadrise Italian Kitchen - 4-9pm, Pizza & pasta

or

Cape Charles Brewing Company - 11:30am-8pm, Burgers & gastropub fare



8:00pm

Sunset at Beach 8:17pm

or

Sunset at The Shanty - 11:30am-9pm, waterfront casual dining



-------------------------------


DAY 2:

Check out of hotel or airbnb.


8am

Breakfast:

Coastal Baking Co - 8am-3pm, coffee & baked goods



9:00am-11am

Schooner Windsong Sailing - $75 per adult for Day Sail, you can book this awesome sailing cruise here.

*Park in the gravel lot in front of The Shanty, and walk down either dock access ramp to the end of Dock D.



12pm

Lunch:

Cape Charles Brewing Company - 11:30am-8pm, Burgers & gastropub fare


2pm

Cape Charles Museum - 10am-4pm, Museum in a former power plant with local history.


I hope you found this itinerary helpful! There are more blogs on my website about other spots around Virginia, as well as Richmond tips. You can also follow me on YouTube for my travel videos or Instagram for daily updates. Feel free to DM me with any questions! Have a great trip!


💚Lauren Z Ray

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