Explore Jack and Pickles Amusements - Family Entertainment
"When Life is Jacked and You Can't Dill!"
Explore Jack and Pickles Amusements - Family Entertainment
"When Life is Jacked and You Can't Dill!"
"When Life is Jacked and You Can't Dill!"
"When Life is Jacked and You Can't Dill!"

The Hub of Jack and Pickles Amusements is our shanty, located on Smith Island, (Ewell), where tourists and locals can gather to watch the beautiful island sunsets, play deck games, talk, enjoy a fire pit, retro arcade games and mini claw machines. The shanty offers unique and fun entertainment for all ages. Snacks and drinks are available as concession. BYOB are welcome.

Jack and Pickles Yard features the Mini Village Play Yard, as well as rental children's bikes, and kayaks. Our rentals are good for day, and overnight for staying guests. Kayak rentals will be delivered to the ramp for you and our prices are very competitive. To book your rental ahead of time, text or call!

The Littles love our mini village and pretend play abounds! Children's imaginations flourish with our play crab Shanty, Post Office, Gas Station, Firehouse and Bakery Barn, all complete with props and vehicles ! Each building in the Smith Island Mini Village has an interactive QR code for real island information that's geared towards young learners. To add a bounce house to your child's experience or to book Jack and Pickles for a Birthday Party, please text or call.

Experience the soothing nightlife of Jack and Pickles Amusements, where patrons are invited to BYOB and enjoy watching the sunset from the most iconic spot on the island. Listen to music, tap into Wi-Fi and play our GenX favorite arcades and mini claw machines. Try your best at Putt-Putt pool, giant Connect Four, Tiki Toss or just sit and sip while gazing at the Chesapeake wildlife.

Have a relaxing and fun event with us! Parties of all kinds can be enjoyed with our self-guilded venue. Children's Birthday parties are ideal, as patrons can enjoy all of our amusements, at their leisure, while also enjoying the rest of what Smith Island has to offer. Acquire your wristbands for each guest and come and go as you please. Private parties and rental of our shanty are encouraged!

Get up close and personal with the wildlife of Jack and Pickles Amusements. Aside from seeing the beautiful Chesapeake waterfow, island goats and crabsl from the shanty, domestic farm animals can be found at Jack and Pickles Homestead on Tyler Road. Text us to book your free visit!

We offer Kayaks, Bikes, Children's wagons and bounce houses. Call ahead of time for bounce house rental availability and setup. We also do full shanty rentals for your private party or event.

Our shanty offers a wealth of classic arcade games on modern machines. Each of our machines has multiple games, all of which offers over 700 GenX classics. Play passes include playing all arcades and come and go as you please for only $3, all day pass. Our mini crane machines allow you to play until you win for only $1!
We love our customers, so feel free to visit during normal business hours. Call us first during the off season.
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Since we are a very small family run business, hours are subject to change when domestic duty calls.
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