Paddle board, Kayak & Swim
What’s a better way to enjoy the Island sun than getting on the water?
Relax and reconnect with a family paddle board, kayak, or a dip in the sparkling waters of Chesapeake Bay. Nestled on the Eastern Shore, guests of Wylder Hotel can enjoy paddle board and kayak rentals each day of their stay, before retreating to shore for lawn game competitions or s’mores by the fire pits.
Insider Tip: Keep an eye out for turtles, dolphins, bald eagles, and more!
Waterfront S’mores & Bonfires
Gather together and share stories of the day at a crackling bonfire located on the private beach at Wylder Hotel.
A must for singing songs, re-telling memories, and capturing family photos, Wylder Hotel offers bonfire kits to enjoy while lounging by the private waterfront bonfires that are open to all guests.
Insider Tip: The s’mores kit includes essentials for four ooey gooey sandwiches and a house wine for parents.
Family Corn Hole Competition
What says a family vacation without a little healthy competition?
Located on Wylder Hotel’s nine acres of lush waterfront lawns, you’ll be able to rent a corn hole setup, grab some chairs and snacks, and see who has the best aim.
Winner buys a classic brownie sundae at the nearby Tickler’s Crab Shack for the table!
Insider Tip: We have more than just corn hole! Ask the staff at Wylder Hotel for a full list of our complimentary lawn games for guests.
Sunset Cruise on the Bay
Get out on the water with a scenic sunset cruise on the Chesapeake Bay with an evening session exploring the history, ecology, wildlife, and culture of this East Coast haven.
Departing three times per day from Wylder Hotel, the charter, lovingly named “Lady Patty”, is the perfect place to make-believe pirate with your family and to capture beautiful photos.
Insider Tip: Chilled champagne and beers are served on board for parents!
Dinner & Dessert at Tickler’s Crab Shack
Slow down and savor some of the best seafood in the nation at Wylder Hotel’s waterfront restaurant, Tickler’s Crab Shack.
Serving up locally caught catches of the day, you’ll find a menu of wild-caught crab, delicious oysters, and savory soups, alongside family-friendly classics like grilled B.L.T’s and fried chicken in a casual atmosphere.
Insider Tip:Make sure to save room for dessert- the homemade crème brûlées, berry pies, and brownie sundaes are to die for!