Kick Off Summer: Memorial Day Weekend Itinerary Ideas

Friday

Is the entire family gearing up for an exciting Memorial Day Weekend? There are so many kiddo-friendly places and activities around Ocean City. When you arrive in town Friday evening, start your trip with a fun round of mini golf. Challenge the family to one of the courses at Professor Hacker’s Lost Treasure Mini Golf, and then enjoy a nice meal at Ropewalk!

Saturday

Saturday morning, head to the beach for some fun in the sun. You can pick up a quick grab-and-go breakfast from Bai-tee Bakery & Cafe on your way to the sand! Saturday evening, it’s time to enjoy the boardwalk lights. Go downtown to take in the sights, enjoy a funnel cake (a must), and play some games at the arcades (like Fun City or Sportland) along the walk.

Sunday

Start your Sunday morning with thrills at Speedworld! Feel the wind in your hair as you whip through their various go kart tracks. This is an exhilarating way to wake up before heading to the Memorial Day Ceremony at 1pm. Round out your Sunday with a delicious meal at Macky’s Bayside Bar & Grill!

Monday

Monday morning, head to Bayside Skillet for breakfast before hitting the road for the journey home.

Friday

Is an outdoorsy weekend with the guys on the itinerary? Oh, do we have some recommendations for you! If this sounds like your group, start your weekend with Friday night dinner and drinks at Fager’s Island. This spot has it all: relaxed or upscale dining depending on your preference, and later, multiple bars and party atmospheres.

Saturday

Saturday morning, spend some time out on the water! Sign up for a fishing charter with one of the many options in town. Head out to sea and reel in your best catch yet! You’re sure to make priceless memories along the journey. Then, if you want some more outdoor fun when you return from fishing, head back out onto the water with bayside kayak and paddleboard rentals from Bahia Marina.

Sunday

When Sunday rolls around, challenge the guys to a round of golf at one of the many courses around Ocean City. There’s nothing like a round with a great view! After golf, close out the weekend with dinner and drinks at Seacrets. It’s a must-visit spot when you’re in town with friends!

Monday

Monday morning, indulge in one more Ocean City meal with breakfast at Ocean 13 before heading back home.

Friday

Coming into town for a weekend that's equal parts beach bliss and scroll-stopping moments? Ocean City delivers. Start Friday evening with dinner on the water at Saltwater 75. Here, the food is delicious and the sunsets are unmatched! You can enjoy your meal right on the sand while you take in the view.

Saturday

Saturday, wake up and grab kombucha and smoothies from Real Raw Organics before heading to the beach! A sunrise is a can’t miss experience when you’re in Ocean City. It requires an early wake up, but the view is worth it every time. Relax on the sand all morning before grabbing lunch at Flamingo Coast. Their upstairs outdoor deck has the perfect vibe for soaking in the sun over food & drinks! At some point during the day, maybe between thrilling rides at Trimper’s, grab a sweet treat from Dumser’s Dairyland. No matter the flavor you choose, you can’t go wrong! Dinner and drinks at Coconuts Beach Bar & Grill? A must.

Sunday

Sunday, start slow. Brunch at The Angler hits every mark: breezy bay views, delicious food, and refreshing drinks. Spend the afternoon exploring the shops around town! There's more to find than you'd expect. South Moon Under and Monkee’s of Ocean City are some great places to check out! Close out Sunday with drinks at the Coconut Club. Overlooking the ocean, this bar is a must-visit.

Monday

Before you head home on Monday, grab breakfast at Sunrise Diner and take one last walk along the boardwalk before heading home.

Friday

You've been coming to Ocean City for years, but there’s always something new to check out! This list of recommendations blends nostalgia with modernity. Start Friday evening with dinner at The Hobbit Restaurant, one of those spots that always rewards patrons with a glorious sunset.

Saturday

Saturday morning, get out on the water early. Book a cruise with Sail Alyosha, and spend the morning enjoying what Ocean City does best. When you're back on land, head to Dorchester Street to explore the newly opened Museum of Ocean City. Here, you’re guaranteed to learn something new about the town, even if you’ve been visiting for generations! Saturday evening, take a walk down the OC Fishing Pier to delight in the sights of the ocean and the town. Then, enjoy dinner at Harrison’s Harbor Watch as you overlook the inlet and enjoy the sunset. This restaurant has been beloved for decades, and there’s a reason why!

Sunday

Sunday, tee off at Eagle's Landing Golf Course. The views over the water make it one of the best morning decisions you can make. After your round, head to N. Division Street for the Memorial Day Ceremony before making your way to Coastal Salt for a relaxing lunch.

Monday

Monday morning, savor one last breakfast at Barn 34 before the drive home.

No matter your type of Ocean City trip, you’re guaranteed to enjoy plenty of smiles and relaxation during your stay. Start planning your trip now and discover what OC is all about!