Ocean City & Cape May, New Jersey
Thursday night through Sunday · October 8 – 11, 2026
Thursday, October 8
8:15 PM
Left Lane's around 8:15 and got to Ocean City, to her family's house where we were staying, at like 9:15.
Thursday Night Football was on, so me and her just relaxed and watched some football while she edited pictures from previous photoshoots. Went to bed around 11:30.

Friday, October 9
8:30 AM
Woke up at 8:30. I had to work, so I got right to it while Lane went to the gym - Atilis Gym in Ocean City, she just walked right over while I grinded out some work. Got a lot done.

12:00 PM
Cape May is about a 40 minute drive from Ocean City. Lane wanted to go to a brunch spot, so we left OC around 11:30 and got to the Mad Batter a little past 12.
The weather was absolutely beautiful and so sunny. We sat on the porch at the front of the restaurant, which has these open wall designs that feel like you're outside - no screens or windows - so we enjoyed the outdoors while technically seated inside.

Cape MayBrunch
Jackson Street, Cape May


We got cheesesteak egg rolls as an app and they were amazing. I got a crab cake sandwich, she got a chicken salad sandwich, and we both finished the whole plate. Good service and good food.



1:15 PM
Then we scooted over to Willow Creek Winery, where we had a reservation for 1:15. We both got a sampler, which came with three each, and hung out there for a while. It was such a nice, beautiful day - we had some good conversations and talked a lot about wedding venues, and even made a few calls. There was a wedding at the winery that day, so they were closing down a little early to get ready for it.
Willow Creek has this huge outside seating area and an even bigger inside with a ton of wood tables and seats - but we obviously sat outside and enjoyed the day under the umbrellas they had at every table.

W. Cape MayWinery
West Cape May





3:00 PM
After the winery we were feeling good, so we left around 3, went over to the Washington Street pedestrian mall and shopped around a lot.
There was this shirt I remember seeing one time and really liked. I told Lane about it, and sure enough, five minutes later we walked into a store and I found it. It was amazing, and Lane was kind enough to buy it for me - how could I not get it.
We walked in a bunch more stores after that and Lane bought a few things herself - went into a dressing room or two.

Cape MayShopping
Cape May



5:00 PM
We finally left the shopping area and headed over to Sunset Beach at 5. Sunset Beach is sick. There's a really cool shipwreck sitting right there just off the shore, and it's also known as a diamond beach - diamond-like stones wash up on it.

Cape May Pt.Beach
Cape May Point
About that shipwreck
It's made of concrete - really. Steel was scarce during World War I, so the government ordered a fleet of experimental concrete cargo ships, and the Atlantus was one of the twelve that actually got built. She only worked a year or two after the war, hauling cargo, and then sat retired until she was sold for scrap.
In 1926 she was towed to Cape May to be sunk as part of a dock for a planned ferry across the Delaware Bay to Lewes. A storm broke her loose, she ran aground right off Sunset Beach, and nobody could ever pull her free. She's been sitting there for 100 years now, slowly breaking apart and sinking - you see more of her at low tide. (The Cape May–Lewes Ferry did eventually happen, just not until 1964.)
5:15 PM
We parked the truck, walked onto the beach and just took in the view for a minute. Very rocky beach with cool views. It was still well before sundown, so we walked back to the truck and had an amazing picnic in the back of it - I brought cushions and blankets and we laid down in the bed of the truck. I made some tuna wraps and brought some wine, so we hung out back there for hours eating, drinking and talking, with a nice view of the sunset sky.











8:00 PM
Packed up a little before 7 and hit the road back to Ocean City. Once we made it back we decided to make a quick pit stop at Johnny B. Goode for some ice cream. She got cookies and cream and I got caramel swirl or something like that.

Night
College football was on - my Hawkeyes were playing Washington - so when we got back to the house shortly after I threw it on and we hung out the rest of the night. Bed again around 11:30.


Saturday, October 10
Morning
Woke up and decided to take the morning easy - hang out and just chill, taking in the view from the house. I made breakfast for us (Lane brought the food): eggs, bacon, sausage and toast. It was amazing.
12:00 PM
Around 12 we headed over to the main street in OC for the fall block party, with all the vendors set up right on the road. We drove over and walked around. It was extremely packed - we ended up walking on the outside sidewalk, which was the move. It was ok, we didn't last long.

Street fair
Asbury Avenue, Ocean City
1:00 PM
From there we headed over to Atilis around 1. I hit chest and tris, Lane did back and bis. The gym was really cool - Ronnie Coleman and Arnold vibes in there, with actual pictures of them on the walls of course. Lifted for about an hour and got back to the house closer to 2:15.

Ocean CityGym
Ocean City





2:15 PM
Then we decided to chill at the house for a little. I threw on some football and we eventually got ready to go back to Cape May for the evening.
5:00 PM
Lane had a family photo shoot that evening and wanted to check out a few stores before it, so we got to Cape May around 5. She went into one store while I chilled outside, then we got back in the truck and headed over to an indoor place with a bunch of vendors. Didn't last too long at either one.
5:45 PM
Lane had photos at 5:45 and I didn't know what to do with myself. When I parked the car near the beach where the shoot was, I just looked up bars near me - there was this dandy place called the Rusty Nail about a third of a mile down the road, so I got out and walked over.
Really cool bar with an outdoor seating area, but not many TVs out there, so I just sat at the bar and watched the Red River Rivalry. Got a tall beer in a stein, which was sick, and waited for the text. She was done around 6:10, so I started walking back shortly before then to meet her at the car.

Cape MayBar
Beach Avenue, Cape May

6:10 PM
Our dinner reservation was for 7, so we had about 50 minutes to kill. We went to Congress Hall to just take in the scenery - I got another beer, Lane got a sangria, and we sat on some rocking chairs just chilling.

Hotel & lawn
Congress Place, Cape May






7:00 PM
A little before 7 we got up and made the short walk over to Tisha's. We walked in and got seated, I went to the bathroom real quick, and when I got back Lane informed me it was a BYO place. Looked up the closest liquor store - a block away - so I left and ran there real quick.
Got a bottle of moscato, Bartenura. The good news: Lane loved it, and that's all that matters. They definitely knew I had just run to the store, considering the bottle was ice cold straight out of the store fridge - unless of course we'd just kept it on ice while it was "in the car."
The place was very fancy - candlelit dinner with low lighting and flowers. Our little candle barely had any wax left, so we kinda knew it would burn out.

Dinner · BYO
Cape May





Dinner was great. We finished both plates and the bottle.
8:30 PM
After dinner we went to a cool place called Elaine's. It was very decorated for fall, with a lot of Halloween stuff - a cool house-looking place with a lot of outdoor seating and a couple of decks, and they had live music going. I had one drink there, an apple butter old fashioned. Wasn't bad at all - quite tasty.
Got there around 8:30 and left around 9 to head back to OC. Back home, some more college football was on, so we watched for about an hour before heading to bed around 11.

Cape MayDrinks & live music
Lafayette Street, Cape May


Sunday, October 11
9:00 AM
The Birds had a 9:30 kickoff - they were playing in London, so it was an early one. I got up and out of bed around 9 and made breakfast again, same as the day before. Lane got up and we ate while the Eagles game was on.
Then I was miserable watching the TV for the next three hours. A win is a win no matter how you play, and we played horribly (except for Jalen Carter) - but then with 8 seconds left they still find a way to lose. Our O-line is a joke. Our run game is non-existent. Sirianni can't coach a team. Hurts can't throw more than five yards between the numbers - we're checking the ball down to our TE on 3rd and 20 with two minutes left while we're down. Lemon has no YAC and needs to step up.
1:00 PM
Then the 1 o'clock slate began, and I just stayed in one position on the couch and watched football into the afternoon. That's it.
4:00 PM
But we finally got up, cleaned the house, packed our things and hit the road around 4. I helped Lane get her stuff inside her apartment, then left around 5:30.
Said bye to my best friend Lane.
Cheesesteak egg rolls, three samplers each, the shark shirt, a picnic in the truck bed by the concrete ship, a stein at the Rusty Nail, the dying candle at Tisha's, and an apple butter old fashioned to close it out.
← Back to all trips