Don’t get stuck in the same old dinner-and-a-movie date night pattern. It’s boring, it’s redundant, and it’s unoriginal. Instead, wow your partner with one of these date ideas in Delaware and you’ll both be bragging about how much fun you had to anyone who asks.

1. Tour the Delaware Wineries
Flickr / linc-spaulding
If you're looking for a good summer wine trail that your date will love, Delaware is the place to be. Start in Marydel, at Harvest Ridge Winery and Rebel Seed Cidery before moving down to Pizzadilli Winery in Felton. After sampling their wines, head to Lewes for the Nassau Valley Winery. Your final destination is near the beach, and watching the sunset on the sand will be the perfect end to your date day.
2. Enjoy Dinner and a Show at Candlelight Theater
Facebook / The Candlelight Theater
When it's date night in Delaware, make plans to spend a lovely evening at the big red barn that is the Candlelight Theater in Arden. Local actors and actresses put on top notch shows here, and they rotate every few weeks. Right now (June 2016) there's a hilarious production of Arsenic and Old Lace that is wildly popular. Later this summer, Candlelight takes on some Broadway classics such as The Music Man and Hairspray. This is a great place to go no matter what the weather is like - oh, and did we mention that the delicious dinner buffet is included in your ticket price? Perfect date night, minimal planning.
3. Climb the Delaware Breakwater Lighthouse
Flickr / mr_t_in_dc
Located in Lewes, the Delaware Breakwater Lighthouse was heavily used by mariners until it was decomissioned in 1996. It changed hands a few times until the Delaware River and Bay Lighthouse Foundation, a non-profit organization, took over ownership. Now, you can climb to the top of the 50' structure and gaze out across the Delaware Bay, taking in some great sights and spotting the Harbor of Refuge Lighthouse across the way. You'll need to make reservations, but your sweetheart will appreciate the view!
4. We shouldn't even tell you about this one...
Facebook / C.R. Hummingbird to Mars
C.R. Hummingbird to Mars is a fun and secret speakeasy with a lovely, elegant feel to it.
5. Watch a movie on Bethany Beach
Town of Bethany Beach
All summer, the town of Bethany Beach hosts evening Movies on the Beach. What a great Delaware date idea! Pack your own movie snacks and bring beach chairs or a blanket and settle in for a classic movie on the sand.

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6. Cheer on your favorites at the Winterthur Point-to-Point
Flickr / valkrye131
This Delaware date will take some planning, as it's a one-time event held every spring at Winterthur. It's an incredibly unique experience, though, so we thought it deserved a mention. You can reserve a parking spot for tailgating, but this isn't the typical beer-and-hotdogs tailgate. Dress up in your most dapper clothing and be sure to pack some wine and cheese to enjoy as you mingle among other guests in a classy atmosphere and enjoy the full day's activities and excitement at Winterthur Point-to-Point.
7. Take a scenic drive and picnic on the beach
Flickr / leecannon
Here's the ultimate summer Delaware date idea, and it's the simplest of the bunch! Pack up your favorite pinic food and a bottle of wine and head on down to your favorite beach. Find a quiet spot to lay out your blanket and enjoy the sounds of waves crashing in the background while you and your date spend some quality time together.
8. Catch a Concert at The Queen
The Queen/Facebook
There's nothing like being together for an amazing show at The Queen. Pick the artist you want to see most and get ready to love every minute!
9. Be a kid again at Funland
Flickr / vpickering
Rehoboth Beach has so many great things to do, but we love heading over to Funland on Rehoboth beach dates. After all, Funland has been a staple of the Rehoboth Beach scene for over 50 years! Between the Gravatron, Paratrooper and Seadragon, you'll be sure to find the thrills you're seeking! And if you're looking for a calmer date, play the carnival games that are sure to bring out playful competitiveness between you and your date.
10. Tour Dogfish Head Brewery
Flickr / dslrnovice
There's a lot to see at the Dogfish Head Brewery in Milton. Aside from the beer tasting and brewery tours that will show you how this popular beer is made, you'll both enjoy exploring the art gallery and interesting sculptures in and around the building. The Steampunk Treehouse above is just one example of the off-centered art you'll enjoy on your date night in Delaware!

After reading our top 10 Delaware date ideas, you’ll never be unprepared for the question “What do you feel like doing tonight?” again! Let us know which of these are your favorites, or if there are any we should have included!

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Date Ideas in Delaware

Danielle Schwartz | October 01, 2022

What are the best day trips in Delaware?

There are so many amazing day trips in Delaware that you'll want to plan to go to all of them! One great choice for the spring season is going to see Winterthur bloom. The March Bank is the best place to see the gorgeous colorful flowers bloom. The purple and blue hues aren't something you find just anywhere, so it's definitely worth the trip to check them out. In the summer, the Bayshore Beaches are a really fun place to get away. Try Bowers Beach, Pickering Beach, or Big Stone Beach for a sunny summer day. They’re usually a lot less crowded than the better-known places that everyone goes in the summer. It’ll be a nice change to be able to find a place to put your towel down in the sand and enjoy looking out at the water and hearing the waves crash onto the shore. In September, make your way to Fife's Orchard to pick apples and enjoy the classic feeling of fall. There’s nothing like a crisp autumn day and some crisp autumn apples to go along with it! It’s the idyllic fall experience of your dreams.

What are the most scenic towns in Delaware?

When you're looking for something fun to do with your loved one, we think a trip to a sweet small town is the ideal choice. Head to one of the most scenic towns in Delaware for a truly lovely weekend you'll remember for a long time to come. One amazing spot to enjoy the scenery is Lewes, which is known for its sandy beaches with dunes as well as Cape Henlopen's stunning forests. The town itself is really fun, too. There is a nice charming feeling to it that we're sure you'll love. Another scenic town you should check out is Georgetown. If you like an urban atmosphere, this is a great choice for you. You will get to see pretty architecture as well as perfectly manicured gardens.

What are the best kid-friendly hikes in Delaware?

If you're planning fun activities for your whole family and not just for you and your sweetheart, we would recommend heading out on a kid-friendly hike in Delaware. These hikes aren't too long or difficult. The first one is Thompson Island Trail in Delaware Seashore State Park. The Thompson Island Trail is less than a mile long and is a pretty place to enjoy the natural environment of the beautiful state park. Cypress Pond Trail is another nice option for water lovers. The well-known bald cypress trees of Trap Pond are really a sight to see. They grow right into the water. It’s fun to show unique places in nature to the little ones so they will grow up with a special appreciation of the natural beauty around them. 

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