It's the first long weekend of fall and you need to make plans. Don't worry, we've got date night figured out for you. If you love delicious food, live musical theater, and chocolate martinis paired with tiramisu and other desserts, then this date night itinerary is for you.

Dinner at David's 388

David Turin's restaurants are known for hand-crafting delicious meals from seafood to steak and everything in between. Make a reservation for his smaller restaurant in South Portland to kick off the night with happy tummies.

David’s 388 is a small neighborhood restaurant in South Portland and part of Chef David Turin’s group of popular restaurants in Southern Maine. The idea of smaller portions with smaller prices has become a popular theme at David’s 388. Look for seasonally changing menus and daily specials that consistently provide delicious value.

Portland Players Presents Bonnie & Clyde The Musical

Portland Players

Make it dinner and a show on Friday or Saturday night or Sunday afternoon. The Portland Players fall show is Bonnie & Clyde The Musical.

At the height of the Great Depression, Bonnie Parker and Clyde Barrow went from two small-town nobodies in West Texas to America's most renowned folk heroes and Texas law enforcement's worst nightmares. This thrilling and sexy new musical uses an exciting, non-traditional score that includes elements of blues, gospel and rockabilly to tell the electrifying story of love, adventure and crime that captured the attention of the entire nation.

The Portland Players theatre is located at 420 Cottage Road in South Portland, just down the road from your dinner destination.

Showtimes are Friday and Saturday at 7:30 p.m. and Sunday at 2:30 p.m.

Chocolate Martinis and More at The Bar of Chocolate

When the show gets out, wander down the cobblestone of Wharf Street and find The Bar of Chocolate nestled among the cozy brick buildings. The Bar of Chocolate is known for their dessert martinis. Ever wanted to drink a Reese's Peanut Butter Cup? You can at The Bar of Chocolate. The desserts are insane, too.