Wine and Dine at Cork and Olive

Start your date night off right with a romantic dinner at Cork and Olive. This cozy wine bar offers a wide selection of wines and delicious small plates to share with your loved one. The intimate atmosphere and friendly staff make it the perfect spot for a relaxing evening together.

Alternative options: Try Wine Cellars of Mount Dora or Magnolia’s Oyster Bar for a different dining experience.

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Catch a Movie at AMC Lake Square 12

For a classic date night activity, head to the AMC Lake Square 12 theater for a movie night. Enjoy the latest blockbuster on the big screen while snacking on popcorn and candy with your partner by your side.

Alternative options: Check out The Grand Theatre 16 or Cinepolis for more movie options in the area.

Take a Stroll at Venetian Garden

Enjoy a leisurely walk hand in hand with your significant other at Venetian Garden. This beautiful park overlooks Lake Harris and offers stunning views of the water. Pack a picnic and relax by the lake for a peaceful evening together.

Alternative options: Visit Ferran Park or Rogers Park for more scenic spots to explore in Leesburg.

Enjoy Live Music at The Waterfront Inn

Dance the night away to live music at The Waterfront Inn. This charming hotel often hosts live bands and musical performances, making it the perfect spot for a fun and lively date night with your partner.

Alternative options: Check out The Tiki West Raw Bar and Grill or Gator Bay Bar & Grill for more live music venues in the area.

Paint and Sip at Painting with a Twist

Get creative with your partner at Painting with a Twist. Enjoy a fun and interactive painting session while sipping on your favorite wine or beer. You’ll both leave with a unique piece of artwork to remember your date night.

Alternative options: Try out Wine and Design or Sip-N-Dipity for more paint and sip experiences in Leesburg.

Indulge in Dessert at Scoops on 5th

Satisfy your sweet tooth with a visit to Scoops on 5th. This charming ice cream shop offers a variety of flavors to choose from, perfect for sharing with your significant other on a warm evening in Leesburg.

Alternative options: Check out Twistee Treat or Bruster’s Real Ice Cream for more dessert options in the city.

Test Your Skills at Breakpoint Escape Rooms

Put your teamwork to the test at Breakpoint Escape Rooms. Work together to solve puzzles and uncover clues to escape from a themed room within a set time limit. It’s a thrilling and challenging date night activity that will keep you both entertained.

Alternative options: Try out Escape Artists or Escape Goat for more escape room adventures in the area.

Go Bowling at Via Entertainment

Have a fun and competitive date night at Via Entertainment. Lace up your bowling shoes and hit the lanes for a night of strikes and spares. Enjoy some delicious snacks and drinks as you battle it out with your partner.

Alternative options: Check out Triangle Lanes or AMF Leesburg Lanes for more bowling options in the city.

Attend a Show at the Melon Patch Theatre

Experience the local arts scene with a visit to the Melon Patch Theatre. Catch a live performance of a play or musical at this historic venue for a night of culture and entertainment with your loved one.

Alternative options: Check out the Moonlight Players Theatre or the Mount Dora Center for the Arts for more theater options in the area.

Have a Picnic at Fountain Lake Park

For a simple and romantic date night idea, pack a picnic and head to Fountain Lake Park. Enjoy a meal alfresco by the water, surrounded by the peaceful ambiance of the park. It’s a lovely way to spend quality time together in nature.

Alternative options: Visit Rogers Park or Venetian Gardens for more picnic spots in Leesburg.