Winter Garden Valentine’s Day - Dining and Sipping Specials

Capture the heart with delectable sweets, scrumptious meals, secret love potions, and sparkling spirits. Below is just a sample of the many distinct dining options in Downtown Winter Garden:

The Bulk Pantry

An image of keto friendly sweets

103 S. Main St

Valentine-themed sweets for ALL diets: LOW CARB, SUGAR-FREE, GLUTEN FREE…and full SUGAR! A broad selection of custom-made strawberry shortcake donuts, cheesecakes, cupcakes, mini cakes, cookies, chocolates, and more.

Burger Fi

Burger Fi ice cream

360 W. Plant St.

Free Custard Cup with the purchase of a sandwich all day on February 14, 2020.

Crooked Can Brewing Company

Crooked Can Brewing Company Love Potion Beer

426 W. Plant St.

A special Valentine’s Day beer release – LOVE POTION – on Feb. 14! A light and fruity Aphrodisiac Ale – who can resist!

David Ramirez Chocolates

Chocolates with kiss patterns and in heart shapes.

426 W. Plant St. – Plant Street Market

Artisan chocolates handcrafted in an assortment of Valentine’s theme chocolates and macarons to express your love.

Matthew's Steakhouse

Matthews Steakhouse. Valentine's day dinner menu.  Grilled artichoke hearts. 8ounce filet mignon or 10 ounce new york strip served with baked potato, steamed broccoli, and mixed salad. Fresh tiramisu. Bottle of Flor Cabernet or Pinot Grigio Tiamo.

360 W. Plant St.

Reservations required: 407-520-7511

Fine dining experience with special-priced Valentine’s Day Dinner Menu, including bottle of wine, for $79 pp: Grilled Artichoke Hearts, Mixed Salad, Filet Mignon or NY Strip served with Baked Potato and Steamed Broccoli, Fresh Tiramisu, and Bottle of Flor Cabernet or Pinto Grigio Tiamo.

Morthan Cheese

Friday, february 14th. Buy one, get one 50% off. Morthan cheese.

426 W. Plant St.

Buy ONE, Get ONE 50% OFF on Valentine’s Day, Feb. 14
A great way to share your love of cheese!

Pilars Martini

Image of a martini glass with a heart inside. Pilars Martini.

146 W. Plant St.

Valentine’s Day Special: BOGO on all Mini-Splits on Feb. 14
Sparkling Bottle Specials all weekend (Feb. 14-16)
Live music all Valentine’s weekend: Friday, Saturday & Sunday nights! 

Drop in for “Sparkling & Jazz” to celebrate Valentine’s Day!

Rosallie Le French Cafe

An image of chocolate, fruits, macaroons, and other sweets.

141 W. Plant St.

Transcend to romantic Paris with each bite of delectable French pastries! What a Valentine’s Day delight!

Sweet Dee's Cupcakery and Custom Cakes

An image of cupcakes with heart shaped treats on top.

21 S. Main St.

A large selection of custom-made Valentine-themed sweets for your loved ones…including holiday treats for your furry best friend! Valentine’s cupcakes and desserts galore for you to indulge…as well as pupcakes, pup truffles, pup cookies to treat your pup.

Way Chocolate & Coffee

An image of hearts shaped chocolates in a clear wrapper.

50 W. Plant St.

From chocolate truffles to gift baskets, dazzle your loved one with hand-crafted Valentine’s Day chocolates and desserts.

Valentine's “Chocolatey Crawl”

Friday, February 14
7:30 pm start time, 7:00 early registration

A “passport” to explore the handmade, extraordinary, “chocolatey” treats and unique establishments throughout Downtown Winter Garden. Self-paced, walking tour with five pre-set stops/tastings:

$35.00 pp

*Limited to 35 guests. 

Reservations online. Walk-ups are welcome if space available.

Book Online

Valentine's Brunch Tours

February 15 & 16 11:00 am

Celebrate Valentine’s with a charming brunch tour in Downtown Winter Garden.
Love is in the air at the following tour stops:

$48 pp. Reservations online (limited to 35 guests)

Reserve Online

Kick-off location: Rosallie Le French Café, 141 W. Plant St. Walk-ups welcome, if space available.

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