Whether you plan on spending this day with the love of your life or with your girlfriends we’ve got you covered on all things Valentine’s happening in Sanford.


Check back often because we a will add more events as they become available! 

February Wednesday Movie Nights at Dees Brewing

When: February 2nd @ 7pm

Where: Dees Brothers Brewery, 210 Magnolia Ave

What: February’s line up of films for Wednesday Movie Night has been decided. Come join us on Wednesday nights as we work our way through some of our favorite romantic comedies. The movies start at 7:00 PM. And don’t forget to grab our Movie Combo of a Pretzel & a Pint of select Dees Brothers Beer for $12! Hope to see you there!

Peace, Love, & BEER!!!

Cost: Free to Attend!

Info: Click Here for Event Facebook Page!


When: February 10th-13th 

Where: Wayne Densch Performing Arts Center | 201 Magnolia Ave, Sanford, FL 32771

What: The Love Your Shorts Film Festival brings the best of cinematic short films to Sanford!

The Love Your Shorts Film Festival is a film festival held in Sanford, Florida, around Valentine’s Day. The Festival screens only short films under 30 minutes in length. Films are divided into different blocks for screening.

Audience members at each block vote for their favorite film and winners are announced on the spot. The winning films from each block advance to a final block for a panel of judges to pick the overall festival winner. Winners of each block earn the festival’s award, the “Monroe,” an original piece of metal artwork named after Sanford’s Lake Monroe.

At the end of each block a brief Q&A session is conducted between the filmmakers and audience members. The Festival hosts an hour-long moderated filmmakers panel in which movie techniques and filmmaker triumphs and tribulations are discussed.

Cost: $10-$75, Click Here for Tickets!

Info: Click Here for Event Facebook Page!

Valentine’s Day Craft Beer & Pastries Pairing

When: FEBRUARY 11 @ 4:00 PM – 9:00 PM

Where: Deviant Wolfe Brewing | 121 W 1st St, Sanford, FL 32771

What: Looking for something fun to do for Valentine’s Day? Join us for a craft beer and pastries pairing on Friday, February 11th. Flights include five Deviant Wolfe beers paired with five patisserie delights from Choulala Fine Pastries. The pairing is based on flavor profiles of both the beer and its matching dessert, and each complement each other for sheer perfection!
Sounds like the makings of the perfect Valentine’s Day at Deviant Wolfe Brewing!
Valentine’s Day Pairing Menu & Tickets Coming Soon.
Limited seating available. This is a pre-sold dessert pairing. Tickets can be purchased through the Deviant Wolfe online store. This is not a guided tasting. Ticket holders may come anytime between 4:00-8:30 PM for their pairing. Purchase your tickets ahead to secure your pairing.

Cost: $25, Tickets

Info: Click Here for Event Facebook Page!


When: FEBRUARY 11 @ 6:30 PM

Where: Board and Brush 111 N. Oak Ave.

What: Join our most popular DIY workshop and create your own unique wood sign! Select a wood project from our gallery. We provide all the materials and instruct you step-by-step to create a beautiful piece for your home or for a gift. Choose from a variety of paint and wood stain colors in the workshop. The regular cost for this adult workshop is $68, but for this night there is a 2 for $100 special, and pre-registration is required. The two bookings must be on the same registration to qualify for the discount. We look forward to seeing you soon! (Couples are any two adults – spouse, boyfriend, girlfriend, significant other, BFF) *MUST BE 16 OR OLDER.

Cost: https://boardandbrush.com/…/pick-your-project-workshop…/ 

Info: Click Here for Event Facebook Page!

Sanford FL Planetarium

Heavenly Love: Love Stories of the Night Sky

When: February 11th @7pm-9pm

Where: Emil Buehler Perpetual Trust Planetarium, 100 Weldon Blvd., B

What: Celebrate Valentine’s Day by learning some of the many love stories told in the tapestry of the night sky. Discover the Korean myth about the stars Vega and Altair and their separation on either side of the Milky Way river. Experience the romance between Orion the Hunter and Artemis, the goddess of the moon, and discover how this love story tragically ends. Travel to the depths of the underworld in the myth of Orpheus and Eurydice. Find out how the constellation Aquarius was placed in the sky. Finally, enjoy the classic Native American tale of Algon the Hunter and the lost star maidens of the Pleiades.

Doors open 15 minutes prior to showtime. Seating is first come, first served and no reservations needed for the planetarium show. Cash or check only accepted as payment.

A telescope will be provided courtesy of the Central Florida Astronomical (weather permitting) for stargazing after each show weather permitting.

This show is recommended for ages 9 and up.

Cost: Planetarium Show Prices

Seniors (55 and up):$4
Students (grades K-12):$4
Non-Seminole State College Students (with ID):$4
Preschoolers and Seminole State students, faculty and staff:Free!

*The planetarium can only accept cash or checks at this time.

Info: Click Here for Event Website!

Valentine’s Day Weekend Dinner

When: February 11th, 12th & 14th

Where: The Old Jailhouse Kitchen & Spirits, 113 S Palmetto Ave, Sanford, FL 32771

What: $75 for 4 course meal and complimentary bubbles!

Celebrate your loved ones all weekend with our limited time Valentine’s Day Menu! Come dine with us under the chandeliers of one of the best date night spots in Sanford! 

Cost: $75

Info: Click Here for Facebook Page!

Valentine’s Dance at American Legion

When: FEBRUARY 12th @ 7PM-10pm

Where: American Legion Post 53, 2874 Sanford Ave.

What: Entertainment provided by Traces of God. 

$7 includes 1st beverage 

Dinner items available for purchase from 5pm-7pm

Contact Debra Linton – 407-538-3168
Georgia – 407-221-6284

Cost: $7 Includes first beverage

Info: Click Here for Event Facebook Post!

Buster’s Sweetheart Dinner

When: February 14th @ 6pm-9pm

Where: Buster’s Bistro, 300 Sanford Ave, Sanford, FL 32771

What: Say it with dinner. Nothing says “I Love You” best than a delicious 4 course meal at Buster’s Bistro. So grab your sweetheart and join us for another AMAZING dinner party hosted by your favorite Belgians!
1st Course: Oyster Strawberry Mignonette with glass of champagne
2nd Course: Mixed Greens, Pistachios, Lemon-Poached Asparagus, Watermelon Balls, Fig Vinaigrette
3rd Course: Coq Au Vin with Snow Pea Risotto
4th Course: White Chocolate Strawberry Tiramisu

Cost: $50 per person
By reservation only, be sure to reserve your spot!! Contact us via Facebook Messenger, phone, or in person!! 

Info: Click Here for Event Facebook Page!

Valentine’s Day Food & Drink Special at Celery City Craft

When: February 14th, 2022

Where: Celery City Craft, 114 S Palmetto Avenue, Sanford, FL 32771

What: Join us on Valentine’s Day for a very special night as the team here has created a unique offering for those of you looking to have a Celery City experience.
Enjoy two drinks (cocktails or beer $7 value), rose and chocolate for the ladies, branded beer glass for the guys and a ‘Lovers Sushi Roll’ for two! $35 per couple.
We look forward to hosting you!

Cost: $35 per couple

Info: Click here for Facebook Event Page

Valentine’s Cupcake Plate

When: Valentines Weekend!

Where: Brix & Mortar Urban Winery, 117 S Palmetto Ave, Sanford, FL 32771

What: Savor our Raspberry Red Velvet Cream Cheese Trifle this Valentine’s Weekend! We’ll be serving this decadent dessert Friday, the 11th through Monday, the 14th!

Info: Click Here for Facebook Page!

Valentine’s Day Dinner at The Tennessee Truffle

SOLD OUT!! Be sure to follow The Tennessee Truffle on Facebook and Instagram so you don’t miss their future events.

When: February 14th @ 7pm

Where: The Tennessee Truffle, 125 W 1st St

What: Valentine’s Day is upon us and we have a special evening planned for you and your sweetheart! We will have one seating at 7pm on February 14th 2022. Only 15 lucky couples will be joining us.  

Info: Click Here for Facebook Page!

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River Valentine’s Day Cruise

When: February 14th @ 11am-2pm, 3pm-6pm & 7:30pm-10:30pm

Where: St Johns Rivership Co, 433 N Palmetto Ave, Sanford, FL 3277

What: The Barbara-Lee departs from Historic Downtown Sanford almost daily.

All narrated cruises include your choice of chef-prepared entrée, live entertainment and endless hospitality, as well as a well-stocked bar.


Info: Click Here for Website!

Girl Scout Cookies & Wine Pairing

When: February 19th @ 4PM

Where: Luisa’s Cellar | 206 Sanford Ave, Sanford, FL 32771

What: Oh yes we are! Join us for this fun event where we taste 6 Girl Scout Cookies perfectly paired with 6 wines. This event is our Winter Springs-Orlando location.
This is always a fun event that sells out quickly so make sure to reserve your spot asap!
Cost: $30 per person
You will be able to pay gratuity if you wish to do so the day of the event.
Also remember our wine bar will be open that day so you can join us a little before or stay after and relax with us.
6 cookies
6 wines
$5 coupon towards purchase of bottle of wine for retail
Class Material
Exclusive Access to our wine bar

You will pay $10 now and the rest at checkout the day of the event. The reservation is non-refundable but if you need to cancel you can use that credit towards any other event. 

Cost: $30, Click Here for Tickets!

Info: Click Here for Event Facebook Page!

More Sanford Date Ideas:

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Horseback Guided Trail Ride at Hidden Palms Ranch

Where: Hidden Palms Ranch 410 Oakway, Sanford, FL 32773


Are you looking for a way to unplug and get away from the hustle and bustle?
At Hidden Palms Ranch we help horse lovers and nature lovers alike reconnect with the great outdoors. Slow down, unwind, feel the sun on your face, and enjoy the beauty
of the real Florida on horseback. 

Cost: $75-$218

Info: Click Here for Website!

Escape Room Fun at Escape Artist & Locksmith Escape Games

Where: Escape Artists 115 N. Oak Ave/ Locksmith 102 Towne Center Circle


Escape Artists is a real life escape game, located in Historic Downtown Sanford Florida Teams of 2 to 6 players are locked in a room, and will have to work together in order to solve puzzles, decode ciphers, and find secret passages in order to escape within the 60 minute time limit. At Escape Artists, we strive to provide each player the most immersive Escape Game experience possible.

Locksmith Escape Games are here to offer you a time of collaboration with others in order to achieve missions and explore fantastical universes and scenarios.

Cost: Escape Artists $29-$33 per person/ Locksmith $30 per person

Info: Click Here for Escape Artist Website & Here for Locksmith Escape Games

Explore Sanford with a Bike Rental from Pedal Driven

Where: Pedal Driven Co.

What: Downtown Sanford’s best bike shop. We do everything bike related. Sales, service, rentals, and custom builds! Come on by!

Cost: $15 an hour

Info: Click Here for Website!

Tandem Bike Rental from Bicikleta

Where: Bicikleta Bike Shop 229 Magnolia Ave.

What: We create cyclists. We foster passion.Bicikleta Bike Shop, where hospitality and local bike shop meet! We are a welcoming resource to our community, filled with passion, knowledge, and expertise. We offer sales, service & repair.

Cost: $30 two hours, $40 four hours, $50 8 hours, $65 Full Day

Info: Click Here for Website!

Sailing Lessons at U-sail of Central Florida

Where: U-Sail of Central Florida 531 N. Palmetto Ave., A Dock

What: Always dreamed of learning to sail? U-SAIL can help you answer that calling. Lake Monroe is a wonderful place to feel the wind on your face, relax or actively harness the wind. You can start with an introduction to sailing or take the full learn to sail course. Basic Sailing Lessons or all the way up to Coastal Navigation. Know how to sail, looking for access to sailing – check out the U-SAIL Charters and Boat Club 

Cost: Click HERE to be directed to U-Sails Website for more pricing details.

Zip Lines at the Sanford Zoo

Zip Line Adventure at the Central Florida Zoo

Where: 3755 W Seminole Blvd. Blvd.

What: Are you an adventurer seeking a new kind of thrill? Do you love nature and want to see it from a new perspective?

Take flight and view the world from above while navigating through the trees and obstacles that will challenge your body and mind!

Cost: Tickets must be purchased in advance. Click HERE to be directed to the Central Florida Zoos website for more pricing details.

Image from https://www.chefjuvon.com

Fine Dining in your own home by Chef Juvon

Where: Sanford, FL Chef Juvon is located in Sanford, FL and brings

What: Elevated At-Home Fine Dining, is a luxury eggperience you would only imagine having in a 5-star restaurant. If you have a special occasion coming up, let us cater to your desires with an exquisite 4-course meal that will be both memorable and delicious!

Chef Ju’von’s Personal Chef & Catering has a great abstract spin on food. Comes from various cultures and ethnic backgrounds. Born and raised in New York City, Chef is known for delivering delicious, nutritious, personalized meals for you and your family.

As an Award-Winning Chef, he has cooked for numerous celebrities, athletes, and entertainers. Today and for the past ten years, Chef Ju’von has honed his skills as a Personal Chef at an array of settings, including private homes, weddings, bridal showers, rehearsal dinners, large events and even backyard BBQ’s.

We provides personal chef eggcperiences and catering for any type of occasion. Regardless of the genre or culture, he is on hand for preparing meals both large and small in distinctly elegant or simple locations. We proudly serve the U.S Abroad. 

Cost: Starting at $399.99 Click HERE to be directed to Chef Juvon’s website for more pricing details.