15 ideas for a Romantic Date in Sanford

Whisk your date away to a new locale this Valentine’s Day. From sightseeing and food tours to lakefront views and some of Central Florida’s coolest bars, restaurants and breweries, Historic Downtown Sanford has quickly become a hot spot for couples. 


– SPONSORED –  Easy to get to on the unclogged 417 or by SunRail ride, the charming downtown corridor of this burgeoning Central Florida's town boasts dozens of opportunities for date nighters. Here are a few of our favorite ideas for date night (and Valentine's Day) in Sanford: 

1. Attend Alive After 5

Alive After 5 is Sanford’s monthly free block party event featuring a new theme each month. This month’s event takes place on February 14 and the theme is Pardi Gras. Enjoy live music from Brown Bag Brass Band, food, craft beer, and shopping, all with a dash of Mardi Gras and Valentine’s Day flair.

Image credit: Alive After 5 in Historic Downtown Sanford

2. Go on a self-guided brewery crawl.

Of the 26 breweries listed in the current edition of the Central Florida Ale Trail, four of them are located in Historic Downtown Sanford. Bonus: they’re all within walking distance of one another. Pick up a free map at any participating brewery and visit them all.

Sanford Beer Week 2018

3. Book dinner for two at a local restaurant

German, Belgian, American, farm-to-table, desserts… Sanford has a diverse collection of restaurants to explore. Research ahead to plan the perfect dinner, or just set out on a spontaneous stroll, stopping along the way to try anything that looks interesting. You'll find a few Valentine's Day specials and happenings in this Sanford365 post.

4. Clink glasses at a local watering hole

Complimenting the diverse dining scene, lively breweries, craft cocktail hotspots, wine bars, and historic buildings repurposed into inventive places to imbibe are around nearly every corner. Consider a nightcap at one of these local bars.

The Stranded Sailor Pub Sanford
Image credit: @drinksanford 

5. Join a tour

Sanford has such an abundance of eateries, sights, shops, and places to enjoy a refreshing adult beverage that it can be tough to squeeze everything into just one day or night. Consider joining a food tour, sightseeing river cruise, or pub crawl tour.

6. Explore the Sanford Riverwalk

Wander just off Historic Downtown Sanford’s main drag and you’ll come to the shore of Lake Monroe. Stroll hand in hand along the Sanford Riverwalk, a 2-mile paved trail along the lake. Along the way, stop and take a seat on one of the benches or couples' swings, each offering the ideal place to watch beautiful sunsets and sunrises over the marina. Alternatively, rent a few bikes in town for a leisurely cruise. Here’s a handy map

Free Things to Do in Orlando This Summer
Image credit: Arlene Laboy

7. Have a food truck date

On the 3rd Saturday of each month, 12+ food trucks gather in Historic Downtown Sanford for the monthly Sanford Food Truck Fiesta. There’s plenty of seating, an outdoor bar, and live music.

8. Shop for something special

You won’t have to wander Sanford’s charming streets for long before stumbling upon unique boutiques, specialty shops and art galleries. Start with a stroll down 1st St and see what you find along the way.

9. See a show

The Wayne Densch Performing Arts Center is a hub for concerts, theater and film. Line up your visit with an upcoming event like the annual Love Your Shorts Film Festival February 7-10, or the Sanford Jazz Ensemble February 17.

10. Visit the Zoo

Give your Valentine’s Day a wild twist with a stop at the Central Florida Zoo. While small in size, the zoo is packed with charm. 

Sunset at the Zoo at Central Florida Zoo
Image credit: Central Florida Zoo

11. Check out a local market

You’ll find the Sanford Farmer’s Market at Magnolia Square every Saturday from 10am-3pm. Or, visit the Sanford Indie Market February 17 from 11am-5pm. This twice-annual event includes vintage pieces, art, handmade items and more plus food, live music, and adult beverages.

12. Hop on and off the free trolley

The City of Sanford has a free trolley service Monday-Saturday that’s especially helpful if you’re arriving in town at the SunRail station. While the SunRail doesn't run on Saturdays, you can still hop on and off the trolley in historic downtown. The trolley runs hourly from noon-7pm Monday-Thursday and Saturday and has extended hours on Fridays until 8:15pm. Check out all of the stops here

13. Savor something sweet

From homemade marshmallows to indulgent baked goods, there are multiple places in town to satisfy your sweet tooth. Consider checking out a local bakery or sweet shop after dinner as part of a mini progressive dinner crawl.

Photo by Brooke Fehr

Feature image credit: City of Sanford

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