The Ultimate Date Guide for Jacksonville’s Taste of Winter



If you’re trying to find a partner for cuffing season, then this is the date guide for you! And if you’re wondering what to do with your new date, fret not, dear friends. Jacksonville has tons of options for you to charm your lucky lady or gentleman!

Adventure Landing “A Season to Share”

Ice skating, s’more roasting, reindeer games and more… Talk about getting cozy with your date! Picture you and that special someone having a blast and they’re shivering just a bit. This is your chance to throw your arms around them and warm them up! Plus, s’mores and hot cocoa will help spark some romance! (Adventure Landing // Nov 22 – Jan 6 // $13+)

Christmas Made in the South 

This 31st annual Christmas Made in the South event is welcoming over 300 artists and makers from around the country to show off their spectacular work! If you want to impress your date, why not take him or her for a stroll through this event? You have 3 days to give it a chance! (Prime Osborn Convention Center // Nov 29 – Dec 1 // $8+)

Jacksonville Symphony

From traditional carols and sing-along medleys to a special Santa Claus dance, ’tis the season to enjoy the Jacksonville Symphony and their holiday shows. If you want to enjoy the festive season with your date, this show is a sure way to do it. (Robert E. Jacoby Symphony Hall // Dec 5-8 // $19+)

Catty Shack Ranch

Catty Shack Ranch is awesome because they rescue lions, tigers and other big cats (along with some other neat critters) and let the public come check them out! With tours, feedings and carcass-ripping shows, you can definitely impress an animal-lover date here. (Catty Shack Ranch // Times Vary // $10+)

Riverside/Avondale District

It sounds kind of vague, but try taking your date to the Riverside area for a good time! With delicious restaurants, quaint coffee shops, the Cummer Museum of Arts and Bold City Brewery, there’s a lot to do. Start off with a nice stroll and pop in for some food if you’re having a grand ‘ole time! (Riverside Historic District // Times Vary // Prices Vary)

Zoo Lights

Animals, beautiful scenery and sparkling lights set a romantic ambiance, don’t they? With nice areas to stroll, food and drink and plenty of pretty lights to see, this is a can’t-miss winter date! (Jacksonville Zoo // Nov 27 – Jan 19 // $14)

St. Johns Town Center

You might want to avoid this area if you can’t stand crowds around the holidays. HOWEVER, it gets packed because it’s so fun! With plenty of festive things to do and beautiful decor, the St. Johns Town Center has tons of good shops and so much food. If you can snag a date that enjoys shopping and strolling, take them here! (St. Johns Town Center // 10 a.m. – 9 p.m. // Prices Vary)

99¢ Bowling and Karaoke

Bowling is always fun, but it’s even better when it’s only 99¢. Why not bring your date for a fun night of karaoke and bowling for 99¢ Mondays? You can spice up your routine and swing by the Phoenix Bar & Bowling for a great time. (Phoenix Bar & Bowling // 3 p.m. – 2 a.m. // $1)

Riverside Arts Market + New Brews

Check out a new beer from a different brewery on the first Saturday of every month at the Riverside Arts Market! Beers are $5 each and proceeds benefit the Riverside Arts Market/Riverside Avondale Preservation. Plus, there is crafty art, food trucks, farmers, live music and more. It’s a perfect environment for a casual first date! (715 Riverside Ave // 10 a.m. – 3 p.m. // Vendor Costs)

Football + Hoptinger

Beach bars are always fun, but if you’re looking for more of a double date venue, we recommend going to Hoptinger when there’s a football game on! This bar has become more of a sports bar during weekends, so it’s a fun, casual environment for anyone looking to keep it chill. (Hoptinger – Beachside // 11 a.m. – 2 a.m. // Menu Costs)


Who doesn’t love donuts? Take your date to one of the hottest spots in Jacksonville– Minibar! With mini donuts, coffee and beer, you get all the tastiest options available! Plus, it’s a quaint little environment, so you could sit and talk for a while. (Minibar // 7 a.m. – 5 p.m. // Menu Costs)

The Florida Theatre

With a classic movie playing, The Florida Theatre is a great spot to go old school. With a particular charm that makes you feel like you traveled back in time, it sets a romantic stage. Also, the Nutcracker will be shown here Dec 13th and 14th if you want a classic Christmas show! (The Florida Theatre // Times Vary)

Prohibition Kitchen

A restaurant on the rise, Prohibition Kitchen takes you back into the illegal world of flapper dresses, speakeasies, moonshine and swing. If you’re willing to make the trip to St. Augustine, the local ingredients and delicious brews really make it worth the visit! (Prohibition Kitchen // 12 – 1:30 a.n. // Menu Prices)

Hand & Stone Massage

For couples who are getting serious, Hand & Stone Massage may be the perfect place for a couples massage with hot stones to warm you up this winter! With plenty of options and great pricing, it will be a date to remember! (Hand & Stone Massage // 9 a.m. – 7 p.m. // Prices Vary)

Share the love with us on social by using #FrayLife #JAXFray! If you’re looking for more recommendations, check out our list of best coffee shops in the area.

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