From cozy dining to lively entertainment, discover the top spots!
Explore a vibrant neighborhood filled with great food, welcoming service, and unforgettable activities for you and your partner.
Nothing says romance like fine dining! River & Post is the epitome of fancy! This high end restaurant is great for a date night and delivers monstrous flavors in their meals. They serve a great deal of wines and cocktails that would be a great pair with a meal. Their entrees include Togarashi Seared Ahi Tuna and Blackened Fish Tacos. And that’s not all. River & Post also has live music!
River & Post, 1000 Riverside Ave, Jacksonville, FL 32204, United States
The Riverside Arts Market is so cool! Small businesses come together and bring their best creations! This means that artists, cooks, and more come from all over the area to share their talents. It’s been recognized as one of the best events for entertainment in Florida! It’s a nice event to explore and we definitely suggest having a date night here!
Riverside Arts Market, 715 Riverside Ave, Jacksonville, FL 32204, United States
Explore the beauty of arts, gardens, and education at the Cummer Museum. The museum is rich in culture and history, and absolutely stunning! You’ll have numerous conversations while viewing the art pieces. They also offer products for sale at the museum, as well as programs and adult classes that are perfect for a pair.
829 Riverside Ave, Jacksonville, FL 32204, United States
Step into sweet nostalgia at Waffle Cone in Five Points, where this beloved family-owned ice cream shop serves up happiness in every scoop! Whether you're craving classic soft serve, need dairy-free or sugar-free options, or want to indulge in a premium sundae or shake, they've got you covered with something for everyone. Don't miss their homemade waffle bowls and chocolate hand-dipped cones that keep locals coming back for more! With its warm, welcoming atmosphere and delicious treats, Waffle Cone has become a cherished community favorite that makes every visit feel special.
822 Post St, Jacksonville, FL 32204-3904, United States
Elevate your experience at Prospect Five Points, where exceptional wine meets outstanding food! This premier wine bar serves specialty flatbreads, charcuterie boards, truffle fries, and incredible brunch, all paired with carefully curated wines. Don't miss their legendary daily happy hour from 3-6PM featuring discounted flatbreads, wine, and cocktails. Whether it's date night or girls' night out, Prospect delivers quality and style every time!
1521 Margaret St, Jacksonville, FL 32204, United States
Experience #5PointsMagic at Hawkers, where high-energy vibes meet seriously delicious Asian street food! This Riverside favorite brings the heat with their legendary roti, Pork Belly Baos, Korean Twice Fried Wings, and Beef Haw Fun. Can't decide? Try the pad thai, eggrolls, or dumplings! Built with passion and served with non-stop energy, Hawkers delivers a total vibe that's pure Duuuuuval magic!
1001 Park St, Jacksonville, FL 32204-3907, United States
Wake up at BREW Five Points, your neighborhood café serving the best coffee and kolaches in historic Five Points! This casual spot features locally roasted coffee, house-made syrups, all-day breakfast sandwiches, breakfast tacos, and a pastry case full of favorites. Whether you're grabbing a morning latte, afternoon matcha, or working remotely, BREW delivers good coffee, good food, and good times—always!
1024 Park St, Jacksonville, FL 32204-3908, United States
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Eboni is a blogger for the Stuff to Do in Jacksonville City Guide. For more insight on the best events and things to do in the Jacksonville area, download the UNATION app and follow @StufftoDoinJacksonville on Instagram, Facebook, YouTube, Pinterest, and TikTok.

