The Hottest Naples Fifth Avenue Restaurants For Your Date Night

One of the most exciting and most popular destinations in Southwest Florida is Fifth Avenue South in Naples. This street is lined with fabulous downtown boutiques and elegant restaurants, accompanied by live music, creative arts and monthly local events – perfect for a romantic evening. Here are the hottest Naples Fifth Avenue restaurants for your date night.

Osteria Tulia

One of the hottest Fifth Avenue restaurants that locals enjoy is Osteria Tulia. As Florida’s first osteria, visitors will love the Italian-style farmhouse design and of course, the delicious entrees. The perfect spot for a night of romance or just a casual weekend dinner. With delicious pasta entrees, creative pizzas and signature cocktails, you’ll want to add reservations at Osteria Tulia to your calendar.

Chops City Grill

For those looking for a premium steakhouse in Downtown Naples, look no further than Chops City Grill. Located on Fifth Avenue South, this award-winning restaurant is sure to impress your date. With beautiful cocktails, a place to see and be seen, as well as extraordinary steaks, residents and visitors alike will love Chops City Grill.

The French Brasserie Rustique

The French is a fun and vibrant restaurant located on Fifth Avenue South. Created by Vincenzo Betulia, award-winning chef and leader in the Southwest Florida culinary scene, this restaurant centers around Parisian brasseries and French-style dining. Complete with romantic street-side seating and an inviting indoor atmosphere, The French is the perfect spot for a night on the town.  Serving classical French meals and coastal dishes, take your date to France in Downtown Naples.

Bistro 821

Another amazing restaurant in Downtown Naples is Bistro 821. This romantic restaurant created by Executive Chef Jessie Housman serves innovative entrees inspired by Asian, European and domestic flavors. Established in 1994, this restaurant is sure to enhance any date night with its gorgeous venue, large bar, one-of-a-kind dishes, and delicious desserts. Enjoy tastes from around the world, all in the center of Fifth Avenue South.


HobNob is the perfect place for a fun-filled night on the town. Serving American-style fresh and flavorful dishes, every item on the menu is as beautiful as it tastes. Here you can order fresh seafood, perfectly cooked steaks, creative cocktails, and appetizing desserts all while enjoying entertainment on the weekends. Enjoy a night you won’t forget – only at HobNob.

Live at Quattro at Naples Square

Quattro at Naples Square is Downtown Naples’ newest luxury residences, located just down the street from Fifth Avenue South, just a short drive from all the previously mentioned restaurants.

Quattro at Naples Square is designed with spacious residences ranging from more than 2,000 to over 3,400 square feet. With multiple floorplans from which to choose, you can find luxury condominiums that fit all your wants and needs. With less than 10% of the residences remaining, interested buyers must act quickly as their chance to live in Downtown Naples are running out.

On the nights that residents plan on staying in, the perfectly designed kitchens at Quattro are truly ideal for any chef. For starters, each Quattro residence is designed with a Sub-Zero refrigerator and an under-counter Sub-Zero wine cooler with a 46-bottle capacity so that you can make any night a special one. Not to mention the Wolf five-burner gas cooktop and Miele 24-inch built-in dishwasher useful for cooking and cleaning your favorite date night recipes.

The amenities continue with a pool, hot tub, oversized pool deck, chaise lounges, grilling areas, fire pit and more all located on the resort-style amenity deck. Whether you’re relaxing with a glass of wine on Fifth Avenue South, on the lovely amenity deck, or in the comfort of your own luxury condominium, Quattro offers its owners access to a life of pleasure in a premier location.

For more information on Quattro at Naples Square, visit or call the sales office at 239.228.5800.