Naples, Florida is a popular vacation destination not only due to its waterfront location but also because it has an undeniably warm and unique local culture to make you feel at home during your stay in a Naples vacation rental. This culture can be best experienced through exploring Downtown Naples, where you can find delicious restaurants and bars as well as eccentric shopping.
Follow our guide of things to do in Downtown Naples to experience all culture the city has to offer.
Downtown Naples Florida Restaurants
Caffe Milano
Caffe Milano is a popular Naples restaurant with charm. It has traditional Italian décor and a delicious menu, including classic Italian pastries and savory dishes. One of the standout items on the menu is the cappuccino, made with rich, creamy milk and expertly brewed espresso. The Caprese salad and other salads, sandwiches, pizza, and small plates are also locally famous.
The environment is serene for relaxation. The café has a variety of coffee and tea as well as a selection of wine and beer. The most iconic item on the menu is gelato, made with fresh, high-quality ingredients and expertly churned to the perfect texture. Overall, Caffe Milano is a must-visit destination for anyone traveling to Naples.
Tommy Bahama Restaurant and Bar
In Naples, Florida, a chain of eateries and bars called Tommy Bahama offers drinks and food perfect for an island vacation. The setting, which includes bamboo accents and palm trees, is motivated by the brand’s laid-back, island-inspired lifestyle. With tasty and exquisitely presented meals, the menu specializes in seafood and tropical cuisine.
Dishes on the menu include Coconut Shrimp, which are wrapped in crispy coconut and served with a sweet chili dipping sauce. The bar area is awe-inspiring, with a large central bar and outdoor seating area overlooking a beautiful water feature. Anybody seeking a tropical eating experience should add this restaurant to their trip!

Del Mar Naples
Del Mar Naples is a restaurant that offers exquisite Italian cuisine in downtown Naples, Florida. It boasts an elegant yet relaxed atmosphere, with contemporary décor and an open-air dining area that offers breathtaking views. One standout dish is the Grilled Octopus appetizer, served with fingerling potatoes, cherry tomatoes, olives, and capers.
The Lobster Ravioli comes with a creamy tomato sauce and fresh basil. Grilled Branzino served with roasted vegetables, lemon butter sauce, and the Braised Short Rib with creamy polenta and roasted mushrooms. The Tiramisu or the Chocolate Budino are made with layers of espresso-soaked ladyfingers and creamy mascarpone cheese to cap off the meal. The menu at Del Mar Naples features a range of classic Italian dishes and unique creations. Del Mar Naples is the perfect restaurant for delicious Italian cuisine in a stunning setting.
Osteria Tulia
Osteria Tulia is one of Naples’ best Italian restaurants known for its rustic yet elegant atmosphere and farm-to-table cuisine. An outstanding feature of Osteria Tulia’s menu is its commitment to using fresh, locally sourced ingredients, many of which come from nearby farms and fisheries.
One dish that is a local favorite is the handmade pasta with braised rabbit ragu cooked to a perfect al dente. The rabbit ragu is rich and savory, with just enough tomato and herbs. A popular menu item is a wood-fired pizza with spicy soppressata, tomato sauce, mozzarella cheese, and a sprinkling of chili flakes. Osteria Tulia also offers an impressive selection of cocktails, wines, and beers to pair with their meal.
The restaurant features an open kitchen, allowing diners to watch their meals prepared. It has a cozy outdoor patio, perfect for enjoying a drink or a meal on a warm Florida evening.
Plan Your Visit
Find the perfect Naples Florida vacation home for your next trip. From beautiful beachfront properties to cozy condos, plan your stay today and discover all that this sun-kissed paradise has to offer.
Bars in Naples
Bar Tulia
Bar Tulia is a charming establishment known for its exceptional cocktails and exquisite small plates. The interior is inviting and sophisticated, with a warm color scheme and comfortable seating. The inspiration for the food menu is from traditional Italian cuisine but with a modern twist.
The bar area is well-stocked with a wide variety of spirits, and the expert bartenders are always happy to create a custom cocktail to suit your tastes. The small plates are for sharing, and the pasta dishes are noteworthy. The seafood dishes are also excellent, with a focus on locally-sourced ingredients.
The bar has an extensive list of classic and creative libations, and the bartenders are knowledgeable and passionate. Overall, Bar Tulia is an excellent choice for anyone looking for exceptional food and drink in a stylish and welcoming setting.
D’amico’s the Continental
D’amicos the Continental serves classic cocktails, wine, beer, and spirits. It has an extensive list featuring some of the finest wines from Italy and worldwide and traditional cocktails such as martinis, Negronis, and Manhattans.
For those who prefer beer, the restaurant offers a selection of local and international brews, including craft beers from some of the best breweries. The drinks menu complements the restaurant’s outstanding cuisine, and the knowledgeable staff is always on hand to help guests choose the perfect drink to enhance their dining experience.

Whiskey Park
Looking for a lively spot to indulge in great food, drinks, and an inviting atmosphere in Naples, Florida? Look no further than Whiskey Park! This popular bar and restaurant boasts an impressive selection of whiskeys and a menu of classic American dishes with a modern twist. The stylishly designed interior, with warm lighting and modern finishes, creates a comfortable and inviting ambiance.
Whiskey Park is a must-visit destination for anyone looking to enjoy creative and delicious cocktails, great food, and a fun vibe.
Shopping in Downtown Naples
Naples, Florida, is known for its pristine beaches, upscale dining, and world-class shopping. Downtown Naples is home to high-end boutiques, designer shops, and specialty stores nestled amongst historic buildings and charming streets.
One of the most popular destinations for shopping in Naples is Fifth Avenue South, lined with an array of upscale boutiques, specialty shops, and art galleries. Another must-visit shopping destination is Third Street South, home to a mix of high-end boutiques, shops, and charming cafes and restaurants. If you’re in the market for antiques, head to the Naples Design District.
Tin City is a waterfront shopping complex containing boutique shops, restaurants, and art galleries in historic tin-roofed buildings. The Naples Winery offers a variety of locally-made wines and wine-related gifts. Downtown Naples is the place to be for a shopping experience that combines luxury and charm.
Where to Stay in Naples
Naples, Florida is a popular vacation destination, and our vacation rentals are a great way to experience all that the city has to offer. Choose from a variety of Naples rentals ranging from cozy condos to luxurious beach homes. We have the perfect property for any group. Contact the team at NaplesFloridaVacationHomes.com to make your reservation for your preferred rental.

