Naples, Florida, known for its pristine beaches, upscale shopping, and vibrant arts scene, offers a delightful mix of relaxation and adventure. This itinerary is divided into eight sections, each focusing on a different aspect of what makes Naples a unique and captivating destination.
Landmark
Naples Pier
Start your exploration of Naples with a visit to the iconic Naples Pier. Originally built in 1888, the pier stretches 1,000 feet into the Gulf of Mexico and offers stunning views, especially at sunset. It’s a popular spot for fishing, and no fishing license is required. Stroll along the pier, watch for dolphins, and enjoy the serene surroundings. Nearby, you’ll find the historic Palm Cottage, the oldest house in Naples, offering a glimpse into the area’s past.
Naples Botanical Garden
The Naples Botanical Garden is a 170-acre paradise that showcases plants from around the world. The garden features seven distinct natural habitats and ecosystems, from Brazilian landscapes to Southeast Asian flora. Stroll through the butterfly garden, explore the interactive children’s garden, and take in the vibrant displays of tropical flowers. The garden also hosts special events and educational programs throughout the year.
Corkscrew Swamp Sanctuary
A visit to the Corkscrew Swamp Sanctuary is a must for nature enthusiasts. This 13,000-acre preserve is home to a diverse array of wildlife, including alligators, wood storks, and the rare ghost orchid. The sanctuary features a 2.25-mile boardwalk that winds through pine flatwoods, wet prairie, and marsh habitats. The serene surroundings and abundant wildlife make it a perfect spot for birdwatching and photography.
Food and Cuisine
Breakfast at The Café
Start your day with a delicious breakfast at The Café, located in the heart of downtown Naples. This charming eatery offers a variety of breakfast options, including avocado toast, Belgian waffles, and the popular Naples Breakfast, featuring eggs, bacon, and fresh fruit. Enjoy your meal on the outdoor patio while taking in the vibrant atmosphere of Fifth Avenue South.
Lunch at Tommy Bahama Restaurant & Bar
For a laid-back lunch, head to Tommy Bahama Restaurant & Bar. Located near the beach, this tropical-themed restaurant offers a menu filled with island-inspired dishes. Try the blackened mahi-mahi tacos, coconut shrimp, or the famous macadamia nut crusted snapper. Pair your meal with one of their signature cocktails, like the coconut cloud martini or the pineapple paradisio.
Dinner at Truluck’s
For an upscale dining experience, visit Truluck’s Seafood, Steak, and Crab House. Known for its fresh seafood and prime steaks, Truluck’s offers an elegant setting perfect for a special night out. Start with the lobster bisque or the crab cake, and for the main course, try the South African lobster tail or the bone-in ribeye. The restaurant also boasts an extensive wine list and live music in the evenings.
Dessert at Kilwins
No visit to Naples is complete without a stop at Kilwins for dessert. This beloved ice cream and confectionery shop offers a tempting array of sweet treats, from hand-paddled fudge and caramel apples to homemade ice cream. Try a scoop of their famous toasted coconut ice cream or indulge in a chocolate-dipped pretzel.
Entertainment
Artis—Naples
Artis—Naples is the premier cultural destination in Southwest Florida, home to the Naples Philharmonic and The Baker Museum. The venue hosts a wide range of performances, including classical concerts, Broadway shows, and contemporary dance. Check the schedule to see what’s playing during your visit and enjoy a night of world-class entertainment. The Baker Museum, located on the same campus, features an impressive collection of modern and contemporary art.
Naples Zoo at Caribbean Gardens
The Naples Zoo at Caribbean Gardens is a fun and educational destination for visitors of all ages. The zoo is home to a variety of animals, including lions, giraffes, and alligators. Don’t miss the Primate Expedition Cruise, a guided boat tour that takes you around the islands where the zoo’s primates live. The zoo also offers daily shows, feedings, and educational programs.
Sugden Community Theatre
For a taste of local culture, visit the Sugden Community Theatre, home to The Naples Players. This community theater produces a wide range of shows, from classic plays and musicals to contemporary dramas and comedies. The intimate setting and talented cast make for a memorable evening of live theater. Be sure to check the schedule and book your tickets in advance.
Culture
The Baker Museum
The Baker Museum, part of the Artis—Naples campus, is a leading cultural institution in Southwest Florida. The museum’s collection includes modern and contemporary art, with a focus on American, Latin American, and European works. The museum also hosts traveling exhibitions, lectures, and educational programs. The stunning architecture and beautiful sculpture garden add to the museum’s appeal.
Naples Art Association
The Naples Art Association, located in the Naples Art District, is a hub for local artists and art enthusiasts. The association hosts rotating exhibitions, art classes, and workshops throughout the year. The center also features a gift shop where you can purchase unique, handcrafted items made by local artists. The annual Naples National Art Festival, held in February, is one of the top art festivals in the country and attracts artists and visitors from all over.
The Holocaust Museum & Cohen Education Center
The Holocaust Museum & Cohen Education Center is dedicated to preserving the history and lessons of the Holocaust. The museum features a permanent collection of artifacts, photographs, and personal stories of survivors. Educational programs and special exhibitions aim to promote tolerance and understanding. A visit to the museum provides a powerful and moving experience.
Outdoor Activities
Clam Pass Park
Clam Pass Park is a beautiful natural area that offers a variety of outdoor activities. The park features a scenic boardwalk that winds through a mangrove forest and leads to a pristine beach. Visitors can enjoy swimming, sunbathing, and shelling on the beach, or rent a kayak or paddleboard to explore the calm waters of Clam Pass. The park also has picnic areas and a tram service that runs from the parking lot to the beach.
Delnor-Wiggins Pass State Park
Delnor-Wiggins Pass State Park is one of the most popular beach destinations in Naples. The park offers a mile-long stretch of white sandy beach, perfect for swimming, sunbathing, and snorkeling. The park’s natural areas are home to a variety of wildlife, including shorebirds, dolphins, and manatees. Visitors can also enjoy fishing, picnicking, and hiking on the park’s trails. The observation tower provides stunning views of the surrounding area.
Naples Bay Resort and Marina
For a day of water-based fun, head to the Naples Bay Resort and Marina. The marina offers boat rentals, fishing charters, and guided eco-tours. Rent a boat for a day and explore the beautiful waters of Naples Bay, or take a guided tour to see dolphins, manatees, and other wildlife. The resort also has a full-service spa, fitness center, and several restaurants, making it a perfect place to relax and unwind after a day on the water.
Shopping
Fifth Avenue South
Fifth Avenue South is the heart of downtown Naples and a premier shopping destination. The street is lined with a mix of upscale boutiques, art galleries, and specialty shops. Browse for unique clothing, jewelry, and home decor, or stop by one of the many art galleries to see works by local and international artists. Fifth Avenue South also offers a variety of dining options, from casual cafes to fine dining restaurants, and hosts events such as the annual Christmas Walk and Tree Lighting Ceremony.
Third Street South
Just a short walk from Fifth Avenue South, Third Street South is another popular shopping district in Naples. This charming area features a mix of high-end boutiques, antique shops, and gourmet food stores. The historic Old Naples ambiance, with its tree-lined streets and colorful buildings, adds to the shopping experience. Don’t miss the weekly Third Street South Farmers Market, where you can find fresh produce, baked goods, and handmade crafts.
Waterside Shops
For a luxury shopping experience, visit the Waterside Shops in North Naples. This open-air shopping center features over 60 high-end stores, including designer brands such as Gucci, Louis Vuitton, and Tiffany & Co. The beautifully landscaped center also has a variety of dining options, from casual eateries to upscale restaurants. The Waterside Shops often hosts special events and seasonal promotions, making it a great place to shop and dine.
History
Naples Historical Society’s Historic Palm Cottage
The Historic Palm Cottage, managed by the Naples Historical Society, is the oldest house in Naples and offers a fascinating glimpse into the city’s past. Built in 1895, the cottage is listed on the National Register of Historic Places and features original furnishings and artifacts. Guided tours provide insights into the early days of Naples and the pioneers who helped shape the community. The adjacent Norris Gardens are also worth a visit, showcasing native plants and historic landscaping.
Collier Museum at Government Center
The Collier Museum at Government Center is dedicated to preserving and showcasing the history of Collier County. The museum features exhibits on the area’s Native American heritage, early settlers, and the development of the region. Outdoor displays include historic buildings, a logging locomotive, and a traditional Seminole village. The museum also hosts educational programs and special events throughout the year.
Marco Island Historical Museum
Located just a short drive from Naples, the Marco Island Historical Museum offers a comprehensive look at the history and culture of Marco Island and the surrounding area. The museum’s exhibits cover the region’s Calusa Indian heritage, pioneer history, and modern development. Highlights include the replica of a Calusa village and the Key Marco Cat, a rare artifact from the Calusa civilization. The museum also hosts temporary exhibitions and educational programs.
Beaches
Vanderbilt Beach
Vanderbilt Beach, located in North Naples, is one of the most popular beaches in the area. The beach offers soft white sand, clear blue waters, and a range of amenities, including restrooms, showers, and picnic areas. Visitors can rent beach chairs, umbrellas, and water sports equipment, or simply relax and enjoy the beautiful surroundings. The beach is also known for its excellent shelling and stunning sunsets.
Lowdermilk Beach Park
Lowdermilk Beach Park is a family-friendly beach located near downtown Naples. The park features a large beachfront area with plenty of space for swimming, sunbathing, and beach games. Amenities include picnic tables, volleyball courts, and a playground for children. The park also has a concession stand that offers snacks and beverages. With its calm waters and well-maintained facilities, Lowdermilk Beach Park is a great spot for a relaxing day by the sea.
Barefoot Beach Preserve
Barefoot Beach Preserve is a hidden gem located in North Naples. This pristine beach is part of a 342-acre nature preserve and offers a tranquil escape from the more crowded beaches. The preserve features a mile-long stretch of unspoiled beach, as well as walking trails, picnic areas, and a butterfly garden. The calm, clear waters are perfect for swimming and snorkeling, and visitors can often spot dolphins and manatees offshore.
Festivals and Events
Naples Winter Wine Festival
The Naples Winter Wine Festival is one of the most prestigious wine and food events in the country. Held annually in January, the festival features wine tastings, gourmet dinners prepared by celebrity chefs, and live auctions. Proceeds from the event benefit the Naples Children & Education Foundation, supporting local children’s charities. The festival attracts wine enthusiasts and philanthropists from around the world and offers a unique opportunity to enjoy exceptional wines and culinary delights.
Naples International Film Festival
The Naples International Film Festival, held annually in October, showcases independent films from around the world. The festival features a diverse lineup of feature films, documentaries, and short films, with screenings held at various venues around Naples. The event also includes panel discussions, Q&A sessions with filmmakers, and special events. The festival provides a platform for emerging filmmakers and offers a great opportunity for film lovers to discover new talent.
Swamp Buggy Races
The Swamp Buggy Races, held three times a year at the Florida Sports Park, are a unique and exciting tradition in Naples. The races feature custom-built swamp buggies racing through a muddy track, providing plenty of thrills and spills for spectators. The event also includes a parade, live music, and family-friendly activities. The Swamp Buggy Races are a must-see for visitors looking for a taste of local culture and excitement.
Naples, Florida, offers a wealth of experiences for travelers, from its beautiful beaches and vibrant arts scene to its rich history and outdoor adventures. Whether you’re exploring landmarks, indulging in delicious cuisine, or enjoying entertainment, this itinerary provides a comprehensive guide to making the most of your visit to this charming Gulf Coast destination.