
Naples Introduction Walking Tour (Self Guided), Naples
Sitting on the Gulf of Mexico, Naples, Florida is known mostly for its high-priced homes, pristine white-sand beaches, and numerous golf courses. Naples is the self-titled "Golf Capital of the World", having one of the highest numbers of golf holes per capita. The city is also known for its appeal to retirees, who make up a large percentage of the population.
The region was originally home to the indigenous Calusa people, who lived here for thousands of years before Spanish explorer Juan Ponce de León arrived in 1513. Naples was founded in 1886. Early promoters compared its mild climate and scenic bay to that of the famed coastal city of Naples in Italy. The comparison stuck and the place quickly gained popularity. By the 1880s, Naples, Florida, was marketed as a paradise for wealthy visitors seeking warmth and relaxation.
The mid-20th century saw its rapid expansion. In 1949, Naples officially became a city. Over the years, it has evolved into a place for high-end tourism and year-round living. Today, Naples is a premier waterfront destination.
A walk through Naples blends past and present. Bayfront Place offers a waterfront escape with vibrant restaurants and boutiques, while Tin City, once a hub for commercial fishing, retains its rustic charm with tin-roofed buildings now housing shops and eateries. Nearby, Fifth Avenue South serves as the city’s main artery, lined with elegant galleries, fine dining, and historic architecture, including the Olde Naples Building, a nod to the city’s past. Similarly, the Naples Mercantile Building reflects the town’s early development, where businesses catered to both locals and seasonal visitors.
For those who appreciate history, Third Street South offers a picturesque setting with carefully preserved structures, leading to Palm Cottage, the oldest house in Naples. Built in 1895, this landmark tells the story of the city’s early settlers and their vision for a tropical retreat. Just a short distance away, the Naples Pier extends into the Gulf, a beloved spot for fishing, dolphin-watching, and catching the area’s famous sunsets. And, of course, no visit is complete without a stop at Naples Beach, where soft sands and calm waters invite relaxation at any time of the day.
Whether you’re here for history, shopping, or the simple pleasure of a beachside stroll, Naples offers a unique mix of old Florida charm and elegance. Explore the city, soak in the sunshine, and experience the timeless appeal that has drawn visitors for over a century.
The region was originally home to the indigenous Calusa people, who lived here for thousands of years before Spanish explorer Juan Ponce de León arrived in 1513. Naples was founded in 1886. Early promoters compared its mild climate and scenic bay to that of the famed coastal city of Naples in Italy. The comparison stuck and the place quickly gained popularity. By the 1880s, Naples, Florida, was marketed as a paradise for wealthy visitors seeking warmth and relaxation.
The mid-20th century saw its rapid expansion. In 1949, Naples officially became a city. Over the years, it has evolved into a place for high-end tourism and year-round living. Today, Naples is a premier waterfront destination.
A walk through Naples blends past and present. Bayfront Place offers a waterfront escape with vibrant restaurants and boutiques, while Tin City, once a hub for commercial fishing, retains its rustic charm with tin-roofed buildings now housing shops and eateries. Nearby, Fifth Avenue South serves as the city’s main artery, lined with elegant galleries, fine dining, and historic architecture, including the Olde Naples Building, a nod to the city’s past. Similarly, the Naples Mercantile Building reflects the town’s early development, where businesses catered to both locals and seasonal visitors.
For those who appreciate history, Third Street South offers a picturesque setting with carefully preserved structures, leading to Palm Cottage, the oldest house in Naples. Built in 1895, this landmark tells the story of the city’s early settlers and their vision for a tropical retreat. Just a short distance away, the Naples Pier extends into the Gulf, a beloved spot for fishing, dolphin-watching, and catching the area’s famous sunsets. And, of course, no visit is complete without a stop at Naples Beach, where soft sands and calm waters invite relaxation at any time of the day.
Whether you’re here for history, shopping, or the simple pleasure of a beachside stroll, Naples offers a unique mix of old Florida charm and elegance. Explore the city, soak in the sunshine, and experience the timeless appeal that has drawn visitors for over a century.
How it works: Download the app "911±¬ÁÏÍø: Walks in 1K+ Cities" from Apple App Store or Google Play Store to your mobile phone or tablet. The app turns your mobile device into a personal tour guide and its built-in GPS navigation functions guide you from one tour stop to next. The app works offline, so no data plan is needed when traveling abroad.
Naples Introduction Walking Tour Map
Guide Name: Naples Introduction Walking Tour
Guide Location: USA » Naples (See other walking tours in Naples)
Guide Type: Self-guided Walking Tour (Sightseeing)
# of Attractions: 9
Tour Duration: 2 Hour(s)
Travel Distance: 3.6 Km or 2.2 Miles
Author: nataly
Sight(s) Featured in This Guide:
Guide Location: USA » Naples (See other walking tours in Naples)
Guide Type: Self-guided Walking Tour (Sightseeing)
# of Attractions: 9
Tour Duration: 2 Hour(s)
Travel Distance: 3.6 Km or 2.2 Miles
Author: nataly
Sight(s) Featured in This Guide:
- Bayfront Place
- Tin City
- Fifth Avenue South
- Olde Naples Building
- Naples Mercantile Building
- Third Street South
- Palm Cottage
- Naples Pier
- Naples Beach
1) Bayfront Place
Bayfront Place, located at the foot of Fifth Avenue South, is an upscale waterfront destination that blends luxury shopping, fine dining, and European-inspired architecture. Overlooking Naples Bay, this vibrant landmark is known for its colorful facades, elegant design, and charming brick-paved walkways, offering visitors a sophisticated yet relaxed atmosphere. With its prime location, Bayfront Place serves as a gateway to Old Naples, attracting both locals and tourists looking for a refined shopping and dining experience.
The shops and galleries at Bayfront Place provide a curated selection of unique finds, from boutique fashion and home décor to fine art and specialty gifts. Visitors can enjoy an exceptional dining experience, with restaurants catering to a range of culinary tastes—from casual waterfront cafés to lavish gourmet dining establishments. The highly trained chefs and culinary teams craft exquisite dishes using premium ingredients, ensuring every meal is an experience in itself.
With its blend of world-class amenities, European charm, and stunning waterfront views, Bayfront Place remains one of Naples’ most sought-after lifestyle destinations, providing an unparalleled experience for residents and visitors alike.
The shops and galleries at Bayfront Place provide a curated selection of unique finds, from boutique fashion and home décor to fine art and specialty gifts. Visitors can enjoy an exceptional dining experience, with restaurants catering to a range of culinary tastes—from casual waterfront cafés to lavish gourmet dining establishments. The highly trained chefs and culinary teams craft exquisite dishes using premium ingredients, ensuring every meal is an experience in itself.
With its blend of world-class amenities, European charm, and stunning waterfront views, Bayfront Place remains one of Naples’ most sought-after lifestyle destinations, providing an unparalleled experience for residents and visitors alike.
2) Tin City
Tin City, located on Naples Bay, is a historic waterfront shopping and dining district that captures the vintage charm of Old Florida. Originally built in the 1920s, this collection of tin-roofed buildings once served as a hub for fishing, clam shelling, and boat construction, supporting Naples’ early maritime industry. By the 1970s, as the fishing businesses faded, the area evolved into a lively marketplace, with seven of the district’s original buildings transformed into what is now known as Tin City. Today, this rustic shopping village is a must-visit destination for locals and tourists alike, offering unique boutique stores, waterfront dining, and a glimpse into Naples’ past.
Visitors to Tin City can explore nearly 70 specialty shops, selling everything from handmade jewelry and local crafts to nautical-themed gifts and bohemian-style clothing. For those looking for a taste of local flavors, Naples Olive Oil Company and Naples Soap Company offer high-quality, regionally made products, while The Naples Winery specializes in Florida-grown wines. Families can indulge in homemade ice cream from M&M’s Café, oversized cookies at 5th Avenue Confectionary, or the famous monkey bread from the Monkey Bread Factory. The shopping experience at Tin City is delightfully eclectic, making it an excellent place to find souvenirs, artisanal goods, and one-of-a-kind keepsakes.
Beyond shopping, Tin City is also a culinary hotspot, featuring several waterfront restaurants with stunning bay views. Riverwalk at Tin City, a long-time favorite, serves up fresh seafood dishes, including fish and chips, fried oysters, and the signature Tin City Fry, featuring a mix of sea scallops, shrimp, and grouper. Guests can enjoy live music, Sunday brunch, and happy hour specials while watching boats cruise by on the Gordon River. Whether you're looking for a unique shopping experience, a taste of local cuisine, or a nostalgic stroll through Old Florida, Tin City offers a charming, relaxed atmosphere that perfectly embodies Naples' coastal lifestyle.
Visitors to Tin City can explore nearly 70 specialty shops, selling everything from handmade jewelry and local crafts to nautical-themed gifts and bohemian-style clothing. For those looking for a taste of local flavors, Naples Olive Oil Company and Naples Soap Company offer high-quality, regionally made products, while The Naples Winery specializes in Florida-grown wines. Families can indulge in homemade ice cream from M&M’s Café, oversized cookies at 5th Avenue Confectionary, or the famous monkey bread from the Monkey Bread Factory. The shopping experience at Tin City is delightfully eclectic, making it an excellent place to find souvenirs, artisanal goods, and one-of-a-kind keepsakes.
Beyond shopping, Tin City is also a culinary hotspot, featuring several waterfront restaurants with stunning bay views. Riverwalk at Tin City, a long-time favorite, serves up fresh seafood dishes, including fish and chips, fried oysters, and the signature Tin City Fry, featuring a mix of sea scallops, shrimp, and grouper. Guests can enjoy live music, Sunday brunch, and happy hour specials while watching boats cruise by on the Gordon River. Whether you're looking for a unique shopping experience, a taste of local cuisine, or a nostalgic stroll through Old Florida, Tin City offers a charming, relaxed atmosphere that perfectly embodies Naples' coastal lifestyle.
3) Fifth Avenue South (must see)
Fifth Avenue South is the heart and soul of Naples, offering a vibrant mix of dining, shopping, arts, and entertainment. As one of the city’s most iconic streets, this lively avenue has evolved from a modest business hub in the 1920s into a thriving downtown destination. Whether you're grabbing a coffee at a charming café, dining at an upscale restaurant, or enjoying live music and theater performances, Fifth Avenue South exudes style and sophistication. Just a short walk from the beach, visitors can spend the afternoon exploring the district’s many attractions before catching a stunning Gulf Coast sunset to end the day.
For those looking to indulge in retail therapy, Fifth Avenue South offers a curated selection of boutiques, designer stores, and specialty shops. Shoppers can discover European fashion at Marilyn’s, trendy city styles at Rouze, or charming children’s clothing at Giggle Moon. Beauty lovers can visit Naples Soap Company for handmade skincare products, unwind with a mani-pedi at PAINT Nail Bar, or experience luxurious spa treatments at The Spa on Fifth. Art enthusiasts will appreciate the diverse collection of galleries, including Native Visions Gallery and Englishman Fine Art, where they can find everything from contemporary pieces to timeless masterpieces.
When it comes to dining and nightlife, Fifth Avenue South is second to none. The avenue is home to nationally acclaimed restaurants such as Sails, known for fresh seafood flown in from around the world, and The French, a Parisian-style brasserie offering live jazz brunches. Italian cuisine is also well represented, with favorites like Pazzo! Cucina Italiana, Osteria Tulia, and Molto Trattoria. For more casual bites, visitors can enjoy steaks and seafood at Yabba Island Grill or grab a refreshing treat from Kilwin’s, Gelato & Company, or Regina’s Ice Cream, a retro-inspired spot serving old-fashioned malts and ice cream sodas.
As night falls, craft cocktail lovers can sip on expertly mixed drinks at Sidebar, unwind at Bar Tulia, or let a bartender create a custom cocktail tailored to their taste. With its upscale yet inviting atmosphere, Fifth Avenue South is a must-visit destination for travelers looking to experience the best of Naples' culture, cuisine, and nightlife.
For those looking to indulge in retail therapy, Fifth Avenue South offers a curated selection of boutiques, designer stores, and specialty shops. Shoppers can discover European fashion at Marilyn’s, trendy city styles at Rouze, or charming children’s clothing at Giggle Moon. Beauty lovers can visit Naples Soap Company for handmade skincare products, unwind with a mani-pedi at PAINT Nail Bar, or experience luxurious spa treatments at The Spa on Fifth. Art enthusiasts will appreciate the diverse collection of galleries, including Native Visions Gallery and Englishman Fine Art, where they can find everything from contemporary pieces to timeless masterpieces.
When it comes to dining and nightlife, Fifth Avenue South is second to none. The avenue is home to nationally acclaimed restaurants such as Sails, known for fresh seafood flown in from around the world, and The French, a Parisian-style brasserie offering live jazz brunches. Italian cuisine is also well represented, with favorites like Pazzo! Cucina Italiana, Osteria Tulia, and Molto Trattoria. For more casual bites, visitors can enjoy steaks and seafood at Yabba Island Grill or grab a refreshing treat from Kilwin’s, Gelato & Company, or Regina’s Ice Cream, a retro-inspired spot serving old-fashioned malts and ice cream sodas.
As night falls, craft cocktail lovers can sip on expertly mixed drinks at Sidebar, unwind at Bar Tulia, or let a bartender create a custom cocktail tailored to their taste. With its upscale yet inviting atmosphere, Fifth Avenue South is a must-visit destination for travelers looking to experience the best of Naples' culture, cuisine, and nightlife.
4) Olde Naples Building
The Olde Naples Building, constructed in 1921, is one of the most historically significant landmarks in Naples. Over the past century, it has served a wide variety of civic and commercial roles, making it a cornerstone of the city's early development.
Originally, the building housed Naples' first town hall, City Council chambers, and courthouse, playing a crucial role in shaping the town's governance. It also held the distinction of being Naples' first pharmacy, playhouse, library, movie theater, post office, real estate office, doctor’s office, and church, making it an indispensable hub for the growing community.
In addition to its government and civic functions, the Olde Naples Building has also been home to various businesses, most recently Fantozzi’s, a well-loved grocery and sandwich shop. Its role as Naples' first movie house brought entertainment and culture to the community, making it a lively gathering place for residents and visitors alike.
Originally, the building housed Naples' first town hall, City Council chambers, and courthouse, playing a crucial role in shaping the town's governance. It also held the distinction of being Naples' first pharmacy, playhouse, library, movie theater, post office, real estate office, doctor’s office, and church, making it an indispensable hub for the growing community.
In addition to its government and civic functions, the Olde Naples Building has also been home to various businesses, most recently Fantozzi’s, a well-loved grocery and sandwich shop. Its role as Naples' first movie house brought entertainment and culture to the community, making it a lively gathering place for residents and visitors alike.
5) Naples Mercantile Building
The Naples Mercantile Building, constructed in 1919, holds the distinction of being Naples' first commercial structure. Located on Third Street South, in the city’s oldest commercial district, this two-story, wood-frame building covered in stucco originally functioned as Naples’ first commissary, providing food and general merchandise to the growing community. As the heart of commerce in early Naples, the Mercantile Building played a vital role in serving local residents and visitors, marking the beginning of the area’s transformation into a thriving shopping and dining destination.
Following World War II, Junkie and Dorette Fleischmann, prominent figures in Naples' development, purchased the Mercantile Building and repurposed it into an antiques market specializing in European furniture and porcelains. Their influence extended beyond this single property, as they acquired and developed additional buildings, ensuring that each structure adhered to the Mediterranean Revival architectural style that defines Old Naples today.
Today, the Naples Mercantile Building continues its legacy of commerce and hospitality, now housing Campiello, an acclaimed Italian restaurant. While its purpose has evolved over time, the building remains a symbol of Naples’ early commercial development, embodying the historical essence of the city’s first business district.
Following World War II, Junkie and Dorette Fleischmann, prominent figures in Naples' development, purchased the Mercantile Building and repurposed it into an antiques market specializing in European furniture and porcelains. Their influence extended beyond this single property, as they acquired and developed additional buildings, ensuring that each structure adhered to the Mediterranean Revival architectural style that defines Old Naples today.
Today, the Naples Mercantile Building continues its legacy of commerce and hospitality, now housing Campiello, an acclaimed Italian restaurant. While its purpose has evolved over time, the building remains a symbol of Naples’ early commercial development, embodying the historical essence of the city’s first business district.
6) Third Street South (must see)
Third Street South, often referred to as the Birthplace of Naples, is a historic and elegant shopping and dining district just a short stroll from the Naples Pier and the Gulf of Mexico. Known for its charming Old Naples architecture, Third Street South is lined with courtyards, antique fountains, and lush tropical landscaping, creating a picturesque and inviting atmosphere. This area offers a vibrant mix of boutiques, fine jewelry stores, and high-end galleries, making it a premier destination for luxury shopping. Visitors can browse through an impressive selection of fashion, home décor, antiques, and rare collectibles, while also indulging in personalized services at salons and spas.
Beyond shopping, Third Street South is a culinary hotspot, offering a diverse range of renowned restaurants, bistros, and cafés, many with outdoor seating and pet-friendly patios. Diners can enjoy fresh seafood, gourmet dishes, and extensive wine lists, with live music enhancing the ambiance. Many of the restaurants provide takeout and catering services, ensuring that visitors can savor the flavors of Third Street South wherever they go. A highlight of the experience is the opportunity to dine al fresco and then take a sunset walk along the beach or pier, making it a perfect evening in Naples.
For art lovers, Third Street South is home to the highest concentration of art galleries in Southwest Florida, showcasing contemporary, modern, and 19th-century works alongside pieces from regional and international artists. The district is also Wi-Fi enabled, making it easy for visitors to plan their itinerary, book services, or navigate the area. With its blend of history, sophistication, and charm, Third Street South remains a must-visit destination for those looking to experience the best of Naples' culture, cuisine, and shopping.
Beyond shopping, Third Street South is a culinary hotspot, offering a diverse range of renowned restaurants, bistros, and cafés, many with outdoor seating and pet-friendly patios. Diners can enjoy fresh seafood, gourmet dishes, and extensive wine lists, with live music enhancing the ambiance. Many of the restaurants provide takeout and catering services, ensuring that visitors can savor the flavors of Third Street South wherever they go. A highlight of the experience is the opportunity to dine al fresco and then take a sunset walk along the beach or pier, making it a perfect evening in Naples.
For art lovers, Third Street South is home to the highest concentration of art galleries in Southwest Florida, showcasing contemporary, modern, and 19th-century works alongside pieces from regional and international artists. The district is also Wi-Fi enabled, making it easy for visitors to plan their itinerary, book services, or navigate the area. With its blend of history, sophistication, and charm, Third Street South remains a must-visit destination for those looking to experience the best of Naples' culture, cuisine, and shopping.
7) Palm Cottage
Palm Cottage is the oldest house in Naples, dating back to 1895. Originally built for Walter N. Haldeman, a founder of Naples and key figure behind the construction of the Naples Pier, the cottage played a significant role in the early development of the area. Now owned by the Naples Historical Society, Palm Cottage operates as a historic house museum, offering guided tours Tuesday through Saturday. Visitors can explore the home’s antique-filled interior, featuring handmade concrete and tabby mortar construction, a rare technique using crushed shells, sand, and water. The tour also includes access to the Norris Gardens, which showcases five beautifully themed areas, adding to the cottage’s charm and historical significance.
Designated a U.S. National Register of Historic Place in 1982, Palm Cottage provides a glimpse into Naples' early 20th-century lifestyle. Throughout its history, the house had several owners, including Walter O. Parmer, who renamed it Palm Cottage in 1916. Designed as a winter retreat and rental for the Naples Hotel, the home was built with 12-foot ceilings and multiple bedrooms to accommodate guests. Henry Watterson, a Pulitzer Prize-winning journalist, was among its notable visitors, staying at the cottage while vacationing in Naples. Later, the home was purchased by George Hendrie, who continued its legacy as a historic property.
Today, Palm Cottage is a beloved Naples landmark, preserving the city’s rich past through its architectural details, antique furnishings, and engaging tours. The Naples Historical Society has carefully restored the home to reflect the early 1900s, allowing visitors to step back in time and experience Naples' early days. Whether admiring the tabby mortar craftsmanship or strolling through the serene Norris Gardens, a visit to Palm Cottage offers a unique and immersive journey into Naples’ past.
Designated a U.S. National Register of Historic Place in 1982, Palm Cottage provides a glimpse into Naples' early 20th-century lifestyle. Throughout its history, the house had several owners, including Walter O. Parmer, who renamed it Palm Cottage in 1916. Designed as a winter retreat and rental for the Naples Hotel, the home was built with 12-foot ceilings and multiple bedrooms to accommodate guests. Henry Watterson, a Pulitzer Prize-winning journalist, was among its notable visitors, staying at the cottage while vacationing in Naples. Later, the home was purchased by George Hendrie, who continued its legacy as a historic property.
Today, Palm Cottage is a beloved Naples landmark, preserving the city’s rich past through its architectural details, antique furnishings, and engaging tours. The Naples Historical Society has carefully restored the home to reflect the early 1900s, allowing visitors to step back in time and experience Naples' early days. Whether admiring the tabby mortar craftsmanship or strolling through the serene Norris Gardens, a visit to Palm Cottage offers a unique and immersive journey into Naples’ past.
8) Naples Pier (must see)
The Naples Pier, a historic landmark since 1888, extends gracefully into the Gulf of Mexico at the end of 12th Avenue South, offering visitors stunning ocean views, excellent fishing opportunities, and a serene setting for a sunset stroll. This iconic pier is a focal point of Naples Beach, where pristine white sand, crystal-clear waters, and abundant wildlife create a picturesque coastal experience. Ospreys soar overhead, wading birds search for their next meal along the shore, and dolphins often make appearances just offshore.
The pier is free to access, with a small concession stand providing snacks and fishing supplies, while nearby volleyball courts and beach access points offer additional recreational options. Whether you're looking to relax, fish, or simply take in the natural beauty, Naples Pier is the perfect destination.
Beyond its scenic charm, Naples Pier is a hub of activity year-round, attracting both locals and tourists. Fishing is a popular pastime here, and thanks to a bulk fishing license purchased by the city, visitors can fish from the pier without needing an individual permit. Regulars can be seen casting lines from their favorite spots, while newcomers enjoy the excitement of learning the craft.
The pier also provides ADA-accessible beach mats, restrooms, showers, and shaded areas for comfort. During the peak tourist season, the pier becomes a lively gathering place, yet in the summer months or early mornings, it offers a more peaceful retreat, where visitors can enjoy the tranquility of the Gulf and the gentle rhythm of the waves.
A visit to Naples Pier is incomplete without experiencing one of its legendary sunsets. As the day fades, couples, families, and solo travelers gather at the pier to witness the sky transform into vibrant hues of orange, pink, and purple.
The pier is free to access, with a small concession stand providing snacks and fishing supplies, while nearby volleyball courts and beach access points offer additional recreational options. Whether you're looking to relax, fish, or simply take in the natural beauty, Naples Pier is the perfect destination.
Beyond its scenic charm, Naples Pier is a hub of activity year-round, attracting both locals and tourists. Fishing is a popular pastime here, and thanks to a bulk fishing license purchased by the city, visitors can fish from the pier without needing an individual permit. Regulars can be seen casting lines from their favorite spots, while newcomers enjoy the excitement of learning the craft.
The pier also provides ADA-accessible beach mats, restrooms, showers, and shaded areas for comfort. During the peak tourist season, the pier becomes a lively gathering place, yet in the summer months or early mornings, it offers a more peaceful retreat, where visitors can enjoy the tranquility of the Gulf and the gentle rhythm of the waves.
A visit to Naples Pier is incomplete without experiencing one of its legendary sunsets. As the day fades, couples, families, and solo travelers gather at the pier to witness the sky transform into vibrant hues of orange, pink, and purple.
9) Naples Beach
Naples Beach, stretching for 10 miles along Florida’s Gulf Coast, is a pristine paradise known for its soft white sand, turquoise waters, and breathtaking sunsets. As one of Southwest Florida’s most beloved beaches, it offers a serene escape just steps away from the vibrant downtown shopping districts of Third Street South and Fifth Avenue South.
A defining feature of Naples Beach is the iconic Naples Pier, which has been a landmark for over a century. While the pier is currently undergoing reconstruction due to Hurricane Ian, it remains an integral part of the beach’s identity, offering spectacular sunset views and a popular gathering spot for both visitors and locals. Beyond the pier, the beach is lined with public access points, beachfront parks, and scenic walkways, ensuring that every visitor can find their perfect spot to unwind and enjoy nature.
A defining feature of Naples Beach is the iconic Naples Pier, which has been a landmark for over a century. While the pier is currently undergoing reconstruction due to Hurricane Ian, it remains an integral part of the beach’s identity, offering spectacular sunset views and a popular gathering spot for both visitors and locals. Beyond the pier, the beach is lined with public access points, beachfront parks, and scenic walkways, ensuring that every visitor can find their perfect spot to unwind and enjoy nature.
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