Naples, Florida, embodies the essence of coastal charm and luxury on the Gulf of Mexico. Renowned for its stunning beaches and pristine waters, Naples offers visitors a quintessential Florida experience. The city’s Naples Pier is a local landmark and a must-visit spot for panoramic views, fishing, and beautiful sunsets. Whether you’re strolling along the pier or relaxing on the sandy shores, the scenic beauty of Naples is sure to captivate.
For those interested in nature and wildlife, the Corkscrew Swamp Sanctuary provides a glimpse into Florida’s unique ecosystem. This protected area features a boardwalk that winds through a lush cypress swamp, offering opportunities to see diverse wildlife such as alligators, birds, and turtles. The sanctuary’s diverse habitats make it a haven for nature enthusiasts and photographers alike.
Naples is known for its high concentration of millionaires and boasts some of the highest real estate values in the country. This affluence is reflected in the city’s luxurious amenities, including upscale shopping at The Waterside Shops, fine dining, and exclusive golf courses.
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Naples Boat Show
From 1/22/2026 - 1/25/2026
The Naples Boat Show stands as the most significant recreational exhibition in the Naples-Marco Island area. Attendees can expect a variety of displays from marinas, boat dealers, and a myriad of other businesses related to the marine industries.
Beau Jest, a heartwarming comedy, revolves around Sarah, a young woman who employs an actor to impersonate her ideal boyfriend, aiming to appease her conservative parents. The plot thickens as the pretense hilariously unravels, unveiling secrets, opening hearts, and delivering more than expected in this touching narrative about love, identity, and family.
& Juliet is a high-energy jukebox musical that reimagines Shakespeare’s Romeo and Juliet with a feminist twist, asking: What if Juliet didn’t die? Featuring hit pop songs from legendary songwriter Max Martin, the show blends humor, heart, and empowerment in a modern retelling. The touring production brings this electrifying Broadway favorite to cities across the country.
Indulge in a lavish weekend of fine wines and gourmet cuisine at the prestigious Naples Winter Wine Festival. Held annually in the stunning Naples, Florida, this charitable event attracts high-profile attendees and showcases world-class vintages through exclusive tastings and auctions. With a lineup of renowned chefs and live entertainment, this opulent gathering promises an unforgettable experience for the most discerning oenophiles.
This annual event is a collector's paradise, showcasing a wide array of antique, vintage, and modern dolls, teddy bears, miniatures, toys, doll clothes, and accessories. Attendees can look forward to door prizes, raffles, a silent auction, and even services like identification/valuation, restringing, and minor repair, all in a handicap accessible environment.
Immerse yourself in the captivating narrative of The Curious Incident of the Dog in the Night-Time, a highly praised play adapted from Mark Haddon's popular novel. With a mix of emotion, comedy, and impressive visuals, this uplifting tale allows attendees to perceive the world through the lens of a gifted teenager overcoming obstacles, embracing his individuality, and uncovering his remarkable capabilities.
Gutenberg: The Musical is a Tony-nominated, comedic two-man show that follows the journey of Bud and Doug, aspiring theatre writers and composers, as they pitch a hilariously inaccurate musical about Johannes Gutenberg to potential investors. The duo, armed with basic research and boundless ambition, sing all the songs, play every role, and narratively guide the audience through their chaotic yet endearing performance, hoping to secure funding for their self-proclaimed masterpiece.
The Bonita Springs Seafood and Music Festival is an event that celebrates delicious seafood, live music, and a fun community atmosphere. Typically held in Bonita Springs, Florida, this festival features a wide array of seafood dishes prepared by local restaurants and food vendors. Attendees can enjoy a variety of culinary delights, listen to live musical performances spanning different genres, and experience the local culture. The festival provides a great opportunity for locals and visitors alike to gather, enjoy good food, and be entertained. If you're planning to attend, be sure to check the event’s schedule for specific dates, musical acts, and any special activities or attractions.
Cars on Fifth in Naples transforms one of Florida’s most iconic streets into a dazzling automotive showcase, featuring an impressive lineup of exotic, classic, and luxury vehicles. Enthusiasts and collectors gather to admire these remarkable cars while enjoying live entertainment, vendor displays, and opportunities to connect with fellow car lovers. The event also supports local charities, combining a passion for precision engineering with community giving. Whether you’re a lifelong aficionado or a casual admirer, this stylish event offers a day of elegance and excitement.
Anticipate tapping into your artistic skills at an engaging paint-and-sip event, birthed in an alcohol-free ambiance. Feel the indulgence of a beautiful variety of tea mocktails, kava, and elixirs at this universally skill-appropriate and positively vibrant gathering.
The Chubb Classic is a celebrated PGA TOUR Champions event that brings some of golf’s greatest legends to the scenic Tiburón Golf Club in Naples, Florida. Since its founding in 1988, this tournament has attracted Hall of Famers and past champions, offering fans a chance to witness top-level competition in a vibrant, welcoming atmosphere. The event is known for its engaging fan experiences and picturesque setting, making it a must-visit for golf enthusiasts and travelers alike.
Chicago is an American musical from 1975 based on the 1926 play of the same name. Since its original Broadway debut in 1975, it has been the second longest-running show ever on Broadway. The 2002 movie based on this Tony-award winning musical won the Academy Award for Best Picture.
Gulf Coast Runners is excited to host their 5th annual Picayune 10 miler. This event promises a thrilling race experience for both seasoned runners and enthusiastic beginners.
Kimono Dragon is an event that celebrates bold, maximalist style, offering a glamorous haven for those who appreciate standout vintage jewelry from the '80s and '90s. Attendees can expect to find a collection of exquisite pieces, handpicked from Athens to Paris to Palm Beach, each passing the Is it fabulous? test, alongside a contemporary line that features intricate hand-enamel details and rare vintage gemstones.
Samara Joy is a rising jazz vocalist whose velvety voice and classic style have drawn comparisons to legends like Ella Fitzgerald and Sarah Vaughan. Winner of the prestigious Sarah Vaughan International Jazz Vocal Competition, she is helping bring traditional jazz to a new generation. With stunning vocal control and timeless elegance, she is one of jazz’s most exciting young talents.
The National Art Fair in Naples, Florida, is a premier event showcasing exceptional fine art from talented artists across the country. Held in the picturesque setting of Southwest Florida, the fair features an impressive array of paintings, sculptures, photography, and handcrafted works. Visitors can stroll through beautifully curated exhibits, interact with artists, and enjoy live entertainment and gourmet food vendors. With its blend of artistic excellence and coastal charm, this event is a must-visit for art collectors and enthusiasts alike.
Troy Andrews, better known by his stage name Trombone Shorty, is a New Orleans-based musician, producer, actor, and philanthropist. He is primarily known for playing the trombone and trumpet, although he also performs on the drums, organ, and tuba.
