Friends and neighbors,
From an outdoor reggae concert to soul music at Artis—Naples, and even a runway show of wearable art, there’s no shortage of variety this week in Naples. Spend the weekend laughing at stand-up or swaying at a concert, then swing by Mercato on Sunday for their monthly Cars & Coffee or grab a blanket Tuesday night for an outdoor screening of Moana 2.
I’m also excited to share a truly special event aboard the Naples Princess. Nash to Naples, the songwriting festival, is putting on an early showcase at sea that is bound to sell out. This is your chance to hear the stories (and the songs) straight from the hitmakers themselves, including the songwriters of Tim McGraw, George Strait, and others.
Isn’t Naples always full of surprises? I hope you have a great weekend!
See you around,
Presented by Naples Florida Rentals: Golf-Front 3BR With Heated Pool & Spa ⛳
Late-summer and early-fall dates just opened. Think sunset swims in your private heated pool and spa, coffee on the lanai with fairway views, and beach days minutes away.
Built for families (king primary, queen suite, bunk room + crib/pack-and-play) and pet-friendly, this modern home has a fully equipped kitchen, grill, loungers, and a fenced yard. Nightly rates vary by date—book direct and lock the week you want in the quiet season.
Top 6 Events This Week: Grooves, Giggles, and Moana Under the Stars
Joe Machi @ Off the Hook Comedy
📅 Thursday, August 14 - Sunday, August 17 | Multiple Evening Performances
📍Off the Hook Comedy, 2500 Vanderbilt Beach Road, Naples
Joe Machi is bringing his sharp humor to a handful of performances this weekend at Off the Hook Comedy Club. His comedic chops landed him on Jimmy Fallon and Fox News’ Red Eye with Greg Gutfeld, as well as a finalist on Last Comic Standing. Break up your weekend with a fun date night—the food is better than you would expect. There is a 2-item minimum, but it applies to any food or drink. Tickets.
Bumpin Uglies & Kash’d Out
📅 Saturday, August 16 | 6:45 PM, Doors open at 6:00 PM
📍Sugarshack Downtown, 27421 Old 41 Rd, Bonita Springs
An outdoor concert with an American reggae lineup sounds like the perfect way to spend a summer Saturday. Sugarshack is putting on a groovy evening with Annapolis’ reggae-punk band, Bumpin Uglies, alongside Orlando’s Kash’d Out, who fuses reggae, rock and pop music. Let the rhythms and the evening breeze wash over you for a laid-back night on the town. Tickets.
Cars & Coffee 239 @ Mercato
📅 Sunday, August 17 | 9:00 AM – 11:00 AM
📍Event Lawn, Mercato, Naples
A favorite Sunday morning ritual for car lovers. This month features Teslas and raises money for Laces of Love, a non-profit that gives shoes to children in need. For VIP Parking on the Lawn, donate a new pair of sneakers or $50 to the organization. Heads up: parking is blocked off from Tommy Bahama to Beeline, so plan accordingly. Event info.
CeCe Teneal’s Divas of Soul
📅 Tuesday, August 19 | 6:00 & 8:30 PM Performances
📍Artis—Naples, 5833 Pelican Bay Blvd, Naples
Stir up your Tuesday with familiar soul music performed by powerhouse vocalist CeCe Teneal. This award-winning singer honors artists like Aretha Franklin, Gladys Knight, Tina Turner, Chaka Khan, and Whitney Houston in a concert filled with powerful storytelling. Hear favorites like Midnight Train to Georgia, What’s Love Got to Do with It, and I’m Every Woman from an unforgettable talent. Tickets.
Movies on the Lawn: Moana 2 @ Mercato
📅 Tuesday, August 19 | 8:15 PM
📍Event Lawn, Mercato, Naples
Grab your lawn chairs, blankets, and popcorn! The lawn at Mercato is truly the perfect spot for a cozy viewing of Moana 2, a sequel to the popular Disney movie about a headstrong girl living in the Polynesian islands. The movie will start at approximately 8:15PM, but come earlier to snag your spot—it’s first-come, first-served. Event info.
6. 2nd Annual EMBELLISHED Wearable Art Show
📅 Thursday, August 21 | 7:00 - 11:00 PM
📍Dimension Nightclub, 2634 Tamiami Trail E, Naples
The non-profit Bayshore Arts District puts on its second annual juried fashion show. Dimension Nightclub transforms into a runway showing off one-of-a-kind wearable masterpieces. The night’s schedule includes a red carpet pre-show, an emceed fashion show, a live DJ, and a post-runway dance party. Expect an art show of handcrafted garments, sculptural accessories, and multimedia designs created by local artists and makers. There’s also the opportunity to purchase featured pieces through a live and silent auction, directly supporting local artists and the next phase of the Studios at the Bayshore Arts District. GA and VIP Tickets still available!
Book Now!
A Night on the Naples Princess - October 18, 5:00 PM
Nash to Naples, the annual January songwriting festival, is hosting a special preview aboard the Naples Princess. This intimate evening features performances by hit songwriters Bob DiPiero and Craig Wiseman, along with recording artist (and contestant on The Voice) RaeLynn. As the sun sets over the Gulf, enjoy drinks, light bites, and the stories behind songs like Tim McGraw’s Live Like You Were Dying and George Strait’s Blue Clear Sky. Proceeds benefit Florida veterans through non-profit Home Base Florida and families in Ecuador via Hacienda of Hope.
Why It Matters
A little planning turns a busy calendar into easy wins—time with friends, support for local artists, and memory-making nights that feel like a mini getaway. Pick one or two and enjoy your week in Naples.
Elizabeth Bellotti
Editor-In-Chief
Naples, Florida
The Naples Florida Review
P.S. - Check out our sponsor’s vacation homes, comfortable for you, your family, and even your pets. Find out why they currently have more than 500 reviews (all 5 stars!). For more information and to book that perfect vacation, click here.
Love reading The Naples Florida Review? Click here to share with your friends and family.
Advertise with us
Put your brand in front of 100,000 passionate Naples Florida Review readers. Let's partner.