What To Do This Weekend in Naples, Bonita Springs, Estero, Marco Island, and Fort Myers

Looking for things to do this weekend in Naples, Bonita Springs, Estero, Fort Myers, and Marco Island? The second weekend of October brings a free rock festival at Paradise Coast Sports Complex, the opening weekend of Boo at the Zoo, a new Rembrandt exhibit in Old Naples, Saturday farmers markets across all five areas, and two big concerts on Saturday night. Here is what is on the calendar for October 9-11.

Friday, October 9

Bonita Springs: Dear Evan Hansen enters its final weekend

The Tony-winning musical Dear Evan Hansen is in its final weekend at Arts Bonita Actors Theatre in the Hinman Auditorium at the Center for the Arts of Bonita Springs on Old 41 Road, with performances Friday through Sunday, October 9-11. It is one of the biggest theater productions of the fall on this side of the county. Showtimes and tickets are on the Arts Bonita performances page. If you are weighing Bonita Springs for a move, our Bonita Springs area guide covers the neighborhoods around the arts center and the rest of the city.

Fort Myers: comedy downtown and a tribute to the Everly Brothers

The River District keeps Friday low-key but lively. Snappers Comedy Club in downtown Fort Myers has stand-up on Friday night, and Forever Everly, the Everly Brothers tribute musical, is running at Florida Repertory Theatre through late October, so Friday is a good night to catch it. The downtown River District calendar lists both. If downtown Fort Myers is new to you, our Fort Myers area guide introduces the River District and the neighborhoods around it.

Marco Island: an easy Friday on the island

Marco Island is quiet on Friday, which is part of its appeal. The Marco Island Chamber of Commerce calendar is the best place to check which waterfront bars and restaurants have live music that evening. If you are thinking about island life, our Marco Island area guide walks through the neighborhoods, the beaches, and what it is like to live there.

Saturday, October 10

Farmers markets across the five areas

Saturday morning has a market for every corner of the region. In Old Naples, the Third Street South Farmers Market runs 7:30 to 11:30 AM year-round, with produce, flowers, and baked goods along the street; hours are on the Third Street South market page. Up in North Naples, the Vanderbilt Farmers Market at the Galleria Shoppes at Vanderbilt runs Saturdays 8 AM to 1 PM. In Fort Myers, the Fort Myers Farmers Market takes over the Downtown Culinary District on First Street from 9 AM to 1 PM, listed on the City of Fort Myers calendar. And in Bonita Springs, the Bonita Springs Farmers Market runs every Saturday through May at the Promenade at Bonita Bay, 8 AM to noon; the season's hours are on the Promenade at Bonita Bay market page. For a look at the neighborhoods behind each market, our Naples area guide and this comparison of North Naples versus downtown Naples cover Old Naples and the north side.

Naples: RocktoberFest at Paradise Coast Sports Complex

The headline event of the weekend is RocktoberFest 2026 at The Cove Outdoor Bar at Paradise Coast Sports Complex on City Gate Boulevard North, Saturday from 6 to 9 PM, with free admission. The local band Rock Republic plays a German-themed rock set, and the evening includes German food and drinks, games, and prizes, with a VIP experience available for about $45. It is a relaxed, family-friendly way to spend a Saturday evening. Details are on the RocktoberFest Eventbrite page and the Paradise Coast Sports Complex site. The complex sits in the southeastern part of Collier County, a useful part of the map if you are weighing the area for a move; our Naples area guide covers that stretch of the county.

Naples: Boo at the Zoo opens

Boo at the Zoo at the Naples Zoo at Caribbean Gardens opens Saturday, October 10 and runs through Monday, October 12, from 9 AM to 4:30 PM each day, with more weekends October 17-19 and 24-26. It is the zoo's family Halloween event: costumed characters, trick-or-treating, and live shows along the garden paths. Tickets and details are on the Naples Zoo Boo at the Zoo page. The zoo sits on Goodlette-Frank Road near the Gordon River, a few minutes from downtown; our Naples area guide covers the surrounding neighborhoods.

Naples: a new Rembrandt exhibit opens in Old Naples

Rembrandt: Masterpieces in Black and White opens Saturday, October 10 at the Naples Art Institute on Park Street in Old Naples, with original monochrome prints from the Rembrandt House Museum in Amsterdam on view through January 2027. It is a rare chance to see Rembrandt's etchings up close without traveling to Europe. Exhibition details are on the Naples Art Institute page. Old Naples is covered in our Naples area guide and in this look at North Naples versus downtown Naples.

Estero: Ty Myers at Hertz Arena

Country singer-songwriter Ty Myers brings The Legal Tour 2026 to Hertz Arena on Everblades Parkway in Estero Saturday at 7:30 PM, with special guests Lanie Gardner and Benny G. Tickets start around $43.50. It is the biggest concert night of the weekend in the region. Tickets and showtimes are on the Hertz Arena events page, and our Estero area guide covers the communities around the arena.

Fort Myers: Candlelight Adele and Forever Everly

Saturday night in Fort Myers, Candlelight: A Tribute to Adele plays the Music & Arts Community Center, home of the Gulf Coast Symphony, at 8:30 PM, with hundreds of candles lighting the stage. Tickets are on the Fever page for Fort Myers and the Gulf Coast Symphony event page. A few blocks away, Forever Everly continues its run at Florida Repertory Theatre. That pairing makes for a full evening in downtown Fort Myers, and the Naples Daily News Southwest Florida to-do list has more ideas across the region if you want to plan further ahead.

Sunday, October 11

Bonita Springs: Dear Evan Hansen closes

Dear Evan Hansen plays its final performances at Arts Bonita on Sunday, with a matinee at the Hinman Auditorium. If you have been meaning to see it, this is the last weekend. Showtimes are on the Arts Bonita performances page.

Naples: one more day of Boo at the Zoo

Boo at the Zoo runs its second day Sunday, 9 AM to 4:30 PM, so families still have a full day of trick-or-treating and live shows. It is also the easiest day to explore an area you might be considering for a move. Drive through Naples, Bonita Springs, Estero, Fort Myers, or the communities on Marco Island to get a feel for day-to-day life, and if you are relocating to Southwest Florida, our relocation guide walks through what to expect.

Marco Island: a charity golf morning

A few minutes inland from Marco Island, the ASL Fore ALL charity golf outing tees off Sunday morning at Hammock Bay Golf & Country Club in East Naples, a community east of I-75. It is a good excuse for a Sunday drive through the neighborhoods between Naples and Marco Island. The Marco Island October calendar has the details, and our Marco Island area guide covers the island if you are also considering life there.

A slow day at the beach

October is when the area starts to feel like itself again: mornings are cooler, the sun is softer, and the water is still warm from summer. Lowdermilk Park and Delnor-Wiggins Pass State Park in Naples, Barefoot Beach Preserve in Bonita Springs, Lovers Key State Park below Fort Myers Beach, and Tigertail Beach on Marco Island are all reliable choices (state parks charge parking, so go early). If you are weighing which coast feels right for a second home, this Naples versus Marco Island comparison is a practical place to start. Past editions of this weekly guide live in the Weekend Guide archive.

This Week's Community Spotlight: Ageless Fitness and Vitality Booth Wellness Center

Each week Catalina features a local business that makes Southwest Florida special. This week it is Ageless Fitness and Vitality Booth Wellness Center in Estero, a locally owned fitness and wellness studio at 10011 Estero Town Commons Place with a 4.9-star rating on Google from 59 reviews. It pairs personalized strength training with whole body cryotherapy, an infrared sauna, red light therapy, and compression recovery, open Monday to Thursday from 7 AM to 7 PM, Friday from 7 AM to 4 PM, and Saturday from 8 AM to 2 PM. Read the full Estero Community Spotlight, or explore the area through our Estero area guide.

Frequently Asked Questions

A note from the author: I'm Catalina Quintero, a bilingual REALTOR with The Miranda Group at Premiere Plus Realty, Co., serving Naples, Bonita Springs, Estero, Fort Myers, and Marco Island. Every week I put this guide together from dated, published event listings, so things can shift and it always pays to confirm the official pages before you head out. If you're exploring Southwest Florida with a move in mind, email or text me any time.