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This Weekend in Southwest Florida: February 27-March 1, 2026

Your complete guide to weekend events in Southwest Florida. 34 events including festivals, live music, food events, and family fun across Naples, Fort Myers, Sarasota and more.

February 26, 202610 min readSouthwest Florida
Weekend events and activities in Southwest Florida

Looking for something to do this weekend in Southwest Florida? We've compiled 34 events happening from February 27 through March 1, 2026.

From live music and food festivals to family activities and community gatherings, here's your complete guide to the best events across Naples, Fort Myers, Sarasota, and beyond.


Weekend Highlights

  • I love Rock & Roll - Friday in Naples
  • Fort Myers Beach Farmer’s Market - Friday at 9:00 AM in Fort Myers
  • Live Music Friday - Friday at 4:00 PM in Naples
  • Family Movie Night at The Bay: How To Train Your Dragon (2025) - Friday at 7:00 PM in Sarasota
  • Friday Night Dance Party - Friday at 8:00 PM in Naples

Live Music & Concerts

Friday Night Dance Party

Friday, 8:00 PM | Venue TBA, Naples

It’s time to hit the dance floor! Join us at Seed to Table for Friday Night Dance Party! The night kicks off with live music from 8–10 PM and a DJ from 10 - Close! Grab your friends and get ready for ...

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Lights, Camera, Music!

Saturday, 7:30 PM | Venice Performing Arts Center, Venice

Experience the music that made the movies with a selection of Hollywood classics at the Venice Performing Arts Center.

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Saturday Night Dance Party

Saturday, 8:00 PM | Venue TBA, Naples

Saturday night means it’s time to dance! Join us Seed to Table for the Saturday Night Dance Party featuring live music from 8-10 pm! \n

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Il Divo

Sunday, Time TBA | Hayes Hall, Naples

Operatic heartthrobs Il Divo return to the road! Following the tragic loss of beloved bandmate Carlos Marin, the remaining members have chosen to continue Il Divo's legacy in his honor. The acclaimed ...


Country Jam

Sunday, 1:00 PM | Venue TBA, Naples

Join us for Country Jam at Seed to Table on the first Sunday of every month. Featuring Live Music 1-4 PM and 6-9 PM! \n

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Kat Orlando Live!

Sunday, 1:00 PM | Rumrunners, Cape Coral

This queen of the Sax has been playing festivals and nightclubs around Detroit, MI for decades. She has amazing versatility and plays music from genres including rock, pop, soul, and jazz. She plays c...

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Levi Jon at the Tiki!

Sunday, 5:00 PM | Rumrunners, Cape Coral

Levi is a Caribbean influenced singer songwriter with a silky voice who plays reggae, calypso, R&B, jazz, and blues. He is originally from Trinidad and Tobago. He has an international career that span...

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Boys of D63 Concert

Sunday, 7:00 PM | Venice Performing Arts Center, Venice

Experience the music of Frankie Valli & The Four Seasons performed live by The Boys of D63 at Venice Performing Arts Center.

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Food & Drink

I love Rock & Roll

Friday, Time TBA | Venue TBA, Naples

Rock N Roll lovers unite for I Love Rock n Roll Thursdays at Seed to Table! Featuring Live Music EVERY Thursday from 7 - 10 PM upstairs at Hops & Vines. Featuring drink specials from Metal Spirits, an...

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Fort Myers Beach Farmer’s Market

Friday, 9:00 AM | Times Square, Fort Myers Beach, Fort Myers Beach

Fridays 9am-1pm, Oct.-Apr. Located at Times Square. Coastal Art, Boutique foods, Jewelry, Beach gear and more. \n

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Live Music Friday

Friday, 4:00 PM | Venue TBA, Naples

Unwind with live music at the Beer Bar this Friday from 4:00 - 7:00 PM! Enjoy great tunes, refreshing drinks, and a laid-back atmosphere—perfect for kicking off the weekend. \n

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Family Movie Night at The Bay: How To Train Your Dragon (2025)

Friday, 7:00 PM | The Oval, 1055 Blvd of the Arts, Sarasota, Florida, 34236, Florida

Family Movie Night at The Bay: How To Train Your Dragon (2025) Friday, February 27 CLICK HERE TO REGISTER A thrilling live action reimagining of the beloved tale of unexpected friendship and what it m...

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Promenade Bonita Springs Farmer’s Market

Saturday, 8:00 AM | The Promenade, Bonita Springs

A true “green” farmer’s market offering fresh fruits, vegetables, cut flowers, plants, baked goods, seafood and much more. Open Saturdays, October through May, 8a.m. to 12 p.m. Located in the parking ...

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Vanderbilt Farmer’s Market

Saturday, 8:00 AM | Galleria Shoppes at Vanderbilt, Naples

N. Naples LARGEST Market at the Shoppes at Vanderbilt. Fresh fruits & vegetables, seafood, honey, prepared foods, wears, specialty foods & so much more! weather permitting! \n

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Miromar Outlets Weekly Pop-Up Market

Saturday, 9:00 AM | Venue TBA, Southwest Florida

Open to the publicJust inside the Corkscrew Rd entranceCome shop local, visit the vendors and food and the mall! \n

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Live Music Saturday

Saturday, 4:00 PM | Venue TBA, Naples

Enjoy live music at the Beer Bar this Saturday from 4-7 PM! Relax with great tunes, a fun atmosphere, and your favorite drinks—perfect for a laid-back weekend vibe. \n

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Fabulous 80s

Saturday, 8:00 PM | Venue TBA, Naples

Step back into the brightest, boldest decade at Seed to Table’s Fabulous 80s Night on Friday, February 27th! We're turning the clock all the way back with LIVE MUSIC, retro vibes, and throwback fun a...

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Pine Ridge Road Farmers Market

Sunday, 9:00 AM | 3370 Pine Ridge Road, NAples

Join us at the Pine Ridge Road Farmers Market on Sundays for a wide variety of products and services offered by local artisans, farmers, bakers, chefs, artists, and small businesses. You will find a l...

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Arts & Culture

W.O.N.D.E.R.

Friday, 10:00 AM | Venue TBA, Naples

Join us for our family-friendly W.O.N.D.E.R. in the Garden program! Together families will imagine, create, and explore the Garden with fun lessons and activities. All W.O.N.D.E.R. programs are includ...

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Ride and Paddle at The Bay (Guided Tour)

Friday, 11:00 AM | Kayak Launch at The Bay Park, Sarasota

Ride and Paddle at The Bay (Guided Tour) Fridays & Saturdays CLICK HERE TO REGISTER Experience The Bay from the water! Explore the restored mangroves and other flora and fauna of The Bay on this free,...

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Run & Walk Club for All

Saturday, 7:30 AM | The Nest, 1055 Blvd of the Arts, Sarasota, FL, 34236, United States, 34236

Run & Walk Club for All Saturdays CLICK HERE TO REGISTER Whether you’re a seasoned runner, a daily walker or just getting started, this weekly Run & Walk Club for All is the perfect way to get your da...

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Bootcamp

Saturday, 8:00 AM | The Oval, 1055 Blvd of the Arts, Sarasota, Florida, 34236, Florida

Bootcamp Tuesdays & Saturdays CLICK HERE TO REGISTER This 45–minute workout uses body-weight exercises and intervals to improve your strength and conditioning! Well–designed circuits help build muscle...

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Namaste at The Bay Yoga

Saturday, 9:00 AM | Sarasota Garden Club, 1130 Blvd of the Arts, Sarasota, FL, 34236, FL

Namaste at The Bay Yoga Thursdays, 6:00pm & Saturdays, 9:00am CLICK HERE TO REGISTER Get into the flow and enjoy an hour of mindful yoga at The Bay! Join a variety of Sarasota’s most beloved yogis as ...

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Ride and Paddle at The Bay (Guided Tour)

Saturday, 11:00 AM | Kayak Launch at The Bay Park, Sarasota

Ride and Paddle at The Bay (Guided Tour) Fridays & Saturdays CLICK HERE TO REGISTER Experience The Bay from the water! Explore the restored mangroves and other flora and fauna of The Bay on this free,...

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ArtSELF | Music for Healing

Saturday, 2:30 PM | Sarasota Garden Club at The Bay Park, Sarasota

ArtSELF | Music For Healing Saturday, February 28 CLICK HERE TO REGISTER Led by skilled Sarasota Performing Arts Foundation Teaching Artist María Albán, this workshop offers an interactive experience ...

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Family Fun

Family Movie Night at The Bay: How To Train Your Dragon (2025)

Saturday, Time TBA | The Oval, Sarasota

Family Movie Night at The Bay: How To Train Your Dragon (2025) Friday, February 27 CLICK HERE TO REGISTER A thrilling live action reimagining of the beloved tale of unexpected [...] \n

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Sunset + Full Moon Guided Kayak Tour

Saturday, 5:30 PM | Kayak Launch at The Bay Park, Sarasota

Join us for a guided kayak tour as the sun sets and the full moon rises over The Bay. Experience the beauty of the water and the changing light during this unique event.

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Markets & Fairs

Third Street South Farmer’s Market

Saturday, 7:30 AM | Venue TBA, Southwest Florida

From mid-November through April the Third Street South Farmer’s Market resides directly on Third Street South between Broad Avenue South & 13th Avenue South. From May to November, find the Market in t...

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St Paul’s Farmer’s Market

Sunday, 8:00 AM | 3807-3821 Davis Blvd,, Naples

The market is a ministry of goodwill, hospitality, rejoicing and gratitude, as we offer our neighbors not just acceptance, but a "glad you're here" and an opportunity to enjoy being with family, frie...

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Other Events

Cinema at The Bay: Playing Through

Friday, Time TBA | The Oval, Sarasota

Cinema at The Bay: Playing Through Thursday, February 26 CLICK HERE TO REGISTER Celebrate Black History Month (Feb 1-Mar 1) at The Bay! Don't miss this special evening including a [...] \n

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Comedian Mike Vecchione Live in Naples, Florida

Friday, Time TBA | Off The Hook Comedy Club, Naples

Join comedian Mike Vecchione for a night of laughter at Off The Hook Comedy Club in Naples.

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Saturday Sampling at The Roastery

Saturday, 9:00 AM | Grumpy Goat Coffee, Bonita Springs

Visit the Grumpy Goat Coffee roastery every Saturday, 9 am - 1 pm to sample coffee from around the world. Always 25+ origins in stock and we rotate what's on sample weekly. Always fresh cold brew on ...

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RESCHEDULED: Sunset + Full Moon Guided Kayak Tour

Saturday, 5:30 PM | Kayak Launch at The Bay Park, Sarasota

Sunset + Full Moon Guided Kayak Tour Saturday, February 28 CLICK HERE TO REGISTER Experience The Bay from the water as the sun sets and the full moon rises! As [...] \n

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Kristen Merlin

Sunday, 4:00 PM | Fathoms, Cape Coral

Event description coming soon \n

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Events by Region

Looking for events in a specific area? Here's the breakdown:


Tips for This Weekend

  • Book ahead: Popular restaurants fill up fast on weekends, especially during season
  • Arrive early: Outdoor events and markets are best enjoyed before the afternoon heat
  • Check weather: Florida weather can change quickly - have a backup plan
  • Share your experience: Tag us @eatplayswfl in your weekend photos!

Events are subject to change. We recommend confirming details with venues before attending.

Have an event to share? Contact us to get your event featured in our weekly roundup!

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