๐ŸŒด Fort Myers Weekend Highlights

Your Weekly Arts & Music Schedule

Your comprehensive guide to the most popular events happening in Southwest Florida this Memorial Day weekend.
From family fun to live entertainment, here's what the community is most excited about.

We recommend confirming details directly with event organizers as schedules may change.

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๐Ÿฝ๏ธ Food & Dining

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 4:00 PM
๐Ÿ“ Location: 2224 Bay St, Rooftop, Fort Myers, FL
๐Ÿฅ‚ Details: Enjoy premium sushi and champagne with stunning rooftop views in downtown Fort Myers.

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 11:00 AM
๐Ÿ“ Location: Tap 42 Fort Myers
๐Ÿณ Details: Indulge in unlimited brunch favorites with bottomless drinks at this popular local spot.

๐Ÿ“… Date: Saturday, May 31, 2025
โฐ Time: 9:00 AM
๐Ÿ“ Location: 2278 First St, Fort Myers, FL
๐Ÿฝ๏ธ Details: Weekend brunch featuring fresh, locally-sourced ingredients in a cozy atmosphere.

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 11:00 AM
๐Ÿ“ Location: 2136 Bay St, Fort Myers, FL
๐ŸŽต Details: Country music vibes with great food and drinks in the heart of downtown.

๐Ÿ‘จโ€๐Ÿ‘ฉโ€๐Ÿ‘งโ€๐Ÿ‘ฆ Family Activities

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 10:00 AM
๐Ÿ“ Location: DoubleTree by Hilton Fort Myers at the Bell Tower Shops
๐ŸŽฎ Details: The ultimate Pokemon convention featuring games, trading, cosplay, and family fun.

Night Hike ๐ŸŒ™

๐Ÿ“… Date: Friday, May 30, 2025
โฐ Time: 8:00 PM
๐Ÿ“ Location: 3450 Ortiz Ave, Fort Myers, FL
๐Ÿฆ‰ Details: Explore the natural world after dark with guided night hiking adventures.

๐Ÿ“… Date: Saturday, May 31, 2025
โฐ Time: 6:00 PM
๐Ÿ“ Location: 2250 Broadway, Fort Myers, FL
๐Ÿ† Details: Exciting soccer match featuring local teams in competitive action.

Homeschool: Storm Chasers ๐ŸŒช๏ธ

๐Ÿ“… Date: Thursday, May 29, 2025
โฐ Time: 10:00 AM
๐Ÿ“ Location: 3450 Ortiz Ave, Fort Myers, FL
๐Ÿ”ฌ Details: Educational program about weather and storm systems for homeschool families.

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๐ŸŽต Live Music & Entertainment

๐Ÿ“… Date: Saturday, May 31, 2025
โฐ Time: 7:00 PM
๐Ÿ“ Location: 2158 Colonial Blvd, Fort Myers, FL
๐ŸŽค Details: Country music trio Restless Road brings their high-energy tour to Southwest Florida.

๐Ÿ“… Date: Saturday, May 31, 2025
โฐ Time: 7:00 PM
๐Ÿ“ Location: 2158 Colonial Blvd, Fort Myers, FL
๐ŸŽถ Details: Rising country artist opens for Restless Road with original songs and covers.

๐Ÿ“… Date: Friday, May 30, 2025
โฐ Time: 5:00 PM
๐Ÿ“ Location: 5698 Sunrise Dr, Fort Myers, FL
๐ŸŽฐ Details: Exciting horse racing event with betting, food, and entertainment.

Retro Rooftop Party at Sidney's! ๐Ÿชฉ โœจ

๐Ÿ“… Date: Friday, May 30, 2025
โฐ Time: 8:00 PM
๐Ÿ“ Location: Sidney's Rooftop Sculpture Garden
๐Ÿ•บ Details: Dance the night away with retro music and disco vibes on the rooftop.

๐Ÿ“… Date: Friday, May 30, 2025
โฐ Time: 8:00 PM
๐Ÿ“ Location: Barbara B. Mann Performing Arts Hall at FSW
๐ŸŽช Details: Comedy tour featuring rising star Danae Hays with her signature humor.

๐ŸŽช Special Events

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 1:00 PM
๐Ÿ“ Location: 3820 Colonial Boulevard, Ste. 10
๐ŸŽŠ Details: Celebrate the grand opening of a new local business with special offers and activities.

๐Ÿ“… Date: Saturday, May 31, 2025
โฐ Time: 10:00 AM
๐Ÿ“ Location: 4315 Metro Pkwy, Fort Myers, FL
๐Ÿ’ผ Details: Home buying showcase featuring mortgage information and real estate opportunities.

๐Ÿ“… Date: Sunday, June 1, 2025
โฐ Time: 1:00 PM
๐Ÿ“ Location: Top Golf Way, Fort Myers, FL
๐ŸŒ๏ธ Details: Summer kickoff event at TopGolf with games, food, and family fun.

๐Ÿ“… Date: Friday, May 30, 2025
โฐ Time: 6:00 PM
๐Ÿ“ Location: 1375 Monroe St, Fort Myers, FL
๐ŸŽ–๏ธ Details: Awards ceremony celebrating community achievements and breakthrough moments.

โš ๏ธ Please verify event details and availability with the respective venues or organizers, as schedules may change

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News Highlights, Fort Myers, FL

๐Ÿ”— Bear Spotted Climbing Tree at Fort Myers Shopping Complex
A large black bear ambled across the Dani Drive plaza Saturday night, scaling a tree near Texas Roadhouse; wildlife officials urge residents to secure trash and never feed bears.

๐Ÿ”— FPL Rate-Hike Hearing Draws Cheers and Jeers in North Fort Myers
Locals packed the Public Service Commission session at Lee Civic Center, with retirees warning of bill-shock while supporters said the increase will harden the grid before future storms.

๐Ÿ”— Veterans Serve Free Meals in Memorial Tribute at Post 192
Purple-Heart recipient Reginald Billups and fellow Legion members honored fallen comrades by grilling steaks and handing out grocery bags to neighbors in need.

๐Ÿ”— Firefightersโ€™ Union Protests Loss of Battalion Chiefs on Fort Myers Beach
First responders say cutting three battalion-chief posts would slow emergency response on the island; talks with the fire chief resume May 29.

๐Ÿ”— Estero Island Beach Club Rebuild Gets Green Light
The Local Planning Agency okayed a five-story timeshare planโ€”half the height of last yearโ€™s proposalโ€”bringing 75 units back after Hurricane Ianโ€™s destruction.

๐Ÿ”— Residents Meet Fort Myers Beachโ€™s New Town Manager
Army veteran Will McKannay pledged โ€œpeople-firstโ€ leadership and hurricane-resilient rebuilding during a packed DiamondHead Resort meet-and-greet.

๐Ÿ”— Council Rallies to Save Fort Myers Beach Elementary
After an emotional special meeting, the town vowed legal action to reopen its storm-damaged elementary school ahead of a decisive June 3 school-board vote.

๐Ÿ”— โ€˜Croaking Crusaderโ€™ Hunts Cane Toads in Gateway
Concerned about pets, a local retiree has legally removed dozens of toxic cane toads; FWC offers humane removal tips for homeowners.

๐Ÿ”— Pedestrian Injured in US-41 Crash, North Fort Myers
Lee County deputies say a morning collision on North Tamiami Trail sent one person to the hospital; investigators are determining if charges will follow.

๐Ÿ”— Cape Coral Drops 1,600% Rental-Fee Hike After Outcry
City leaders shelved a proposal to raise rental-registration fees from $35 to $600, opting instead for a stakeholders group to study short-term-rental enforcement.

๐Ÿ”— Fort Myers Teen Heads Back to National Spelling Bee
Fourteen-year-old Nicasio David of Dunbar Middle aims to surpass last yearโ€™s quarter-final finish when competition begins this week in Maryland.

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