ISLAND CHARM CRAWL DIRECTORY
Crawl: May - October, 2026
Presented by
What’s Up FMB, with support from
Alex King Group, King Family Foundation, Diva’s and Dolls, and The Whale, the
Island Charm Crawl
is a summer-long island adventure running May through October across Fort Myers Beach.
Each stop offers its own experience, giving crawlers the chance to shop, sip, dine, and discover more of the island throughout the season.
Those who complete the crawl will earn a final completion charm and island bragging rights at the closing celebration.
ISLAND CHARM CRAWL PARTICIPATING BUSINESS Directory
| Location | Pick Up Spot | Action Required | Hours |
|---|---|---|---|
| Alex King Group | Alex King Group Open Houses | Free at Open Houses | During Open Houses |
| Beach Hut Shop | Times Square 1000 Estero Blvd | Free with $10 purchase | Mon-Sat 10-8, Sun 11-7 Closed during Rain |
| Beach Talk Radio | Wahoo Willie's and Lah De Dah | Free with $5 donation to FMB-WC | During live shows |
| Blue Parrot | Blue Parrot at Lani Kai 1400 Estero Blvd Unit #4 | Free with purchase | Weekdays 9-4, Weekends 9-6 |
| Detroit Dawgs | Detroit Dawgs at Norm's Beach Parking | $3 with purchase of coney dog. | Mon-Thurs 11a-8p, Fri-Sun 11-11 |
| DiamondHead Beach Resort | Cabana's at DiamondHead | Free with purchase at Cabana's | Daily 11am-8pm |
| Diva's N Dolls | Diva's & Dolls at Lani Kai | Free with purchase of zip beach bag. | Daily 10am-6pm |
| ERA Lahaina | ERA Lahaina 6035 Estero Blvd | Sign up for neighborhood new with one of our agents in office or at an Open House | Office Hours M-F 9-2 |
| FMB Cleaning Lady | The Whale 1249 Estero | Free with mocktail or cocktail | 11am-10pm |
| Forever Tides | Forever Tides in Times Square | Free with $10 purchase at Forever Tides | Thur - Sun 1-8pm |
| Friends of Bay Oaks | Bay Oaks Recreational Campus 2731 Oak St | Free with admission or membership. | Mon - Fri 8-7 |
| Friends of Lovers Key | Lovers Key Welcome and Discovery Center 8700 Estero Blvd | Free with visit to Welcome and Discovery Center | Wed - Sat 10am-2pm |
| Friends of Mound House | Mound House | Free with purchase of membership or admission, or free with purchase over $10 | Wed- Sat 9-4 |
| Illuminations Parade | Nov 7 Sandy Bottom's Bar and Grill 2307 Estero Blvd | Free with $10 donation to What's Up FMB | Coming Soon |
| Island Girl | Island Girl 6035 Estero Blvd | Free with purchase of Island Girl Flamingo Koozie | Mon-Fri 10-3, Sat 10-1 |
| Island's Pancake House | Island's Pancake House 2801 Estero Blvd Unit P | $2 with purchase or $5 | Daily 7:30-2 |
| JobuFest | The Whale 1249 Estero Blvd | Free with cocktail or mocktail purchase. | 11am-10pm |
| Jorge Barrera | Wahoo Willie's, Beach Talk Radio Shows and at Open Houses with Jorge Barrera | Free with smile | Sat 9-10, Sun 9-9, Mon-Thurs 11-9, Fri 11-10 |
| JWB Grill | JWB Grill in Margaritaville | Free with $10 purchase at JWB Grill | Daily 4-9pm |
| La Ola | La Ola in Times Square | Free with $15 purchase at La Ola | Daily 9-9 |
| Lah De Dah Beach Bar & Grill | Lah De Dah in Margaritaville | Free with $10 purchase at Lah De Dah | Daily 11-11 |
| Legacy Tower | La Ola and Norm's Beach Parking | Free with $10 donation to What's Up FMB | La Ola Daily 9-9 and Norm's Beach Parking 9am-7pm |
| Legno Italian Kitchen | Legno Italian Kitchen in Santini Marina Plaza | Free with purchase of a cocktail or mocktail. | Sun-Thurs 11-10, Fri & Sat 11-midnight |
| License to Chill Bar & Grill | License to Chill in Margaritaville | Free with $10 purchase | Daily 7a-11pm |
| Margaritaville Beach Resort | Lobby retail store in Margaritaville | Free with $10 purchase at Margaritaville Retail Store | Daily 9a-9p |
| Mullet Madness | During Mullet Madness & La Ola | During MM $10 donation to WUFMB after July 25 free with purchase at La Ola | Daily 9-9 |
| Mr. Waves | Mr. Waves 1028 Fifth St | Free with a $10 Mr Waves drink purchase. | Daily 8a-2a |
| Nauti Flamingo | Nauti Flamingo at Lani Kai | Free with $10 purchase and follow on social media. | Tues - Sun 11-5 |
| Nervous Nellie's | Nervous Nellies | Free with purchase of Rum Punch, Florida Broiled Platter or Key Lime Pie | Sun-Thurs 11am-9pm, Friday and Saturday |
| Petey's Upper Deck | Petey's Upper Deck 416 Crescent St | Free with frozen drink of cocktail. | Mon-Thurs 3-10pm, Fri 3-11, Sat 10-11, Sun 10-10 |
| Red, White & Beach | July 4 at Freedom by the Bay at Bayside Veterans Park | $10 donation to What's Up FMB | 3-6pm |
| Robin Sook | Island Girl 6035 Estero Blvd | Take a selfie with a bus bench or shelter, post and like on the LookWithSook Facebook page. | Mon-Fri 8-6, Sat 8-5, Sun 10-5 |
| Shoreside Furnishings & Patio | Shoreside Furnishings & Patio 17851 Pine Ridge Unit 1 | Free with $10 purchase at Shoreside Furnishings & Patio | Tues - Sat 10-5 |
| Smokin Oyster Brewery | SOB 340 Old San Carlos Blvd | Free with purchase of any sandwich, basket or entree. | Daily 11-10 |
| Snug Harbor | Snug Harbor 645 Old San Carlos Blvd | Free with purchase of any sandwich, basket or entree. | Daily 11-9 |
| Sun N Fun Sport Rentals | Sun N Fun 1821 Estero Blvd | Free with any rental or with merchandise purchase | Daily 9-5 |
| The Beach Bar | The Beach Bar 1668 I St | Free with any purchase. | 11-6 Daily |
| The Cart Shack | 17649 San Carlos Blvd | Tag The Cart Shack on Social Media | Mon-Sat 9-5 |
| The Islander Gift Gallery & Boutique | The Islander 7205 Estero Blvd | Free with donation to the FMB Community Foundation | Mon-Sat 9-7 Sun 10-5 |
| The Whale | The Whale 1249 Estero Blvd | Free with cocktail or mocktail purchase. | 11am - 10pm |
| Tiki Bar & Grill | Tiki Bar in Lighthouse Inn Resort 1051 Fifth St | Free with ppurchase of cocktail or mocktail. | 8a-2a |
| Wahoo Willies | Wahoo Willie's 645 Old San Carlos Blvd | Free with purchase of any sandwich, basket or entree. | Sat 9-10, Sun 9-9, Mon-Thurs 11-9, Fri 11-10 |
| Yucatan Beach Stand | Yucatan Beach Stand 250 Old San Carlos Blvd | Free with purchase of a specialty cocktail or appetizer. | Sun-Thurs 11a-10p, Fri-Sat 11a-12a |
