Community Events
The Fall 2026 outreach calendar — business booths, community networking, and branded giveaway opportunities across Cape Coral, Fort Myers, Bonita Springs and Naples.
Recommended Booking Order
- 1.Local Roots business booths — create a repeating presence in Fort Myers and Bonita Springs.
- 2.Cape Coral Holiday Festival of Lights — dedicated business-vendor options.
- 3.Fort Myers Boat Show — strongest fit for the Boaters Realtors positioning.
- 4.Cape Coral Holiday Nights on the Lawn — two evenings of local exposure.
- 5.Cape Coral Boat-a-Long or Naples Boat Parade — both are December 19; choose one or split the team.
- 6.Naples Home & Garden Show — a promising homeowner audience.
Ask every organizer about real estate category eligibility, booth availability, fees, sponsorship, and giveaway rules before booking or promising branded flamingo giveaways — none of these spaces are reserved yet.
Art Walk
Oct. 2, Nov. 6, Dec. 4
Attend and meet residents and businesses. Ask about commercial sponsorship; artist spaces may have different eligibility.
Hispanic Chamber Business After Hours
Oct. 6, 5:30-7 p.m.
Free with RSVP. Meet business owners and potential referral partners; ask before branded giveaways.
Evening on Fifth
Oct. 8, Nov. 12, Dec. 10, 6:30-9:30 p.m.
Attend for conversations; ask about permitted promotional activity.
Cape Coral Bike Night
Oct. 10, 5-10 p.m.
Apply for a business vendor space. Official application available; organizer acceptance required.
Bon Marche Sidewalk Sale
Oct. 15-18
Connect with shoppers and merchants. Outside business participation needs approval.
Marco Boat Show
Oct. 16-18
Ask about exhibit or sponsor opportunities.
Music Walk
Oct. 16, Nov. 20, Dec. 18
Ask about a business booth or permitted giveaway presence. Organizer provides vendor applications.
Oktoberfest
Oct. 16-18 & Oct. 23-25
Ask about remaining exhibitor or sponsor spaces. Festival includes vendors; availability unconfirmed.
Cars and Coffee 239
Oct. 18, Nov. 15, Dec. 20, 9-11 a.m.
ATTEND ONLY: published rules prohibit commercial activity, flyer distribution and selling services. Leave branded flamingo outreach out of this event.
Films Al Fresco
Oct. 20, Nov. 17, Dec. 15
Free outdoor movie events. Ask about sponsorship or an approved giveaway table.
Hispanic Chamber Networking Luncheon
Oct. 21, Nov. 18, Dec. 16, 11:30 a.m.-1 p.m.
Register to attend. Good for business introductions and restaurant partnerships.
City Trunk or Treat & Halloween Movie
Oct. 23
Ask about a decorated trunk or business-sponsored giveaway. Consider Halloween-themed flamingos.
Stone Crab Festival
Oct. 23-25
Strong waterfront audience. Ask about business vendor or sponsor eligibility; confirm dates directly before booking.
Hispanic Chamber Networking Luncheon
Oct. 28, 11:30 a.m.-1 p.m.
Register to attend; useful for referral and restaurant connections.
Fall at the Farm - Market & Music
Oct. 30, 10 a.m.-3 p.m.
Event listing found; confirm directly whether business vendors or giveaways are accepted.
Fall Festival
Oct. 31, 9 a.m.-4 p.m.
Craft vendors included. Ask about an informational real estate booth or sponsorship.
Halloween Spooktacular
Oct. 31, 3-5 p.m.
Ask about an approved community giveaway presence.
Halloween Evening on Fifth
Oct. 31, 5-8 p.m.
Could pair with Spooktacular if promotional participation is approved.
Salute to Service
Nov. 1, Noon-3 p.m.
Attend for community connections; inquire about sponsorship or a permitted giveaway station.
Veterans Day Parade
Nov. 7
Attend or inquire about a parade entry. Keep participation focused on honoring veterans.
Fort Myers Boat Show
Nov. 12-15
Top priority. Ask about a waterfront real estate exhibit or sponsorship and flamingo giveaway permission.
Naples Home & Garden Show
Nov. 13-14, 10 a.m.-4 p.m.
Strong vendor prospect. Ask Expo Management about Realtor exhibitor spaces and pricing.
Autumn Garden Festival
Nov. 21-22, 9 a.m.-4 p.m.
Primarily garden vendors. Attend or inquire about sponsorship eligibility.
Holiday Nights on the Lawn
Nov. 27-28, 4-8 p.m.
Vendors are included. Ask whether real estate businesses may reserve a space.
Art in the Park
Nov. 28, organizer confirmation needed
Verify with Naples Art Institute; ask about commercial sponsorship.
Christmas Walk & Tree Lighting
Dec. 4-5 (tree lighting Dec. 4, ~6 p.m.)
Ask about sponsorship or an approved promotional presence.
Fort Myers Beach Christmas Boat Parade
Dec. 5
Consider a restaurant partnership or approved giveaway site.
Naples Fine Art Show
Dec. 5-6
Attend or ask about commercial sponsorship. Artist booth eligibility does not establish Realtor eligibility.
Cape Coral Holiday Festival of Lights
Dec. 5
High priority. Business-vendor and sponsorship information is available.
Stardust Memories Big Band
Dec. 8, 7-9 p.m.
Attend for networking; request permission for branded giveaways.
Naples Christmas Parade
Dec. 8, unverified city date
A current local guide lists Dec. 8; the date was not verified on a current city event listing.
Tuba Christmas
Dec. 11, 6:30-7:30 p.m.
Smaller community gathering; ask before distributing promotional items.
Kris Kringle Village
Dec. 12-13, 10 a.m.-8 p.m.
Ask who manages vendor registration and whether business booths are accepted.
Bonita Springs Concert Band
Dec. 13, 6-8 p.m.
Attend and ask about sponsor recognition or a permitted giveaway area.
Naples Bay Christmas Boat Parade
Dec. 19
Excellent Boaters Realtors fit. Ask about sponsorship, a participating boat, or a waterfront viewing-venue partnership.
Holiday Boat-a-Long
Dec. 19, 4-9 p.m.
High priority for Boaters Realtors. Ask about a booth, sponsor activation, or decorated boat entry.
Gateway Farmers Market
Fridays in Dec., 9 a.m.-1 p.m.
Ask about Dec. 4, 11 and 18. Confirm opening date. Local Roots business-booth request.
Promenade Farmers Market
Saturdays from Oct. 3, 8 a.m.-noon
Local Roots business-booth request.
Lions Club Wednesday Market
Wednesdays, 8 a.m.-1 p.m., October-April season
Vendor application available. Confirm business-booth eligibility and first operating date.
Bonita Holiday in the Park / Holiday Stroll
December, date to confirm
City advertises December 2026 sponsorship opportunities. Confirm kickoff and business participation.
Lakes Park Farmers Market
Wednesdays, 9 a.m.-1 p.m., October-May season
Local Roots business-booth request. Confirm the season opening date.
Christmas on Third
Late November / December, dates to confirm
Confirm 2026 kickoff and entertainment schedule with the district.
Naples Artcrafters Shows
Nov. 14 & Dec. 12, organizer confirmation needed
Dates appear in listings. Confirm directly; ask about sponsorship rather than assuming artist-booth eligibility.
Flamingo Island Flea Market
Friday-Sunday, confirm current hours
Ask about a short-term business booth and current fees.
Fort Myers Downtown Farmers Market
Saturdays, 9 a.m.-1 p.m.
Submit a Local Roots business-booth request.
Cape Coral Downtown Farmers Market
Saturdays, 8 a.m.-1 p.m.
Ask about business booths or sponsorship. Local Roots business booths remain available at all its markets.
Farmer Mike's Fall Festival & Corn Mazes
Now-Oct. 31, selected days
Food and craft vendors participate. Ask about business sponsorship or an informational booth. Confirm individual operating days.