10/10 - 2026 Boca Chamber Annual Gala at The Boca Raton, 501 E Camino Real. Black tie attire. 6:30-10 pm. Tickets: 561-395-4433; bocaratonchamber.com
10/11 - Boynton Beach Gold Coast Band Concert at Coral Lakes Theater, 12751 El Clair Ranch Rd, Boynton Beach. 3 pm. $10. goldcoastband.org
10/13 - Sunset Soiree: A Rooftop Happy Hour Supporting Spirit of Giving at Rosewater Rooftop by Akira Back, The Ray Hotel, 233 NE 2nd Ave, Delray Beach. 5:30-7:30 pm. $35. 561-385-0144; spiritofgivingnetwork.com
10/16 - Mystery at the Museum: The Case of Chesebro’s Missing Diary at The Schmidt Boca Raton History Museum, 71 N Federal Hwy. For children ages 6-12. 6-8 pm. $10-$20. Registration: 561-395-6766 x 107; bocahistory.org
10/17 - Fall Festival at Centennial Park & Amphitheater, 120 E Ocean Ave. 3-6 pm. Free. 561-742-6024; boynton-beach.org
10/18 - Mia: Keys on Fire at The Delray Beach Playhouse, 950 NW 9th St. 2 pm. Tickets start at $59. 561-272-1281; delraybeachplayhouse.com
10/18 - Serenade to Music at St. Gregory’s Episcopal Church, 100 NE Mizner Blvd, Boca Raton. Presented by Seraphic Fire. 4 pm. Tickets start at $50. 305-285-9060; 561-994-4909; seraphicfire.org
10/18 - Halloween by the Sea at Gumbo Limbo Nature Center, 1801 N Ocean Blvd, Boca Raton. Outdoor crafts, games, wear your coolest costume. Carpooling encouraged; insect repellent suggested. Age 2-6; child under 18 must be accompanied by parent/guard
10/20 - Chocolate Uncorked: A Sweet Tasting Adventure at Delray Beach Library, 100 W Atlantic Ave. Age 21+. 6 pm. $55. Registration: 561-266-0798; delraylibrary.org
10/23 - Rally For Rescue at The Palms Indoor Pickleball, 4660 Communication Ave, Boca Raton. Benefitting Child Rescue Coalition. 9 am-1 pm. Tickets start at $150. 561-208-9000; childrescuecoalition.org/events/rally-for-rescue
10/23 - Permission to Play: Connection, Cocktails & Fun at Replay, 6600 High Ridge Rd, Boynton Beach. Featuring food, cocktails, silent auction and more. Benefits Schoolhouse Children’s Museum. Suggested attire: Sporty chic. 6 pm. $100. 561-742-6780;
10/23 - The Haunted Nature Preserve at Lantana Nature Preserve, 440 E Ocean Ave. Guided haunted trail tours, DJ dance party, costume contest, hayride, kids carnival games, vendors, prizes, more. 6:30-9 pm. Free w/free parking. 561-540-5754; lantana.o
10/23-25 - Churchill & Roosevelt: The Christmas That Saved The World at The Delray Beach Playhouse, 950 NW 9th St. F/Sat: 7:30 pm; Sat/Sun: 2 pm. $69. 561-272-1281; delraybeachplayhouse.com
10/24 - Howl-O-Ween at Countess de Hoernle Park, 1000 NW Spanish River Blvd, Boca Raton. Tail-wagging Halloween fun for dogs and their humans. Costumes are encouraged. Photo ops, crafts, costume contest and more. 9 am-noon. Free. 561-393-7815; myboca
10/24-25 - 26th Annual Orchids on the Square: Delray Beach Orchid Society Annual Show and Sale at Vintage Gym at Old School Square, 51 N Swinton Ave. Sat 10 am-5 pm; Sun 10 am-4 pm. $5/admission; free/child under 6. 561-573-7633; delraybeachorchidsoc
10/24 - Annual Halloween Parade & Kidsfest starts at SE/NE 5th Ave, ends at Old School Square Amphitheater, 51 N Swinton Ave, Delray Beach. Family fare. Trick-or-treating: 11:30 am-1 pm; Kidsfest: 11 am-3 pm; parade: 1 pm. Free. 561-243-1077; delrayo
10/24 - Pumpkin Palooza at The Shops at Boca Center, 5150 Town Center Circle. All proceeds from pumpkin sales will benefit Cason United Methodist Church. 2-5 pm. bocacenter.com
10/24 - 2026 Boca Raton Mayors Ball at The Boca Raton, 500 E Camino Real. Presented by The Rotary Club Downtown Boca Raton. Reception, dinner, dancing, awards presentation. 6:30 pm. $595. 561-299-1429; rotarydowntownbocaraton.org/mayors-ball/
10/25 - Lights, Camera, Music! at First Presbyterian Church of Delray Beach Courtyard, 33 Gleason St. Part of the First Delray Concert Series. 4 pm. $20. 561-276-6338; firstdelray.com
10/27 - 2nd Annual Shakesfear! at Delray Beach Historical Society, 1926 Historic Bungalow, 3 NE 1st St. Featuring presentation of William Shakespeare’s readings by the Shakespeare Troupe of South Florida. All ages. 6 pm. $15/person; free/members. Reg
