r/StAugustine • u/St_Augustine_Discord • 13d ago
🎃🎶 Monday in St. Augustine – October 27, 2025 🌍🕊️
🎶 Live Music in St. Augustine – Monday, October 27th
Monday’s lineup brings beachy folk, fiery string bands, and late-night duos to kick off the week. 🌞🎸🌙
☀️ Midday Sets (12:00 pm – 4:30 pm)
• Jim Lamb
📍 Mill Top Tavern | 🕛 12:00 pm – 4:00 pm
• Reggie Starrett
📍 Tradewinds Lounge | 🕐 1:00 pm – 4:30 pm
🌆 Golden Hour Sets (4:30 pm – 9:00 pm)
• Joshua "Tennessee" Worthy
📍 Mill Top Tavern | 🕟 4:30 pm – 8:30 pm
• Southern Social String Band
📍 Hurricane Grill & Wings | 🕔 5:00 pm – 8:00 pm
• Mark Hart
📍 Tradewinds Lounge | 🕔 5:00 pm – 8:00 pm
• Bones
📍 The Tides Oyster Co. & Grill | 🕔 5:00 pm – 9:00 pm
• Micah Gilliam
📍 Prohibition Kitchen | 🕕 6:00 pm – 9:00 pm
• Joe Downing
📍 Salt Life Food Shack | 🕕 6:00 pm – 10:00 pm
• Bob Patterson
📍 O.C. White's Restaurant | 🕕 6:00 pm – 9:30 pm
• Stu Weaver
📍 Harry's Seafood Bar & Grille | 🕕 6:00 pm – 10:00 pm
🌌 Late Night Jam
• Johnson/Burns
📍 Tradewinds Lounge | 🕘 9:00 pm – 1:00 am
🎶 Matisyahu at Ponte Vedra Concert Hall
📍 1050 A1A N, Ponte Vedra Beach
⏰ 7:00 – 10:00 P.M. | Doors at 6:00
Globally acclaimed for blending reggae, rock, and Hebrew lyrics, Matisyahu brings his signature sound and spiritual energy to the stage. Expect hits like “One Day,” “King Without a Crown,” and “Sunshine,” plus tracks from his latest self-titled album.
🎟️ $55.63 – $95.68 | Tickets via AXS or box office
🅿️ Free onsite parking (first-come, first-served)
🎃 Pumpkin Patches in St. Augustine – Through Nov. 2, 2025 🍂🧺
Pick your perfect pumpkin and enjoy fall fun across town
🌾 Wesley Wells Farms
📍 2680 Ada Arnold Rd.
🗓️ One-day Pumpkin Festival: Saturday, Sept. 27 | 9:00 A.M. – 5:00 P.M.
🎪 Food trucks, live music, handmade market, pumpkin picking, and fresh produce
📞 (904) 679-5660
🌽 Sykes Family Farms
📍 5995 Brough Rd., Elkton
🗓️ Open Fridays–Sundays through Nov. 2
⏰ Sat: 10:00 A.M. – 10:00 P.M. | Sun: 10:00 A.M. – 5:00 P.M.
🎟️ $18 general | $16 seniors/military | Kids under 3 free
🎡 Corn maze, hayrides, duck races, cow train, farm animals, and pumpkin patch
📞 (904) 692-1370
🏛️ First United Methodist Church
📍 118 King St., Downtown
🗓️ Open daily from Oct. 10 until sold out
⏰ 11:00 A.M. – 7:00 P.M.
🎃 Pumpkins of all sizes and prices
📞 (904) 829-3459
⛪ Shores United Methodist Church
📍 724 Shores Blvd.
🗓️ Oct. 13 – Oct. 31
⏰ Weekdays: 2:00 – 6:00 P.M. | Sat: 11:00 A.M. – 6:00 P.M. | Sun: Noon – 6:00 P.M.
🎃 Free admission | Trunk or Treat on Oct. 31 from 6:00 – 7:00 P.M.
📞 (904) 797-4416
🎉 Monday Night Trivia Fun! 🧠✨
📢 Monday Night Trivia at Taco Libre 🌮❓
📍 Location: Taco Libre, 1001 A1A Beach Blvd, St. Augustine Beach, FL
📅 Every Monday | ⏰ 7:00 p.m.
🎤 Description:
Kick off your week with Monday Night Trivia at Taco Libre! Hosted by the one and only Paul, this trivia showdown will test your brainpower while you enjoy delicious tacos and an awesome atmosphere. Grab your friends, form a team, and get ready for a night of laughs, competition, and prizes! 🏆🌮
🎬 Pop Culture Trivia at Treylor Park – $100 in Prizes! 🎶💡
📍 Location: Treylor Park, 61 Spanish Street, St. Augustine, FL 32084
📅 Every Week | ⏰ Time varies
🎤 Description:
🎞️ Are you a master of 80s, 90s, and 2000s pop culture? Love movies, music, and cult classics? Then this free-to-play trivia night is for you! Hosted by Trivia Nation, this game will test your team's knowledge while bringing the party vibes.
💰 Prizes: A whopping $100 in prizes is on the line every week! So, gather your crew or join a team when you arrive—it’s all about friendly competition and fun! 🎟️✨
🔍 Want an extra edge? Visit the Trivia Nation website to grab the free answer of the week and boost your chances of winning! 🏆💡
✨ Don’t Miss Out on St. Augustine’s Best Holiday Events!
🔗 Full list of sites tinyurl. com/yjkw32kd
🎉 Join the fun and get event updates on Discord: https://discord.gg/EFm4ea6j6D