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October is starting with a pretty good excuse to get out of the house. From a witch-themed cruise on the St. Johns River and a 35th annual fossil fair to local markets, live theater and Sunday morning Cars & Coffee, here are a few of our picks for a weekend around Sanford.
October starts with a little extra magic aboard the Barbara-Lee. This two-hour Witch's Brew High Tea cruise sails along Lake Monroe and the St. Johns River with unlimited tea, savory finger sandwiches, scones and bite-sized sweets.
Guests can lean into the theme with witchy attire or keep things casual. The boat will be decorated for the occasion, and a full bar is available for additional purchases.
Looking for something completely different from the market-and-festival side of the weekend? Dear Evan Hansen begins its Sanford run at the historic Ritz Theater this weekend.
The Tony Award-winning musical follows a teenager searching for connection, belonging and truth after an unexpected event changes everything.
Dinosaurs aren't technically on the guest list, but plenty of prehistoric history is.
The 35th Annual Fossil Fair brings fossils, rocks, gems and minerals to the Sanford Civic Center for two days of vendors, educational displays, children's activities, raffles and silent auctions.
It's all indoors and air-conditioned too—never a bad backup plan for a Florida weekend.
If your Saturday starts better with coffee and a little browsing, head toward Magnolia Square.
Sanford's weekly downtown marketplace brings together local farmers, artisans, baked goods, produce, handmade finds and other small businesses right in the middle of Historic Downtown.
Grab something local, walk First Street and make a morning of exploring downtown Sanford.
Keep your Saturday downtown going with local artisans, crafters and pet-related vendors at Henry's Depot.
It's an easy stop if you're already spending the afternoon around First Street—and a good excuse to bring the four-legged member of the family.
Coffee first. Cars second. Or maybe the other way around.
Orlando Cars & Coffee brings everything from supercars and modern exotics to custom builds, imports and domestics into Historic Downtown Sanford on the first Sunday of the month.
Grab breakfast or coffee nearby and wander through the lineup before the rest of Sunday gets going.
Most of this weekend's picks are clustered around Historic Downtown Sanford and the Lake Monroe waterfront. Tap a stop below to see where it is.
Each event card also includes a direct directions link when you're ready to head out.
Tap a location above to update the map.
In a couple of days you can go from a riverboat on Lake Monroe to a local market, live theater, a family fossil fair and Sunday morning Cars & Coffee—all within a pretty compact part of town. That's what makes exploring a community useful. You start seeing what everyday life there could actually feel like, not just what shows up in the listing photos.
Maybe it's Historic Downtown and the Lake Monroe waterfront that caught your attention. Or maybe you're looking for more space, an established neighborhood, newer construction or easier access to Lake Mary and the rest of Seminole County. Sanford gives you quite a few different ways to live. Explore current homes, or give us a call and we'll help you compare the options.
We'll do the searching. You just decide where you're going. Sign up for The Miller Group Weekend Guide and we'll send local events, family fun, outdoor favorites, restaurants, hidden gems and places worth checking out around Central Florida straight to your inbox.
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