Schedule
Saturday, May 2, 2026
Trolley Tour of St. Augustine (must purchase own ticket)
9:15 am - 10:45 am
38 Cathedral Place, St Augustine, FL 32084
https://www.trolleytours.com/st-augustine/tour-tickets We’ll be using the St. Augustine Trolley Tour to get around for our Saturday events. 🔗 Trolley Tickets & Info We’ll begin with the full narrated trolley tour to see the city and hear about its history. After the tour, we’ll use the trolley to visit specific stops together throughout the day. Please plan to meet at Stop #4: City Gates for the 9:15 AM pick-up. It’s located across the street from Castillo de San Marcos in the downtown area. If you plan to enjoy drinks during the day, we recommend taking an Uber or Lyft to Castillo de San Marcos, which will be our main meet-up area. From there, you can ride the trolley with us to each stop and explore along the way. If you’d prefer not to ride the trolley, that’s no problem! The events and times we plan to visit will be listed below, so you can meet us at any of the stops that interest you. After the final stop, we’ll part ways to get ready for dinner.
Castillo de San Marcos
11:00 am - 11:45 am
11 S Castillo Dr, St. Augustine, FL, FL 32084
https://www.nps.gov/casa/index.htm
St. Augustine Distillery / Ice Plant
12:15 pm - 1:15 pm
112 Riberia St, Saint Augustine, FL 32084
https://iceplantbar.com/ https://www.staugustinedistillery.com/ The Ice Plant and St. Augustine distillary are right next to each other. The Ice Plant offers great lunch / cocktail options! Here we can grab food and visit the distillery. They offer self-guided distillery tasting tours for anyone thats interested.
San Sebastian Winery
1:30 pm - 2:30 pm
157 King St, La cocina international rest. Rooftop, St. Augustine, FL 32084
The distillery and winery are a short walk / trolly ride. We plan to visit both locations while in this area. Tastings available here as well.
Celebration Dinner - Blackfly The Restaurant (dinner on us)
5:00 pm - 7:30 pm
410 Anastasia Boulevard, St. Augustine, FL 32080
Coastal chic — sundresses, breezy fabrics, and button-down shirts.
Please RSVP so we can save you a seat! Dinners on us - drinks tickets & alcoholic beverages available for purchase at the cash bar. Restaurant has moved to a brand new location! New address: 410 Anastasia Blvd.
Ghost and Gravestones Trolley Tour (must purchase own ticket)
9:00 pm
Non- drinking tour: Please purchase tickets - https://www.ghostsandgravestones.com/st-augustine
Sunday, May 3, 2026
Brunch - Ragga Surf Cafe (pay your own way)
10:30 am
134 Riberia Street, St. Augustine, FL 32084
Ragga Surf Cafe is a food truck cafe spot. Very casual, outdoor picnic table seating. We’ll grab some food here prior to the beach
St. Augustine Beach
1:00 pm - 4:00 pm
St. Augustine, FL 32080
Beach Attire
Meet us at the beach! Admission - $8 per vehicle (up to 8 people per car) Bring a lunch or eat at the grill on site https://www.floridastateparks.org/anastasia
Old Coast Ales / Osprey Tacos (pay your way)
6:00 pm
300 Anastasia Blvd, St. Augustine, FL 32080
Osprey Tacos located right next door