The Perfect Three-Day Itinerary for Retreats in Downtown St. Augustine

St. Augustine is an ideal destination to let your corporate group thrive! The sun, sand and sea will invigorate your team and let their creative juices flow. If you’re looking for a place to inspire new ideas or improve employee morale, check out the Bayfront Marin House in downtown St. Augustine! With countless activities and restaurants just steps away, it’s a great home to mix business with pleasure. Keep scrolling to see a sample itinerary for a three-day retreat in St. Augustine. We welcome small and large groups at our downtown event venue May 1st through November 10th, Monday-Thursday. Note: The * indicates items that are include in our Downtown Executive Retreats package!

Tuesday: Travel to St. Augustine, FL

Fly into Jacksonville, FL (1 hour away), Orlando Airport (2 hours away), or check our regional St. Augustine airport, Northeast Florida Regional Airport (airport code UST). There are several car rental options in town, or take a shuttle to the inn and leave your car at home. Virtually everything in St. Augustine’s downtown is walkable. St. Augustine is also an easy drive from many locations in Florida, as well as Georgia, South Carolina, southern portions of North Carolina and Alabama.

3:00 pm – Check in at the Bayfront Marin House
The Bayfront Marin House utilizes Front Desk texting programs, so attendees will know exactly when their room is ready for check in. Arrivals can come to our front desk, or go directly to their room, and let themselves in using our keyless lock system. The inn offers high speed internet, streaming televisions, and an electronic concierge service in each of our 19 downtown rooms, and 8 beach cottages on Vilano Beach. Enjoy a variety of lodging options, from beautifully appointed rooms at our main inn, to private vacation rentals nearby. If you rent a larger space for your executives, the suite’s living spaces can be used for breakout sessions or small group meetings throughout your stay. We’re happy to help you plan your rooming list to maximize the spaces onsite.

6:00 pm – Welcome Reception on the Sanchez House Lawn*
Enjoy a light reception with passed appetizers and beer and wine, giving your attendees a chance to casually mingle and talk about the upcoming session. Reception is part of the package for guests staying at the Bayfront Marin House only. Additional guests will incur an additional charge.

7:00 pm – Group Dinner
Walk to one of 60 plus restaurants in St. Augustine, a city recently named the Best Food City in the South by Southern Living. If you’d like a private room for your group, you can find a list of wonderful options here.

a group of friends at a music festival in St. Augustine, FL

Wednesday: Meetings & Team Building

7:00 am – Yoga on the Lawn at the Sanchez House
Stretches and breathing for busy executives—perfect for stress reduction

8:00 am – Breakfast Buffet at the Sanchez House*

9:00 am – Business Meeting*
Meet in the Sanchez House. Petite retreats will meet downstairs; groups larger than 12 will meet on the second floor.

11:00 am – Break Out Sessions*
Meet in the Aviles Street Cottage, Sanchez House and Casita on Aviles Street (note: Aviles Street Cottage and the Casita on Aviles Street have sleeping spaces as well—these can only be utilized if those rooms have been rented by your group). Breakout sessions will have coffee, water, and trail mix stations at each location.

12:00 pm – Lunch

2:00 pm – Team Building Event
Choose from several group-based options:

  • Guided tour of St. Augustine’s best restaurants and bars by Tasting Tours
  • Zip-lining over the Alligator Farm
  • City-wide scavenger hunt
  • Historic Trolley Tour of St. Augustine

5:00 pm – Happy Hour at the Bayfront Marin House*

6:00 pm – Dinner on Your Own

top view of southern breakfast on a tray at hotel in St. Augustine

Thursday: Finalize Business Plans & Share Results of Group Sessions


8:00 am – Breakfast Buffet in the Sanchez House*

8:30 am – Meeting at the Sanchez House*

11:00 am – Meeting Adjourns
Attendees and their spouses are welcome to continue their stay at the Bayfront Marin House.

This St. Augustine itinerary is for inspiration only. Contact us today so we can learn more about your group and your specific needs—we are happy to collaborate with you on an agenda that works for your organization. Check out our downtown guide!