Two Days in St. Augustine, Florida

United States

St. Augustine is about 2.5 hours from Savannah, so a long weekend is easy to do and serves as a nice little getaway to get out of town! We got into town and went straight to the Airbnb which was just over the bridge.  The Airbnb was in a great location, super clean and convenient to get to. After we got settled, we went into St. Augustine and started walking around the downtown area.


There are so many cute little shops, bars, wine spots and restaurants.  Getting into restaurants was a little more difficult because of COVID and the wait times were pretty long at some of the hot spot places that were recommended to us like Harry’s and the Floridian.  Despite the long waits and COVID restrictions, we ate at some great spots; I rounded them up below.  COVID Travel Tip – Make reservations (when available) for restaurants – you can easily avoid long wait times and standing outside for a table.  I would also recommend calling ahead if reservations aren’t accepted by the specific establishment.


  • Ice Plant Bar: Great for brunch|lunch|dinner. We went there for brunch and I recommend getting an aperol spritz and pimento cheese appetizer (the pimento cheese was probably the best I have ever had!). They accept reservations and I highly recommend making them in advance.  We attempted to go the first night we were there and ended up not being able to get in that night. So, we made reservations and went back for brunch before we left on Sunday.
  • The Raintree Restaurant: off the beaten path – they have amazing pasta dishes!
  • The Prohibition Kitchen: the banana pudding is amazing – they have live music too (very fun atmosphere!), which I love and a huge selection of making an old fashioned any way you prefer!
  • Catch 27: We order a couple of appetizers here, along with the shrimp Caesar salad. Catch 27 also had some fun cocktails – ordering the banana daiquiri is a must!
  • The Colombian: The best sangria in town and is also a great dinner spot.


  • Go to the Beach!
  • Go by the St. Augustine Distillery – it’s free and it’s next to the Ice Plant Bar
  • Walk around Flagler College – it really is a beautiful campus and is right in downtown St. Augustine!
  • Stop by the San Sebastian Winery – also free! We purchased additional drinks and sat up on the rooftop after the tour. A mid-day snack was in order so charcuterie and cheese board and a mojito wine spritzer (so good!)

  • Rent a Scoot Coupe through Fun Rentals to tour the city! I wanted to do this SO BAD, but it rained off and on throughout the weekend and every time we went to rent one, it was raining. It looked like such a fun way to see the city though and something unique and different than the normal walking/driving around.

Travel Tip: I love to collect artwork so when I travel to a new city (or one I’ve previously visited), I look for unique pieces – prints or originals to take home with me! I’ll be re-framing this to fit my style, but the print is so bright and fun so it had to come home with me!

St. Augustine is a fun city and I intend to visit again soon, especially since it’s such a short drive from Savannah.  I’ve heard their tree lighting and Christmas festivities are a must see, so December would also be a great time to visit the nation’s oldest city!


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