The OLDEST city in the United States is St. Augustine, Florida! Just 1.5 hours from Orlando, making it a great day trip. There is so much colonial history and civil rights significance too! Step back in time and explore this walkable city! Accessible...
Sections
3
To Do
To Eat and Drink
To See
To Do
In a city that's over 500 years old, there is plenty to do and explore around St. Augustine. Much of it within walking distance to each other!
We did this tour on our third visit and I wish we had done it sooner. The price may seem steep ($40) but if you plan it right and go early, this hop on and off tour can be taken until 4:30 and with free parking, meaning you can explore the old city a...
St. Augustine Tours and Sightseeing with Old Town Trolley
Absolutely stunning Spanish/Mediterranean architecture and art everywhere you look. The whole museum/house is a masterpiece!
Villa Zorayda Museum
This is the oldest wax museum in the U.S. - and at one time the largest. $15 entry and you can find coupons for $3 off!
Potters Wax Museum
Okay okay, I know, it's giving tourist trap. The history of this house is cool (we learned on the trolley tour), but if you do anything - go see the giant replica of The David statue, made with the same marble as the original. Seeing the statue is fr...
Ripley's Believe It or Not! St. Augustine |
One of those tourist things you have to do! Get a first hand look at life back in colonial times and get a birds eye view of St. Augustine
Colonial Quarter
I'm a sucker for anything old that lets me step back and imagine life back in time. The old jail is an easy stop before or after your trolley ride
Old Jail St. Augustine
Not for the faint of heart, and DEFINITELY not for kids! This museum is graphic as it depicts medieval forms of…. dealing with problems
Medieval Torture Museum
To Eat and Drink
Best bites in St. Augustine
Columbia is Florida's oldest restaurant - just not this location. Still, the St. Augustine restaurant delivers the same high quality Cuban fare. ADVANCED RESERVATIONS RECOMMENDED or be prepared to have a 3 hour wait.
Columbia Restaurant
One of, if not the oldest, restaurants in St. Augustine with great seafood and views of the coast
O.C. White's Restaurant | Seafood & Spirits
The vibes are unmatched! A more upscale casual dining
Casa Reina
DO THE TOUR! Explore the distillery and tasting, then grab a bite or brunch at the on site restaurant.
St. Augustine Distillery
Affordable wine tastings and brunch! It's a trolley your stop and worth the visit
San Sebastian Winery Tours & Tasting -
Grabbed some quick snacks and ended up staying to order more! The croquetas, pan cubano, cortadito, and Cuban sandwhich were amazing! The staff was so friendly and sweet.
The Cuban Cafe & Bakery - St. Augustine Restaurants
This place was PACKED and for good reason. Right on St. George's street it has a great selection of American food
Prohibition Kitchen – Gastropub
This is the attached restaurant to the St. Augustine Distillery. They are a great brunch spot too!
Ice Plant Bar
To See
Must stop historical and cultural sites in St. Augustine, FL
The oldest fort in the U.S. and it never fell to enemy armies. This historical site is a must see - but go early! It gets packed and there are even some haunted corners!!
Castillo de San Marcos - National Park Service
St. Augustine had a vital role in the civil rights movement. From sit-ins to marches with Dr. Martin Luther King himself, do not miss your chance to walk the trail and learn.
Explore St. Augustine's Civil Rights History
Even if you're not religious, this site was where the city of St. Augustine was formed. The grounds have a historic chapel and some really cool ruins
National Shrine of Our Lady of La Leche - Mission Nombre de ...
My biggest regret is I never go when it's open! Tour the house and grounds of the oldest house in the oldest city! If you love history, like me, this is A MUST!
Oldest House Museum Complex and Gardens
Tour the stunning grounds, see one of the largest Tiffany windows in a college cafeteria, nbd, and learn about the influence and impact Henry Flagler had on the community
Flagler College
A little ways away from the old city, but still worth the trip! You can walk up the 218 steps for incredible views of St. Augustine