Ponce de Leon statue in historic St. Augustine, Florida

St. Augustine is the perfect vacation destination for history buffs. As America’s oldest city, there are tons of interesting sites to explore. Explorer Don Pedro Menendez de Aviles of Spain founded the city in 1565, making it the oldest continuously inhabited European settlement. Unbeknownst to many, the Pilgrims actually landed on Plymouth 55 years later in 1602. According to the NPS, the first Thanksgiving actually took place in 1565 between the Native Americans and Spanish settlers in St. Augustine.

The various historic landmarks and museums reflect the city’s rich cultural history. Native Americans, British, Africans, French, Spanish explorers, and pirates all have history in the region. The Castillo de San Marcos, built in 1672, is the city’s oldest surviving structure. Visitors come from all over to enjoy a tour of the oldest masonry fort in the US.

I love exploring historical cities throughout the US so I jumped on the opportunity to take in the easy 3.5 hour drive from Tampa Bay. A great choice as the city is home to an abundance of historical sites, plus a great downtown.

Castillo de San Marcos National Monument in St. Augustine, Florida

Beautiful Spanish Renaissance Architecture

Railroad tycoon Henry Flagler arrived in St. Augustine in the 1500’s. Walking around town, you will be mesmerized by the gorgeous Flagler buildings. Flagler College and The Lightner Museum, both former hotels, are 2 incredible examples of Spanish Renaissance architecture. The former Alcazar Hotel, now the Lightner, houses unique artifacts from the Gilded Age.

A few incredible Flagler buildings. I could look at this architecture all day.

Flagler Grace United Methodist Church in St. Augustine, Florida
Grace United Methodist Church
Flagler Memorial Presbysterian Church in historic St. Augustine, Florida
Memorial Presbyterian Church
Flagler College in St. Augustine, Florida
Flagler College
The Lightner Museum in St. Augustine, Florida
The Lightner Museum

What is the city famous for today?

Today, the city is most well known for its’ charming historic district. Featuring beautiful varied Spanish, English, and French style buildings, narrow brick lined streets, historic sites, and many local businesses, this is where all the tourists congregate. Other notable attractions which draw millions of tourists per year include 42 miles of white sand beaches, the Fountain of Youth Park, Fort Matanzas, and Fort Mose.

the pier at St. Augustine Beach
Gorgeous St. Augustine Beach
Drinking from the Fountain of Youth in St. Augustine
A drink form the “Elixir of Youth”

Below is a guide to some of my favorite things to see and do in this beautiful historic city.

Where to stay

The historic district is home to an abundance of charming inns. Amenities include: full breakfast every morning, historic charm, and most importantly, easy access to the historic attractions. The Kenwood Inn, the Cedar House Inn, and the Carriage Way Inn are 3 great options to look into. On the downside, these top rated inns are often booked in advance, require minimum stays, and can be expensive.

Historic inns of St. Augustine, Florida
Historic Bayfront inns offers great views of the water, plus easy accessibility to the historic district.

The Grand Gables Inn

For anyone seeking a low key escape far away from the tourist crowds, I recommend Grand Gables Inn in the small community of Palatka. Palatka is located a half hour from the St. Augustine historic district. Nearby attractions include Ravine Gardens State Park, Crescent Beach, and the historic 1925 Donald Ross golf course. From the inn, you can take a short walk over to downtown Palatka and the St. Johns River. The area is very quiet in comparison to bustling downtown St. Augustine.

The Grand Gables Inn in Palatka, Florida

Grand Gables is a 3 story, 8 bedroom inn which was built in 1884 in stunning Queen Anne style architecture. The property is very gorgeous with a beautiful veranda, tall ceilings, and numerous antiques. Amenities include a light breakfast each morning and an evening wine hour. Quiet hours from 10:30pm until 6am make this an ideal low-key lodging choice. Couples seeking a romantic getaway, as well as anyone else looking to catch up on some reading or relaxing, will appreciate the tranquil vibe.

A few pics around the inn:

Cozy porch at the Grand Gables Inn in Palatka, Florida

Local Coffee Gems to Start Your Morning Right

Coffee lovers will find a number of attractive choices throughout the downtown district. Many of these cafes offer lovely outdoor seating areas which are perfect for people watching.

Kookaburra: Australian coffeeshop known for their homemade Aussie pies. Try the Vejjo pie (featuring sweet potato, eggs, cheddar, broccoli, & spinach) for breakfast or the Coconut Curry pie for lunch. As for their coffee, treat yourself to a Long Black (espresso & water), or opt for a Honey Badger (latte made using honey, cinnamon, and vanilla) if you are craving something sweet.

Relampago: Hipster shop featuring locally roasted coffee, loose leaf teas, and pastries. Service is rushed, although the coffee is excellent. The highlight here is the spacious patio!

Aussie pt pie at Kookaburra in St. Augustine
Veggie Aussie pot pies at Kookaburra!
Americano Relampago in St. Augustine
Sipping joe on the patio of Relampago

Where to eat

The historic downtown is where you will find a majority of the city’s best local restaurants. As the heart of the city, there are numerous choices within walking distance. From world-class Spanish restaurants, to Cuban bakeries, to Irish pubs, to ice cream shops, and seafood eaters, there is something here for everyone.

Columbia restaurant in historic St. Augustine, Florida

Columbia: World famous Spanish restaurant (the largest in the world!) first opened in Tampa’s historic Ybor City in 1905. Since I live in Tampa, I have dined here many times. Take a seat on the beautiful patio and enjoy a bowl of Cuban Black bean soup, black bean cakes, and a traditional Paella dish.

Gaufres and Goods: Low Key Polish/Mediterranean restaurant located near the waterfront. As it is located off the main touristy road, this is a nice choice for a relaxed dinner. Try the Greek special (spanakopita, a mini Greek salad, dolmeh) or the pierogi plate. Honestly, service could be friendlier. On the bright side, the décor is charming.

Rendezvous: Casual pub featuring a large selection (over 350) of domestic and imported beers. Food choices include a selection of sandwiches, paninis, salads, and soups. Try the Greek salad wrap with a side of potato salad – the perfect refreshing choice on a hot afternoon!

Osprey Tacos: Great choice after visiting nearby attractions like the lighthouse or St. Augustine beach. The menu features a delicious assortment of a la carte tacos with many veggie options. The casual patio makes it a perfect post beach choice!

Maple Street Biscuit Company: Trendy Southern style breakfast joint known for their delicious homemade biscuits (meat and veggie mushroom gravy available) and eclectic ambiance. Try the Sunshine in a Garden dish which includes 2 sunny side eggs in a savory tomato sauce topped with shallots, green peppers, basil, and feta cheese.

Cuban Black Beans at Columbia Restaurant in Tampa
Columbia’s famous Cuban Black Beans
Greek plate with spanakopita Gaufres St. Augustine
Spanakopita at Gaufres
Greek salad wrap Rendezvous St. Augustine
A healthy Greek salad wrap with pasta salad at Rendezvous
Veggie tacos at Osprey in St. Augustine
Super filling veggie tacos at Osprey

What to do at the Historic District

Lots to do and see on St. George Street. Check out some of my favorite attractions!

Constitution monument in historic St. Augustine, Florida

St George Street: This bustling narrow brick lined street features many buildings which date back to the 1700’s. Numerous bakeries, cafes, ice cream and gelato shops, coffeeshops, restaurants, boutique shops, and galleries line the road.

Historic St. George street in St. Augustine, Florida

The Bayfront: Take a quiet stroll along the waterfront. Great restaurants and lots of historic sites to see along the way.

St. Augustine bayfront walk

Plaza de la Constitution: Central park home to an obelisk dedicated to the Spanish Constitution of 1812. A number of civil rights and veteran memorials can also be seen. Popular events hosted here include the Nights of Light holiday celebration, outdoor concerts, and farmers markets.

Plaza de la Constitution in St. Augustine, Florida

The Oldest Wooden Schoolhouse: Take a tour of an 1800’s era school house.

The oldest wooden schoolhouse in St. Augustine, Florida

Gelato Time: Treat yourself to a scoop (or two) of decadent gelato. Over a dozen flavors available. Try the Dark Chocolate or Salted Caramel, served in a cup or a waffle cone. Gelato is made fresh in house using rbGH free milk. Also on-site is Pizza Time, serving Brooklyn style pizza by the slice.

Gelato time in historic St. Augustine, Florida

Ghost tours: St. Augustine is one of America’s most haunted cities. However, you do not have to wait until Halloween to go on a ghost hunting trip. Haunted trolley tours run all year long. You will cover a few of the most haunted places in the city including the Castillo de San Marcos which has been featured on Ghost Adventures.

The haunted Tolomato cemetery is open to the public on the 3rd Saturday of each month (11am-2pm).

Potter’s Wax Museum: The country’s first wax museum. Get your pic next to Harry Potter, Einstein, Seinfeld, Britney Spears, and many other famous political, entertainment, and historical figures. The space is a bit small compared to more modern wax museums. However, the price is right at just under 5 bucks a person.

Ponce de Leon wax figure in St. Augustine, Florida
Ponce De Leon
Harry Potter wax figure at Potter's in St. Augustine
Posing with Harry

More to do Around Town

Castillo de San Marcos: History buffs will definitely want to plan some time out to explore the oldest masonry fort in the US. It was built in 1672 by the Spanish to protect the city. Lots of history to explore here, plus the waterfront views are fantastic.

Castillo de San Marcos National Monument in St. Augustine, Florida

St. Augustine Lighthouse: The first lighthouse in Florida was established in St. Augustine in 1824. Included in the admission is access to the 165 foot tall lighthouse plus access to a few small historical exhibits. A bit overpriced, although the view is quite nice. Prepare to climb 219 steps. You will get in a great leg workout!

Beautiful views via the St. Augustine lighthouse

St. Augustine Beach: The city is home to miles of award-winning coastline including the beautiful 4 mile long St. Augustine Beach located on the southern end of Anastasia Island. This beach is laid-back with super soft white sand. Very clean, wide, and not overly loaded with shells. Parking is free, although there is a small fee to walk the pier.

St. Augustine beach pier

Fountain of Youth Park: St. Augustine is home to the healing spring waters that Ponce de Leon discovered in his search for the fountain of youth. Legend says that the waters have the power to restore youth. At the park you will be able to drink from the mystical waters, along with enjoy a variety of historical exhibits and shows.

A drink from the Fountain of Youth in St. Augustine, Florida
Here’s to hoping this mineral water grants me everlasting youth!