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St. Augustine, Florida Travel Itinerary

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St. Augustine, Florida has become my second home after living there while attending Flagler College. There are SO many things to do (you could spend an entire week there and still have so much more to discover!), but this list is filled with some of ...
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Sight Seeing!

Visit some of St. Augustine's most incredible and breathtaking views, from sunset cruises to national monuments, and everything in between! These are all things that I have personally done countless times and cannot overstate how stunning they are.

 
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Castillo de San Marcos is a culturally and historically significant national monument, as it preserves the oldest masonry fortification in the continental US.
Castillo de San Marcos National Monument (U.S. National Park Service)
 
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These trolly tours are an essential when visiting St. Aug! The trains visit all of the main attractions, and you can get off at a spot, spend time at that museum/attraction, and then catch the next trolley when it comes by. There are multiple trolley...
St. Augustine Tours and Sightseeing with Old Town Trolley
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This was one of my favorite St. Augustine memories. The boat is small, so it's not an overcrowded group of people. Seeing St. Augustine from the water at sunset is incredible. We even saw dolphins! The dock has a live band as well as a bar.
Sunset Cruise

Attractions!

I've visited each and every one of these attractions and highly recommend you swing by during your St. Augustine trip! All of these are also family-friendly, so they're great options for little ones :)

 
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Visit the Fountain of Youth, and be sure to take a sip!
Fountain of Youth Florida
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There are all sorts of things to do here (see all the different animals, go zip-lining, etc). They do alligator feedings daily, and I even touched a baby alligator!
Alligator Farm
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I love going to any Ripley's Believe It or Not, regardless of where it's at. The fact that this particular one is in downtown St. Augustine is perfect. It's so much fun for all ages!
Ripley's Believe It or Not! St. Augustine
 
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This is such an interesting attraction, and it's also SO much fun! They have actors who play inmates and they're absolutely hilarious. It's also super cool to see what old jails looked like on the inside and learn more about conditions there.
St. Augustine Old Jail

Museums!

The most well-known and well-loved museums in St. Aug! There is so much to learn and discover while visiting these museums. Some of them are historical and great places for those who seek knowledge about St. Aug. and its past, but there are also seve...

 
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The lighthouse is a classic. They also have guided ghost tours at night (if you go to one of the ghost tours, you can walk to the top of the lighthouse to see the beautiful nighttime view!). The climb to the top wiped me out, but it was SO worth it.
St Augustine Lighthouse & Maritime Museum
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The Lightner Museum offers an immersive experience of art, architecture, history, and design. You obviously have to pay for admission, but there's no cost to enter the massive two-story courtyard, and I used to spend so much time in there, doing scho...
Lightner Museum
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This museum is SO cool! They have incredibly realistic wax figures of a whole bunch of different well-known individuals, from celebrities, historical figures, presidents, and so much more. My favorite wax figure is Anne Boelyn.
Potter's Wax Museum
 
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Villa Zorayda is a STUNNING historical gilded age museum!
Villa Zorayda Museum
 
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This is a super cool and immersive museum. It's a great option for kids of all ages!
The Pirate Museum

Eateries!

If I added ALL of St. Augustine's eateries, this list would go on forever, so instead, I've chosen to include my personal favorite bars and restaurants (Especially Harry's!!)

 
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St. Aug has several distilleries, but this one is the best (in my opinion!). Need I say more?
St. Augustine Distillery
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THIS IS MY FAV ST. AUGUSTINE RESTAURANT!!! They have SO many delicious meals (and desserts… try their fried oreos!). On one side, there's a beautiful outdoor patio with string lights, and on the other side, there's another patio that overlooks the Br...
Harry's
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Prohibition Kitchen offers your All-American dishes, and what I really love about it is it's location on St. George street! It's so nice to be able to spend a day shopping on St. George street with a lunch or dinner break at PKS!
PKS Taug
 
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Oddly enough, I've never visited Beachcombers before, but it's super popular, so I'll need to swing by during my next trip!
Beachcombers
 
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Sunset Grille offers your typical all-American eats.
Sunset Grille A1A
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Salt Life is one of my favorite places to eat! I especially love sitting on the top, outdoor deck. They have a whole bunch of menu options, so you'll undoubtedly find something you love.
Salt Life Food Shack
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Kookaburra is a super popular spot in St. Aug, especially for young adults. If you stop by, I personally recommend the Honey Badger Latte ;)
Kookaburra Coffee
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Sweet Treats!

And, of course, I can't create a St. Augustine list without including a few of the most delicious desserts and sweet treats! I highly suggest you visit them all, but if nothing else, be sure you grab some macarons before you leave!

 
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I'm a huge fan of Hyppo pops. St. Augustine can get veryyy hot, so it's always great to cool down with a delicious popsicle (it's also on St. George street, so if you get tired of walking through all the shops, this is the place to cool off!)
The Hyppo Gourmet Ice Pops
 
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I NEVER visit St. Augustine without stopping by Le Macaron! They have so many different flavors (chocolate and hazelnut are my personal recommendations), but they also have chocolates that look exactly like teddy bears, cigars, pearls, and so many ot...
Le Macaron
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The various kinds of unique donuts are UNREAL. I personally recommend either the oreo, oreo cheesecake, or s'mores donuts.
Peace, Love, and Little Donuts
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Kilwins is a classic! They have sooo many options, from chocolates, fudge, ice cream, and more
Kilwins