Boardwalk at Anastasia State Park

St. Augustine in January: 18 Outdoor Adventures + Your Complete Guide to Winter Fun

Table of Contents

Cindy Scott
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The nation’s oldest city, St. Augustine, is a must-visit destination! Planning a trip to St. Augustine in January is a delightful way to start the New Year! The area bursts with year-round outdoor and historical adventures just waiting to be enjoyed. I promise those who love spending time outdoors will find plenty to do in St. Augustine in January.

This post aims to explain why St. Augustine, Florida, is so wonderful and give you ideas for exploring the area on your own, especially for those who love spending time outdoors.

Hi there! I’m Cindy. I lived full-time in a fifth wheel with my husband and pets for three years, thru-hiked the Appalachian Trail, and now continue to travel and adventure with our little one!

We spent our babymoon in St. Augustine in January. While there and before our arrival, I spent tons of time gathering information to make our trip the best possible.

I put together this post to help outdoor lovers like yourself who visit St. Augustine in January save time planning and get the most out of your shoulder-season trip to the nation’s oldest city. It’s a highlight reel of everything I learned and a one-stop shop for everything you need to know and nothing you don’t!

After highlighting the area’s outdoor adventures, I’ll also touch on family fun, historical experiences, foodie must-stops, nightlife fun, hidden gems, seasonal events, and the best tours. Your experience in this historic gem will be nothing short of extraordinary.

We LOVED our time in St. Augustine so much that it has now become an annual adventure. Get ready to discover why St. Augustine is particularly outstanding in January and perfect for creating unforgettable wintertime memories.

Why Visit: Cultural and Historical Significance

St. Augustine’s appeal stems from its status as the oldest city in the mainland US. It’s a place where history comes vibrantly alive, with remarkable architecture and stories rooted in the Spanish colonial era.

January Weather in St. Augustine

While many of the area’s visitors favor late March to mid-May for a visit, January is still a fantastic month for outdoor adventures on Florida’s Historic Coast! The weather is cool, ranging generally between 40 to 70 degrees. During one of its calmest and most inviting times, you also shouldn’t endure much rain or muggy nights.

As winter settles in, St. Augustine offers mild weather perfect for peaceful outdoor exploration, making it an ideal escape from the chill of northern climates. Whether wandering down cobblestone tree-lined streets or savoring the warm sun, January presents a unique opportunity to enjoy the city’s charm without the typical crowds.

Average Temperatures

January is a terrific time to visit St. Augustine. Although you’ll experience the city during its coldest month, the weather will still be much better than what most of the continental US is experiencing.

You can expect mild temperatures. The average low is 48°F, the average high is 66°F, and it’s unlikely that you’ll see snow during your visit.

Rainfall

There’s always a chance of rain in Florida. That said, January is one of the state’s driest months. Historically, there has been a 15-20% chance of rain this month.

Humidity

St. Augustine is humid year-round. However, the worst of the humidity is between April and November.

What to Wear

Pack layers. You’ll need something heavier at night for when the cooler temperatures hit.

How to Get to St. Augustine

Reaching the charming city of St. Augustine is a breeze! Several convenient options, whether traveling from nearby cities or flying in, are available.

Driving In

If you’re driving to St. Augustine, you’ll take Interstate 95 to get there. The city is about two hours from Orlando, Florida, and three hours from Savannah, Georgia.

OriginApprox. Drive Time to St. Augustine
Orlando, Florida2 hours
Savannah, Georgia3 hours

Flying In

For those flying to St. Augustine, the nearest major airports are Jacksonville International (JAX) and Daytona Beach International (DAB), each only about an hour’s drive away.

OriginApprox. Drive Time to St. Augustine
Jacksonville (JAX)1 hour 10 minutes
Daytona Beach (DAB)1 hour 10 minutes

How to Get Around St. Augustine

You have a couple of options for getting around downtown St. Augustine:

  1. Trolleys: Trolleys are a fun and convenient way to explore the area! There are a few hop-on, hop-off trolley companies with tours that stop throughout various parts of the city. While many attractions are within walking distance, trolleys make reaching further spots a breeze and give your legs a rest in between stops.
  2. Walking: The best way to truly soak in the rich history and stunning architecture of Saint Augustine is on foot. Enjoy strolling and exploring hidden gems and historic landmarks.
  3. Driving: If you bring your own car, you can drive from spot to spot. This is ideal for anyone exploring beyond the downtown St. Augustine area since the trolleys do not extend past that area.
  4. Taxi and Ride-Sharing: If you decide not to rent a car and are mostly staying downtown but need a way to get there and perhaps a way to take a day trip out of the downtown area, both taxis and ride-sharing apps service the area.

Parking

If you’re bringing your vehicle into town like we did, here’s a map of metered and pay station parking options around town.

We also found this city-created parking map extremely helpful when we were in town. It shows how full certain parking areas are, if there’s a time limit on certain lots, and oversized, motorcycle, and handicapped options.

Car Rental

If you plan on only recreating and staying in downtown St. Augustine, you can get around by foot or trolley. There is very little need for a car rental.

However, renting a car makes exploring beyond the city center easier if you stay on A1A along the beach or plan excursions outside the downtown zone.

18 Best Outdoor Adventures to Do in St. Augustine in January

January in St. Augustine is an excellent time for nature lovers and outdoor adventurers to visit! The vicinity boasts incredible wildlife and beautiful beaches, trails, and parks.

Cooler daytime temperatures ranging from the mid-60s to mid-70s and only a 20% chance of precipitation make it perfect for exploring the outdoors with fewer crowds.

With fewer people and an array of outdoor activities, January truly is a fantastic time to explore St. Augustine’s rich history and breathtaking natural landscapes.

Let’s jump right in and check out the best activities! These are the key attractions to visit if you love getting outdoors.

1. Explore Anastasia State Park

Boardwalk at Anastasia State Park

A few minutes from downtown St. Augustine, there’s a four-mile stretch of vast, unspoiled shoreline in Anastasia State Park. Book one of the 139 campsites (RVs and tents) and start your trip there.

It will likely be a bit too chilly for a swim, but there’s much to do near the campground. For one, the beach will be almost empty and ideal for strolls.

Beach at Anastasia State Park

The park offers swimming, fishing, canoeing, birdwatching, kayaking, and hiking. We spent time here on our babymoon and loved seeing the tidal marshes and ancient sand dunes and hiking among all the trees in the park’s hardwood forest.

Trail at Anastasia State Park
Trail at Anastasia State Park

If you’re camping here, be aware that it’s common to hear loud music coming from the nearby St. Augustine Amphitheatre in the evening. Be sure to be aware of and check out any special events or interesting bands that may be playing at the time of your visit. Also, the city has a 10 pm sound ordinance, so no loud music will play beyond that time.

Also, on Saturdays, you could bike to the St. Augustine Amphitheatre Farmers Market behind the campground.

2. Go Nighttime Kayaking with Bioluminescent Comb Jellies

Bioluminescent Kayaking Tour

Last January, my husband and I went on Kayaking St. Augustine’s Bioluminescent Kayak Encounter tour at the Guana Tolomato Matanzas National Estuarine Research Reserve on Guana Lake and had so much fun!

Bioluminescent Kayaking Tour

You start in daylight. Then, before you know it, it’s just your tour group, guides, the moonlight, and electric-blue comb jellies swimming around you!

I know the idea of kayaking at night in near-blackened water might seem scary, but it really isn’t. The lake is only 2–3 feet deep in most spots, and the guiding lights from the dam will give you a sense of direction.

Bioluminescent Kayaking Tour

These features light up around you while you’re in the water. You can visit anytime, but I was told the perfect time for a bioluminescence kayaking tour is winter, fall, or spring.

Pro Tip: Check the wind speed before booking. January has the highest average wind speed, and the tour might be canceled/rescheduled if the weather is too harsh (12+ miles per hour). Also, we had some rain at the end of our tour, which caused the bioluminescent jelly combs to break up and not be as visible, so for best-viewing odds, look for a day with the lowest probability of rain in the evening.

3. Take a Kayaking Eco Tour

Many other kayak tours, including many eco tours, are available in the St. Augustine area. These tours explore the natural beauty of St. Augustine with a naturalist guide who teaches you about the water while you’re out for your paddle and enjoying yourself.

A beloved option for one of these tours is to take a 30-minute drive south of Downtown St. Augustine to Ripple Effects Ecotours, which leave from the Marineland Marina. On their tour, you’ll paddle through a pristine estuary and mangrove tidal creeks, observe local wildlife like bottlenose dolphins, birds, and native plants, and learn about biodiversity’s importance to the area. This tour is excellent for all skill levels, ages 6 and up.

Other options include ecotours with St. Augustine Ecotours and Earth Kinship.

4. Rent a Kayak or SUP

Kayak rental spot at Anastasia State Park

Suppose you’re looking for yet another fun way to enjoy St. Augustine’s sparkling waters and natural beauty! Anastasia State Park is a great option for getting in the water on your own. You can rent single or double kayaks, paddleboards, sailboats, and canoes from the park.

Kayaking from here, along Salt Run, is a splendid option for seeing some of St. Augustine’s most iconic sights and wildlife from a new perspective due to its minimal boat traffic.

Three other fantastic spots to put a kayak in near St. Augustine include Helen Mellon Schmidt Park, Faver Dykes State Park, and Trout Creek Fish Camp. (For Trout Creek Fish Camp, you must rent their kayaks.)

5. Learn How to Surf

St. Augustine’s stunning beaches and welcoming surf culture make it a great place to learn surfing! And winter doesn’t mean the surfing fun needs to end, but you will likely need some extra gear, including a wetsuit, booties, gloves, and hood.

At Oldest City Surf School, experienced instructors passionate about sharing the thrill of surfing offer surf instruction for all skill levels. It’s perfect for families, beginners, and intermediates looking for a safe and fun learning environment. With flexible scheduling and a focus on local surf culture, Oldest City Surf School provides an unforgettable introduction to the joys of riding waves.

6. Get Up Close with Sea Animals & Dolphins

Those looking for a calm way to view animals in their natural habitat, such as dolphins, manatees, sea turtles, pelicans, osprey, and spoonbills, from the water can book a pontoon boat tour such as the one below. With a naturalist guide, this tour will travel the Intracoastal waterway along St. Augustine’s estuaries and view some of the city’s most popular landmarks along the way.

Those looking for a bit more adventure can take a tour via SUP!

For those looking to get up close and personal with sea animals, head to Marineland, where you can swim with the dolphins or tour animal habitats, such as those for dolphins, sharks, sea turtles, and tortoises.

7. Go on a Self-Guided Tour of the Castillo de San Marcos National Monument

Castillo de San Marcos National Monument

In the heart of the historic district is the Castillo de San Marcos National Monument, a fortress that has stood the test of time.

A Castillo de San Marcos National Monumenttour is ideal for history buffs and outdoor lovers!

Cindy at Castillo de San Marcos National Monument

It’s the oldest masonry fort in the country, built by Spanish colonists, and it’s sure to intrigue any history buff. Outdoorsy types love the open-air experience, walkability, and views.

You can explore this historic monument at your own pace by simply purchasing admission to the fort.

And if you don’t want to go in, you can still wander the grounds for free day or night.

Castillo de San Marcos National Monument Grounds

8. Explore the GTM Reserve

Boardwalk at the GTM

The Guana, Tolomato, Matanzas National Estuary Research Reserve (known to locals as the GTM) extends 40 miles from Ponte Vedra to Marineland. It is comprised of salt marshes, oyster beds, and maritime hammocks.

Birds at the GTM

You can navigate the area via the water by launching boats or on foot on the reserve’s approximately 7 miles of trails. Wildlife viewing opportunities along the trails include armadillos, bald eagles, great blue herons, deer, skinks, and more.

Be sure to stop at the visitor center to see replicas (and even some real living examples) of the wildlife found in the estuary.

Armadillo at the Guana, Tolomato, Matanzas National Estuary Research Reserve
Baby Gators at the GTM

The reserve also offers various recurring educational walks along the GTM to teach you more about the wildlife in the area. You can find out more about those here.

A trail at the GTM

9. Go Sailing

Sailing charters are a luxurious, carefree way to get out on the water! St. Augustine Sailing offers all types of sails, from sunset, science-themed, and tasting cruises to lessons if you want to learn the ropes!

If you’re into tall ships, look into Schooner Freedom Charters.

10. Go Fishing

Fishing season never ends in Florida. It’s the perfect place for seasoned or rookie anglers to spend a day on the water with a fishing charter.

Learn everything you need to know about fishing in the area here.

11. Take an Airboat Ride

For those looking to uniquely see the plants and wildlife among some of Florida’s freshwater creeks with a bit more speed, why not go on a guided airboat ride! Animals you may see include alligators, herons, osprey, turtles, manatees, and more.

12. Climb 219 Steps for an Awe-inspiring View of the Nights of Lights

Did you know St. Augustine has one of the best holiday-spirit light displays in the US?

The city hosts the Nights of Lights festival every year, during which more than 3 million lights illuminate the historic district. The festival starts in late November this year and continues until January 26.

There are several ways to experience this holiday cheer: trolley tours, cruises, horse-drawn carriages, and walking tours.

Personally, though, I like to escape the crowds and enjoy the view from above. And for that, you’d have to climb to the top of one of the city’s must-visit iconic spots, the St. Augustine Lighthouse and Maritime Museum, for stunning views. (The museum also offers guided tours that illuminate the area’s maritime past.)

13. Sand Surf on St. Augustine Beach

If surfing at Anastasia State Park in the winter with a full wetsuit doesn’t sound appealing, why not try out sand surfing!

Feel the rush of gliding down sandy dunes at this famous locale.

The tour operator will provide all-terrain electric skateboards that you can ride up and down the beach. You just have to show up and enjoy the fun experience. Spend the day racing with friends and family!

14. Spot Wildlife Along the Twelve Mile Swamp Trail

If you have a comfy pair of walking shoes and don’t mind hiking a wet trail, the Twelve Mile Swamp Conservation Area is the right place for you. The area hosts extensive swamps, cypress domes, and pine forests.

Side Note: There’s more than a 20% chance of rain in St. Augustine in January, and the trail gets particularly wet after rainfall.

The Twelve Mile Swamp Conservation Area offers over 300 acres of scenic recreation area, including 2.2 miles for hiking, biking, and horseback riding and wildlife viewing enthusiasts – with possible sightings of white-tailed deer, birds, foxes, and more along the Twelve Mile Swamp Trail.

15. Zipline Over Crocodiles and Through Treetops

What a classic, adventurous Florida experience—a zipline and ropes course at St. Augustine Alligator Farm Zoological Park. The excitement of ziplining over alligators and crocodiles and through the treetops is perfect for adrenaline seekers!

Even though St. Augustine Alligator Farm has 14 different animal exhibits and many educational programs, visiting in the winter can be hit or miss. Some folks say they had a blast birdwatching, while others complain that cold weather can affect the feeding shows.

One way to guarantee a fantastic time is to opt for the zipline Crocodile Crossing experience. There are two courses, and I’d go with the more challenging one. If you want a shorter activity, pick the Sepik River course. It should take about 45 minutes.

16. Visit a Beach

Coquina Rocks at Washington Oaks Garden State Park

There’s no shortage of beach options in the St. Augustine area. Each beach area offers something a bit different. Here are some of the best options:

  • St. Augustine Beach allows driving and parking on the sand in certain areas and dogs. This beach is beloved due to its proximity to restaurants, a fishing pier, a splash park, and sand volleyball.
  • Anastasia Beach is within Anastasia State Park (mentioned above).
  • Vilano Beach is known as a quieter spot north of St. Augustine, yet it also allows dogs and vehicle parking and has many of the same amenities as St. Augustine Beach.
  • Butler Beach is south of St. Augustine, has free parking, and allows dogs.
  • Crescent Beach is south of Butler Beach and is another quieter option that locals favor. There are less amenities on this beach.
  • Washington Oaks Garden State Park Beach Area: This spot is south of Butler Beach and is a great spot to see coquina rocks (from which the Castillo de San Marcos fort is built). After you see the rocks, cross the road and spend some time in the gardens, ponds, and historical home of Mr. Owen D. Young and his wife, Louise. Mr. Young, at Washington Oaks Garden State Park.
Washington Oaks Garden State Park

17. Bike the Palatka to St. Augustine State Trail

For those looking for a calm bike ride in the area, the Palatka-to-St. Augustine State Trail  is just over 20 miles long and paved, about 30 minutes from downtown St. Augustine.

The trail’s scenery consists of woodlands, fields, farms, and neighborhoods with shops and restaurants.

18. Visit a County Park

St. Augustine is located in St. Johns County, which is packed with park options for every type of outdoor adventure!

Treaty Park has something for everyone: basketball courts, a playground, a bocce court, pickleball courts, a skate park, a dog park, hiking trails, and more!

Other nearby county parks with trails include Canopy Shores Park and the McCullough Creek Conservation Area.

Find more St. Johns County Parks here.

6 Awesome Outings in St. Augustine for Families in January

January is an appealing time to visit the fascinating city of St. Augustine. The mildly cool and breezy weather makes it the perfect time for outdoor activities and exploration with the family.

With its combination of cultural, historical, and outdoor activities, St. Augustine promises a fantastic family adventure in January.

1. Visit the Old Jail Museum & the Oldest Store Museum

Taking in the compelling history showcased at the Old Jail Museum and the Oldest Store Museum is a great experience for adults and children alike!

The jail has actors guiding you throughout the over 100-year-old maximum-security facility, and the store has clerks demonstrating the inventions from the early 1900s.

2. Visit Potter’s Wax Museum

Potter’s Wax Museum is known as the “first and oldest” wax museum in the country.

The Museum’s life-like figures feature influential people throughout history, including fixtures from Ancient, European, and American history. It’s an educational and fun experience for all ages!

3. Visit St. Augustine Pirate & Treasure Museum

St. Augustine is rich with pirate history dating back to Colonial America. So, what better place to visit a pirate museum?

The interactive St. Augustine Pirate & Treasure Museum will transport your family back in time to the days of pirates while also educating them.

4. Journey on a Pirate-themed Cruise Ship

If your kids want to kick the pirate experience up to another level, check out Black Raven Adventures’ pirate ship cruises! They have treasure hunt adventure cruises complete with sword fights, cannons, and pirate jokes sure to thrill all ages.

5. Play a Round of Mini Golf

It wouldn’t be a beach vacation without a round of mini golf! The area boasts three mini golf options, and you can’t really go wrong with any of them. The best way to pick one is by location. Or why not try out all three!

Fiesta Falls Mini Golf

Fiesta Falls Mini Golf is located along A1A Beach Blvd and features eight waterfalls and a 65-foot Spanish galleon.

Fiesta Falls Mini Golf in St. Augustine Florida

Ripley’s Bayfront Mini Golf

Ripley’s Bayfront Mini Golf is newly renovated, basic, old-school mini golf course with great views located just south of the Bridge of Lions.

Anastasia Mini Golf

Anastasia Mini Golf is located along Anastasia Blvd near Anastasia State Park. It features a pirate ship, tunnel, interconnected waterways, and a koi pond.

6. Take a Road Trip Down Scenic A1A

If everyone is worn out and the family is looking for a more relaxed activity, why not pack up the kids and lunch and hit the road along the 72-mile A1A Scenic & Historic Coastal Byway?

This roadway stretches from Ponte Vedra Beach to Flagler Beach. It is flooded with America’s history, including many state parks, national monuments, and beaches mentioned throughout this article.

7 Destinations to Visit in St. Augustine for History Buffs in January

January is a terrific time for history buffs to explore St. Augustine. With mild temperatures, it’s perfect for wandering through the city’s charming streets and learning more about its fascinating history.

Whether it’s through guided tours, self-exploration, or special events, January in St. Augustine offers history lovers a fantastic blend of learning and adventure.

1. Fountain of Youth

Delve into the fascinating past at the Fountain of Youth Archaeological Park, which is the site of the first settlement in America and a cornerstone of early American settlement.

While there, be sure to drink from Ponce de Leon’s Spring of Eternal Hope!

2. Lightner Museum

History buffs should visit the Lightner Museum, which is housed in a former hotel and features Victorian treasures.

While there, be sure to plan your visit around lunchtime to enjoy a unique meal at Café Alcazar, located in the hotel’s indoor swimming pool. (Reservations are recommended.)

Also, check out the property’s koi pond, often regarded as a hidden gem of St. Augustine.

3. The Oldest Wooden School House Historic Museum & Gardens

Another historical gem in St. Augustine is the Oldest Wooden School House Historic Museum & Gardens. A self-guided tour of the property transports you back to home and school life of the 1700s and 1800s, reminding visitors of simpler times.

4. Fort Matanzas National Monument

NOTE: Visiting in 2025? Hurricane Milton has affected this attraction. There is no ferry service running at the moment.

Don’t forget to visit St. Ausutine’s other fort, Fort Matanzas National Monument! You’ll have to take a free ferry to explore this fortified coquina watchtower from the 1700s.

5. Fort Mose Historic State Park

Fort Mose Historic State Park is a historically important and interactive museum located in the spot where the first free African settlement for those fleeing slavery stood in the US.

The state park also is a great spot for birding and has a kayak launch boardwalk.

6. Spanish Military Hospital Museum

Those interested in the history of medicine will enjoy the fully guided tour of one of St. Augustine’s oldest buildings, the Spanish Military Hospital Museum.

While there, you’ll learn about surgical and apothecary care during colonial Spanish days.

7. Ximenez-Fatio House Museum

The Ximenez-Fatio House Museum is a coquina home built by Don Andres Ximenez at the tail end of the 1700s. It showcases the history of culturally significant 19th-century women.

Top Must-Try Restaurants St. Augustine

St. Augustine is a year-round hot spot for food enthusiasts because there are SO many places to eat! Whether you crave fresh seafood or Latin flavors, St. Augustine promises to satisfy your taste buds with its culinary delights!

As an added bonus, January’s cooler temperatures create a comfortable outdoor patio dining atmosphere. Combined with the scenic setting and spectacular food, St. Augustine becomes a haven for anyone eager to explore the rich history and food this city has to offer.

I spent a week deep-diving, where I wanted to eat the most while there. What follows are the destinations that continued to be recommended repeatedly during my research on forums, guidebooks, Facebook travel groups, and across the internet.

Ice Plant

Dinner at Ice Plant in St. Augustine in January

When visiting Ice Plant, you’ll enter a stylish 1927 building that used to be an ice plant right outside the historic district, where farm-to-table dishes and craft cocktails come to life. It’s a perfect blend of history and flavor!

The Spanish Bakery & Cafe

The Spanish Bakery & Cafe

The Spanish Bakery & Cafe is a great spot for a homemade lunch while in town. It serves soup, salad, freshly baked bread, empanadas, picadillo, smoked sausage, cookies, and more; all made daily on-site.

All the meals are based on historic Florida recipes.

Tip: Be sure to get here early. The restaurant only makes a certain amount of food daily and closes for the day when it’s gone.

Columbia Restaurant

Cindy eating a meal at Columbia

Columbia Restaurant features award-winning Spanish and Cuban food and dining rooms decorated with hand-painted Spanish tiles and fountains. It’s a must-stop meal that many visitors to Florida enjoy on every visit south!

The original Columbia Restaurant location, founded in Ybor City, FL, in 1905, is Florida’s oldest restaurant and the largest Spanish restaurant in the world! The restaurant has since expanded to seven locations throughout Florida, including one in St. Augustine. It continues to be owned and operated by descendants of the original founding family. 

Auggie’s Mini Donuts

Mini Donuts
Barrett with Mini Donuts

Anyone looking for a fun treat while in St. Augustine should stop at Auggie’s Mini Donuts for a delicious and affordable bite!

Harry’s Seafood, Bar & Grille

Harry's Seafood, Bar & Grille in St. Augustine

Harry’s Seafood, Bar & Grille is the place to go if you’re in town and want to enjoy New Orleans-style food.

If the sun is shining and the weather is warm enough, sitting outside on the patio really completes the experience.

A1A Burrito Works

A1A burrito works in St. Augustine in January

A1A Burrito Works is a delicious Baja-Mexican food destination best known for its “UFOs.”

A1A Burrito Works UFO

They have four locations in the area. We visited their A1A Beach Blvd location in St. Augustine Beach. The food here was my favorite meal of our trip to the area-simple, fresh and tasty!

The Blue Hen Café

Those looking for a hidden gem southern breakfast or lunch experience should head to The Blue Hen Café, known for its homey atmosphere and delicious biscuits.

The Floridian

The Floridian is another restaurant that many visitors make sure they eat at every time they’re in the area.

They feature light and healthy southern comfort food (which I didn’t even know was a food category! This restaurant is on my list for our next visit.)

Their menu changes with the seasons, and the food comes from local sources.

The Hyppo

The Hyppo

The Hyppo is a beloved gourmet popsicle destination with two St. Augustine locations.

5 Winter Adventures in St. Augustine for Nightlife Fun

St. Augustine is well known as a place that comes alive with fun once the sun goes down. Here are some of the best spots to enjoy the evening in St. Augustine.

1. Stroll Saint George Street & Aviles Street

St. George Street is a pedestrian-only zone known as the heart of St. Augustine’s Historic District. Only a block away, Aviles Street is the oldest public street in the country.

These streets are packed with shops, museums, restaurants, and art galleries. Many of the places and activities mentioned throughout this guide are located along these streets.

As you can imagine, in the evenings, they become packed with everyone out and about downtown.

2. Lock Down a Picnic Table at the Colonial Oak Music Park

Colonial Oak Music Park

Colonial Oak Music Park is a fantastic, free-to-visit spot where you can enjoy live music or improv comedy while enjoying a beverage at a picnic table under a 300-year-old oak tree.

The lantern lights strung from the tree give this area an incredible ambiance.

3. Go on a Sunset Cruise

Enjoy some evening fun with friends and family on a cycle boat Sunset Booze Cruise! You’ll see the sights at sunset and enjoy some drinks on the water, with music and lighting provided by the boat operator.

4. See a Show at the Magic Hideaway

Seeing an award-winning magic show at the Magic Hideaway inside the Casa Monica Resort & Spa is a great way to spend an evening out in St. Augustine!

5. Experience a Wine or Liquor Tasting

Have a fun night out sampling some of the finest flavors of Florida at either of these destination:

San Sebastian Winery

A visit to San Sebastian Winery is perfect for anyone looking to sample free tastings of award-winning wine in a historic location.

St. Augustine Distillery

St. Augustine Distillery offers a free, self-guided tour. During the tour, you can taste the distillery’s spirits and learn about how they are created.

3 Hidden Gems to See in St. Augustine

Anyone looking to see some roadside hidden gems will find these treasures in the area interesting:

1. Love Trees

Love trees are created when two different species of trees intertwine, growing in, on, and through one another, becoming one. The legend goes that if you kiss your lover underneath a love tree, you will have everlasting love and romance. St. Augustine has approximately seven love trees, but the most popular one resides at 6 Cordova Street.

The other six are a bit more hidden and fun to seek out!

2. The Bluebird of Happiness

The big “Bluebird of Happiness” on the Vilano Beach Pier.

3. Statue of Ponce de León

At the north beach parking area at Ponte Vedra Beach rests a statue of Ponce de León. The statue is situated at the historical site Ponce de León first sighted the land he went on to claim for Spain.

4 Events in St. Augustine in January

January in St. Augustine is a delightful time with cooler temperatures perfect for exploration. Whether you’re an art lover, runner, or simply looking to enjoy some winter lights, St. Augustine in January offers wonderful events!

1. Nights of Lights

Nights of Lights

The enchanting Nights of Lights celebration stays shining until January 26th, providing a perfect backdrop for walks amidst the sparkling displays. The historic district glows with breathtaking lights, extending the holiday spirit well into the new year.

Nights of Lights in St Augustine
Cindy and Barrett at Nights of Lights in St Augustine

2. First Friday Art Walk

St. Augustine has many art galleries. On the first Friday of every month, the First Friday Art Walk takes place from 5 to 9 pm.

Art enthusiasts can take advantage of the new exhibits, live music, and refreshments while admiring the local art scene found at the 20+ open galleries taking place in the event on this free, self-guided walking tour.

Shop at an Artisan Market

However, the gallery shopping doesn’t have to end once the First Friday Art Walk is over.

Coconut Barrel is an Artisan Market worth visiting where you can find handcrafted gifts and souvenirs to take home.

3. The 45th Annual Matanzas 5K

The Matanzas is the city’s annual 5K. What’s so special about this annual event? Well, the route runs through some of the most historical areas in Saint Augustine. Fitness fans can lace up their running shoes for the Scenic Matanzas 5K, a fantastic way to take in the beautiful scenery while staying active.

If you’re not so much up for a run, you can find a spot while sightseeing to encourage the runners.

The 45th Annual Matanzas 5K will be held on the 18th.

4. The Saint Augustine Film Festival

Every January, St. Augustine hosts the Saint Augustine Film Festival. This year, the festival takes place from January 9th to 12th, and film buffs will find joy at the festival, which showcases forty films from twenty-five different countries against the beautiful backdrop of St. Augustine’s historic district.

7 Ways to Experience a Guided Tour in St. Augustine

St. Augustine’s delightful mix of history, mystery, and breathtaking views make it the perfect backdrop for guided tours that are sure to transform a visit into a series of unforgettable experiences.

1. Go on a Historic Walking Tour

For anyone looking for the most economical tour option, St. Augustine Free Walking Tour offers a free 90-minute walking tour twice daily, led by local guides.

There are many other companies offering paid walking tours, including this one:

2. Jump Aboard an Old Town Trolley Tour

Old Town Trolley Tours offer a great hop-on, hop-off convenience. They cover over 100 points of interest and tell captivating stories of St. Augustine’s past and present. Having tickets to this trolley tour is a fantastic way to get around St. Augustine while learning about the area’s history along the way.

There’s also a connection to the Old Town Trolley Beach bus to reach some of the destinations near St. Augustine Beach.

3. Go on a Food Tour

With so much history in the area, there are also lots of local flavors to experience and enjoy. If you’re a foodie, this is a fantastic destination to book a food tour!

Popular Food Tours

Look for a tour such as one of the following below that will educate you on how the local foods of St. Augustine came to be.

Whetstone Chocolates Factory

On the Whetstone Chocolates Factory tasting tour, you’ll see how different chocolates are created and receive free samples! Yum!

Wine Tasting Cruise

Another option is to opt for a wine tasting cruise!

4. Take a Private Guided Golf Cart Tour

Booking a private golf cart tour is an exclusive way to see the sights and have a guided tour tailored to what you most want to see.

5. Book an Evening Ghost Tour

If you have a penchant for the paranormal, St. Augustine, being such an old town, has ample haunted history, and you can learn more about it all on a ghost tour!

St. Augustine Ghost Tour: A Ghostly Encounter is a small-group tour led by a costumed guide that combines spooky tales with lighthearted fun as you visit the Tolomato and Huguenot Cemeteries, the Old Fort, and other eerie landmarks. Grab your ticket to enjoy spine-tingling tales and eerie local legends under the moonlit sky.

6. Tour St. Augustine from the Water

As mentioned above, another tour option is to see the city from the water via a pontoon boat. Those who love animals or the water should hop on a guided dolphin-watching tour.

7. Enjoy a Horse-Drawn Carriage Tour

For an enchanting experience, explore the storied streets on a horse-drawn carriage tour. It’s a delightful way to see the city and immerse yourself in its past as a guide regales you with fascinating tales of its rich history.

Where to Stay in St. Augustine

January is a delightful time to visit St. Augustine, and finding the perfect place to stay enhances the magic of the trip.

With mild January temperatures and fewer crowds, St. Augustine truly becomes a magical time to explore and unwind in these lovely accommodations.

Car Camping

If car camping, staying at one of the nearby state parks or forests is a great option if you’re looking to travel on a budget because pitching a tent at a private campground nearby will cost you a pretty penny.

St. Augustine Beach KOA, North Beach Camp Resort, and Bryn Mawr Ocean Resort all have tent camping spots priced between $70-90 per night. While you get to use their amenities there, those prices seem awfully steep to me!

In contrast, you can tent camp much more economically at any of these three destinations:

Just know that if you want to stay at one of these destinations, you’ll need to book early. These tent spots fill up fast!

Another option is to look into to save some money is camping sites on private land listed on Hipcamp.

RV Lodging

Once again, Anastasia State Park and Faver Dykes State Park are going to provide the biggest bang for your buck when it comes to nightly costs for RV camping. In contrast, there will be fewer amenities, and you’ll have to book well ahead of time.

Stagecoach RV Park and St. Augustine RV Resort both have good reviews. They are about 10 miles outside of downtown St. Augustine along I-95, giving them a cheaper price tag for this area or $60-$70 per night.

Ocean Grove RV Resort, located about 7 miles outside of downtown in St. Augustine Beach, starts at $85 and up. Reviewers like this spot’s restaurant, bar, pool, and location.

The St. Augustine Beach KOA Holiday has good reviews and is best for those wanting to be as close to the downtown action and beach as possible. Sites start at $90.

Lastly, you can also RV park on private land via Hipcamp!

Bed & Breakfasts

Bayfront Westcott House Bed and Breakfast is a luxurious waterfront B&B in St. Augustine. It offers a personalized and elegant stay along with stunning views of Matanzas Bay. Guests can enjoy a peaceful retreat with amenities such as fireplaces, spa tubs, delicious breakfasts, and a prime location within walking distance of the historic district’s attractions.

For visitors who desire a blend of old-world charm and modern comforts, the St. Francis Inn in the Historic District is an ideal choice. It offers gourmet breakfast, evening s’mores in the winter, and an inground temperature-controlled pool.

For more intimate stay options, also consider the 44 Spanish Street Inn, Historic Sevilla House, the Old Powder House Inn, or the Casa De Solana Bed and Breakfast. Each provides a cozy atmosphere brimming with history.

Vacation Rentals

Explore vacation rental options in Downtown Saint Augustine:

Another great spot to book a vacation rental is in Saint Augustine Beach, along A1A Beach Blvd.:

Unique Lodging

One unique lodging option is the Casa Monica Resort & Spa, Autograph Collection, located in the heart of the historic district. This Moroccan-inspired gem offers a spa and an on-site Mediterranean restaurant, perfect for those who appreciate luxuriating in style.

The Collector Luxury Inn & Gardens is another unique and upscale lodging option. It is comprised of accommodations in historic buildings and many wonderful amenities, including a heated pool, a garden courtyard with fire pits, and a cocktail bar.

Budget-Friendly Stays

Free breakfast, a fantastic location, positive reviews, and affordable pricing are all terrific reasons to choose the Hampton Inn St. Augustine Downtown Historic District for a budget-friendly stay in St. Augustine.

For those who want to go further down the research rabbit hole, here are other well-rated, budget-friendly options to consider: Southern Oaks Inn, The Ponce St. Augustine Hotel, Bayfront Inn, La Fiesta Ocean Inn & Suites, and Comfort Suites St. Augustine Historic District.

What to Pack

When planning your January St. Augustine adventure, it’s essential to pack well so you can enjoy every moment!

St. Augustine’s abundance of year-round sunshine, matched with mild January temperatures, makes this month an ideal time for outdoor enthusiasts to visit.

This time of year, highs average in the 60°F and 70°F range and lows in the 40°F range. Having versatile clothing options will keep you comfortable and help you embrace the cooler temperatures while exploring this historic place. A cozy sweater (and having a jacket on hand) is ideal for exploring this historic city in the winter.

Here are some packing tips for visiting St. Augustine in January:

👚 Layer Up: Include sweatshirts, light jackets, t-shirts, and zip-off pants to adapt to daily temperature changes ranging from the 40s to 70s.

🧣Warm Essentials: January lows dip into the 40s. A winter hat will also come in handy during those nippy early mornings.

👟 Comfortable Footwear: A reliable pair of walking shoes is a must for strolling through the historic district or hopping on and off trolleys.

☂️ Rain Readiness: Even though there is a relatively low chance of precipitation this time of year, an umbrella, rain jacket, or poncho can be a savior during occasional showers, making sightseeing outings more bearable for everyone. I’d have one of those options in your daypack, just in case.

🔋 Portable Charger: You’ll likely be snapping pictures, locking down parking meters, and googling places a lot throughout the day on your phone. Having a portable charger, you can plug your phone into during meal times makes sure you’re always booted up.

👒 Sunglasses and a Hat: Florida is sunny. Sunglasses and a hat are a must.

With this thoughtful packing strategy, you’re sure to have a comfortable experience exploring St. Augustine in January!

Best Photo Spots in St. Augustine

Of course, you’ll want to go home having captured some fantastic pictures of your trip to share with family and friends. St. Augustine’s quaint charm and sunshine make it fantastic for photos!

Castillo de San Marcos National Monument Upper Level - great for photos

These are some of the best spots for pictures:

  • From the upper level of Castillo De San Marcos National Monument.
  • From the observation dock at The Fountain of Youth.
  • Amongst the oak trees on Magnolia Avenue (near The Fountain of Youth).
  • Atop the St. Augustine Lighthouse.
  • The balcony at Johnny’s Oyster Bar.

How Should I Spend a Day in St. Augustine?

If you are an outdoor lover, like me, who has only one day in St. Augustine in January, when the daylight hours are short, split your day between touring the Castillo De San Marcos National Monument and hiking in Anastasia State Park. That way, you can get some of the area’s history and enjoy some hiking and beach time.

Then, when the sun has set, enjoy downtown!

3 Things to Keep in Mind Before Visiting St. Augustine in January

Here are a few tips to check out before planning your trip:

1. Don’t Forget the Sunscreen

You may think sunscreen isn’t necessary in January, but Florida’s abundant sunshine spares no one. If you plan on strolling the miles of gorgeous beaches, you’ll want to have sunscreen.

2. Pick a Few “Supplementary” Indoor Activities

I tried to list the best outdoor experiences in this post. However, including a few indoor activities in your itinerary is always a good idea. You know, in case the weather turns or it gets too chilly at night.

3. Look for Vacation Deals

Visiting St. Augustine during the winter has its perks. Since this is a shoulder season, you can find lower rates and deals on events. That’s less likely if you visit during the city’s busiest period (between March and August).

Final Thoughts on Visiting St. Augustine in January

Rich history, impressive architecture, pristine beaches, and Southern charm—St. Augustine has it all. In January, you can add little-to-no humidity, mild average temperatures, and lots of outdoor fun to the list.

All in all, January is a delightful time in St. Augustine, boasting a mild climate perfect for history buffs, foodies, and families. Embrace the magic of St. Augustine this winter and create memories that will last year-round!

No matter which activities you choose from this article, you’re sure to have a fantastic experience! Enjoy!

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