How to Have the Best St. Augustine Vacation This Summer

There’s a reason people keep coming back to St. Augustine every summer. It’s not just the beaches—though you’ll want to make sure you spend plenty of time there. It’s the mix of history, live music, independent shops, and delicious local restaurants that perfectly highlight the unique charm of the city. This is the kind of place where you can spend a full day exploring, then come back and do it differently the next day.

Whether your trip’s already booked or you’re finalizing the details, this know-before-you-go guide will help you get the most out of your St. Augustine summer vacation—from what to bring and where to go, to the best ways to stay cool and avoid the crowds.

What’s the Weather Like in St. Augustine in Summer?

Expect warm, sunny days and plenty of opportunities to cool off in the ocean. Here's a quick look at average summer temps:

• June: Highs in the upper 80s, lows in the 70s
• July: Often reaches low 90s, with higher humidity
• August: Still warm, with occasional afternoon showers

The heat is real, but so are the ocean breezes. Pack sunscreen (SPF 30 or higher), lightweight clothing, and plan a few indoor attractions or shaded activities in your itinerary to beat the heat.

Best Beaches for Your Summer Vacation

Whether you want to kick back on the sand or ride the summer surf, St. Augustine beaches offer plenty of options:

• Anastasia State Park: Over 1,600 acres of unspoiled coastline, nature trails, and calm waters for paddling. Ideal for birdwatching and beach picnics.
• Crescent Beach: Known for its wide shoreline and laid-back vibe. Less crowded than central beach areas, it’s perfect for families looking to relax.
• Butler Beach: Accessible, full of amenities, and great for kids.

Many of our rentals are located just steps from the sand or include private beach access via dune walkovers, so getting to the water is never a hassle.

Historic Sites, Tours & Attractions

St. Augustine’s historic district is packed with landmarks and museums that tell stories stretching back to the Gilded Age and beyond. Top spots to check out:

• Castillo de San Marcos: The oldest masonry fort in the continental U.S., built in the 1600s. Bring your camera and your curiosity.
• Lightner Museum: Housed in the former Hotel Alcazar, this museum showcases 19th-century art, Tiffany glass, and ornate Victorian collections.
• St. Augustine Pirate & Treasure Museum: Kids and adults alike love this interactive museum featuring real pirate artifacts.
• Fountain of Youth Archaeological Park: Explore the myth and history behind the famous spring and learn about the city's early settlement.
• St. George Street: A pedestrian-only thoroughfare lined with shops, restaurants, and historic buildings. Don’t miss the Oldest Wooden School House tucked among the boutiques.

Want a breezy way to cover more ground? Old Town Trolley Tours offers hop-on-hop-off routes that connect many of these top stops, including the Historic District, Flagler College, and the Old Jail.

Summer Events & Live Music

St. Augustine knows how to turn up the volume in summer. If you’re a fan of outdoor concerts, art, and food trucks, mark your calendar for these can’t miss events:

Music and Art by the Sea

This weekly summertime event combines local art, food, and live music at the St. Augustine Beach Pier. It kicks off with an afternoon art show, followed by food trucks and a DJ set, then caps off with live music by a different local or regional band each week. Expect everything from yacht rock and blues to country and pop. Bring a cooler, a blanket, and your dancing shoes—this one’s a local favorite.

• Where: St. Augustine Beach Pier
• When: Wednesdays in May, June, August & September
• What to Expect: Art shows at 3 p.m., food trucks at 5 p.m., live music from 7–9 p.m. Bring chairs and a cooler.

Concerts in the Plaza

This concert series is a long-standing tradition in St. Augustine. Held under a canopy of ancient oak trees in the heart of downtown, it features local and regional acts every Thursday evening in the historic Plaza gazebo. Bring chairs and picnic dinners and relax to live music as the sun sets. 

• Where: Plaza de la Constitución (downtown St. Augustine)
• When: Thursdays, May 29 – August 28, 2025
• What to Expect: Free outdoor concerts in the heart of the Oldest City, with a mix of folk, jazz, bluegrass, and pop acts.

Where to Eat: Top Restaurants in St. Augustine, FL

St. Augustine’s food scene is as layered as its history. You’ll find everything from coastal comfort food to elevated takes on international cuisine. If you’re looking for a meal that captures the flavor of the city (without sacrificing atmosphere), here are four standout spots to try this summer:

• Casa Reina - Set in a striking white building with red tile roof, this taqueria offers multiple levels of outdoor seating—street-side, tucked-away patios, and a rooftop with views of the bayfront. The menu includes modern Mexican dishes and a tequila list that pairs perfectly with the scenery.
• La Cocina at the Cellar Upstairs - Located above San Sebastian Winery, this rooftop gem combines Spanish-influenced fare with house wines and occasional live music. It’s an ideal spot to linger over dinner while enjoying sweeping views of downtown St. Augustine.
• Meehan’s Irish Pub & Seafood House - Just steps from the waterfront, Meehan’s offers cozy indoor seating and a prized upstairs patio with views of the bay. The Irish clam chowder is a local favorite, especially when paired with a pint of Guinness on a summer evening.
• River & Fort - This multi-level restaurant and rooftop bar delivers bold Southern flavors alongside fresh seafood, craft cocktails, and a rooftop view that stretches from the Castillo de San Marcos to the Matanzas River. Great for sunset drinks and people-watching.

St Augustine with Kids (or Kids at Heart)

Planning a summer family vacation in St. Augustine, FL? Don’t miss these top-rated kid-friendly activities:

• St. Augustine Alligator Farm: Open daily, this historic wildlife preserve is home to every species of crocodile—and more! Between educational shows and exciting wildlife encounters, it’s sure to be a fan favorite for everyone.
• Anastasia Mini Golf: A playful pirate-themed outdoor course just minutes from the beach. With creative obstacles and bright styling, it’s fun and, best of all, affordable! Adult tickets are $14, and kids aged 4-10 are $11. 
• Black Raven Pirate Ship Cruise: Set sail on a theatrical family cruise complete with pirate characters, interactive sword fights, songs, and a treasure hunt—it typically runs twice daily in the summer and is a top pick for kids.
• Boardwalks in St. Augustine, FL: Take a relaxed stroll, grab some ice cream, and enjoy the view along these scenic pathways.

What to Pack for a St. Augustine Summer Vacation

To pack smart and stay comfy through beach days and historic strolls, here’s what to bring:

• Lightweight, breathable clothing
• Swimsuits and sandals
• Sunscreen and aloe
• Beach toys or games
• Sunglasses and hats
• Reusable water bottles
• Walking shoes for exploring museums and historic streets
• Outfits for dining out or shopping downtown

Forgot something? Don’t stress—there are plenty of shops in town to grab whatever you need.

Why Book with Coastal Realty Vacation Rentals

Featured Property: Sea Haven 522

With Coastal Realty Vacation Rentals, you’re not just booking a trip—you’re planning a complete experience! And thanks to our focus on comfort, responsive service, and excellently positioned properties, you can relax and enjoy the best St Augustine vacation this summer.

Our condos, whether oceanfront or oceanside, come with full kitchens, community pools, private patios, and high-speed Wi-Fi. In other words, everything you need to enjoy a stress-free summer vacation.

Armed with this guide to making the most of your summer stay, the only thing left to do is reserve your spot! Get the lowest rate on your stay by booking directly with us and discover the difference a local team can make for your family getaway.

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Frequently Asked Questions about Summer in St. Augustine

What is the best month to go to St. Augustine, Florida?

Late spring (May) and early summer (June) offer ideal weather and smaller crowds. July and August are warm but great for beachgoers.

Is St. Augustine a good place to vacation?

Absolutely. From beaches to centuries-old landmarks, St. Augustine offers a rich mix of relaxation and exploration for all ages.

Is St. Augustine too hot in July?

July can certainly be hot and humid, but with the Atlantic Ocean nearby and plenty of shaded activities, it’s still a great time to visit.

Is St. Augustine expensive to vacation?

It can be affordable depending on where you stay and what you do. Booking directly with Coastal Realty saves you money by letting you avoid third-party fees. 

Is St. Augustine worth visiting with kids?

Yes! It’s a family vacation gem—pirates, gators, historic forts, and beach days keep the little ones engaged and entertained all day.

What part of Florida is best for a family vacation?

St. Augustine offers a safe, walkable, history-rich experience with beaches, wildlife, and attractions—perfect for families who want more than just a beach. 

Is St. Augustine crowded in July?

It’s a popular time, especially near the 4th of July, but early mornings and midweek visits are quieter. Making reservations for things like tours or restaurants helps you stay ahead of the crowds. 

How hot is St. Augustine in July?

Daytime highs average in the low 90s, with warm nights. It’s manageable with the right wardrobe and access to pools or the beach.