12 Insider Reasons to Visit in September

Check out this exhaustive list of reasons to visit our historic waterfront town in September.

  • St. Augustine is a great place to visit in September. School is back and things are a bit quieter in the historic district. The wet season scares away the mass hordes of tourists, so visitors can expect much better prices on lodging. And even though it's rainier, summer weather is still very much in full swing in September; so those beach days stay hot, but they're more likely to cool off when the sun goes down. You might even have the opportunity to wear that newly purchased "St. Augustine" hoodie this month. 

    If you've got a heart full of wanderlust where nothing can rain on your parade, if you've conquered the Scottish highlands or Portland, Oregon and have had a grand old time, if you are a financially savvy traveler happy to save a buck and enjoy a calm tourism season, or if you just appreciate the idea of snuggling in a cozy bed and breakfast with a book or drinking a glass of wine on a patio as you listen to rainfall on the brick-lined streets—then, my friend, September is your month.

    If all this isn't enough to convince you that rain or shine, St. Augustine is an amazing place to spend a vacation in September, then buckle up. We have a number of other great reasons to justify your trip here.

    1. The Lines are Short and The Beach is Less Full

    School just went back into session so you won’t see as many families around St. Augustine in September, and let's be honest, there's a lot of people in families. Now don't get me wrong, we love families! Families are great and we're very happy that people are getting married and having children and bringing those children to St. Augustine. But St. Augustine prides itself on its "small town" feel, so when that small town is filled with thousands of tiny tourists in the summer months, it can be a bit overwhelming for someone looking to use their paid vacation days to escape the chaos of everyday life.


    Come September, parents are busy with the start of school and trying to get back into a routine. Vacations to the beach are not making it to their list of things to do this month. So, with that large demographic occupied, less people around means there are more open spaces on the beach for you. Whether you're retired, single, traveling with friends, or you belong to any other smaller demographic of traveler, you'll have a lot more moving room in the nation's oldest city.

    If you are up for a bit of shopping you can expect shorter lines and a breezier St. George Street. You can also expect a shorter wait time at local restaurants that might have been 30 minutes earlier this year.

    If you're wanting "to avoid the crowds and queues, then September's the month for you...s."

    2. Easy Season

    Because the city is entering into a more relaxed season, it's known as '"easy season." Many local attractions and hotels are offering special discount rates for September. Along with generally lower prices, discounts are given at many locations to seniors, government and military as well as AARP members and others—be sure to ask! Here are some of the money-saving deals I found for you:



    • Beacher’s Lodge is offering a "Pay for 3, Stay 4" deal starting now through October 31st, excluding Labor Day Weekend.
    • On September weekends at the Bayfront Westcott House, guests can stay Friday and Saturday at regular rates, and add Thursday or Sunday for just $99 + enjoy some free goodies.
    • Use the promo code: ADVPUR to save 15% when you book 2 or more nights at The Collectorpromo code: SELECT to save 15% and receive 2 complimentary cocktails on select dates, and promo code: ARRIVE when you book 2+ nights Sunday through Thursday to get 2 free cocktails and free valet parking.
    • Call for promo code: at TRYP by Wyndham Sebastian St. Augustine and mention Easy Season.
    • When you book 2 nights mid-week at the regular rate at St. Francis Inn B&B or Casa de Suenos B&B type in offer code: Dream It for a free sunset sail on the Schooner Freedom, and a free $30 gift certificate to Meehan's Irish Pub
    • Carriage Way Bed and Breakfast is offering mid-week booking specials from 15–20% off, promo code:  20SUMMER18. Offer good from 5/28/18 through 9/27/18.
    • Get free freshly made ice cream every Wednesday and complimentary margaritas every Thursday when you stay at the Bayfront Marin House. Anyone can stay 3 nights during the week for a discount rate. St. Johns County residents get 20% off weekdays and 10% off weekends, but for the weekend you have to stay Friday and Saturday.
    • Book 2 or more nights with At Journey's End B&B and get $10 off the regular rate for each night.
    • Stay at the St. George Inn during easy season and get a complimentary glass of champagne.
    • Sea Winds Condos save 12% off 1 week stay if you mention Visit St. Augustine.

    3. It’s Still Warm Outside...

    Even with the more-than-occasional September shower, the month is still warm and sunny in St. Augustine. The average temperatures decrease as the month goes on, but the average low on the last day of the month is still in the comfortable 70s. If you were hoping to hang pool side and check out some places to swim, you still have a chance to! The water is usually around 80 degrees in September—pretty warm compared to the 65 degree norm in the northeastern states. The warmer temperatures allow for beach days even late into the fall, and you know you want to take advantage of that.

    It's also a nice temperature to enjoy some outdoor dining: so pull up a chair at outdoor decks and patios like the ones at A1A Aleworks, Spanish Bakery, Salt Life, and the Reef.


    4. ...But It’s Not Scorching Hot Anymore

    Although it's nice and warm out, it's definitely not as scorchingly hot as July and August. September means no more back-to-back 100-degree days that come with a sunburn guarantee. No more desperately going through every trick in the book trying to keep cool. The month brings just enough cloud coverage to keep things in St. Augustine from overheating. 

    If you are hoping to walk around town and enjoy the outdoors, now's the time to do it. It’s still warm, but you won’t have to worry about passing out from heat exhaustion after minutes in the sun. You could even go on that afternoon jog over the Bridge of Lions and not melt into a puddle of complete sweat now that the temperature is dropping! Maybe even register for the Endless Summer Run.

    5. Blooming Flowers, NOT Falling Leaves

    While most of the United States is watching their autumn leaves change color and fall, we in St. Augustine are watching our flowers bloom during Easy Season. Birds of Paradise, hibiscus, and other native tropical plants are green and thriving with new buds. The lush landscaping throughout downtown will be the perfect photo accent to your family photo in front of the Lightner Museum or on St. George Street. And it’s definitely the right time of the year to make that trip down to Washington Oaks Gardens.

    Birds of Paradise in front of Flagler College

    Tropical plants like Birds of Paradise are in full bloom in downtown St. Augustine.

    6. September Brings Festivals & Events

    With it no longer being 100 degrees outside, the festivals, events, and races are starting back up again in the nation’s oldest city. Depending on your interests, St. Augustine is sure to have an event that’s right up your alley. A big one to enjoy is the Sing Out Loud! Music Festival! It's free, it's local, and it draws a big crowd. The Sing Out Loud Festival brings together musical acts from all over the country for a free concert series. Performances will take place at multiple venues throughout the area. Here are some of the bigger events going on this month locally:

    • The 3rd Annual Sing Out Loud Music Festival is on its way to becoming one of the major music events in Florida. It happens on four successive weekends September 1-23 with FREE concerts at multiple venues around St. Augustine.
    • The Florida Heritage Book Festival brings together regional writers and book-lovers to celebrate Florida’s literary voice.
    • Go for your personal record on a 5K or 10K on the beach as part of the Endless Summer Runs.

    7. Fall Seasonal Items Released

    Most people will make a trip to St. Augustine for their summer beach vacations, but what's become real popular (or, at least more popular than usual) is beer. Although the season is called “Oktoberfest,” the festival actually starts towards the end of September, and there are few better places than St. Augustine, Florida to welcome the season. Florida is becoming one of the fastest growing craft beer markets in the country, with breweries like Ancient City Brewing, Bold City, Intuition, Engine 15, Veteran's United, and more in the St. Johns & Jacksonville area. 

    Similar to the annually awaited Pumpkin Spice Latte (referred to as a PSL by many), people can't wait to head to the bar to grab a fall seasonal ale. Dog Rose Brewing will have a special SOL (Sing Out Loud) beer release for the month of September. 

    Bog Brewing is prepping for Oktoberfest in September with 2 new beer releases Sep. 22–28: their Oktoberfest beer and Berliner Weisse. The Oktoberfest lager is 5.2% with a toasty aroma, made with 100% German malts, hops, and yeast. The Berliner Weisse dates back to the 16th century and has a sour, bready taste to it and is made with an abundance of wheat.

    8. Surf’s Up

    A St Augustine September typically gets better waves then other months of the year. It is hurricane season after all, and a tropical storm 200 miles off the coast can give St. Augustine Beach and Vilano Beach a good little swell. Luckily for anyone not yearning for a storm to pass by our state, there is ample warning given by NOAA when a hurricane is brewing. The warnings will provide you with enough time to reschedule or delay your trip a bit if needed.

    Sign up for Surf Lessons and take in a bit of beach culture in St. Augustine.  

    9. You May See a Sea Turtle

    Nesting season for the endangered Sea Turtle is May 1st through October 31st. You will see the nests clearly marked on the beach with signs to keep your distance. If you are one for early morning or nightly strolls on the beach you just might cross paths with a Sea Turtle. If you see one, do not shine a light on them, and stay back at least 30 feet. These little babies and their mothers are adorable, but the least human intrusion they have the better off they will be at finding their way as nature intended.

    Baby Sea Turtle

    A baby Sea Turtle makes his way to the ocean.

    10. Seafood & Fishing

    September is the first “R” month after a long summer of "no oysters" for many people like me who follow old wives' tales. For those who don’t know, the wives' tale suggests eating oysters in months that have an “R” in it like, November, December, January, and of course, September.

    Not only are the oysters coming back into season, but other seafood specialties like redfish are still biting, putting up fights, and making fisherman smile. Whether you are looking to eat from the local waters or go offshore for a fishing charter, September is a great month for it. We have a number of professional fishing charter companies in town ready to take you out into the Atlantic Ocean or stay inshore for a shorter trip.

    Fishing in St. Augustine

    A relaxing morning of fishing by the inlet is good for the soul

    11. No Fees for Beach Driving Monday –Thursday

    In addition to the comfortable temperatures and significantly fewer people in town, September brings fewer beach tolls for those who want to drive and park their car right on the beach. Starting after Labor Day beach tolls are only charged on the weekends in September. Check out the St. Johns County Beaches app for more information on beach access points

    12. History is Alive

    We have a few living history events that happen in September, including the biggest one for our city: Founders Day! The reenactment is on the first Saturday of the month and this year it's the same day as the actual landing: the 8th. Toast the city of St. Augustine’s birthday during Easy Season by doing something special like visiting the landing site, snapping a selfie with Pedro Menendez at Potter's Wax Museum, or chowing down on some Menendez chocolate from Whetstone's.

    Founder's Day

    Re-enactments of Pedro Menendez discovering St. Augustine 452 years ago.
    If you don’t live in St. Augustine you should consider a trip to this historic beachfront town in September. You can even wear your white pants after Labor Day. No judgments.

    Cover photo courtesy of FloridasHistoricCoast.com.


    • Bella Bay Inn: Sitting on the historic bayfront, the Bella Bay Inn has suites with fully equipped kitchens, elegant pastel rooms, and a central location.
    • Casa de Solano: Located on Aviles Street, this historic B & B will make you feel like you are staying at a luxury home in the early 1900’s.
    • At Journey’s End: A five room modern boutique located in the Historic Distric of Downtown St. Augustine. The private porches would be a great place to enjoy a morning coffee while people watching.
    • Regency Inn & Suites: If the weather is less than ideal, take a dip in this hotel's indoor pool, and enjoy St. Augustine Beach restaurants and shops just steps away.

    This article was originally published in September 2014 and has been updated to reflect current information on events and things to enjoy in St. Augustine in September 2018.

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Updated: Friday, August 28, 2020

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Alex Pooler

As Content Editor for VisitStAugustine.com, Alex writes and edits everything from articles to business profiles to events. She likes manatees, orange juice, and getting into a hot car on a scorchingly hot Florida summer day after being in AC for hours.