Beach at sunset

Discover the Best of
St Augustine Attractions

St. Augustine is a fascinating destination with an array of interactive tours and historic attractions that make our ancient city so special. Allow our blog to help you plan the perfect stay with our favorite picks for upcoming events, art festivals, live musical performances, nearby museums and more.

  • a group of people on a trolly at night getting a tour in St. Augustine

    Hop Aboard the Old Town Trolley

    September 01

    The beauty of our ancient city can be seen from all around town, but one of the top ways to explore St. Augustine is by taking a trip through the cobblestone streets aboard the Old Town Trolley.

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  • crab claws

    Lions Seafood Festival 2020

    March 02

    Take the plunge – into a big plate of delicious seafood, that is! Friday, March 20th through Sunday the 22nd, gather your whole family and head over to Francis Field for the 39th Annual Lions Seafood Festival 2020. 

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  • glasses of red wine

    Spanish Wine Festival 2020

    February 03

    Treat yourself to an incredible evening of wine tasting at the The St. Augustine Spanish Wine Festival 2020.

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  • marathon runners feet

    Matanzas 5K and Fun Run

    January 06

    Make good on your New Year’s resolution and join in the fun at the 40th Annual Matanzas 5K and Fun Run on Saturday, January 18th.

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  • friends beer cheers

    Nights of Pints

    December 02

    Not only can you participate in Night of Lights this season, but you can also partake in delicious local brews during Nights of Pints!

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  • veterans military uniform and badges

    Veterans Day Memorial

    November 04

    Veterans Day is fast approaching, and so is the City of St. Augustine Beach’s annual Veterans Day Memorial Ceremony.

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  • graveyard cemetery

    Ghosts & Gravestones

    October 07

    Get into the spooky spirit during your stay at TRYP by Wyndham Sebastian St. Augustine by booking a tour of haunted St. Augustine through Ghosts & Gravestones.

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  • fountain in st augustine florida

    Lightner After Hours

    September 02

    The last Thursday of every month is a special time in St. Augustine where guests can enjoy an elegant evening at the Lightner Museum after hours.

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  • baby alligator

    An Unforgettable Adventure

    August 05

    Get a look at Florida’s wildlife and more when you visit the St. Augustine Alligator Farm Zoological Park.

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  • stand up paddle boarding

    Explore the St. Augustine Surf by Night

    July 01

    Ocean Extreme Sports offers the best rentals and tours of the area—right on the St. Augustine waterways!

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  • girls laughing in theater

    Get Ready to Laugh

    June 03

    If you’re looking for a good laugh, comedy legend Adam Sandler will be performing at the St. Augustine Amphitheater on June 30th.

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  • singer and microphone

    Winehoused: The Amy Celebration

    May 06

    If you’re looking for a unique musical event to enjoy during your stay at TRYP by Wyndham Sebastian St. Augustine, look no further than Winehoused: The Amy Celebration on May 25th at 8:00 p.m.

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  • st augustine fort at sunset

    Fire the Cannons

    April 01

    You and your loved ones can enjoy exploring beautiful, historic downtown St. Augustine and become a part of the unique tradition of firing the cannons at the Castillo de San Marcos.

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  • microphone and stage lights

    A Tribute Like No Other

    March 04

    On your visit to the TRYP By Wyndham Sebastian St. Augustine, join fans from all over as you celebrate the iconic musician David Bowie.

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  • sunset cruise

    Sail into the Sunset

    February 04

    A romantic evening awaits you and your loved one this Valentine’s Day Weekend. Start your romantic getaway to the TRYP by Wyndham Sebastian St. Augustine by reserving your spot on the beautiful Schooner Freedom for a fantastic sail at sunset. 

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  • trapeze artist

    Come Join the Circus

    January 07

    On your next visit to TRYP by Wyndham Sebastian St. Augustine, you can see dazzling acts of acrobatics, dance, and more at The Venardos Circus now through January 27th. This popular, family-friendly event takes place on Wednesdays through Sundays, with two shows on Fridays and on the weekends so there are plenty of chances to take in all the Big Top has to offer.

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& Accepting Reservations.