Beach at sunset

Discover The Best of St. Augustine

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.

  • 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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tryp stagustine popin breakfast

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