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.

  • sailboat

    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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  • acrobat

    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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  • Orchestra

    Make Your Stay Merry

    December 03

    Guests at the TRYP by Wyndham Sebastian St. Augustine will have the opportunity to hear a beautiful selection of seasonal music performed by a real, live orchestra. The EMMA Concert Series will be presenting its annual Holiday Traditions Concert with the talented Gainesville Orchestra on Wednesday, December 19th at 7:30 p.m. at the Lewis Auditorium.

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  • Nights of Lights festival

    Lights, Santa, Action!

    November 05

    Start your holiday season off right at St. Augustine’s Surf Illumination 2018 and the Nights of Lights festival. You and your family can enjoy the magic of this time of year the Florida way. Surf Illumination 2018 will kick off the events as part of the annual Nights of Lights display. Visitors will have incredible views of beautiful lights being turned on all over the city and beachside. 

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  • blacktip 1294753_1920 (1)

    Bring Something Back from Your Visit

    October 01

    From 10:00 a.m. to 11:00 a.m. on October 2nd, 4th, 16th, and 30th, visitors can join in on a beach walk to learn everything about sharks at the family-friendly Jaws of the Sea event. In partnership with Marineland Dolphin Adventure, the St. Johns County Parks Department hosts your tour from the Nease Beachfront Park to Vilano Beach.

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  • Music_Festival_Crowd_30

    Exciting Musical Performances from Diverse Lineups & Locales

    September 03

    Get ready to groove at the hottest music event of the season – Sing Out Loud Festival! Featuring hundreds of artists, from world-famous musicians to those from just down the road, Sing Out Loud is your chance to experience St. Augustine’s thriving music culture at several venues around the city.

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  • fountain

    Hop Aboard the Old Town Trolley

    August 02

    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. This hop-on-hop-off trolley system is the perfect way to explore the city while taking in all the sights around town. The open-air trolley stops at twenty-three different locations, including Ponce de Leon's Fountain of Youth and Castillo de San Marcos, where you can get out and explore on your own with the guidance of the knowledgeable trolley drivers.

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