Discover the Best of
St Augustine Attractions

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.

Throughout the tour, you will be told enchanting stories about the oldest settled city in the United States. If you love history and spending your time in the beautiful breezy weather, you will absolutely love this outing—and it is perfect for the entire family too. The Old Town Trolley is the most relaxing way to see the St. Augustine, and it is definitely one of our favorite ways too. Swing by the hotel’s front desk to purchase an exclusive 3-day pass and get ready to make some memories!

This popular event has visitors and locals alike making their way to fill their plates and enjoy the beautiful, Florida weather with live music, arts and crafts, and more.

Tickets for adults are only $5, and children under the age of 15 are admitted for free. Best of all, this great event is only about 1 mile for your room at TRYP By Wyndham Sebastian St. Augustine.

Kids will love meeting the Little Mermaid, the Polynesian Princess, and Sal the Lion in the Kidz Zone, as well as watching pirate and magic shows that will be taking place throughout the day. Adults can take their time browsing pottery, art, jewelry, and other amazing, handcrafted items while everyone chows down on delectable crab, shrimp, and more! This is an event you won’t want to miss!

Hosted at several locations across the beautiful Flagler College campus, you will be able to sample and celebrate Spanish wines and culture with other visitors and locals alike on two nights. Proceeds from the festival will benefit local charities too! Delicious Spanish cuisine will also be available as Spanish music fills each night with delightful sounds.

The Cava Reception and Dinner will be on Friday, February 28th from 6:00 p.m. to 10:00 p.m., with tickets priced at $300. This includes your Spanish-inspired dinner and all wines, expertly selected to pair with each course.

On Saturday, February 29th from 2:00 p.m. to 5:00 p.m., guests can enjoy sampling over 100 wines as well as Spanish hors d’oeuvres at the Grand Tasting. Tickets are $95. Buy your tickets today for a fabulous evening out in St. Augustine!

With two race options, you and the whole family will get to enjoy a great day out in St. Augustine, just a short drive from your stay at TRYP By Wyndham Sebastian St. Augustine.

The Fun Run is perfect for kids of all ages, and participants 13 years old and younger get to race for free. The registration fee for the Matanzas 5K is $30 through January 16th and $35 on January 17th and 18th. The race comes complete with a view as you wind through the gorgeous streets of downtown St. Augustine to finish on Castillo Drive as spectators cheer you along from the sidelines. It’s going to be a great day to get out there and run, so register online now!

Four breweries—Ancient City Brewing Downtown Taproom, Bog Brewing Company, Dog Rose Brewing, and Old Coast Ales—have teamed up so you can try the best beers in the area during a fun barhopping event from now until February 3rd, 2020. For just $30, participants will be able to visit any of the four breweries and receive a seasonal pint by showing your event passport. You will also take home a commemorative T-shirt!

This year, the event is made even better as proceeds will be donated to the local charity H.A.W.K.E. Wildlife. This great organization works to rehabilitate wild birds, mammals, and reptiles that have become injured or orphaned. So you’re not only going to have a fantastic time, you’ll be helping animals in need too!

On Monday, November 11th, from 3:00 p.m. to 4:00 p.m., you and your family can gather at this free event to honor and remember all those who have served our country. The event will be hosted by Lieutenant Colonel Bill Dudley and will be held at the Lakeside Veterans Memorial Sculpture Garden, located just behind the St. Augustine Beach Police Station. It’s a beautiful spot for the respectful observance of the day. A vocalist, an honor guard, bagpipers, and special guest speakers and veterans groups will all be in attendance, and refreshments will be available to all attendees. Make your way to the sculpture garden on Monday, November 11th to honor their commitment and learn more about those who have served the United States of America.

St. Augustine is one of the nation’s oldest cities as well as one of its most haunted! These ghoulishly delightful tours will share with you some of the creepy-crawly history of the area and ghostly stories from long ago, all while cruising along the darkened streets aboard the Trolley of Doom. Tours run from 7:00 p.m. to 10:00 p.m. seven days a week and last for one hour and twenty minutes. The tour may not be suitable for guests under 13 years of age, and children under 4 years old are not permitted due to the loud noises during the attraction. Call to check for availability, and then buy your tickets online now for a discounted price!

This free event is perfect for couples looking to unwind among the fine art displays while enjoying delicious hors d’oeuvres and beer and wine. Also, different local musicians play every month for guests to enjoy while they browse. The event is held in different locations throughout the gorgeous museum so it’s a unique experience every time you come to visit. Conveniently, parking after 5:00 is free, and the event goes from 6:00 p.m. to 8:00 p.m. Best of all, the Lightner Museum is only a mile away from your accommodations at TRYP by Wyndham Sebastian St. Augustine so you don’t have to travel far for a great night out. Mark your calendar for September 26th, because it’s time to indulge and experience what the Lightner Museum has to offer after hours.

This educational zoo is you and your family’s source for a fun day surrounded by the most exciting creatures, from exotic birds and slithering snakes to enormous alligators and crocodiles. There are tons of shows for everyone to enjoy so be sure to check the show schedules online. You don’t want to miss the colorful and informative rainforest review or the thrilling alligator feedings.

If you’re up for the challenge, guests can also choose to zip line across the zoo at the Crocodile Crossing attraction. Choose the Sepik River or the tougher Nile River Course to explore the zoo from a whole new view as you fly over and past birds, lemurs, and alligator and crocodiles. No matter what you choose, your day at the St. Augustine Alligator Farm Zoological Park will leave you with memories to last a lifetime.

Just down the road from your stay at the TRYP by Wyndham Sebastian St. Augustine is the beginning of a new adventure for you and your family. Ocean Extreme Sports welcomes you to register online for one of their many lessons and tours, including their Full Moon Paddle. The Full Moon Stand Up Paddle Conch House will take place on July 16th at 8:00 p.m. Participants who have not paddled before should arrive 30 minutes before departure for a lesson, and all attendees must arrive 15 minutes before departure for a mandatory safety meeting. If you are providing your own equipment, registration is only $10, while rentals for this tour cost $40 and include your paddleboard, paddle, leash, life jacket, whistle, waterproof light, and free mini-lesson. Book your tour today for a night you won’t soon forget!

As a part of his 100% Fresher tour, guest performer Rob Schneider will accompany Sandler for a night you won’t soon forget.

100% Fresher marks Sandler’s first comedy special in 20 years and the comedy album has gone multi-platinum, so you know you’re in for a night of bellyaching laughter and fun.

The beautiful St. Augustine Amphitheater offers a perfect backdrop with ample seating so you can get the view you want from any level. Prices vary from $39.50 to seated pit and level 100 rows at $199.50. The show starts at 7:30 p.m. with gates opening at 5:00 p.m.

The last time this duo visited St. Augustine, they performed to a sold out audience so don’t hesitate to purchase your tickets online.

Located a short drive away at the Ponte Vedra Concert Hal, attendees will enjoy an incredible performance by The Amy Celebration who will play Amy Winehouse’s greatest songs in tribute of the late artist’s life.

This ten-piece band will perform not only her fan favorites but also rare songs to give everyone a show they will never forget. Winged eyeliner and beehive hairdos are encouraged as you join in an incredible party with music lovers from all over to celebrate.

General Admission Standing tickets are available in advance for just $28 and tickets purchased on the day of the performance are $30. Doors open at 7:00 p.m. so get there early to get the best view of the show!

Every weekend, this fort on the bayfront holds reenactments of what it was like living as a Spanish colonial settler, which includes actors in period dress and weapon demonstrations, like the cannons which were fired when the fort was under siege.

Admission to the Castillo de San Marcos is $15 per adult, but children 15 years and younger are free. The cannons are fired from the gun deck on Friday, Saturday, and Sunday at 10:30 and 11:30 a.m. as well as 1:30, 2:30, and 3:30 p.m.

Although you can see the cannons firing from outside of the fort, it is truly worth your while to visit the inside to get the real scoop on St. Augustine history from real historians and park rangers.

On Friday, March 15th, alumni band members will perform all of your favorite Bowie classics for a night of incredible music and a celebration of one of the world’s greatest artists.

A Bowie Celebration: The David Bowie Alumni Tour is comprised of band members dating back to the early days with a combined over 30 years’ of experience playing these powerhouse hits live with David Bowie himself.

You won’t want to miss this incredible opportunity! Tickets are on sale now at $42 for Advance Purchase General Admission Standing or on the Day of Show Purchase General Admission Standing at $44. VIP and Meet-and-Greet packages are also available. Gates open at 7:00 p.m. and the show starts at 8:00 p.m. so don’t be late!

You and your loved one will delight in the incredible views of the city shoreline on this two-hour outing. The vessel is a 72’, topsail schooner that will provide all of the comforts you need. Admission is $55 per person and by calling (904) 810-1010 you can reserve your space on February 14th, 15th, 16th, or 17th. You are encouraged to bring a picnic basket, but complimentary soda, wine, and beer will be available as well as blankets to stay warm under as you glide on the water. Departure times are at 4:15 p.m. and 7:15 p.m. but just 4:15 p.m. on Sunday. Book your trip today and be sure to keep an eye out for playful dolphins on your excursion!

The troupe showcases their performances to music and your favorite circus treats are available to enjoy while you watch, including popcorn, cotton candy, lemonade, and more. General admission for adults is $25 and $15 for children under 12 years of age, and a $35 VIP experience ticket is also available for purchase. Tickets are available for sale online, and there is ample parking with shuttle service to and from lots around the St. Augustine Amphitheatre grounds. Shows do sell out so act fast and claim tickets for your family today.