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Experience the Ringling Underground on Your Anna Maria Island Vacation

Coming to Anna Maria Island this winter? Then you should make sure to attend the Ringling. As a cultural hub in Anna Maria Island, The Ringling is an essential part of any trip to the area.

The John and Mable Ringling Museum of Art is home to the preeminent art and cultural collections in the United States, with its origins beginning almost a century ago and overseeing the likes of many great installations. Here’s a breakdown of one of the most popular attractions near our Anna Maria Island rentals.


During this time of the year, The Ringling will be showing exhibits from Ai Weiwei’s Circle of the Animals/Zodiac. They will also be showing works from the likes of Ola Wusek, Keith D., and Linda L. This winter will also mark the return of the iconic UnGala event. This year, the theme will celebrate the incredible evolution that the Ringling has undergone this past decade. 

A premiere event for tourists to the area, however, is the Ringling Underground. The Ringling Underground runs from 8 p.m. to 11 p.m. and is a great opportunity to enjoy music in the museum’s courtyard. These events feature all sorts of live music, so you never know what you are going to get. If you are looking to enjoy some local musical talent, then the Ringling Underground is perfect for you. 


The Ringling Underground will take place on February 6, 2020. Tickets to the Ringling Underground are $15 and are free to college students with valid school ID and members of the Ringling. You can purchase tickets online at or call (941) 358-3180 for more information.

Plan Your Visit

With plenty of accommodations options, you are guaranteed to have an excellent stay. Contact us today for more information on our AMI rentals!

Places to Stay

Looking for a place to stay during your trip? There are plenty of options for you.

Coconut Bayou

The Coconut Bayou is the perfect rental property for those looking to have a night out on the town. The rental house sleeps six with three bedrooms and three bathrooms and is dog-friendly. Near the North End of Anna Maria Island, the Coconut Bayou is located near many shops and restaurants for you to have a night out. The Coconut Bayou is also close to many beaches and in a nice and quiet neighborhood. With regular five-star reviews from guests, you cannot go wrong staying at the Coconut Bayou. 

Sailors Dream Pool

The Sailors Dream is a three-bedroom and three-bathroom idyllic stay for a small group of travelers. If you are also looking to do some fishing or snorkeling, it is a great place to catch some fish during your downtime away from the nightlife. With a waterfront view and near to the oceanside, it is a great spot to lounge and catch some rays and some waves. 

sea pearl inside

Lastly, The Sea Pearl is a great rental house for large groups or families. With eight bedrooms and two bathrooms, as well as being pet-friendly, it makes for a great place to stay for all types of travel groups. It also comes with a luxurious poolside patio area for you to share drinks with your friends before hitting the Ringling Underground. 

The Sea Pearl suite is also located on a canal, making it accessible for one to bring in a boat or kayak right up to the suite so that there is no wasted time if you want to get out and cruise Anna Maria Island. If you’re looking for a rental option that gives you tons of flexibility in the way that you travel around Anna Maria Island, then the Sea Pearl is the right spot for you.