Things to Do in Siesta Key on a Rainy Day

Most visitors come to Siesta Key dreaming of outdoor fun and plenty of beach time, but occasionally Mother Nature has plans of her own!

While a little rain can put a damper on all your plans that involve being on the beach or other outdoor activities in Siesta Key, there’s more than one way to salvage your vacation besides staying in one of our Siesta Key vacation home rentals!

If rain is on the horizon or you simply want to be ready for any weather shifts during your Siesta Key getaway, fear not! There’s an array of fantastic activities to enjoy even when the skies aren’t clear.

Escape Rooms 

Mysterium Escape Rooms and VR

Want to surprise your kids and explore the fun of a unique escape room for an afternoon near your Siesta Key vacation home rental? Mysterium Escape Rooms and VR is perfect for just that! Everyone in the family will leave with lasting memories and laughs. 

The live escape games are physical and in themed room environments like space force and the wild wild west. So, get into character and prepare for an unforgettable time! If escape rooms aren’t up your alley, you can also opt for the VR Arcade Game Room. They offer a chill lounge setting with a retro-themed arcade, refreshing drinks, and delicious snacks. Mysterium offers good old-fashioned fun to have your kids looking up from their smartphones and making priceless memories in Siesta Key.

Escape Room Sarasota

After stepping out of your vacation rental on Siesta Key, be sure to check out Sarasota’s longest-running escape room. Get everyone in your family to participate as you collaborate to solve fun problems and challenges as a team that will bring everyone together and encourages problem-solving teamwork. 

With impressive themed rooms like The King’s Gambit and The Candy Shop, Escape Room Sarasota is sure to offer an unforgettable adrenaline boost for the entire family. 

Mote Marine Aquarium

The Mote Marine Aquarium is one of the coolest things to do during your visit to Siesta Key. While they offer a lot of outdoor activities, they have plenty to do under the cover of the roof. You can tour the aquarium, learning more about Florida wildlife and the conservation efforts that everyone who works there participates in. It’s a fun and educational activity for the whole family. 

mother and son watch fish in aquarium in Florida
Photo from Shutterstock

Livingston’s Amusements 

A great way to spend time away from one of our Siesta Key rentals is to head to Livingston’s Amusements. It’s a massive indoor arcade and amusement area for people of all ages. You’ll find an abundance of arcade games, go-karts, bumper cars, billiards, and more. They also h

Theatres

CMX CineBistro

If you love delicious buttery popcorn, incredible movie theatres, and unique dining experiences, CMX CineBistro is the place for you! Whether it’s raining outside or you simply wish to spend some time indoors, this one-of-a-kind CineBistro is a must-see. 

Take advantage of the elevated market that allows visitors to self-select their choices from different stations. If you aren’t feeling the movies on their show list, just head to their Sports Bar, where you can grab a drink and lounge in luxury. 

Van Wezel Performing Arts Hall

Looking for family-friendly entertainment during your rainy day in Siesta Key? Check out the Van Wezel Performing Arts Hall, a true pioneer in the cultural development of Sarasota and a special place for unforgettable entertainment. This performing hall is a true jewel that showcases comedians, musicians, and the most respected symphonies and orchestras. 

Your family is sure to love the excitement of the Van Wezel Performing Arts Hall! Whether you’d like to attend Dirty Dancing Live, or your family would be more interested in the CHICAGO Master Class, there’s truly something for everyone. Explore their website today and find the perfect event for your upcoming Siesta Key vacation.

Plan Your Visit!

Planning an unforgettable vacation to Siesta Key doesn’t have to be difficult! Whenever you book with The Cottages on the Key, it’s simple! View our Siesta Key vacation rentals, reserve your favorite, and get ready to make endless lifelong memories!

Museums 

Sarasota Art Museum

“Art for all, every day” is the way at the Sarasota Art Museum. We adore the leisurely bliss of strolling through this incredible museum, and we’re confident you will, too. 

A unique token of Sarasota, this museum has grown to be a platform for education, exposure, and experimentation. The art displayed here speaks for itself. You will be captivated by the 15,000+ square feet of gallery space and thought-provoking pieces of art adorning every wall. End the trip by collecting a souvenir at the gift shop and enjoying a delicious snack at the museum’s bistro.

The Sarasota Classic Car Museum

If art is not igniting your interest, perhaps the nation’s second oldest and continuously operating antique car museum will. When you enter, you will be greeted by exotic European and one-of-a-kind classics that are featured here seven days a week.

You’ll love the meticulously restored vehicles, including Alfa Romeo, Bentley, Ferrari, and many more. Your entire family will surely be captivated, and the little ones will love hand-picking a miniature memento of their favorite car from the gift shop.

The Ringling Museum

With all there is to do in Siesta Key, it’s hard to decide what activities to commit to during your vacation; however, The Ringling Museum is something you absolutely must attend. 

Explore the incredible 36,000 square feet of the Ca’ d’Zan, John and Mable Ringling’s vintage mansion. You’re also sure to enjoy the Bayfront Gardens, where you’ll see more than 2,300 native and exotic trees. If you have the opportunity, visit the historic Asolo Theatre, where you can enjoy the various rotating exhibitions. Your entire family will be filled with history, entertainment, and Sarasota culture after stopping to take a look!

Rainy days in Siesta Key don’t mean that you have to sacrifice fun and excitement. Make a rainy day an unforgettable adventure with these entertaining Siesta Key activities. Begin planning for your trip today! View our Siesta Key vacation rentals, reserve your favorite, and prepare for the getaway of a lifetime, rain or shine.

ringling museum near sarasota florida
Photo from Shutterstock

The Mall at University Town Center

If you’re looking to add a touch of retail therapy to your Siesta Key experience, The Mall at University Town Center beckons. Just a short drive away, this sprawling shopping destination offers a little bit of everything. It’s a great place to window shop, buy things for yourself or loved ones, and grab a bite to eat when the weather outside isn’t cooperating. The mall also has over 20 options for dining, so you can grab a snack, lunch, or dinner, depending on what time you’re at the mall.

After exploring local shops in Siesta Key, why not head back to town and explore local fine wines or craft cocktail options? Exploring nearby bars in Siesta Key is another great rainy-day adventure, with options ranging from laid-back beachfront lounges to Sarasota rooftop bars. Whether you’re in the mood for a tropical-inspired drink or a classic martini, you’re sure to find a venue that suits your taste.

Book Your Siesta Key Rental With Us

When choosing your Siesta Key rental, The Cottages on the Key stands out as the ideal choice for a multitude of reasons. Our accommodations offer a perfect blend of luxury and comfort, ensuring an unforgettable stay whether you’re planning a romantic retreat or a family vacation. With spacious living areas, fully equipped kitchens, and a range of amenities, we prioritize your convenience and enjoyment.

Additionally, our diverse selection of vacation rentals caters to different preferences, providing a personalized experience for every guest. Count on The Cottages on the Key for a seamless and delightful Siesta Key getaway, where the perfect blend of charm and top-notch service awaits.