Local Siesta Key Spots You Will Want to Visit Again and Again

Some activities are more evident when you’re thinking about things to do in Siesta Key than others. You’re probably planning on enjoying some of the most popular restaurants, spending time at the beach, and picking out some fun souvenirs. But what if you want to explore some destinations that are a bit off the beaten path? We’ve got you covered! If you want to know more about the best local things to do in Siesta Key, you’ve come to the right place!

Calusa Brewing Company

beer from siesta key brewery

Calusa Brewing Company is the perfect place to relax with a nice, cold beer with your friends and loved ones. This veteran-owned, family-friendly establishment is a favorite of locals. Still, it’s relatively undiscovered for visitors, meaning you can avoid the crowds! Come check out the taproom, where you can find a huge selection of beers on tap as well as canned and bottled varieties. You can even come here to enjoy some mouthwatering local cuisine, as they host all kinds of unique food trucks all week long! Bring the entire family for an exciting evening in the heart of Sarasota. 

Calusa Brewing Company is located at 5701 Derek Avenue in Sarasota. 

Big Top Brewing Company

If you can’t get enough of the craft beer scene, don’t miss a trip to the Big Top Brewing Company. This Sarasota staple comes from the classic circus attraction, paying tribute to circus mogul John Ringling who once called this area home. You can always find unique IPAs, pale ales, lagers, and more on tap, and they offer special weekly releases to give you something new every time you come in! They’ve also got a fantastic food menu featuring favorites like the Classic Cuban, Grown-Up Grilled Cheese, Brewhouse Chili, and more. Check their calendar to see if they’ve got an event going on while you’re in town! 

Big Top Brewing Company is located at 611 Porter Way in Sarasota. 

Spearfish Grille

If you’re searching for a place to enjoy high-quality local seafood with your family, you don’t even have to leave Siesta Key! Spearfish Grille only uses local catches to craft their most popular menu options, proving you don’t have to sacrifice quality or flavor to get an affordable meal. On the menu, enjoy dishes like the Classic Chunk Style Gumbo, Fresh Gulf Blue Crab Claws, and Sushi Nachos “On the Steps.” They’ve also got tons of sandwiches, soups, and salads for you to choose from, as well as a kids’ menu for the little ones. Finish it off with a slice of Siesta Key Lime Pie! 

Spearfish Grille is located at 1265 Old Stickney Point Road in Siesta Key.

seafood meal from siesta key restaurant

St. Armands Circle

Want to get some shopping done while you’re in town? You can head just outside of the hustle and bustle of Sarasota to reach St. Armands Circle. This shopping center is unlike anywhere else in town, providing a beautiful shopping space where you can enjoy your surroundings and support some of the best local businesses. From apparel for the whole family to jewelry, dining options, and even a spa! While you’re here, be sure to walk through the Circus Ring of Fame and the St. Armands Statue Walk to learn more about the incredible circus history of the Sarasota area. 

Arlington Park and Dog Park

dog at siesta key dog park

Finally, if you want to get outside and enjoy nature without heading to the beach, Arlington Park is the place to be. This is a particularly great attraction if you’re traveling with your furry friend since there is a dedicated dog park right here! There are tons of parking spaces, so even if you find yourself here on a crowded day, you won’t have any issues settling down. Even if you’re not traveling with a dog, you’re sure to enjoy everything Arlington Park has to offer. Explore nature on the trails, play basketball or tennis, or even get in the water of the 50-meter lap pool!

Arlington Park is located at 2650 Waldemere Street in Sarasota. 

Plan Your Next Visit

Our rentals are full of luxurious features like in-home laundry, high-speed WiFi, and breathtaking views of the Key. On top of all that, our team provides simply unmatched service, ensuring your stay is one you’ll never forget! Contact us today to book your vacation! 

Book Your Siesta Key Rental With Us 

These are just a few of the best things to do in Siesta Key, but there’s so much more here for you to discover! Siesta Key is an incredible destination for you and your family, so don’t wait for another second to plan your vacation! The Cottages on the Key is your ultimate resource for Siesta Key house rentals, whether you’re traveling solo, with your partner, or with a large group. Enjoy the beautiful Siesta Key beaches and rest easy in our amazing rentals.