How to Experience Siesta Key Like a Local

It doesn’t matter if you’re planning a winter or a summer getaway to Siesta Key in Florida of the US of A. The best way to enjoy one of the top beaches in the United States is experiencing Siesta Key like a local. On this post, we’ll tell you where to stay, what to eat, and what to do in order to vacation in Siesta like Garrett and Kelsey (a reference we’re hoping you don’t catch).

Before you keep reading: GoldenAgeTrips.com is making use of affiliate links, which in some cases will end up in a commission for purchases originated from this website. However, all referred companies/products/accommodations have been tried out or researched by us first.
Where to stay?

Sunset at Crescent Beach in Siesta Key with SeniorsSunset at Crescent Beach

     To avoid spending your vacations trying to find parking, and to get the chance of living the dream of having a private beach, check out Tropical Beach Resorts and The Capri at Siesta. Tropical Beach Resorts has a direct footpath to the Public Beach and a Volleyball playing area. It also has amenities such as grills, beach towels, and beach chairs.

    The Capri at Siesta is more private and preferred by couples. This ten room only boutique hotel also has a private pathway to Crescent Beach, and a courtyard where it would be a shame not to share a bottle of wine.

     If you’re on a tighter budget, take a look at the Airbnb’s in the area. You can stay a little further from the beach, but unlike the previously mentioned properties, you will need to get an Uber or drive to get to Siesta. This can be a problem during the weekends and during holidays when traffic can be the stuff of nightmares.

Click here for $40.00 USD travel credit on your first Airbnb Booking.

What to eat?

    If you want to stay close to the beach, Clayton’s Siesta Grille should be your first choice. Its Goat Cheese and Tomato Jam Jar have built such an excellent reputation that locals are known to order it not only when they go to the restaurant, but for private parties too. For something more filling, order the Pan Roasted Diver Scallops with Bacon braised chard or the Mahi Mahi Fish Tacos. Also, don’t forget to ask what’s on draft.

    Twenty minutes from the beach and you’re in Downtown Sarasota. Here, you can find artisan shops, local stores, and a variety of restaurants ready to please different tastes and budgets. A strong newcomer on the Sarasota restaurant scene is Boca-Sarasota. Its menu changes with what the market has available, but some items like the OMG Burger with Truffle Fries are available every day (and for a reason!). Food is not the only thing that’s good in Boca-Sarasota. Its atmosphere and cocktails are what keeps locals coming back, and you can’t leave before trying a Fly Dye .
What to do?

Thanks #caribbeanjournal “without a doubt the world’s best spiced rum”! #siestakeyrum #spicedrum

A post shared by Siesta Key Rum (@siesta_key_rum) on

    Aside from going to the beach, and the endless offering of water sports, there is more you can do in Siesta Key and its surrounding areas. You can also enjoy food & drinks, art galleries, and special events such as the St. Armands Circle Craft Festival in June, and Taste of St. Armands in October.

     If you like rum, don’t skip the tour at Drum Circle Distilling. The tour is free, includes rum samples, and it runs for about an hour. Don’t forget to register for the tours in advance, because this might be the place where you can find the best souvenirs for those that were not as lucky as you to visit Siesta Key. Please Note the Website’s Warning: The Distillery is located on the north side of Sarasota in a rather ordinary looking industrial park. But don’t let that fool you, you are going the right way!
What to Pack?



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The beach, great food & rum are some of the things locals love about Siesta Key. If you're thinking about paying us a visit, keep reading.
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