Things To Do

Things to Do – Recreation and Shopping

On Siesta Key, shopping, food, fun, and adventure awaits! If you’re already here and you’re looking for some recommendations, or if you’re planning to book one of our Siesta Key rental condos in the near future, keep reading. You’ll find out why vacationers love Siesta Key, and why they choose to come back time and time again.

On the Island

Beached-Themed Eateries

No vacation spot is complete without some good food, and Siesta Key has plenty of options.

The Daiquiri Deck is a favorite sea-centric spot for both tourists and locals, and is open to the whole family.
The Lobster Pot is another prime spot for those who love seafood.
Siesta Key Oyster Bar (SKOB to regulars) is a relaxed location known for its daily oyster happy hour (3-6pm).
Turtles Restaurant offers casual dining right on the waterfront.
And those who want to try “The World’s Best New England Clam Chowder” can find it at Captain Curt’s Crab & Oyster Bar.

Sports Rentals

For those into high-speed adventures:

Siesta Key Jet Ski has you covered with rentals and jet ski tours.
Siesta Key Watersports also provides jet skis, along with a number of tours.
Siesta Sports Rentals offers a wide array of options to get around the Village and the Key
Parasail Siesta helps you take to the skies to get a birds-eye view of Siesta Key, all while being pulled by a high-speed boat.
Sarasota Biplane Adventures gives you a private airplane tour of Siesta Key and the entire Sarasota Bay area.

Boat Trips & Fishing Charters

Let’s face it. If you’re right next to the sea, you’re going to want to check it out. What better way than on a boat? Here’s a list of top places if you’re looking to take a trip around the Key:

Kokomo Charters can hook you up with a private boat the company calls a “floating limousine.”
Key Life Charters can take you snorkeling, dolphin watching, and more.
CB’s Saltwater Outfitters & Boat Rentals can get you equipped for an exploratory or fishing-focused ocean adventure.
Sarasota Bay Fishing Charters offers boat rentals and everything else you need to fish the waters of Siesta Key for your next memorable catch.

Shopping in the Village

Whether you’re looking to stock up on supplies or find a momento to take home with you, Siesta Key offers a unique and varied shopping experience. check out these handy places:
If you need groceries for your stay, you can pick them up at Crescent Beach Grocery, along with a case or two of beer.
You can also head over to Morton’s for fresh groceries, or have them delivered right to your rental with 24 hours notice and a $10 fee.
The Beach Bazaar of Sarasota is your one-stop beach shop for all the swimwear, surfwear, and beach accessories you need.
If you want more upscale beachwear, check out Island Trader.
You can make your significant other swoon with some flowers from Flowers by Fudgie.
if you need some sandals, you’ll find what you need at Comfort Shoes and Sandal Factory of Siesta Key.
Davidson Drugs has been serving the pharmaceutical needs of both residents and visitors in Siesta Key since 1958.
Gidget’s Coastal Provisions is an upscale beach shop and self-proclaimed “coastal general store,” and it has a cute puppy dog mascot, to boot.

Near the Island

Downtown Sarasota Farmers Market. Those who want to shop for farm-grown produce, or those in the mood for a delicious meal, can find what they’re looking for at the Downtown Sarasota Farmers Market. Check out the Market’s shops and grab a few items for home-style cooking at your rental, or sit down and enjoy food from an on-site food vendor.

St. Armand’s Circle. A primo shopping experience can be found just minutes from Siesta Key at St. Armand’s Circle. Inside the Circle, you’ll find a large selection of shops, casual and high-end dining options, salons, spas, and more. If you want to spend a day away from Siesta Key to explore Sarasota, St. Armand’s Circle is a must-visit.

There’s so much to do both in and near Siesta Key. If you’re ready to shop for vacation rentals in Siesta Key, FL, contact us today!