Best Things to Do in Siesta Key, Florida

Thinking about exploring Florida’s Gulf Coast? Be sure to carve out time to enjoy the best things to do in Siesta Key. Located in Sarasota County, Siesta Key is known for its beautiful beaches, cool locals villages, and epic sunsets.

The eight-mile-long island is easy to get around thanks to the island’s impressive Siesta Key Breeze Trolley. Jump from beach to beach without having to turn the ignition. Spend your evenings with locals sipping cocktails in Siesta Key Village or road trip to other amazing Sarasota County destinations under an hour away.

Not sure what to do in Siesta Key? Start planning your trip with this guide to the best places to visit in Siesta Key, FL.

Best places to visit in Siesta Key, FL

Siesta Key Beach

Most travelers start their Siesta Key vacation roaming the white sands of Siesta Key Beach. Rated as one of the top beaches in the United States, Siesta Key Beach is packed with popular activities to keep you active throughout your trip.

The pristine beach is joyously soft and effortlessly floats between your toes. From wherever you lay down your beach gear, you’ll have brilliant views of the blue water and the soft ocean breaks.

Siesta Key Beach

You could spend all day soaking up the rays and reading a page-turner on Siesta Beach, but it’d be remiss to not make use of the many local water sports on offer.

Siesta Key has a glorious breeze that kicks up a notch offshore, making it a perfect spot for parasailing. Better yet, venture further out on a fishing adventure, enjoy some adrenaline-pumping jet skiing or grab an unforgettable view while parasailing.

Siesta Key Village

Just five minutes north of Siesta Beach is the happening Siesta Village. The village hosts several of the top points of interest in Siesta Key. It’s home to a vibrant local community, shopping, and some of the barrier island’s finest dining.

Siesta Key Village is the perfect place to spend some time away from the beach. The town is fun and easy to walk around. It’s home to several highly rated galleries, boutique stores, and local markets which provide excellent indoor fun. If you don’t want to be eating out three times a day, the village also has a grocery store to load up on meals that’ll work perfectly for a BBQ at the beach.

But the village really comes to life after the sun goes down. Siesta Key Village offers the best nightlife on Siesta Key, as locals and tourists combine to create an exciting atmosphere. Head to Daiquiri Deck for outside drinks and live music.

Crescent Beach

Siesta Key Beach may hog all the glory, but there’s no doubt that Crescent Beach is one of the best places to see in Siesta Key. The sparkling turquoise waters will immediately catch your eye before you begin to wonder: “Why is the beach is so quiet?”

Freat Blue Heron on the Crescent Beach

Crescent Beach sees a smaller crowd as it’s more secluded than its famous sibling. Midnight Pass Road provides “blink-and-you’ll-miss-it” public beach access. Another reason the crowds are sparse is the lack of amenities, however, it’s an easy workaround.

The end result is sparkling waters to swim in, with plenty of space to spread out of the powder-like sand. At the southern end of the beach is another Siesta Key highlight: the Point of Rocks.

Point of Rocks

Wondering where to go in Siesta Key for snorkeling and diving? Look no further than the Point of Rocks. The aptly described point isn’t as scary as it sounds; Point of Rocks also happens to provide fun for the entire family.

At Point of Rocks, the water’s depth doesn’t reach over five feet, making it welcoming for families, with kids of all ages. The sprawling tide pools provide glimpses of vast marine life. Spot fish zipping between enclaves or crabs crawling along the surface.

In order to get to the Point of Rocks, first arrive at Crescent Beach and stroll until you reach the southern point. A large wall, eroded over thousands of years by the Gulf of Mexico, greets you. Beyond the wall is a magnificent display of natural pools and diving areas. Just be sure to wear something protective on your feet to explore the Point of Rocks to the fullest extent.

Turtle Beach

Like Crescent Beach, another way to beat the crowds is to venture down to Turtle Beach. Even in the height of tourist season, the beaches on Siesta Key’s southern end don’t get nearly as crowded. This may be why Turtle Beach is much-loved among locals.

The sand at Turtle Beach may not be as soft as the legendary Siesta Key Beach, but the stark drop-off towards the ocean creates a magnificent spot to sit. From there, take just a couple of steps into the water for a refreshing dip.

Turtle Beach

Turtle Beach comes with several amenities to make your day on the sand even better, including a boat ramp for sunset sails. Right behind the beach is a spacious park for the young ones to run amok. In the park, you’ll also find a pavilion plus plenty of park benches for an afternoon picnic experience.

If you’re up for some family activities, make use of the horseshoe pits and beach volleyball nets. Or stay overnight at one of the rare beach campsites in Florida.

Siesta Key Breeze Trolley

Tourist islands aren’t renowned for great public transportation, but that’s simply not the case on Siesta Key. The impressive Siesta Key Breeze Trolley is the key (pun intended!) to exploring Siesta Key in one day. The best part about it? It’s free!

The Breeze Trolley operates from 10 am to 10 pm every day of the week, except Friday and Saturday, when the trolley runs until midnight. The colorful trolley on wheels begins in Siesta Village and makes its way down to Turtle Beach at the southern tip of the island. The two main roads the trolley drives along are Beach Road and Midnight Pass Road, allowing you to avoid needing to search for parking spots.

Now that you’re rushing out to cancel your rental car, click here to see a map of the route.

Sunset Point

Whether you’re in California, Cabo da Roca in Portugal, or Siesta Key, Florida, nothing beats facing west and watching the sunset on the water. Grab a front-row seat for a dazzling display by visiting the appropriately named Sunset Point. Although half of the island faces west, the point is a popular gathering place, where excited crowds mark the end of another sun-filled day on Siesta Key.

Sunset Point sits at the northern end of Siesta Beach. If you’re hanging out on the sands, walk to the point and set up your beach chairs before the rest of the island community arrives. Sit back with a cold beverage and see if you can spot the famous “green flash.”

You can swim at the point during the day, but keep in mind that there are no lifeguards on that part of the beach.

Siesta Key Drum Circle

Beyond pristine coasts and epic sunset, Siesta Key has ample local culture. One of the best things to see in Siesta Key is the Siesta Key Drum Circle. The iconic local tradition combines dancers, artists, and families from around the island in an event of music and camaraderie.

Siesta Key Drum Circle

If you’re in town on a Sunday evening, be sure to make your way to Siesta Beach an hour before the sun goes down. 52 times a year, large crowds gather on the beach for this fun-filled activity. The drumming begins first with a siren and then with the pitter-patter of the instruments.

As the music soars into the sky, the community sings in unison, bringing together young and old. Random instruments are handed out among the revelers, with the opportunity for everyone to take part in the event.

Beer Can Island

On the northern end of Longboat Key, Beer Can Island is one of the best places to go in Siesta Key. Roughly 45 minutes north of Siesta Key Village, Beer Can Island is full of sprawling mangrove forests with a white sand beach cutting in. The natural environment is both stunning and fragile, with bleached driftwood finding forever homes on the picturesque local beach.

Beer Can Island Beach

A scene straight out of Cast Away, Beer Can Island is also full of color and visual contrasts. The turquoise colors collide with the forests while the fallen trees feel perfectly out of place in such a fairytale-like environment. Be sure to bring your hammock to squeeze the most out of this popular attraction.

The majority of visitors come to the island by boat, making use of the shallow waters to beach their boats without needing a dock. Or you can reach Beer Can Island on four wheels via Broadway Street or North Shore Road.

Anna Maria Island

For anyone who loves a good road trip, then Anna Maria Island, an hour north of Siesta Key, has answered your prayers. A day trip to Anna Maria Island will provide travelers with a unique coastal community, with a storied past and plenty of tourist attractions.

Anna Maria Island

There’s so much to do on Anna Maria Island that you’ll be hard-pressed to do it all in a single day. One of the top activities is visiting Bean Point. With its white sandy beaches, untouched nature, and calm blue waters, it’s easy to see why locals love to come here. If you have time, return to Bean Point in the evening for a magical sunset.

Another beach to add to your road trip itinerary is Bradenton Beach. Come here for some more sun, restaurants, and galleries, plus the Historic Bridge Street Pier.

Sarasota

Being the gateway town to Siesta Key, you’ll likely pass through Sarasota to begin and end your travels. But the town doesn’t have to be just a waymarker. In fact, the beautiful city of Sarasota is well worth exploring in its own right.

Sarasota

For a splash of urban life and culture, cross Sarasota Bay for a great and quick escape from Siesta Key. Among the top Sarasota tourist attractions are gorgeous gardens, nightlife, and restaurants. There are also several top-notch museums to explore, none better than The Ringling. The impressive art museum opened in 1927 and today comprises over 10,000 pieces of art, photos, and sculptures covering numerous eras.

Another popular local attraction is Sarasota Jungle Gardens. The gardens combine the beauty of a botanical setting with many exotic animals, from pink flamingos to alligators.

Venice Beach

Thirty minutes south of Siesta Key is the town of Venice. Named because of its resemblance to the famous Italian city, Venice’s best beach is, of course, Venice Beach. Just a brief walk away from the city’s historic downtown, the beach offers balmy waters and superb city views.

Venice Beach

Like many of the finest beaches along Florida’s Gulf Coast, Venice Beach presents guests with sparkling white sand, calm waters, and Instagrammable lifeguard watchtowers. The enormous beach also comes with waterfront restaurants and bars, which add a fun layer of atmosphere to Venice Beach.

When you’ve had your fix of sun, you don’t have to be in a rush to return to Siesta Key. Within walking distance are several historic buildings featuring architecture influenced by the Renaissance. Dotting the streets of Venice, you’ll also find fun shops, parlors, cafes, and bars.

Lido Key

Just north of Siesta Key is another key that perfectly balances man-made fun and untouched tranquility. Lido Key is a quiet stretch of white sand compared to Siesta Key, Anna Maria Island, and Venice. Not that the locals are complaining.

Lido Key

Lido Key is home to an expansive mangrove forest. Here you can discover an exciting ecosystem while exploring the many natural tunnels on a kayak or a stand-up paddleboard. The peaceful Lido Beach offers a welcoming escape and is a popular spot to surf along the local coast. (Not to mention the beach gives you front row tickets to yet another spectacular sunset.)

Beyond the sand, there’s plenty to see and do around Lido Key. Relax under the shade in South Lido County Park. Fire up the grill and watch the hoard of boats roll on by. Later, before returning to Siesta Key, stop by St Armand for ice cream at Kilwin’s.

Best places to stay in Siesta Key for sightseeing

Captiva Beach Resort

Captiva Beach Resort

Although it offers only 19 rooms, Captiva Beach Resort is a fantastic choice for guests wanting private beach access. All the rooms are equipped with full kitchens for a complete self-catering stay. Located steps from Crescent Beach, amenities include barbecue facilities, shuffleboard, and free WiFi.

The Capri at Siesta

The Capri at Siesta

One of the island’s top-rated hotels, The Capri at Siesta sits in an excellent location on Turtle Beach, close to restaurants, boutique shops, and entertainment options. Dazzle in lovely views of Siesta Beach from the palm-shaded courtyard. The hotels offers affordable lodgings at weekly and daily rates.

Twin Palms at Siesta

Twin Palms at Siesta

Steps away from Siesta Beach, Twin Palms at Siesta offers spacious rooms with full kitchenettes, flat-screen TVs, and large premium beds. Sit on your private balcony to swoon over amazing sunset views over the turquoise waters. Other amenities at this hotel include a heated outdoor pool.

Tropical Breeze Resort

Tropical Breeze Resort

For a luxurious stay with family and friends, look no further than this beautiful beachside hotel. The resort offers everything from studios to three-bedroom suites. Within walking distance, you’ll find several beach restaurants and shopping boutiques. For a self-catering stay, take advantage of the resort’s free grocery delivery. You’ll also enjoy free 2-hour bike rentals for exploring more of the island.

Treksplorer

Treksplorer is a fiercely independent guide to mid-range luxury travel for busy people. Originally launched in 2011 by founder & editor Ryan O'Rourke to document his travels in East Asia & Central Europe, Treksplorer now includes things to do, where to stay, when to visit, and hiking & walking guides spanning over 30 countries from Japan to Spain and Canada to New Zealand.

DISCLAIMER: Treksplorer is a participant in the Amazon Services LLC Associates Program, an affiliate advertising program designed to provide a means for sites to earn advertising fees by advertising and linking to Amazon.com and its affiliated international sites.

DISCLAIMER: You'll notice that from time to time I link out to recommended hotels/tours/products/services. If you purchase anything through these links, I'll receive a commission. It won't cost you anything extra, but it will help keep me trekkin' on and delivering more free (and unsponsored!) travel information to you. Thanks :)