Siesta Key is a tropical paradise on Florida’s Gulf Coast.
Known for its powdery white sand and crystal-clear waters, it’s the perfect spot to unwind.
But there’s more to this island than just the beach.
You can snorkel at Point of Rocks, paddle through mangrove tunnels, or catch a fiery sunset at Sunset Point.
Take a dolphin tour, rent a jet ski, or go parasailing for an adrenaline rush.
Prefer a slower pace? Ride the free trolley, explore Siesta Key Village, or grab a world-famous sandwich at Anna’s Deli.
Here is a list of fun things to do on your next visit!
1. Lounge on Siesta Key Beach
Siesta Key Beach is one of the best in the country.
Its sand is made of 99% quartz, giving it a soft, powdery texture that stays cool even on the hottest days.
This makes it ideal for walking barefoot, building sandcastles, or simply lounging under the sun.
The beach is family-friendly with shallow, calm waters, making it great for swimming.
Kitesurfing is also popular here when the wind picks up.
If you want to avoid crowds, visit early in the morning or later in the evening.
The busiest time is between 11 AM and 4 PM. For a quieter experience, walk toward the north or south ends, where there’s more space to spread out.
Bringing beach chairs is a good idea, especially if your rental includes them.
Also, consider wearing eco-friendly sunscreen to help protect the ocean and marine life.
2. Walk Crescent Beach
Just south of Siesta Key Beach, Crescent Beach offers a quieter escape.
While it’s along the same coastline, it attracts fewer visitors, making it a great place to relax without the crowds.
The sand here isn’t quite as fine as Siesta Key Beach, and you’ll find more seashells scattered along the shore.
But what makes Crescent Beach unique is its convenient location.
It’s within walking distance of several restaurants and bars, so you can grab a bite or a drink after spending time on the beach.
If you’re looking for a more peaceful atmosphere but still want easy access to the island’s main attractions, Crescent Beach is a great choice.
3. Relax at Turtle Beach
Turtle Beach is a hidden gem on the southern end of the island.
It’s less crowded than Siesta Key Beach and has a more natural, rugged landscape.
The sand here is coarser and darker, with more seaweed and a steeper shoreline.
Unlike other beaches in Siesta Key, Turtle Beach has a park with picnic tables and an outdoor pavilion, making it perfect for a quiet lunch by the water.
It’s also the last stop on the island’s trolley route, so it’s easy to reach without a car.
If you’re looking for a more secluded spot to unwind, away from the crowds, Turtle Beach is the place to go.
4. Catch the Sunset at Sunset Point
Sunset Point, located at the northern end of Siesta Key Beach, is one of the best places to watch the sun go down.
Found at Siesta Key Beach Access 2, this spot offers a quieter, more intimate setting compared to the main beach area.
With fewer crowds, it’s a great place to sit back and soak in the view.
This area is popular among photographers, thanks to its unobstructed view of the horizon.
It’s also a favorite for couples looking for a romantic evening walk along the shore.
Since there are no lifeguards on duty here, it’s important to be mindful if you’re near the water.
For a perfect end to your beach day, bring a daiquiri from Daiquiri Deck and enjoy the colors of the sunset with a drink in hand.
5. Go on a Dolphin Tour
Being so close to the Gulf of Mexico, dolphin sightings are almost guaranteed.
Taking a dolphin tour is one of the best ways to see them up close while enjoying a scenic ride along the coast.
Several companies offer half-day tours that combine dolphin-watching with sightseeing.
These trips take you out on the water, where you can watch dolphins swim and play in their natural habitat.
Some tours even provide a chance to spot manatees, especially in the spring.
If you want a break from the beach, this is a great way to experience Siesta Key from a different perspective.
The calm waters and abundant wildlife make it an unforgettable outing.
6. Try Parasailing Over the Gulf
For a breathtaking view of Siesta Key, parasailing is a must-try.
Floating high above the Gulf gives you a bird’s-eye view of the coastline, the white sand beaches, and the clear blue waters stretching into the horizon.
If you’re looking for an adrenaline rush, Parasail Siesta and Siesta Key Watersports are two great options.
They offer solo and tandem flights, with upgrades available for photos or videos so you can capture the moment.
Most parasailing trips take off from Sarasota or Anna Maria Island, offering some of the best views of the Gulf.
7. Snorkel at Point of Rocks
Point of Rocks, located at the southern end of Crescent Beach, is one of the best snorkeling spots in Florida.
This unique area features limestone formations that attract a variety of marine life, making it a perfect spot for underwater exploration.
The waters here are shallow and relatively calm, making it an excellent place for both beginners and experienced snorkelers.
The best time to go is in the morning during high tide, when visibility is at its peak.
If you plan to snorkel, it’s a good idea to bring your own gear, as rental shops are limited in the area.
To get there, navigate to 6900 Point of Rocks Road and park at Beach Access 12.
8. Kayak or Paddleboard Through Mangroves
For a peaceful escape into nature, head to Ted Sperling Park on Lido Key for a kayaking or paddleboarding adventure through mangrove tunnels.
These winding waterways offer a unique way to explore Florida’s coastal ecosystem.
As you paddle, keep an eye out for wildlife.
Manatees, dolphins, and a variety of birds are often spotted here.
If you’re new to kayaking, guided tours are available to help you navigate the tunnels and learn more about the area’s natural environment.
Rentals are available from Ride & Paddle, offering options for both solo paddlers and group tours.
Plan to spend a few hours on the water, and consider going in the morning for cooler temperatures and calmer conditions.
9. Explore Siesta Key by Bike
Biking is one of the best ways to explore Siesta Key.
The island is bike-friendly, with scenic streets and beachside paths that make for a relaxing ride.
You can stick to the roads or, if you’re up for a challenge, try riding along the sand.
If your accommodation doesn’t include bikes, rentals are available from Robin Hood Rentals and Siesta Key Bike & Kayak.
Both offer standard and electric bikes, allowing you to explore at your own pace.
Electric bikes are a great option if you want to cover more ground without much effort.
For a guided experience, consider an electric bike tour.
These tours take you to some of the island’s best spots while offering a fun, effortless ride.
10. Ride the Free Siesta Key Trolley
The Siesta Key Breeze Trolley is a free and easy way to get around the island. Running daily from 8 AM to 10 PM (until midnight on weekends), it makes stops from Siesta Key Village to Turtle Beach, covering all the key areas.
This is a great option if you want to explore without the hassle of parking.
Just hop on and hop off as you visit different beaches, restaurants, and shops.
The trolley runs frequently, so you never have to wait long.
Best of all, it’s completely free, making it a budget-friendly way to experience the island.
11. Join the Siesta Key Drum Circle
Every Sunday evening, just before sunset, Siesta Key Beach comes alive with the sound of drums.
The Siesta Key Drum Circle is a free, community-driven event where locals and visitors gather to celebrate music, dance, and self-expression.
The event takes place at Siesta Key Public Beach, where drummers form a circle, playing hand instruments while dancers and spectators move to the beat.
Some participants dress in colorful costumes, while others bring unique instruments to join the rhythm.
On special nights, you might even see firebreathers or belly dancers adding to the excitement.
This family-friendly event is open to everyone.
Arrive an hour before sunset to get a good spot and enjoy the show as the sun sets over the Gulf.
12. Listen to Live Music on the Island
Siesta Key has a thriving live music scene, with many bars and restaurants featuring local bands and acoustic performances.
Whether you’re in the mood for island vibes, rock, or reggae, there’s always somewhere to catch a great show.
For a lively atmosphere, head to Gilligan’s Island Bar and Grill, Daiquiri Deck, or The Beach Club Siesta Key.
These spots offer live bands, energetic crowds, and a true taste of Siesta Key nightlife.
If you prefer a more laid-back setting, The Hub Baja Grill is a great place to enjoy live music with a casual beachfront feel.
13. Go Fishing in Siesta Key Waters
Fishing is a great way to unwind and connect with nature.
For the best experience, book a charter with CB’s Saltwater Outfitters.
They’ll take you out to prime fishing spots where you can catch snook, redfish, or even tarpon.
If you’d rather fish on your own, Turtle Beach on the far south end of Siesta Key is an excellent spot.
Just make sure to get a fishing license if you’re fishing without a guide.
To avoid interruptions, choose a quiet area away from swimmers.
Early mornings and late afternoons are the best times to fish when the waters are calm, and the fish are biting.
14. Rent a Boat or Jet Ski for the Day
Renting a boat or jet ski gives you the freedom to explore Siesta Key’s waters at your own pace.
For jet ski rentals, Siesta Key Watersports offers easy booking for one- to four-hour rentals.
Their jet skis can accommodate up to three people, making them a fun choice for families or groups.
Speeding across the emerald waters of the Gulf is an unforgettable experience.
If you prefer a more relaxed day on the water, rent a boat from CB’s Saltwater Outfitters or Safe Harbor Siesta Key.
They have a variety of boats available, from pontoon boats for families to fishing boats for serious anglers.
Half-day and full-day rentals are available, giving you plenty of time to stop at sandbars, swim in calm waters, or just enjoy the ocean breeze.
15. Escape to Beer Can Island
Beer Can Island, also known as Greer Island, is one of Florida’s best-kept secrets.
Located on Longboat Key, this hidden beach is only accessible by boat or kayak.
This area is known for its huge pieces of driftwood, giving the beach an almost otherworldly look.
Some of the twisted, sun-bleached trees resemble whale bones, making it a fantastic spot for nature photography.
There are also shady spots perfect for setting up a hammock and relaxing.
To get here, you’ll need to paddle, take a boat, or walk along the Longboat Key Bridge at low tide.
It’s a bit off the beaten path, but that’s what makes it special.
If you’re looking for a quiet, scenic escape, Beer Can Island is worth the trip.
16. Day Trip to Anna Maria Island
If you have extra time, consider a day trip to Anna Maria Island.
Located just 30 minutes to an hour from Siesta Key, this small island offers a mix of charming shops, waterfront dining, and pristine beaches.
Start your visit at Bean Point Beach, one of the most peaceful and secluded spots on the island.
Then, grab lunch at Poppo’s Taqueria, known for its fresh, made-to-order tacos.
Afterward, take a stroll along Bradenton Beach and the Historic Bridge Street Pier.
Since parking is limited, it’s best to arrive early to find a spot.
Traffic can get heavy, especially in peak season, so plan ahead.
17. Stroll Through Siesta Key Village
Siesta Key Village is the heart of the island’s shopping and dining scene.
This quaint downtown area is packed with boutique shops, souvenir stores, and beachwear retailers.
You’ll find everything from handcrafted jewelry and coastal home décor to stylish resort wear and one-of-a-kind gifts.
Spend an afternoon browsing the shops, then stop for a bite at one of the many restaurants.
Grab fresh seafood at Summer House, enjoy classic Italian at Flavio’s, or keep it casual with a meal at Captain Curt’s.
The area also comes alive at night, with vibrant nightlife and live music at Siesta Key Oyster Bar and other popular spots.
For those looking to take home a special souvenir, the village offers plenty of locally made art, decor, and keepsakes that capture the island vibe.
18. Shop at St. Armands Circle
If you want to elevate your shopping experience, head to St. Armands Circle, just a short drive from Siesta Key.
This upscale shopping district offers a mix of designer boutiques, art galleries, and specialty stores.
St. Armands Circle isn’t just about shopping.
The area has a European market feel, making it a great place to relax, dine, and even indulge in self-care.
Treat yourself to a massage, a manicure, or a fresh haircut, then unwind with a drink and dinner at one of the many restaurants.
While you’re there, don’t miss the Circus Ring of Fame, a tribute to Sarasota’s deep-rooted circus history.
19. Browse the Siesta Key Farmers Market
Every Sunday from 8 AM to 12 PM, the Siesta Key Farmers Market takes over a plaza in Siesta Key Village.
It’s a great place to support local vendors and pick up fresh produce, handmade art, and organic goods.
Beyond fruits and vegetables, the market features a variety of unique finds.
Browse handmade jewelry, eco-friendly products, natural soaps, and local artwork.
It’s a great spot to pick up a souvenir that’s different from the typical beachside trinkets.
If you love discovering hidden gems and supporting small businesses, this market is a must-visit during your stay.
20. Indulge in Donuts at Meaney’s
If you have a sweet tooth, Meaney’s Mini Donuts & Coffee House is a must-visit.
Located in Siesta Key Village, this walk-up spot is famous for its warm, made-to-order mini donuts.
The flavors here are next level, with options like strawberry cheesecake, apple pie, peanut butter cup, Bavarian cream, and chocolate delight.
No matter when you go, expect a line—these donuts are that good.
For the best experience, grab your donuts to-go and find a seat in the village center.
And don’t leave without trying the cinnamon and sugar donut holes.
They’re simple, but they’re the best thing on the menu.
21. Taste a Famous Sandwich at Anna’s Deli
It might sound surprising, but getting a sandwich at Anna’s Deli is a must when visiting Siesta Key.
This family-owned spot has been a local landmark since 1971, known for its huge portions, fresh bread, and signature special sauce.
Their most famous menu item? The “Surfer Sandwich”—a simple yet legendary combination that keeps people coming back.
The exact ingredients of the proprietary special sauce remain a secret, but it’s what makes this sandwich unforgettable.
Anna’s Deli has earned worldwide recognition, with visitors making it a tradition to stop by.
If you’re looking for a quick, satisfying meal, this is the place to go.
22. Dine at Top Siesta Key Restaurants
Siesta Key has a great mix of casual beachside dining and upscale restaurants.
Here are some of the top dining options on the island:
- Summer House (Siesta Key Village) – Upscale seafood and steakhouse, perfect for special occasions.
- Flavio’s on Siesta (Siesta Key Village) – Italian cuisine and craft cocktails in a cozy setting.
- Blasé Martini Bar (Siesta Key Village) – Great for pizza, cocktails, and a varied menu.
- Captain Curt’s (South Bridge area) – Laid-back spot for seafood and drinks, great for watching sports.
- Ophelia’s on the Bay (South End of Siesta Key) – Elegant waterfront dining with fresh seafood.
- Turtles on Little Sarasota Bay (South End of Siesta Key) – Casual seafood restaurant with beautiful water views.
23. Enjoy Oysters & Music at SKOB
A visit to Siesta Key wouldn’t be complete without stopping at Siesta Key Oyster Bar (SKOB).
Known for its fresh oysters, live music, and Old Florida charm, this spot is always buzzing.
One of the unique things about SKOB is the tradition of stapling a dollar bill to the wall—a fun way for visitors to leave their mark.
The menu is packed with seafood favorites, but the tuna poke bites, seafood tacos, and coconut margaritas are standouts.
With a lively atmosphere and nightly entertainment, SKOB is a great place to unwind with a drink and some fresh oysters.
24. Sip Frozen Cocktails at Daiquiri Deck
If you’re a frozen cocktail lover, Daiquiri Deck is your spot.
This two-story open-air restaurant serves up colorful, blended drinks in almost every flavor imaginable.
Some of the fun daiquiri flavors include Banana in the Bush, Monkey Berry, and Voodoo Love Shake.
And if you want to take your drink to the beach, you’re in luck—open containers are legal here.
Just grab a drink to-go and enjoy it by the water.
Beyond the drinks, Daiquiri Deck also serves delicious seafood.
The blackened fish here is a favorite among locals and visitors alike.
Pro tip: Bring a reusable insulated mug to keep your drink cold while you enjoy the beach.
It’s a game-changer for hot Florida days!
25. Relax at Siesta Healing Spa
A vacation isn’t complete without a little self-care.
If you’re looking to relax and reset, book a treatment at Siesta Healing Spa.
This spa offers massages, facials, and holistic healing treatments, making it a perfect place to take a break from the sun and sand.
Appointments are recommended, so call ahead to book a session on a day when you have some downtime.
Taking a moment for yourself here is one of the best ways to truly embrace the laid-back island lifestyle.
26. Find Peace at St. Boniface Labyrinth
For a quiet escape, visit the St. Boniface Labyrinth, a hidden gem located in the courtyard of St. Boniface Church.
This meditative walking path is modeled after the famous labyrinth in Chartres Cathedral, France.
There are no strict rules for walking the labyrinth—just take slow, mindful steps and enjoy the peaceful atmosphere.
If you’re traveling with kids, this can also be a fun way to encourage them to focus and move carefully as they follow the path.
27. Try Kiteboarding on the Waves
For an adrenaline-filled adventure, try kiteboarding on Siesta Key’s wide, open beaches and shallow waters.
This is one of the most popular water sports in the area, perfect for those looking to add a little thrill to their vacation.
Even if you’re a beginner, gear rentals and guided lessons are available to help you get started.
Watching experienced kiteboarders glide across the water is impressive, but actually trying it yourself is an entirely different experience.
Rent your gear, book a guide, and get ready for an unforgettable ride!
28. Play a Game of Beach Volleyball
Siesta Key Beach isn’t just for lounging—it’s also a great place for a friendly game of beach volleyball.
There are several sand courts located near the southern end of the Siesta Beach parking lot, making it easy to grab a ball and jump into a game.
It’s a fun way to get some exercise and meet other beachgoers.
29. Visit the Kids’ Playground at Siesta Beach
If you’re traveling with kids, the Siesta Beach playground is a great spot to let them burn off some energy.
The partly shaded play area features swings, slides, and climbing structures, offering a nice break from the sand and water.
This is a perfect stop for families who want to mix beach time with playtime.
30. Take a Sarasota City Tour
Siesta Key is a paradise, but just across the bridge, Sarasota offers even more to explore.
A guided sightseeing or food tour is a great way to discover the city’s history, culture, and best restaurants.
Sarasota is known for its deep circus history, and you can learn more about it at The Ringling Museum or even catch a performance by the Circus Arts Conservatory.
If you love gardens, don’t miss the Marie Selby Botanical Gardens, home to stunning orchids and tropical plants.
Spending a few hours in Sarasota adds a new dimension to your trip, giving you a mix of history, art, and amazing food just minutes from the beach.
31. Book a Photoshoot on the Beach
Capture your Siesta Key memories with a professional beachside photoshoot.
Photographers like So Many Moments specialize in vacation photography, making sure you get stunning shots with Siesta Key’s white sand and turquoise waters as your backdrop.
It’s a fun and unique way to remember your trip forever—plus, it’s the perfect excuse to update your family photos or get some Instagram-worthy shots.
32. Enjoy a Scenic Beachside Lunch
When you’re spending a full day at the beach, grabbing a meal with a view is a must.
Siesta Key Beach has several beachfront dining options, so you don’t have to go far to enjoy good food.
There’s a food kiosk on the northern end of the beach complex offering snacks and drinks.
If you’re looking for something more substantial, head to the second-level restaurant on the southern end, where you’ll get incredible views of the beach and the Gulf of Mexico.
Eating a meal while watching the waves roll in is one of the best ways to fully soak in the Siesta Key experience.
