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Siesta Key

Welcome to Siesta Key, the ultimate tropical paradise in Florida! With its powdery white sand beaches, sparkling turquoise waters, and endless sunshine, this slice of heaven is perfect for relaxation and adventure. Indulge in water sports, explore the vibrant marine life, or simply unwind on the beach. Unforgettable sunsets and vibrant nightlife await you on Siesta Key!

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Andy_nevins

Recommendations

Outdoor4.8/5

Siesta Beach

Welcome to Siesta Beach, the ultimate paradise on Sarasota's coast! Sink your toes into its powdery white sand, voted the best in America. Crystal-clear turquoise waters beckon for a refreshing swim, or try your skills at paddleboarding. Join locals for beach volleyball or catch the stunning sunset at the colorful picnic area. Don't forget sunscreen for your Siesta adventure!

Landmark4.8/5

Siesta Key Village

Welcome to Siesta Key Village, where the sand is pure white and the vibes are pure bliss! This vibrant beachside town is the ultimate vacation destination, filled with trendy boutiques, charming restaurants, and lively bars. Whether you're into beach bumming, shopping, or indulging in delicious seafood, Siesta Key Village has got you covered. So, grab your flip-flops and get ready for some unforgettable beachside fun!

Outdoor4.3/5

Sarasota Jungle Gardens

Sarasota Jungle Gardens is a tropical paradise nestled in sunny Sarasota. Get ready to embark on an exotic adventure and meet fascinating creatures from around the world. Marvel at the vibrant bird shows, stroll through lush gardens, and even hand-feed flamingos! Don't forget to snap a selfie with the famous pink residents. It's the ultimate family-friendly destination for wild fun in Florida!

Eat$$$4.7/5

Clayton's Siesta Grille - Sarasota

After a day of sun and sand in Sarasota, head to Clayton's Siesta Grille for a delicious meal. This lively spot on Old Stickney Point Road offers a diverse menu with fresh seafood, juicy steaks, and flavorful pasta dishes. With a laid-back atmosphere and friendly service, it's the perfect place to refuel and relax after a day of exploring Florida's Gulf Coast.

Eat$$$4.5/5

Siesta Key Oyster Bar

Located in the heart of Siesta Key, Siesta Key Oyster Bar is a must-visit hotspot for seafood lovers and beach bums. Grab a cold drink, slurp down some oysters, and soak up the laid-back vibes. Don't miss out on the live music and daily happy hour specials. It's the perfect spot to kick back and relax after a day at the beach.

Eat$$$4.3/5

The Old Salty Dog Siesta Key

The Old Salty Dog Siesta Key is a lively beachfront joint that serves up mouthwatering seafood and ice-cold brews. With its laid-back vibe and picturesque views, it's the perfect spot for hungry travelers looking to unwind. Take a seat on the outdoor patio, dig into their famous fish and chips, and sip on a frosty beer while soaking up the Florida sunshine. Paradise found!

Eat$$$4.6/5

The Cottage

Nestled in the heart of Siesta Key, The Cottage at 153 Avenida Messina is the ultimate vacation hideaway! This charming beach home boasts a vibrant and cozy interior, perfect for unwinding after a day of sandy adventures. With its prime location just a short stroll from the breathtaking beaches and vibrant nightlife, this cottage is your gateway to a Florida getaway packed with sunshine and fun!

Eat$$$4.6/5

Toasted Mango Cafe

Located in sunny Sarasota, Florida, Toasted Mango Cafe is a must-visit breakfast spot. With its vibrant atmosphere and delicious menu, you'll feel like you've stumbled upon a tropical oasis. Indulge in mouthwatering breakfast options like their famous mango pancakes and savor a taste of paradise. Don't forget to sip on a refreshing mango mimosa while you soak up the Florida sunshine.

Eat$$$4.7/5

Sun Garden Cafe

Located in sunny Sarasota, Sun Garden Cafe is a delightful oasis for hungry travelers. With its charming outdoor patio and vibrant decor, this cafe offers a mouthwatering menu of fresh and healthy dishes. From delicious breakfast staples like fluffy pancakes to flavorful salads and sandwiches, this hidden gem is a must-visit for a tasty and enjoyable dining experience.

Eat$$$4.4/5

The Blasé Martini Bar & 3.14 Pi Pizza

Welcome to The Blasé Café & Martini Bar, where laid-back vibes and delicious libations collide! This beachside hotspot on Ocean Blvd in Sarasota, FL is a must-visit for any traveler seeking a good time. Sip on expertly crafted martinis as you soak up stunning ocean views. With a diverse menu featuring seafood, burgers, and more, this is the perfect spot to satisfy your cravings before hitting the sandy shores. So come on over and join the party at The Blasé Café & Martini Bar!

Eat$$$4.7/5

Anna's Deli

Welcome to Anna's Deli, a hidden gem on Midnight Pass Rd in Sarasota, FL! This lively spot is a must-visit for foodie travelers craving mouthwatering sandwiches and refreshing salads. With friendly staff, a cozy atmosphere, and a menu bursting with flavor, Anna's Deli will satisfy all your cravings. Don't forget to try their famous homemade pickles!

Eat4.6/5

Big Water Fish Market

Big Water Fish Market is a seafood heaven nestled in sunny Sarasota! Step into this traveler's oasis and feast your eyes on a vibrant selection of fresh catches. From succulent shrimp to flaky grouper, their menu is a seafood lover's dream. With its lively atmosphere and beachy vibes, Big Water is the ultimate spot to sink your teeth into delicious treats from the ocean!

Stays

Stay4.2/5

Beach Club at Siesta Key

Welcome to Beach Club at Siesta Key! This tropical paradise is the perfect getaway for sun-loving travelers. With its prime location on Sarasea Circle, you'll have easy access to the stunning beaches of Sarasota. Enjoy our luxurious accommodations, complete with beachfront views and modern amenities. Unwind by our sparkling pool or soak up the rays on the white sandy shores. Your vacation dreams come true at Beach Club!

Stay4.85/5

The Inn on Siesta Key

Welcome to The Inn on Siesta Key, the perfect beach retreat in Sarasota, FL! Just steps away from the powdery white sands of Siesta Key Beach, this charming inn offers cozy accommodations and a laid-back atmosphere. Enjoy complimentary beach chairs, umbrellas, and bikes for exploring the island. Your relaxing seaside getaway awaits!

Stay4.65/5

Twin Palms at Siesta

Nestled in the lively neighborhood of Siesta in Sarasota, Twin Palms awaits with open arms for those craving a merry getaway. This tropical haven boasts a prime location near Point of Rocks Rd, tempting sun-seekers with sandy beaches just a stone's throw away. With delightful amenities and a vibrant atmosphere, Twin Palms guarantees a whimsical retreat to bask in the glorious Florida sunshine.

Stay4.65/5

Turtle Beach Resort

Welcome to Turtle Beach Resort & Inn, where relaxation and adventure await! Nestled on the stunning Siesta Key, this tropical paradise offers stylish accommodations, just steps away from the pristine beach. Dive into the crystal-clear waters, sip cocktails at the Tiki bar, or explore nearby fishing spots. Each day is an opportunity for unforgettable memories!

Stay4.6/5

The Capri at Siesta

Get ready for the ultimate beach escape at The Capri at Siesta! This vibrant vacation spot on Sarasea Circle in Sarasota, FL boasts stunning ocean views, comfy accommodations, and a friendly atmosphere. Sink your toes in the powdery white sand just a short walk away, or relax by the pool with a tropical drink in hand. Your dream beach getaway starts here!

Stay4.5/5

Tropical Beach Resorts

Welcome to Tropical Beach Resorts, where sun-kissed sands meet crystal blue waters in Siesta Key, Florida. Nestled in a tropical paradise, our resort offers spacious accommodations, dazzling views, and easy access to the beach. Whether you're lounging by the pool or exploring the vibrant local scene, you're sure to have a memorable stay.

Stay4.45/5

Siesta Key Palms Resort

Nestled in sunny Sarasota, Siesta Key Palms Resort is the ultimate vacation oasis. With spacious rooms, a refreshing pool, and tropical landscaping, it's the perfect spot to unwind after a day of exploring the nearby beaches and attractions. Just a short drive from Siesta Key Beach, this resort is your passport to paradise!

Stay3.95/5

Tropical Breeze Resort

Welcome to Tropical Breeze Resort, where paradise becomes your playground! This gem on Sarasota's stunning Columbus Blvd offers the perfect blend of relaxation and adventure. Lounge by the pool, stroll along the white sandy beaches, or explore the vibrant shops and restaurants nearby. With its prime location, exquisite accommodations, and endless sunshine, it's time to soak up the Florida fun at Tropical Breeze Resort!

Things To Do
Provided by

5/5

2 h

Awesome Scavenger Hunt: Sarasota Spectacles

Get ready to embark on the ultimate adventure with Let’s Roam, the #1 app-led adventure hunt company! Picture yourself strolling through Sarasota, uncovering its best landmarks and hidden gems while tackling trivia questions and conquering challenges along the way. Whether you’re collaborating with your team or engaging in friendly competition, every step brings new discoveries and unforgettable moments. Let’s Roam Adventure Hunts aren’t just for any day – they’re perfect for turning bachelorette parties, birthday celebrations, corporate team building events, and any occasion into an epic adventure. Each player gets to choose their interactive role, with challenges that cater to every personality. So, gear up, pick your path, and get ready to make Sarasota your playground of excitement and exploration with Let’s Roam!

$12.31

4.9/5

2 h

Siesta Key Electric Bike Sunset Tour

Experience America's number 1 beach in an incredibly unique manner! Our electric bikes are top of the line and feature both a 5 level pedal assist as well as on-demand throttle so you can work as much or little as you desire. Great for folks of any age and experience level.

$71.43

4.8/5

1 h 30 mins

City Sightseeing Trolley Tour of Sarasota

Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Guests will travel in our air-conditioned trolley.

$85.61

4.8/5

1 h 30 mins

Sing-Along Trolley

This high energy, highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, date night anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talented singers as we drive by points of interest that relate to the songs' themes. A bar stop mid-way through offers the chance to meet other guests and have fun together. Come in 70'sor 80's costumes for even more of a themed fun tour.

$79.32

4 h

Private Sandbar Boat Party in Sarasota

The fully private 4-hour sandbar boat party is the absolute best way to enjoy a day in Sarasota!! Once you've boarded the boat with your food, drinks and supplies, we'll cruise along the beautiful waters of Sarasota Bay headed to the sandbar. Along the way, be sure to be on the lookout for any of the hundreds of dolphins that call the bay their home. Once at the sandbar you'll be able to hop off the boat and play or lounge in the shallow clear waters. The entire charter is 4 hours long, but depending on which sandbar we go to, you'll have about 3-3.5 hours to enjoy the actual sandbar! Nothing beats a day out on the bay, especially when you're playing at the sandbar!

$749.00

5/5

2 h

Anna Maria island 2 hour Dolphin Tours

Embark on a private two-hour adventure through Florida’s pristine waters, where you’ll witness dolphins and manatees up close, take in the peaceful beauty of hidden waterways, and enjoy a crowd-free, unforgettable experience Before you go you must sign the waiver: https://fareharbor.com/waivers?shortname=passagekeydolphintours&bookingUuid=d8b91c9d-0065-4f8b-a9e8-86835f55430b&source=copy-link

$475.00

5/5

4 h

Half Day All The Way

Private Luxury Charter for up to Six Clients. You relax and we take care of the rest. All of charters include USCG Licensed Captains, USCG Documented Vessels, great safety equipment included Comfortable & Inflatable Life Jackets. We are fully licensed and insured.

$824.00

5/5

2 h

Dolphin Watching boat tour around Anna Maria Island

Expert Guided Tours: Led by an experienced captain and guide. Unmatched Viewing Opportunities: Our boat is designed to offer the best viewing experiences. With spacious decks and limited passenger numbers, every spot is the best spot. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Family-Friendly Adventures: We believe in creating memorable experiences for all ages. Our dolphin watching cruises are safe, accessible, and engaging for families. Sustainable Practices: Committed to the environment, we adhere to responsible wildlife viewing guidelines. Our tours respect the dolphins' natural behavior and habitat, ensuring a sustainable and ethical encounter with wildlife.

$450.00

5/5

2 h

Sunset Boat Tour Around Anna Maria Island

History: As we navigate the serene waters, immerse yourself in the rich history of the Cortez Fishing Village. Breathtaking Views: Witness the spectacular sunset over the Gulf of Mexico, as the sky transitions through a palette of colors, from vibrant oranges to soothing purples, all from the best vantage point—the sea. Unmatched Serenity: Glide along the tranquil waters surrounding Anna Maria Island, where the gentle lapping of the waves and the soft glow of the setting sun create a serene atmosphere. Comfort and Convenience: Standout features of our boat are a spacious bathroom, an optional large bow bimini, to provide protection and relief from the sun's intensity and a dive ladder to safely and comfortably get on and off the boat. Wildlife Encounters: Keep an eye out for the diverse marine life that calls these waters home. From playful dolphins to majestic sea birds, our sunset cruise offers a chance to connect with nature in a profound way.

$450.00

5/5

Sandbar, Beach, Dolphin Watching Cruise Sarasota, Florida

With a variety of boat tour options available, visitors can explore the natural beauty of the Gulf, learn about local history, spend the day at a sandbar, witness dolphins and local wildlife, spread loved ones ashes, engagement, wedding, bachelor and bachelorette party. Private charters for a one of a kind personalized experience.

$495.00

5/5

3 h

3 Hour Private Boat Tour

With Beach Bum Charters you will see the area from a unique perspective as well as get the best guides around!

$585.00

5/5

2 h 30 mins

Private Sunset Cruise

What makes this sunset cruise truly unique is the unparalleled combination of natural beauty and effortless relaxation, offering more than just a view, but an immersive experience. As the sun dips below the horizon, you're not simply watching a sunset; you're enveloped in the tranquil waters of the Gulf and Sarasota Bay, witnessing the dynamic interplay of vibrant colors reflecting off the water against the breathtaking backdrop of the Sarasota skyline and nearby keys. Beyond the stunning visuals, our comfortable boat, with its ample seating, provides a truly laid-back and intimate environment, perfect for unwinding whether you’re seeking a romantic escape or quality time with loved ones. Adding to this special journey is the potential for magical encounters with playful dolphins in their natural habitat, turning a beautiful evening into an unforgettable moment of wonder.

$495.00

5/5

1 h 30 mins

Clear Kayak Private Guided Day and Night Tours in Florida

We offer guided tours with kayak for both beginners and experienced paddlers. Explore the beauty of Florida's waters both during the day and at night. During the day, travelers can enjoy the crystal clear waters and vibrant marine life, while the night tour provides a unique and thrilling experience of paddling under the starry sky Night Kayak Tour. Experience the charm of Florida's waters in a completely new light with our captivating turns at the night of led lights kayaks. As the sun and darkness get, it embarks on a trip that immerses you in the tranquility and mystery of the night world. Refer through the serene paths, guided by the soft glow of the moon and the stars above. Listen Experts will guarantee a safe and unforgettable experience, sharing their knowledge of local ecosystem and pointing out hidden wonders along the way.

$60.00

5/5

2 h

Siesta Key 2 Hour Private Charter- Siestas Best Dolphin Tour

You and your party of up to 6, will experience an unforgettable time on the water, whether you decide on a 2 hour day trip or sunset (sunset times will vary throughout the year), You choose how to make the most of the time. Kick back and relax, enjoying the local sea life up close, many times getting the dolphins to play in our wake. During your charter, you will see gorgeous homes, SeaLife, beautiful scenery and Siesta Keys amazing sunset, if that is the charter you prefer. You will ride in comfort in our 25ft Cobalt deck boat. The boat is equipped with Bluetooth so you can enjoy your own playlist. We will bring the bottled water and light snacks like PB crackers and granola bars... but feel free to bring anything else fun to eat or drink! We depart from Siesta Key, making it convenient for tourists and locals alike! After 10 years in business, we know how to show you the BEST time on the water!

$420.00

5/5

24 h

Electric Bike Rental

We offer the perfect solution for those needing an easy way to get around on vacation or for those wanting to try out electric bikes before they buy! Great way to ride the areas many bike trails. We bring the bike to you! We have 10 rental bikes available, all electric, with throttle and pedal assist. Fresh air and exercise. All of our bikes are current model year. Pedal as much or as little as you choose. Our level of service is second to none. We can offer longer term rentals at a very creative price structure.

$60.00

5/5

4 h

Siesta Key 4 Hour Private Charter, Many Options, Most Popular!

Whether you are a family, group of friends, couples (we have done engagements!) or celebrating a special occasion, we are the best private boat charter on and around Siesta Key! We have been in business 10 years and made incredible memories for the many thousands of guests we have had out. You plan your day! We offer so many fun activities such as snorkeling, paddleboarding, sandbar and beach hopping, fun fishing, sunsets, dolphin and wildlife watching. Another popular option is lunch at one of the excellent waterfront restaurants between the North end of Sarasota Bay all the way down to Venice. We can help you decide the right one for you. There are also many fun tiki bars to hit by boat! Just let us know what sounds good to you and we will help you make it the perfect day! We are here to answer any questions or help you in the planning.

$715.00

5/5

Dolphin Watching and Sunset Cruise in Sarsota

Explore the stunning Sarasota coastline with Tortuga Boat Adventures. Enjoy a private boat tour tailored to your group's needs, whether it's dolphin watching, sunset cruises, or sandbar adventures. With over 15 years of experience, Captain Brian and First Mate Christina ensure a family-friendly atmosphere filled with personalized service and local insights. Take in the natural beauty while spotting playful dolphins and manatees, and enjoy a peaceful day on the water. Perfect for families, romantic getaways, or group outings, these tours create unforgettable memories on the water. - Customizable private boat tours around Sarasota’s coastline - Family-friendly experiences with life jackets for children - Spot dolphins and manatees while enjoying the scenery - Tours range from 3 to 6 hours with convenient pickup options

$450.00

5/5

Sarasota Inshore Fishing Charters

Experience and explore backwaters of the Sarasota Bay! Always a short distant and boat ride to great fishing in Sarasota Inlet and Lido Key. Enjoy fishing one of the most popular areas in Sarasota, with a unique ecosystem, found right near downtown. Fishing is great all year round, and there is such diversity of areas that even on windy days there are plenty of places to fish. Among the Bay, you can fish one of the many barrier islands, and hundreds of miles of backcountry water shoreline, making this a trip to truly enjoy. When you are visiting Sarasota, FL, our visitors also enjoyed Marie Selby Botanical Gardens or the Siesta Key Rum Distillery. You can also visit the many history museums such as The Ringling. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up!

$725.00

5/5

1 h 20 mins

Efoil Ocean Adventure on a Flite Scooter! Sarasota.

Experience the thrill of gliding above the water. Our Flite Board adventure is designed for water lovers of all skill levels, from first-time riders to seasoned enthusiasts. With a quick demonstration and personalized guidance from our expert instructors, you’ll be soaring in no time. Let us take you on an unforgettable journey—one you'll want to cross off your bucket list!

$300.00

5/5

4 h

Inshore Fishing by Charter in Sarasota

Looking for an adventure that really showcases what the waters of West Florida have to offer? Captain James specializes in targeting Floridian-famous fish such as Snook, Redfish, Trout and the mighty “Silver King” (Tarpon). Captain James can also cater the trip to your preferences. You can spend the entire day fishing or mix it up with some sightseeing.