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Siesta Key

Siesta Key makes the beach the day's main event. Fine quartz sand stays cool beneath your feet, and Gulf waves keep rolling in. By evening, Siesta Village brings dinner and drinks within easy reach.

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Recommendations

Landmark4.8/5

Siesta Beach

Powder-soft white sand runs along this Sarasota beach, meeting clear Gulf water. Even in the sun, the quartz sand stays cool underfoot.

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!

Landmark4.3/5

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

Upstairs bar and patio at this Siesta Key seafood restaurant. The bar has seats for watching a game over cocktails.

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

Holmes Beach breakfast cafe with omelets, waffles and lattes.

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

Siesta Key deli with generous sandwiches and fresh bread. Cold cuts are sliced paper-thin, giving each bite a fine texture.

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

Stay$$$$4.5/5

Tropical Beach Resorts

This Siesta Key resort is 5 minutes' walk from the beach and 10.8 km to Central Sarasota and St. Armand's Circle shopping centre.Guests can lounge in the outdoor heated pool, rent chairs and umbrellas at the beach, or use their own in designated areas. A kitchenette and housekeeping services are provided in all rooms at Tropical Beach Resorts. Free Wi-Fi, a flat-screen TV, and an iPod docking station are also provided. Guests can play shuffleboard or volleyball during their stay. Tropical Beach Resorts on Siesta Key features barbecue facilities as well. Convenience stores are 2 minutes' walk away. The property is 140 metres Miguel's French restaurant. Sarasota-Bradenton International Airport is 18.4 km away.

Stay$$$4.65/5

Twin Palms at Siesta

Twin Palms at Siesta in Siesta Key offers comfortable rooms with air-conditioning, private bathrooms, and modern amenities. Each room includes a terrace, kitchenette, and free WiFi, ensuring a pleasant stay. Guests can enjoy a year-round outdoor swimming pool, sun terrace, and private beach area. Additional facilities include an outdoor seating area, picnic spots, bicycle parking, and barbecue facilities. The hotel provides private check-in and check-out, shuttle service, daily housekeeping, and free on-site parking. Services such as bike hire and express check-in and check-out enhance the guest experience. Crescent Beach is a 4-minute walk away, Parasail Siesta 800 metres nearby, and Siesta Key Watersports 17-minute walk. Sarasota Bradenton International Airport is 18 km from the property.

Stay$$$4.55/5

The Capri at Siesta

This Siesta Key, Florida hotel is located just steps away from the white sand Siesta Key Beach. The Capri at Siesta features a heated outdoor pool and villas with a fully-equipped kitchen. Each air-conditioned villa at The Capri is furnished with a flat-screen cable TV, dining area and free Wi-Fi. The kitchen includes a microwave, refrigerator, stove and dishwasher. A sofa bed is located in the living area. Guests of Capri at Siesta can relax in the courtyard garden and use the barbecue equipment. Beach chairs and cabanas are available to rent and parking is free. Downtown Siesta Key is 3 miles from The Capri at Siesta and offers a variety of shopping and dining options. Selby Botanical Gardens and Stoneybrook Golf Club are both 12 minutes' drive from the hotel.

Stay$$$4.45/5

Siesta Key Palms Resort

Showcasing 2 outdoor pools and on-site barbecue facilities, Siesta Key Palms Resort is located in Sarasota, just 1.7 miles from Siesta Key Public Beach. Free private parking is available on site. The Ringling Museum is 15.4 km away. All guestrooms feature coffee-making facilities and a flat-screen TV with cable channels as well as a private bathroom fitted with a shower, free toiletries and a hairdryer. Select accommodation include a seating area and kitchen. Free WiFi is featured throughout Siesta Key Palms Resort. Additional amenities and facilities include a yoga and activity deck and a guest launderette. Free bike rentals are provided onsite. Guests will enjoy the fire pit with Tiki torches. Siesta Key is 3.3 km from Siesta Key Palms Resort, while Sarasota is 9 km from the property. Sarasota Bradenton Airport is 16 km away. Selby Gardens are 5.4 km away.

Stay$$$$4.65/5

Turtle Beach Resort

Located on the coast of Little Sarasota Bay, this secluded property features an outdoor pool, kayaks, bikes and fishing gear. Guests will be 5 minute walk from Turtle Beach on the Gulf Coast. A private furnished patio and a full kitchen comes with every individually decorated and named cottages. Most rooms include a view of the water, and the entire property is full of lush, tropical gardens to create a rare, "Old Florida" vibe. Fishing equipment, bicycles, kayaks and BBQ grills are provided for guests to enjoy/ explore the area, and a free trolly is within walking distance that takes you throughout the island and all the way to Downtown Sarasota. There are three restaurants within walking distance. Shopping and dining options are 4 miles away at Siesta Key Beach and Village. The property is 9 miles from Central Sarasota and 14 miles from the Sarasota-Bradenton International Airport.

Stay$$$$4.85/5

The Inn on Siesta Key

The Inn on Siesta Key in Siesta Key offers family rooms with private bathrooms, air-conditioning, and balconies. Each room includes a kitchen, washing machine, and free WiFi. Guests enjoy a year-round outdoor swimming pool, sun terrace, and tennis court. Additional amenities include a picnic area, outdoor seating, and free bicycles. Located a 3-minute walk from Siesta Key Beach and 1.4 km from Siesta Key Village, the inn is near attractions such as Sarasota Opera (11 km) and Marie Selby Botanical Gardens (11 km). Sarasota Bradenton International Airport is 17 km away. Highly rated for beach access, room cleanliness, and convenient location.

Stay4.5/5

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!

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!

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

2 Hour Dolphin and Sightseeing Tour

Experience Sarasota’s Beauty on a Private Luxury Boat Charter! If you're looking for an unforgettable way to see dolphins, marine wildlife, and Sarasota’s breathtaking coastal scenery, your private luxury boat charter is the perfect choice. Your 2-hour dolphin and sightseeing tours offer a family-friendly experience designed for all ages. As one of the oldest and highest-rated private charters in Sarasota County, we pride ourselves on delivering exceptional service, comfort, and up-close encounters with nature. Whether you're a visitor or a local, this is the ultimate way to explore Sarasota’s stunning waters in style.

$449.00

5/5

2 h 30 mins

Coastal Wildlife Kayak Tour

Happy Paddler is the only kayak outfitter with private launch access to the beautiful waters between Anna Maria Island and Longboat Key, avoiding crowded public boat ramps. This gives you a relaxing start to the adventure and more time to enjoy any wildlife you encounter. Happy Paddler always limits tours to groups of 12 or less, allowing you to enjoy more time to explore and much better opportunities for manatee and dolphin encounters. Larger groups can be accommodated. Our expert naturalist guides will lead you through shallow coastal waters, mangrove shorelines and islands while looking for manatees, dolphins, rays, sea turtles and coastal birds. Wildlife sightings vary, but opportunities are outstanding year-round and our guides know exactly where to look. This excursion is perfect for families, couples, groups, and individuals with any level of paddling experience. For visitors to Anna Maria Island or Longboat Key looking for the best wildlife adventure, this is it!

$65.00

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

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

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

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

2 h

Guided Mangrove Tunnel Kayak Tour at Lido Key

Discover the beauty of Sarasota's mangroves with a self-guided or guided kayak rental from Lido Beach. Perfect for all ages, our 2-hour kayak tours take you through calm waters and winding mangrove tunnels, allowing you to explore at your leisure. With no prior experience required, you'll receive a brief orientation to ensure a comfortable paddling experience. Enjoy the chance to spot local wildlife and learn about the unique ecosystem from our experienced guides. - Choose between single or double kayaks for your adventure - All necessary equipment including kayaks, paddles, and life vests provided - Ideal for families, beginners, and nature lovers - Explore hidden beaches and scenic coastal areas during your 2-hour Guided Tour

$59.00

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

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

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

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.