TOP 20 Best Kayaking vacations in Sarasota, Florida

SURFIT USA-Kayaks, Paddleboards & Surf is a travel agency located at 190 Taft Drive in Sarasota, Florida. They offer exceptional kayak and stand up paddleboard eco-tours and rental equipment in the Sarasota area. Deliveries are available to Lido Key, Siesta Key, and Longboat Key, making it convenient for visitors to explore the beautiful waters of Florida. One of the highlights of their tours is paddling through mangrove tunnels to reach secluded beaches only accessible by boat, providing a unique and peaceful experience. With a guarantee to see dolphins or manatees on tours from April to September, guests are sure to have an unforgettable encounter with local wildlife. Whether you're a beginner looking to try surfing or an experienced paddler seeking new adventures, SURFIT USA has something for everyone. Their knowledgeable guides, led by Aaron, ensure a safe and enjoyable experience for all guests. With years of experience and a passion for sharing the beauty of Sarasota, SURFIT USA-Kayaks, Paddleboards & Surf is the perfect choice for exploring the waters of Florida.

Happy Paddler Kayak Tours & EcoVentures is a family-owned travel agency located at 6844 Gulf of Mexico Drive in Longboat Key, Florida. Our team of water-loving naturalists and paddling instructors are dedicated to exploring and educating others about our watery world. We offer kayak and paddleboard rentals, as well as award-winning tours around Anna Maria Island, Longboat Key, Lido Key, and Sarasota. Join us for a Coastal Island Tour where you can kayak with manatees, dolphins, and a variety of ocean life. Explore the mangrove tunnels at Lido Key, a popular destination for families. Experience the stunning Florida Gulf Coast sunsets on our Sunset Kayak Tour. Or rent a kayak or paddleboard for a half-day and chart your own course through the crystal clear waters of Longboat Pass.

Kayaking SRQ is a travel agency located at 190 Taft Drive in Sarasota, Florida, United States. Our experienced guides are ready to take you on a journey through the beautiful mangrove tunnels of Sarasota. If you prefer to explore on your own, we offer kayak and paddle board rentals with maps for self-guided adventures. Whether you're a beginner or an experienced paddler, we ensure a safe and enjoyable experience for all ages. Our rates are as follows:

Kayaking SRQ Tours & Rentals Siesta Key is a premier tourist attraction and travel agency located at 8702 Blind Pass Road in Sarasota, Florida. This institution offers exciting kayaking tours and rentals for visitors to explore the stunning waters of Siesta Key. Whether you're a beginner or an experienced kayaker, Kayaking SRQ has something for everyone. Join one of their guided tours to discover hidden gems and local wildlife, or rent a kayak and create your own adventure. Immerse yourself in the beauty of the Gulf Coast and experience the thrill of kayaking with Kayaking SRQ Tours & Rentals Siesta Key.

Ride & Paddle by Siesta Sports Rentals is your one-stop shop for all your outdoor adventure needs in Sarasota, Florida. With a convenient location at 6551 Midnight Pass Road, we offer a wide range of rental options including bikes, e-bikes, kayaks, paddleboards, scooters, beach wheelchairs, strollers, and more. Our store has been serving the community since 1995 and is known for our exceptional service and top-quality equipment. Whether you want to explore the beautiful beaches of Siesta Key or paddle through the mangroves of The Bay Sarasota, we have everything you need to make the most of your time outdoors. With easy online booking and delivery/pickup services, we make it simple for you to enjoy your adventure without any hassle.

Welcome to Island Tides Vacation Rental, your premier destination for unforgettable getaways on the stunning Gulf Coast. Located at 1110 Via De Luna Drive, Pensacola Beach, Florida, our business combines the expertise of a real estate and travel agency to offer you the finest selection of vacation properties. Whether you're seeking a serene escape or a family adventure, we have the perfect accommodations to suit your needs. Explore our diverse portfolio of 33 meticulously curated properties, each offering unique experiences and luxurious amenities. From the pet-friendly charm of Aloha by the Sea, with its breathtaking views and wrap-around porch, to the opulence of Aqua Palms, featuring a private heated pool and spacious lawn, your ideal vacation home awaits.

Clear Kayak Glass Bottom Tours in Venice, Florida offers a unique and exciting way to explore the beautiful waters of the area. With day, sunset, and LED night tours available, visitors of all ages and skill levels can experience the magic of the sea life beneath them. Whether you're hoping to spot manatees, dolphins, or conch, these tours provide the perfect opportunity to get up close and personal with the marine wildlife. Located at 126 Casey Key Road in Nokomis, Florida, Clear Kayak Glass Bottom Tours is the perfect destination for those looking to add a bit of adventure to their vacation. The tours last 90 minutes and offer guests the chance to see the stunning colors of the sunset or the fascinating creatures that come out at night.

The Regency Inn & Suites Sarasota is a top boutique lodging option located at 4200 North Tamiami Trail in Sarasota, Florida. Our clean and comfortable guest rooms are perfect for your fun-filled Florida vacation. Situated off the North Tamiami Trail Highway 41, our hotel is within walking distance to popular attractions, museums, beaches, restaurants, and shopping. We are close to universities such as USF, Ringling College of Art and Design, SCF, and Argosy University. Our hotel offers a range of amenities including a heated outdoor pool, free parking, on-site laundry services, and complimentary Wi-Fi. Whether you are visiting local colleges or planning a romantic coastal escape, our hotel provides a relaxing atmosphere with friendly locals and world-class beaches. We are near top attractions such as the Ringling Museum, Mote Marine Laboratory & Aquarium, Sarasota Gardens, and live performance venues like The Asolo Theater.

Casa Limonada Boutique Motel is a cozy and welcoming lodging option located at 138 Garfield Drive in Sarasota, Florida. Our beach side apartments offer a relaxing getaway with a variety of quaint and comfortable rooms that are simple, lively, and vibrant. We provide guests with a range of activities to ensure a fun and memorable vacation experience. Our staff is knowledgeable about the local area and can offer recommendations and suggestions to help you make the most of your stay.

Casey Key Retreat is a private beachfront lodging located at 217 Casey Key Road in Nokomis, Florida. Escape the hustle and bustle of busy hotels and enjoy a quiet vacation rental right on the Gulf of Mexico. With direct access to the beach, you can relax, explore, and enjoy the stunning sunsets Florida is known for. Our 4 condos offer a terrace or balcony where you can soak in the ocean breeze. Conveniently situated between Venice and Sarasota, our resort is just a short drive from Tampa International Airport. Whether you're into boating, fishing, kayaking, or kite surfing, Nokomis has something for everyone. Explore outlet shopping, golf courses, theaters, museums, restaurants, and bars in the area. Don't forget to hunt for shark teeth on the beach! For a small fee, early check-in and late check-out options are available based on availability. Come experience the perfect vacation at Casey Key Retreat.

Robin Hood Rentals Siesta Key is a premier store located at 5255 Ocean Boulevard in Sarasota, Florida. Specializing in providing top-quality rental services for visitors looking to explore the beautiful Siesta Key area, this institution offers a wide range of rental options including bicycles, kayaks, paddleboards, beach chairs, umbrellas, and more. With a convenient location and friendly staff, Robin Hood Rentals Siesta Key is the perfect destination for those looking to make the most of their time in this stunning beachside community.

Welcome to Longboat Pass Bridge, a charming local landmark and must-visit destination located on the scenic Gulf of Mexico Drive in the beautiful Longboat Key, Florida. Nestled in the heart of the stunning Sarasota Bay area, our location offers breathtaking views of the shimmering waters and vibrant sunsets that define Florida's Gulf Coast. Longboat Pass Bridge is not just a crossing point but a gateway to a world of natural beauty and outdoor adventure. Whether you're a local resident or a visitor, you'll find plenty to explore and enjoy in the surrounding area. From pristine beaches and lush parks to an array of water activities like fishing, boating, and kayaking, there’s something for everyone.

Welcome to South Lido Key Beach, a serene oasis nestled at 2150 Benjamin Franklin Drive in the heart of Sarasota, Florida. This stunning park offers visitors a unique blend of natural beauty and recreational opportunities, making it a perfect destination for families, nature enthusiasts, and beachgoers alike. At South Lido Key Beach, you'll find pristine sandy shores that stretch for miles, providing an ideal setting for sunbathing, beachcombing, and picnicking. The gentle waves of the Gulf of Mexico invite you to swim, kayak, or paddleboard in its crystal-clear waters. For those who prefer land-based activities, the park features scenic walking trails that wind through lush coastal landscapes, offering breathtaking views and a chance to spot local wildlife.

Welcome to Gulf Surf Resort Motel, located at 3905 Casey Key Road in Nokomis, Florida, United States. Our lodging institution is the perfect tropical retreat for those looking to fish, kayak, paint, photograph, bird watch, hunt for shark's teeth and seashells, golf, boat, or simply relax. Early reservations are recommended as our seasonal guests book a year in advance. Our amenities include complimentary cable and Wifi in every room, as well as a laundry room on site with clean sheets and towels.

The Inn at Turtle Beach is an award-winning and nationally recognized lodging located at 9004 Midnight Pass Road in Sarasota, Florida. Our resort offers a peaceful and secluded retreat with beautiful views of Little Sarasota Bay and is just minutes away from Turtle Beach. Each cottage and suite features a private enclosed patio with a hot tub and hammock, perfect for relaxation. Guests can also enjoy private docks with stunning water views. Book directly with us for the best rates and availability by calling 941 349 4554 or clicking our website link. Experience Siesta Key in its true tropical beauty at the Turtle Beach Resort. With lush gardens, water views, beach access, and a private courtyard, our resort is the perfect getaway. Located on Little Sarasota Bay, we are just a short walk to Turtle Beach. Relax in your private hot tub, lounge in a hammock, take a kayak tour, or enjoy our heated pool. The possibilities for relaxation and fun are endless.

Welcome to South Lido Key Beach Park on the Gulf, a breathtaking natural oasis located on Benjamin Franklin Drive in the heart of Sarasota, Florida. Nestled along the pristine shores of the Gulf of Mexico, our park offers a serene escape into nature, perfect for families, couples, and solo adventurers alike. Explore our lush landscapes, where sandy beaches meet crystal-clear waters, providing the ideal backdrop for sunbathing, swimming, and beachcombing. Nature enthusiasts will delight in the diverse flora and fauna, with opportunities for bird watching and spotting local wildlife.

Welcome to H2O Watersportz - Your Gateway to Aquatic Adventure! Located in the charming village of Cortez, Florida, at 4110 127th Street West, H2O Watersportz is your premier destination for unforgettable water-based experiences. As a leading tourist attraction and travel agency, we specialize in crafting exciting adventures that immerse you in the natural beauty of Florida's stunning coastline.

Sharkey's Glass Bottom Tours is a travel agency located at 4237 Gulf Boulevard in St. Pete Beach, Florida. They offer the original and only Glass Bottom Kayak LED illuminated Fish Feeding Night Tours, providing an unforgettable experience at various locations throughout Florida. The tours take place from sunset to night at 8pm and a full dark night tour at 9:30pm, allowing guests to illuminate the sea-floor while viewing sea-life up close. Visitors can explore the Nature Preserve & Mangrove Tunnels, relax on sandbars, and enjoy snorkeling with the provided equipment. The institution also offers Daytime Island & Mangrove Tunnel Adventures where dolphins and manatees are often spotted. With locations in St. Pete Beach, Clearwater Beach, Sarasota, and West Palm Beach, Sharkey's Water Sports is known for its unique tours that attract sea-life with high powered underwater LED lights. Guests have raved about their experiences, praising the knowledgeable guides, calm waters, and the opportunity to interact with marine life. Whether you're looking for a fun family outing or a romantic date night, Sharkey's Glass Bottom Tours offers a memorable adventure for all ages.

Parrot Beach Cottages is a charming and cozy 4-suite beach vacation rental property located on Siesta Key in Sarasota, Florida. Just steps away from the #1 rated beach in the United States, guests can enjoy spectacular sunsets, romantic walks on the beach, and relaxing by the swimming pool. The property is also within walking distance of Siesta Key Village, where guests can enjoy shopping, restaurants, live music, and more. For those looking for adventure, there are plenty of water activities available, such as kayaking, paddle boarding, parasailing, and fishing on the beautiful Gulf of Mexico. Additionally, guests can explore other local attractions, including the Ringling Museum, Marie Selby Botanical Gardens, Mote Marine, Jungle Gardens, St. Armands Circle for outdoor shopping and dining, and much more.

Welcome to Safe Harbor Pier 77, your premier destination for boat storage and a unique shopping experience located at 12312 Manatee Avenue West in beautiful Bradenton, Florida. Nestled in a picturesque setting, our facility offers more than just storage; it provides a gateway to an unparalleled boating lifestyle and a vibrant community. At Safe Harbor Pier 77, we treat your boat with the utmost care and precision, ensuring it’s ready for your next adventure. As a valued Member of Safe Harbor, you gain access to an exclusive network of premium locations, amenities, and events, all designed to enhance your maritime experiences.

South Pavilion in Myakka River State Park is a picturesque outdoor venue located in Sarasota, Florida. This park is the perfect destination for nature lovers and outdoor enthusiasts looking to explore the beauty of the Myakka River and its surrounding landscapes. The South Pavilion offers a serene and tranquil setting for picnics, gatherings, and special events. Visitors can enjoy stunning views, hiking trails, birdwatching opportunities, and a variety of recreational activities. Whether you're looking to relax in nature or embark on an adventure, South Pavilion at Myakka River State Park is the ideal destination for a day of outdoor fun.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with convenient public access points along Gulf of Mexico Drive. Located at 4795 Gulf of Mexico Drive, Longboat Key, Florida 34228, our park offers a tranquil escape to the Gulf of Mexico's stunning shoreline.

Welcome to SRQ Coastal Living, your premier real estate agency nestled in the heart of Sarasota, Florida, at 5145 Ocean Boulevard. We specialize in delivering exceptional real estate opportunities on the breathtaking Siesta Key, offering you a chance to own a piece of paradise. Our team is dedicated to guiding you through the vibrant Sarasota real estate market, ensuring that your dream of coastal living becomes a reality. Explore the best waterfront value on Siesta Key with our exclusive listings. Whether you're looking for a diamond in the rough that allows you to add your personal touch, or a luxurious penthouse with panoramic Gulf views, we have something for every discerning buyer. Our properties boast features such as deep boating water access, private docks, and spacious living areas designed for comfort and style.

Tropical Gardens Travel Park is a stunning RV Park Community located in Bradenton, Florida. With a mix of tropical scenery and a naturistic spin, our grounds are full of palm trees and lush greenery, providing a beautiful backdrop for your stay. Our Pull Thru sites are paved concrete platforms with plenty of space and a picnic table provided. Enjoy a variety of amenities, both indoor and outdoor, including a pool, recreation areas, and a full-service laundry room. Our community is clean, quiet, and gated, providing a safe and friendly environment for our residents.

The Best House on Siesta Key Beach & Village is a unique vacation rental agency located at 5230 Calle Menorca in Sarasota, Florida. Our one-of-a-kind vacation homes offer guests the perfect blend of privacy and luxury, with all the amenities needed for a fabulous Florida beach vacation. Each property is custom designed by local artists, providing a true taste of the Florida lifestyle. Situated on the eight-mile-long Siesta Key, our properties are just steps away from the world-famous Siesta Key Beach, ranked as the #1 Beach in the U.S. in 2020. Guests can enjoy the shallow waters, year-round lifeguard patrol, and a variety of outdoor activities such as sailing, fishing, kayaking, and more.