TOP 30 Best Florida vacation destinations in Longboat Key, Florida

Sea Grape Inn is a charming lodging establishment located on the picturesque Longboat Key in Florida. Situated at 5125 Gulf of Mexico Drive, this inn offers comfortable accommodations with a touch of coastal elegance. Whether you are looking for a relaxing beach getaway or a romantic retreat, Sea Grape Inn is the perfect choice for your stay. In addition to providing lodging services, Sea Grape Inn also offers real estate and travel agency services to help you make the most of your time in this beautiful destination. Book your stay at Sea Grape Inn and experience the beauty of Longboat Key, Florida.

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 White Sands of Longboat, your perfect tropical getaway nestled in the heart of Longboat Key, Florida. Located at 5114 Gulf of Mexico Drive, our charming lodging offers a serene escape just steps away from the pristine beaches and turquoise waters of the Gulf of Mexico. At White Sands of Longboat, we pride ourselves on providing a tranquil and comfortable stay for every guest. Our well-appointed accommodations range from cozy rooms to spacious suites, each designed to offer a relaxing retreat with all the modern amenities you need. Enjoy the warm Florida sun as you lounge by our sparkling pool, or take a leisurely stroll along the powdery white sands just moments from your door.

Florida Vacation Connection is a premier lodging, real estate, and travel agency located at 3720 Gulf of Mexico Drive in Longboat Key, Florida. We specialize in providing top-notch vacation rentals, real estate services, and travel accommodations for those looking to experience the beauty and excitement of Florida. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental, buy or sell property, and plan unforgettable travel experiences in this stunning destination. Whether you're looking for a beachfront condo, a luxury estate, or a customized vacation package, Florida Vacation Connection has everything you need to make your Florida getaway truly unforgettable.

Vacation Villas at Longboat Key Club offers luxurious and spacious accommodations on the stunning Longboat Key in Florida. Situated at 220 Sands Point Road, this lodging institution provides guests with a perfect blend of relaxation and upscale amenities. With breathtaking views of the Gulf of Mexico and top-notch service, guests can enjoy a truly unforgettable vacation experience. Whether you're looking to unwind by the pool, play a round of golf, or explore the nearby attractions, Vacation Villas at Longboat Key Club is the perfect destination for a memorable getaway.

Shore Longboat Key is a charming waterfront restaurant located at 800 Broadway Street in Longboat Key, Florida. Offering a delightful dining experience with stunning views of the water, this institution specializes in serving delicious seafood and other culinary delights. Guests can enjoy a relaxing meal in a casual yet elegant atmosphere, perfect for both intimate dinners and group gatherings. With a menu featuring fresh, locally sourced ingredients and a variety of delectable dishes, Shore Longboat Key is a must-visit destination for food enthusiasts looking to savor the flavors of the Gulf Coast.

The Longboat Bay Club is a premier institution located at 3200 Gulf of Mexico Drive on Longboat Key, Florida. This luxurious establishment offers a unique blend of lodging, real estate, and travel services. Whether you are looking for a relaxing getaway, a new home by the beach, or assistance in planning your next vacation, the Longboat Bay Club has everything you need. With stunning views, top-notch amenities, and exceptional customer service, this institution is the perfect destination for those seeking a truly unforgettable experience on the beautiful Gulf Coast of Florida.

Casa Del Mar Beach Resort on Longboat Key is a luxurious lodging option located at 4621 Gulf of Mexico Drive in Longboat Key, Florida. This beachfront resort offers stunning views of the Gulf of Mexico and a tranquil atmosphere for guests to relax and unwind. With spacious rooms, upscale amenities, and a range of on-site activities, Casa Del Mar Beach Resort is the perfect destination for a beach vacation. Whether you're looking to lounge by the pool, take a stroll along the sandy shores, or explore the nearby attractions, this resort has something for everyone. Experience the ultimate in comfort and hospitality at Casa Del Mar Beach Resort on Longboat Key.

The Resort at Longboat Key Club is a luxurious lodging institution located at 220 Sands Point Road in beautiful Longboat Key, Florida. This upscale resort offers stunning views of the Gulf of Mexico, pristine beaches, and world-class amenities. Guests can enjoy spacious accommodations, a championship golf course, tennis courts, a full-service spa, multiple dining options, and a marina for water activities. Whether you're looking for a relaxing getaway or an active vacation, The Resort at Longboat Key Club has something for everyone. Experience the ultimate in luxury and relaxation at this premier resort destination in the United States.

Welcome to the Centre Shops of Longboat Key, your premier shopping destination located at 5370 Gulf of Mexico Drive, Longboat Key, Florida. Nestled just across the New Pass Bridge, our charming shopping mall offers a unique blend of fine stores, boutiques, and gourmet dining options, all set amidst beautiful courtyards and tropical flowers. Explore over 130 businesses, ranging from high-fashion clothing outlets to souvenir T-shirt shops. Enjoy breathtaking views of Sarasota Bay as you browse through an array of stores, including an art gallery, or savor a delightful meal overlooking the water. For your everyday needs, the Shoppes of Bay Isles is your one-stop shop, featuring a grocery store, pharmacy, beauty salon, and more. Our Publix supermarket, spanning 49,533 square feet, offers a variety of conveniences, including a hot bar, Pacific wok station, cold bar, and a wine-chilling station for that perfect shopping experience.

Lagoon Lawn at Longboat Key is a charming lodging establishment located at 201 Gulf of Mexico Drive in Longboat Key, Florida. Nestled in a serene and picturesque setting, this institution offers guests a tranquil escape with stunning views of the lagoon. The lush green lawn creates a peaceful atmosphere, perfect for relaxation and unwinding. With comfortable accommodations and top-notch amenities, Lagoon Lawn at Longboat Key is the ideal destination for a rejuvenating getaway on the beautiful Gulf Coast of Florida.

Welcome to Longboat Key Little Beach, a hidden gem nestled along the stunning shores of Longboat Key, Florida. Located at 201 Florida 789, our charming beach offers a serene escape for tourists and locals alike. Known for its pristine white sands and crystal-clear waters, Longboat Key Little Beach is the perfect destination for those seeking tranquility and natural beauty. Whether you're looking to relax under the warm Florida sun, take a leisurely stroll along the shore, or enjoy a picturesque picnic with loved ones, our beach provides the ideal setting. The gentle waves and calm atmosphere make it a favorite spot for families and beachgoers of all ages.

Welcome to Michael Saunders & Company - Longboat Key Real Estate, your premier destination for real estate and travel services in the heart of Florida's stunning Gulf Coast. Conveniently located at 440 Gulf of Mexico Drive, Longboat Key, Florida, our agency is dedicated to helping you discover the perfect property and travel experiences in this beautiful and serene locale. With a rich history of excellence, Michael Saunders & Company offers unparalleled expertise in the Longboat Key real estate market. Whether you're looking to buy, sell, or rent a property, our team of experienced and knowledgeable agents is here to guide you every step of the way. We pride ourselves on our personalized service, ensuring that your unique needs and preferences are met with the utmost care and professionalism.

RVA Resort Vacations is a premier lodging, real estate, and travel agency located at 4030 Gulf of Mexico Drive in beautiful Longboat Key, Florida. With a focus on luxury accommodations and top-notch customer service, RVA Resort Vacations offers an array of vacation rental options, real estate opportunities, and travel services to suit every need. Whether you're looking for a relaxing beachfront retreat or a prime investment property, RVA Resort Vacations has you covered. Book your next vacation or find your dream home with RVA Resort Vacations today!

INFINITY Longboat Key is a luxurious waterfront institution located at 4765 Gulf of Mexico Drive in Longboat Key, Florida, United States. This prestigious destination offers unparalleled views of the Gulf of Mexico and a serene beachfront setting. With world-class amenities and exceptional service, INFINITY Longboat Key is the ideal retreat for those seeking a sophisticated and relaxing escape. Whether you are looking to unwind by the pool, indulge in gourmet dining, or explore the natural beauty of the surrounding area, this exclusive institution promises a truly unforgettable experience.

Welcome to Michael Saunders & Company – Longboat Key Real Estate Agents, your premier destination for exceptional real estate services in the beautiful Longboat Key, Florida. Located in the heart of this stunning coastal paradise, our dedicated team of experienced real estate professionals is committed to helping you find your dream home or investment property in this sought-after location. At Michael Saunders & Company, we pride ourselves on our deep local knowledge and personalized service, ensuring that every client receives the attention and expertise they deserve. Whether you're looking to buy, sell, or invest, our agents are here to guide you through the process with integrity, professionalism, and a keen understanding of the Longboat Key market.

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.

GulfCart Fishing Charters, located in Cortez, Florida, is a top tourist attraction and travel agency offering private fishing charters in the Anna Maria Island, Bradenton, Holmes Beach, Longboat Key, and Cortez Beach areas. Captain Eric Chaignet, with over twenty years of experience fishing the local waters, provides a first-hand perspective on where the fish are biting. Anglers can expect to catch a variety of fish such as Snapper, Grouper, Shark, Redfish, Mackerel, Tarpon, Snook, and Trout on their inshore and offshore fishing excursions. Customers rave about the 5 star experience with GulfCart Charters, praising Captain Eric's knowledge and expertise. Whether it's your first time fishing or you're a seasoned angler, Captain Eric ensures a fun-filled day on the water. With access to some of the most bountiful fishing destinations in Holmes Beach and Cortez Beach, GulfCart Charters promises an unforgettable fishing experience.

Whitney Beach is a charming lodging institution located at 8240 Florida 789, Longboat Key, Florida, United States. Nestled in a beautiful coastal setting, Whitney Beach offers guests a serene and relaxing atmosphere to unwind and enjoy their vacation. With comfortable accommodations and top-notch amenities, guests can enjoy a memorable stay at this idyllic retreat. Whether you're looking to relax on the beach, explore the nearby attractions, or simply soak in the stunning views, Whitney Beach is the perfect destination for a peaceful getaway.

Harbourside Golf Course is a premier health institution located at 3000 Harbourside Drive in Longboat Key, Florida, United States. This stunning facility offers a pristine golf course set against the backdrop of the beautiful Florida coastline, providing a serene and invigorating environment for golf enthusiasts of all levels. With top-notch amenities and professional staff, Harbourside Golf Course is the perfect destination for those looking to improve their game while enjoying the benefits of outdoor exercise and relaxation. Whether you are a seasoned golfer or a beginner looking to learn, Harbourside Golf Course has everything you need to elevate your golfing experience and enhance your overall well-being.

Little Gull Cottages is a charming real estate and travel agency located at 5330 Gulf of Mexico Drive in Longboat Key, Florida. Our cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, our properties provide a peaceful and serene atmosphere for guests to relax and unwind. Whether you're looking for a weekend getaway or a longer stay, Little Gull Cottages is the perfect destination for your next vacation. Contact us today to book your stay and experience the beauty of Longboat Key.

LaPlaya Condominiums is a luxurious beachfront property located at 4425 Gulf of Mexico Drive in Longboat Key, Florida. This stunning complex offers a range of beautifully appointed condominiums for sale or rent, perfect for those seeking a tropical getaway or a permanent residence in paradise. With pristine white sand beaches just steps away and breathtaking views of the Gulf of Mexico, LaPlaya Condominiums is the perfect destination for those looking to relax and unwind in style. Whether you're looking for a vacation rental or a new home, LaPlaya Condominiums has something for everyone. Contact us today to learn more about this exclusive property and start living the beachfront lifestyle you've always dreamed of.

Welcome to Public Beach - 100 Broadway, a serene natural feature located at 7001 Seabreeze Avenue, Longboat Key, Florida. Nestled along the stunning Gulf Coast, our beach offers a perfect escape for sun-seekers and nature enthusiasts alike. With its pristine sands and crystal-clear waters, Public Beach - 100 Broadway is a haven for relaxation, family fun, and outdoor adventure. Whether you're looking to soak up the sun, enjoy a refreshing swim, or explore the diverse marine life, our beach provides a picturesque setting for all your seaside activities. Conveniently located with ample parking and easy access, we invite you to experience the tranquil beauty and natural charm of Public Beach - 100 Broadway. Come visit us and create unforgettable memories by the shore!

Gulf Islands Ferry: Your Gateway to the Best of Bradenton and Anna Maria Island Located on Gulf of Mexico Drive in beautiful Longboat Key, Florida, Gulf Islands Ferry offers a seamless and scenic transportation experience between Bradenton and Anna Maria Island. Say goodbye to traffic woes and hello to breathtaking views as you cruise across the water to your island adventure.

Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Cannons By the Sea Cottages is a charming lodging establishment located at 6051 Gulf of Mexico Drive in Longboat Key, Florida. Nestled along the beautiful Gulf Coast, this institution offers cozy and well-appointed cottages for rent, perfect for a relaxing beach getaway. As both a real estate and travel agency, Cannons By the Sea Cottages also assists guests in finding their dream vacation home or planning their next adventure in the Sunshine State. With its stunning location and personalized service, Cannons By the Sea Cottages is the ideal destination for those seeking a peaceful and idyllic escape.

LBK Liquors is a premier liquor store located in the heart of Longboat Key, Florida. Our store offers a wide selection of spirits, wines, beers, and mixers to cater to all your beverage needs. Whether you're looking for a special bottle of wine for a dinner party or stocking up on your favorite spirits for a weekend getaway, LBK Liquors has got you covered. Our knowledgeable staff is always on hand to assist you in finding the perfect drink for any occasion. Visit us at 6854 Gulf of Mexico Drive and experience the ultimate shopping destination for all your liquor needs.

The Diplomat Beach Resort is a luxurious lodging destination located at 3155 Gulf of Mexico Drive in Longboat Key, Florida, United States. This prestigious resort offers unparalleled comfort and service, making it the perfect retreat for those seeking a relaxing getaway. With stunning views of the Gulf of Mexico and a range of amenities including a pool, spa, and fine dining options, guests are sure to have a memorable stay. Whether you're looking for a weekend escape or a long-term rental, The Diplomat Beach Resort is the ideal choice for your next vacation or real estate investment.

Veranda Beach Club is a luxurious lodging destination located on the stunning Gulf of Mexico Drive in Longboat Key, Florida. This exclusive resort offers a range of beautiful accommodations, from cozy beachfront villas to spacious suites with breathtaking ocean views. Guests can relax by the pool, stroll along the white sandy beach, or enjoy a variety of water sports and activities. With its prime location and top-notch amenities, Veranda Beach Club is the perfect getaway for those seeking a tranquil and upscale vacation experience. Additionally, as a real estate agency, the institution also offers opportunities to own a piece of paradise in this desirable coastal community.

Dog Island is a charming and pet-friendly institution located on the Gulf of Mexico Drive in Longboat Key, Florida. This unique destination offers a variety of accommodations including a campground, lodging options, and a beautiful park for both humans and their furry friends to enjoy. With stunning views of the Gulf of Mexico and plenty of outdoor activities to partake in, Dog Island is the perfect spot for a relaxing getaway with your beloved canine companion. Whether you choose to pitch a tent, stay in a cozy cabin, or simply explore the park grounds, Dog Island provides a peaceful and picturesque setting for a memorable vacation experience.