The 30 Best Adventurous vacations in Longboat Key, Florida

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

Longboat Bay Charters is a premier travel agency located at 518 Bayview Drive in beautiful Longboat Key, Florida. Specializing in luxury yacht charters, Longboat Bay Charters offers unforgettable experiences on the crystal-clear waters of the Gulf of Mexico. Whether you're looking for a romantic sunset cruise, a day of fishing with friends, or a week-long island-hopping adventure, our experienced crew will ensure your trip is nothing short of spectacular. Contact us today to start planning your dream getaway with Longboat Bay Charters.

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.

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.

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.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

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.

AMI Escapes Boat Tours is located at 6398 Marina Way in Holmes Beach, Florida. It is Anna Maria Island's most popular adventure boat tour, offering private and all-inclusive experiences customized for each group. Guests have the opportunity to visit secluded islands, beaches, and sandbars such as Egmont Key, Passage Key, Jewfish Key, and Beer Can Island. The tours include amenities such as paddle boards, snorkeling gear, fishing poles, and underwater scooters, with no set schedule so guests can enjoy the experience for as long as they desire. In addition to island hopping, the tours also offer stops at local restaurants and opportunities for swimming, snorkeling, and paddle boarding. The institution also offers dolphin tours, snorkeling trips with underwater scooters, and sunset cruises with a premium Bluetooth sound system. With comfortable boats, complimentary water and soft drinks, and the option to bring adult beverages on board, AMI Escapes Boat Tours provides a luxurious and customizable boating experience for visitors to Anna Maria Island, Longboat Key, and Bradenton Beach.

AMI Charter Fishing is a travel agency located at 107 Pine Avenue in Anna Maria, Florida, United States. They specialize in offering Sunset Cruises, Dolphin Tours, and Fun Fishing experiences. With guaranteed fish catches, their Family Fun Fishing Charters are perfect for all ages and group sizes, accommodating up to 6 people. Their native captains provide a local's perspective on the beautiful Gulf of Mexico and surrounding waters of Anna Maria Island, Longboat Key, and Sarasota Bay. Experience the best sunsets on earth with their evening cruises, where you can watch dolphins, learn about the local area and wildlife, and witness the sun setting into the Gulf of Mexico. Beer, wine, and snacks are welcome on these private tours. Get up close to wild dolphins and local wildlife on their private adventure tours, cruising the local waterways and stopping at secluded sandbars and beaches only accessible by boat.

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.

Kokomo Charters is a luxury travel agency located at 5 Bayfront Drive in Sarasota, Florida. We specialize in providing private boat charters in the Sarasota area, including Siesta Key, Anna Maria Island, Lido Key, Casey Key, and Longboat Key. Our visitors consistently praise us as the highlight of their vacation, while locals book us regularly to impress their guests. Our fleet includes the beautiful 37-foot Sea Ray "Top Shelf" and the massive 50-foot three-story yacht "Memory Maker." Both vessels are yacht certified and offer a luxurious and upscale boating experience unlike any other in the market. Each charter is completely customized to your preferences, ensuring an unforgettable day for you and your crew.

MyBhutan is a premier travel agency located at 35 Lighthouse Point Drive, Longboat Key, Florida, United States. Specializing in bespoke travel experiences to the enchanting kingdom of Bhutan, MyBhutan offers personalized itineraries, luxury accommodations, and exclusive access to cultural events and festivals. With a team of experienced travel experts and local guides, MyBhutan ensures that every trip is tailored to the unique interests and preferences of each traveler. Immerse yourself in the rich culture and natural beauty of Bhutan with MyBhutan as your trusted travel partner.

Seafari Eco Tours is a premier travel agency located at 4134 Gulf of Mexico Drive, Longboat Key, Florida, United States. Specializing in eco-friendly and sustainable tours, Seafari Eco Tours offers a unique and unforgettable experience for nature lovers and adventure seekers. Explore the beautiful waters of the Gulf of Mexico and discover the diverse marine life and ecosystems that call this area home. Whether you're interested in kayaking, snorkeling, or simply cruising along the coast, Seafari Eco Tours has something for everyone. Join us for an eco-friendly adventure that will leave you with a newfound appreciation for the natural world.

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.

ULTRA-MARINE is a premier store located at 520 Cedar Street in Longboat Key, Florida, offering a wide range of high-quality boats and yacht charters. Specializing in Zodiac Inflatable Boats, Duffy Electric Boats, Yacht Charters, Boat Charters, and Electric Motors, ULTRA-MARINE is your go-to destination for all your boating needs. At ULTRA-MARINE, we pride ourselves on providing top-of-the-line ZODIAC boats that are unmatched in quality, safety, and performance. Our experienced team will help you find the perfect ZODIAC model to suit your specific needs, whether you're looking for a versatile MEDLINE boat for family outings or a stylish YACHTLINE RIB tender for your yacht.

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!

Welcome to Public Beach Access on Longboat Key, Florida! Nestled at 6399 Gulfside Road, our beautiful beach access points offer you a serene escape to the pristine shores of the Gulf of Mexico. Longboat Key is known for its tranquil beaches, bordered by private homes and condominiums, but our public access points ensure everyone can enjoy the natural beauty of this coastal paradise. Explore the 12 public beach access points along Gulf of Mexico Drive, each marked by distinct blue and white signs. While these access points do not offer facilities like bathrooms or lifeguards, restrooms are conveniently located at the Bayfront Park parking area. Please note that alcohol is prohibited on the beach, in keeping with Longboat Key's regulations.

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.

Welcome to Public Beach Access, your convenient and reliable parking solution located at 2825 Gulf of Mexico Drive, Longboat Key, Florida. Nestled in the heart of this beautiful coastal community, our facility offers easy access to the pristine beaches of Longboat Key, making it the perfect starting point for your seaside adventures. At Public Beach Access, we prioritize your convenience and satisfaction. Our spacious parking area is designed to accommodate vehicles of all sizes, ensuring a hassle-free experience for beachgoers, tourists, and locals alike. Whether you’re planning a day of sunbathing, swimming, or exploring the picturesque shoreline, our prime location allows you to get to the beach quickly and effortlessly.

Welcome to Twin Shores Inc, your serene getaway on the picturesque Longboat Key in Florida. Nestled at 3740 Gulf of Mexico Drive, our RV park offers a perfect blend of comfort and natural beauty, making it an ideal destination for travelers seeking relaxation and adventure. Surrounded by the stunning Gulf of Mexico, our location provides easy access to pristine beaches, breathtaking sunsets, and a tranquil atmosphere. At Twin Shores Inc, we pride ourselves on offering top-notch amenities and services to ensure your stay is as comfortable as possible. Our well-maintained RV sites are equipped with modern conveniences, catering to both short-term vacationers and long-term residents. Whether you are a solo traveler, a couple, or a family, our friendly staff is dedicated to making your experience memorable.

Welcome to AMI Discovery Charters, your ultimate gateway to exploring the stunning waters and hidden gems of Anna Maria Island and beyond. Located at 1507 Gulf Drive South, Bradenton Beach, Florida, our charters offer an unforgettable experience for tourists and locals alike. Led by Captain Max Huber, a Florida native with a lifelong passion for the sea, our excursions promise adventure, relaxation, and a taste of true Florida charm. Step aboard our brand new 24ft Tahoe Cascade Saltwater Series Luxury Tri-toon, powered by a 175 Suzuki motor, and discover the beauty of the Gulf Coast in style and comfort. With space for up to 20 guests, our vessel is equipped with upgraded upholstery and cushions for ultimate relaxation. We provide underwater scooters, paddle boards, and big floating rafts, ensuring fun for the whole family. Plus, enjoy complimentary water and ice with our extra-large cooler for your beverages and snacks.

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 Sunny Acres Mobile Home Park, a serene and welcoming 55 community located at 5210 14th Street West, Bradenton, Florida. Nestled in the heart of sunny Bradenton, our park offers 65 Gemstone Communities sites, providing a peaceful, respectful, and clean environment for seniors to call home. At Sunny Acres, residents enjoy a close-knit community atmosphere with amenities designed for comfort and leisure. Our facilities include a communal laundry room, shuffleboard courts, and a beautiful clubhouse where residents can gather and socialize. Our dedicated management team is always ready to assist with any living needs, ensuring a pleasant and supportive experience for all.