The 30 Best Adventurous vacations in Anna Maria, Florida

AMI Paddleboard & Kayak Adventures is a store and travel agency located at 12378 Manatee Avenue West in Bradenton, Florida. Specializing in paddleboard and kayak rentals on Anna Maria Island, our expert guide Andrew will take you on a tour through the wild Florida mangroves. Whether you're a first-timer or experienced paddler, we have boards to suit all riders. Join us for a relaxing paddleboard or kayak tour with friends and family, or book a private paddleboard party or corporate adventure trip. Our goal is to provide the best service and products in town, ensuring everyone has a great time on the water. Don't miss out on the opportunity to explore the beautiful waters of Anna Maria Island with AMI Paddleboard & Kayak Adventures!

The Anna Maria Island Inn is a charming lodging establishment located at 2200 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers guests a peaceful and relaxing getaway just steps away from the Gulf of Mexico. The inn features comfortable accommodations, stunning ocean views, and convenient access to the island's attractions and activities. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, the Anna Maria Island Inn is the perfect choice for your stay in Florida.

Ocean Walk by Anna Maria Vacations is a premier real estate and travel agency located at 117 Willow Avenue in Anna Maria, Florida. This institution offers a wide range of vacation rental properties, from cozy beachfront cottages to luxurious waterfront villas. With unmatched customer service and attention to detail, Ocean Walk by Anna Maria Vacations ensures that every guest's stay is unforgettable. Whether you're looking for a relaxing beach getaway or an adventurous outdoor excursion, this agency has the perfect accommodation for you. Experience the beauty of Anna Maria Island with Ocean Walk by Anna Maria Vacations.

Located at 304 63rd Street in Holmes Beach, Florida, the Tarpon House on Anna Maria Island is not your average vacation rental. This institution, which combines elements of a real estate agency and a travel agency, offers a truly luxurious experience for guests. Boasting one of the largest private pools and hot tubs on the island, the Tarpon House is a backyard oasis like no other. The property is filled with entertainment options, including a ping pong table, foosball table, putting green, pool basketball hoop, and a Tiki Hut stocked with games and toys for all ages. Designed and furnished by Judy C. Whitlock, this vacation home features 4 bedroom en-suites, including 3 King beds and a bunk room for the kids. The kitchen is fully equipped with all the appliances you could need, and there are two separate dining areas, a large island/living area, and even a gaming room for added fun. With plenty of space for large families and groups, the Tarpon House is the perfect choice for a multigenerational vacation.

AMI Adventures Boat Tours is a travel agency located at 5325 Marina Drive in Holmes Beach, Florida, United States. We offer a variety of exciting activities such as Dolphin tours, Sunset Cruises, Fishing Charters, Parasailing, Banana boat rides, Jet ski Rentals and tours, and more. Owned and Operated by true Anna Maria Island Natives, we are dedicated to providing you with the best experiences our home has to offer. In addition to our regular tours and activities, we now offer Comedy Tours every Friday night for a unique and entertaining experience. Whether you're looking for a relaxing sunset cruise or a fast-paced banana boat ride, we have something for everyone in the family to enjoy. Book your adventure with AMI Adventures Boat Tours for a vacation that you'll never forget!

Spirit Cruises Anna Maria Island is a premier travel agency located in Bradenton Beach, Florida. Situated on the stunning Anna Maria Island, this institution offers a wide range of cruise options for those looking to explore the beautiful waters of the Gulf Coast. Whether you're seeking a relaxing sunset cruise, a thrilling dolphin-watching excursion, or a romantic dinner cruise, Spirit Cruises has something for everyone. With experienced captains and top-notch service, visitors are guaranteed an unforgettable experience on the crystal-clear waters of Anna Maria Island. Book your cruise today and embark on a journey you'll never forget.

Seas The Day Adventures, AMI is a premier travel agency located at 200 Bridge Street in Bradenton Beach, Florida. Specializing in unique and unforgettable experiences on Anna Maria Island, this agency offers a wide range of activities such as boat tours, snorkeling excursions, fishing charters, and more. With knowledgeable guides and top-notch customer service, Seas The Day Adventures is dedicated to helping visitors make the most of their time in this beautiful coastal destination. Book your next adventure with Seas The Day and create memories that will last a lifetime.

Anna Maria Yacht Charters LLC is a premier travel agency located at 4208 129th Street West, Cortez, Florida, United States. Known as the region's most reliable and fun boat charters, they offer an unforgettable experience cruising the waters from Anna Maria Island to Sarasota Bay. With a maximum capacity of 6 passengers, their yacht certified boat provides ample room and comfortable seating for guests to enjoy a variety of activities. From dolphin tours with occasional manatee sightings to island hopping adventures, Anna Maria Yacht Charters LLC offers a customizable experience tailored to enhance your time on the water. Guests can enjoy snorkeling at Egmont Key, exploring Passage Key's pristine waters, and relaxing on the beautiful beaches of Jew Fish Key.

Island Hoppers Boat Tours offers private boat tours and dolphin tours on Anna Maria Island, located at 752 Manatee Avenue West in Holmes Beach, Florida. Embark on a memorable adventure with experienced guides who will take you on a journey to discover the beauty of the Gulf Coast. Enjoy the stunning views and wildlife sightings as you cruise through the crystal-clear waters. Whether you're looking for a relaxing day on the water or an exciting dolphin watching experience, Island Hoppers Boat Tours has something for everyone. Book your tour today and create lasting memories with your loved ones.

Anna Maria Charter Fishing is a premier travel agency located at 5325 Marina Drive in Holmes Beach, Florida. Specializing in unforgettable fishing experiences, we offer a variety of charter options for both seasoned anglers and beginners alike. Our expert captains and crew are dedicated to providing top-notch service and ensuring a successful day out on the water. Whether you're looking to reel in a big catch or simply enjoy a relaxing day of fishing, Anna Maria Charter Fishing has you covered. Book your charter today and make memories that will last a lifetime.

Welcome to Coconut Rentals - Golf Cart Rentals Anna Maria Island, your premier destination for exploring the beautiful Anna Maria Island with ease and style. Conveniently located at 5338 Gulf Drive, Holmes Beach, Florida, our business offers a unique blend of car rental services and local charm, making us a must-visit attraction for both tourists and residents alike. At Coconut Rentals, we specialize in providing top-quality golf cart rentals, perfect for navigating the island's scenic roads and discovering its hidden gems. Our fleet of modern and well-maintained golf carts ensures a comfortable and enjoyable ride, allowing you to soak in the breathtaking coastal views and vibrant island life.

Welcome to Anna Maria Beach Store, your one-stop destination for all your beach essentials and more! Conveniently located at 99 Spring Avenue in the heart of Anna Maria, Florida, our store offers a delightful shopping experience for both locals and visitors alike. Discover a wide array of high-quality beachwear, accessories, and unique souvenirs that capture the essence of our beautiful coastal town. Whether you're looking for stylish swimwear, comfortable flip-flops, or that perfect memento to remember your trip, Anna Maria Beach Store has something for everyone. Stop by today and let our friendly staff help you find exactly what you need for a perfect day at the beach. We look forward to serving you at Anna Maria Beach Store, where sunshine and smiles are always in stock!

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.

Welcome to Anna Maria Island Tours, your gateway to unforgettable island adventures! Located at 314 Pine Avenue, Anna Maria, Florida, our local business is dedicated to providing exceptional experiences that immerse you in the natural beauty and rich culture of Anna Maria Island. Whether you're exploring by boat, paddle, bike, or on foot, we offer personalized tours that reveal the stunning waters, picturesque coasts, and charming streets of this idyllic destination. Embark on an exclusive private boat tour led by our skilled Captain. With flexible options ranging from 3 to 6 hours, you can tailor your journey to suit your schedule and preferences. Accommodating up to 6 passengers, our tours ensure a customized and unforgettable maritime experience. Explore our pricing options based on your chosen duration and group size, and discover the magic of the island's waterways.

Welcome to Anna Maria Beach, your ultimate destination for relaxation and adventure located at 611 Florida 789, Bradenton Beach, Florida. Nestled in the heart of the stunning Gulf Coast, our pristine beach offers the perfect escape for tourists and locals alike. Whether you're seeking a tranquil spot to unwind or an exciting day filled with water activities, Anna Maria Beach has something for everyone. Immerse yourself in the natural beauty of our soft, white sands and crystal-clear waters. Spend your day sunbathing, building sandcastles, or taking a refreshing swim in the gentle waves. For those with a sense of adventure, we offer a variety of water sports, including kayaking, paddleboarding, and snorkeling, allowing you to explore the vibrant marine life up close.

Welcome to Anna Maria Boat Company, your premier travel agency located at 12300 Manatee Avenue West, Bradenton, Florida. Nestled in the heart of the stunning Gulf Coast, we specialize in creating unforgettable aquatic adventures and bespoke travel experiences tailored to your desires. Whether you're seeking a serene day on the water, an exhilarating fishing expedition, or a unique island-hopping journey, our dedicated team is here to craft the perfect itinerary for you. With a passion for the sea and a commitment to exceptional service, Anna Maria Boat Company promises an unparalleled escape into the natural beauty of Florida's waterways. Discover the magic of the sea with us today!

Welcome to Anna Maria Life Real Estate, your premier resource for all things Anna Maria Island. Located at 9908 Gulf Drive, Anna Maria, Florida, we specialize in connecting clients with the finest properties on this enchanting island. Whether you're buying your first home, looking for an investment property, or selling, we are here to ensure a seamless and fulfilling real estate journey. Anna Maria Island is a unique blend of breathtaking beauty and coastal charm, featuring pristine beaches, vibrant sunsets, and a relaxing pace of life. Our comprehensive listings include charming coastal cottages, modern estates, and beachfront properties, each reflecting the island's enchanting essence. We understand that buying a property here is more than just a transaction; it's about embracing a lifestyle.

Welcome to Anna Maria Island Lodging, your perfect getaway destination located in the heart of Holmes Beach, Florida. Nestled at 101 66th Street, our charming accommodations offer a serene escape on the beautiful Anna Maria Island, renowned for its pristine beaches and crystal-clear waters. Our lodging options are designed to provide you with a comfortable and relaxing stay, featuring a variety of amenities to cater to your every need. Whether you're planning a romantic retreat, a family vacation, or a solo adventure, Anna Maria Island Lodging offers the ideal setting for a memorable experience.

Welcome to Michael Saunders & Company, your premier real estate agency located on the beautiful Anna Maria Island. Situated at 6000 Marina Drive, Holmes Beach, Florida, our office is perfectly positioned to serve the vibrant communities of Anna Maria Island and the surrounding areas. With a deep commitment to excellence and a passion for the local real estate market, our team of experienced professionals is dedicated to helping you find your dream home or investment property. At Michael Saunders & Company, we pride ourselves on our comprehensive knowledge of the Anna Maria Island real estate landscape. Whether you're buying, selling, or investing, we offer personalized services tailored to meet your unique needs and preferences. Our extensive portfolio includes a diverse range of properties, from charming beachfront cottages to luxurious waterfront estates, ensuring that we have something for everyone.

Welcome to Galletto Team at Island Real Estate of Anna Maria Island! Conveniently located at 6101 Marina Drive in the charming Holmes Beach, Florida, our dedicated team of real estate professionals is committed to helping you find your dream home or investment property on the beautiful Anna Maria Island. With years of local expertise and a passion for exceptional customer service, we specialize in a wide range of real estate services, including buying, selling, and property management. Our intimate knowledge of the island and its unique neighborhoods allows us to offer personalized guidance tailored to your specific needs and preferences. Whether you're looking for a cozy beach cottage, a luxurious waterfront estate, or a lucrative rental property, the Galletto Team is here to make your real estate journey smooth and successful.

Island Ocean Star is a popular food establishment located at 902 South Bay Boulevard in Anna Maria, Florida, United States. Specializing in Japanese cuisine, Island Ocean Star offers a wide variety of delicious dishes that have been expertly crafted to provide a delightful culinary experience. Whether you're in the mood for sushi, sashimi, or stir-fried noodles, Island Ocean Star has something for everyone. With a seamless ordering process through Beyond Menu, you can easily enjoy your favorite meals through pickup or delivery. Visit Island Ocean Star today and treat yourself to a taste of Japan right here in Anna Maria.

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.

Beach Bums Recreational Rentals & Gift Shop is a charming store located at 427 Pine Avenue in Anna Maria, Florida. This one-stop shop offers a wide range of recreational rentals such as beach chairs, umbrellas, bikes, kayaks, and paddleboards for visitors looking to enjoy the beautiful beaches of Anna Maria Island. In addition to rentals, the gift shop features a variety of beach-themed souvenirs, local artwork, and unique gifts perfect for commemorating your vacation or finding the perfect present for a loved one. Whether you're looking to relax on the beach or bring home a piece of Anna Maria Island, Beach Bums Recreational Rentals & Gift Shop has something for everyone.

Bean Point Fishing & Recreation Site is a popular tourist attraction located at 823 North Shore Drive in Anna Maria, Florida. This picturesque site offers a peaceful escape for visitors looking to enjoy a day of fishing or simply relax by the water. With stunning views of the Gulf of Mexico and plenty of opportunities for outdoor recreation, Bean Point is the perfect destination for nature lovers and fishing enthusiasts alike. Whether you're casting a line off the pier or taking a leisurely stroll along the sandy shoreline, this hidden gem is sure to provide a memorable experience for all who visit.

Palmetto Ave Beach is a serene park located at 100 Palmetto Avenue in Anna Maria, Florida. This beautiful beachfront destination offers stunning views of the Gulf of Mexico and white sandy shores perfect for sunbathing and picnicking. Visitors can enjoy a relaxing day by the water, swim in the crystal-clear ocean, or take a leisurely stroll along the shore. The park also features amenities such as restrooms, picnic tables, and shaded areas for a comfortable day out in the sun. Whether you're looking to unwind with a book or have a fun day with family and friends, Palmetto Ave Beach is the ideal spot for a peaceful beach day in Florida.

Pirate Monkey Boat Rentals, located at 1005 Riverside Drive in Palmetto, Florida, is a top tourist attraction offering boat rentals in the stunning waters of Palmetto, Bradenton, Anna Maria Island, and Tampa Bay. Whether you're looking for a relaxing day on the water, thrilling fishing expeditions, or simply want to soak up the sun with your loved ones, Pirate Monkey Boat Rentals has the perfect vessel for you. Our membership discount program offers deeper discounts for high frequency renters, making us a great alternative to boat clubs. Located at Regatta Pointe Marina in Palmetto, FL, we serve the boating community of Palmetto, Bradenton, Anna Maria Island, and Lower Tampa Bay.

The Penthouses at Gulf Stream offer luxurious and spacious accommodations in the heart of Anna Maria, Florida. Located at 1501 Gulf Drive, this upscale lodging option provides stunning views of the Gulf of Mexico and easy access to the pristine beaches of the area. Each penthouse is elegantly furnished and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the convenience of nearby dining and shopping options, as well as outdoor activities such as fishing, kayaking, and beachcombing. Whether you're looking for a relaxing getaway or an adventurous vacation, the Penthouses at Gulf Stream are the perfect choice for your stay in Anna Maria.

Adams Beach Apartments is a charming seaside retreat located at 204 Spring Lane in Anna Maria, Florida, United States. Nestled just steps away from the pristine white sands and crystal-clear waters of the Gulf of Mexico, this idyllic property offers guests a tranquil and relaxing getaway. The apartments are beautifully furnished and equipped with all the amenities needed for a comfortable stay, including fully equipped kitchens, spacious living areas, and private balconies or patios with stunning ocean views. Guests can also enjoy the on-site swimming pool, barbecue area, and easy access to a variety of local shops, restaurants, and attractions. Whether you're looking for a romantic escape, a family vacation, or a solo adventure, Adams Beach Apartments provides the perfect home away from home for your next beach getaway.

Blue Turtle Cottage is a charming vacation rental located on Anna Maria Island in Holmes Beach, Florida. Just a minute walk to the beautiful white sandy beaches, this cottage offers a perfect tropical escape. The fully equipped kitchen, cozy living room, and private bedrooms ensure a comfortable stay for guests. The private backyard features a sparkling pool, outdoor dining area, and BBQ grill for relaxing evenings. With easy access to the beach and nearby amenities, guests can enjoy the laid-back atmosphere of Anna Maria Island. The property also offers personalized service and assistance to make your stay memorable. Whether you're looking for adventure or relaxation, Blue Turtle Cottage is the perfect destination year-round. Explore the island, dine at local restaurants, or simply unwind by the pool - the choice is yours. Book your stay at Blue Turtle Cottage for a truly unforgettable vacation experience on Anna Maria Island.

Search Florida Rentals by Owners is a travel agency located at Colonial Court in Fort Myers, Florida, United States. The institution offers a variety of vacation rental properties in popular destinations across Florida, such as Kissimmee, Naples, St. Augustine, and Daytona Beach. From beachfront condos to luxurious villas, Search Florida Rentals provides fully-equipped and strategically located accommodations to suit every traveler's needs and budget. One of the highlights of booking with Search Florida Rentals is the transparency in pricing, as there are no hidden costs or commissions charged to guests. The institution prides itself on offering state-of-the-art amenities and hotel-level hospitality to ensure a luxurious vacation experience for all. Flexible check-in policies make it convenient for travelers to plan their holiday rentals with ease.