TOP 30 Best Island vacations in Sanibel, Florida

Kingfisher Vacation Rentals offers a wide range of vacation rentals on the beautiful Sanibel and Captiva Islands in Florida. Located at 2402 Palm Ridge Road, Sanibel, this real estate and travel agency provides luxurious accommodations for visitors looking to experience the stunning beaches and natural beauty of the Gulf Coast. Whether you're looking for a cozy beachfront cottage or a spacious waterfront villa, Kingfisher Vacation Rentals has the perfect option for your island getaway. With personalized service and local expertise, they are dedicated to helping you make the most of your vacation in paradise.

Cottages to Castles of Sanibel & Captiva, Inc. is a boutique vacation rental agency located at 2427 Periwinkle Way in Sanibel, Florida, United States. Since 1997, we have been representing unique privately owned cottages, condominiums, homes, and estates on the Islands, providing personalized service to help our guests find their home away from home and create lasting memories. Our properties offer a range of amenities and are located in idyllic, scenic, and tranquil settings. Sanibel and Captiva Islands are paradise destinations without the need for a passport, offering sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater, and more. We understand the value of your vacation time and strive to exceed your expectations with our level of service and quality properties.

Capt. Shawn Kelly's Sanibel Captiva Charters is a premier travel agency located at 15107 Captiva Drive in Captiva, Florida. Specializing in charters and tours around the stunning Sanibel and Captiva Islands, this institution offers unforgettable experiences on the water. Whether you're looking to explore the pristine beaches, encounter local wildlife, or simply relax and enjoy the beautiful surroundings, Capt. Shawn Kelly's Sanibel Captiva Charters has something for everyone. With experienced captains and top-of-the-line boats, you can trust that your adventure will be safe, enjoyable, and truly memorable. Plan your next vacation with Capt. Shawn Kelly's Sanibel Captiva Charters and make the most of your time in this breathtaking corner of the United States.

The Shack of Sanibel is a charming establishment located at 1219 Periwinkle Way in Sanibel, Florida. This unique institution offers a delightful combination of food, restaurant, and store all in one place. Visitors can enjoy a diverse menu of delicious dishes, ranging from fresh seafood to savory sandwiches. The cozy atmosphere, friendly staff, and picturesque surroundings make The Shack of Sanibel a must-visit destination for locals and tourists alike. Whether you're looking for a quick bite to eat, a place to relax and unwind, or some souvenirs to take home, The Shack of Sanibel has something for everyone. Come experience the warm hospitality and delectable offerings at this hidden gem on the island of Sanibel.

Sanibel Captiva Beach Resorts, located at 15951 Captiva Drive in Captiva, Florida, is the Official Beach Resorts & Rentals of Sanibel and Captiva Islands. With over 50 years of hospitality marketing and management success, we promise an unforgettable island experience for all guests, whether it be a family vacation, couples getaway, beachfront wedding, multi-gen reunion, or destination meeting. Our accommodations are of the highest quality, with rave reviews for our food and beverage options, water sports and marinas, wellness spa and fitness facilities, and warm hospitality. Enjoy pristine, private Gulf of Mexico beaches along the sugar sand coast of America’s favorite islands destination. Choose your island, choose your beach, choose your style at Sanibel Captiva Beach Resorts. Sanibel Captiva Beach Resorts is a leader in Southwest Florida lodging management and marketing, offering four outstanding beach resorts, numerous restaurant and entertainment venues, marinas, spa services, and recreational opportunities. 'Tween Waters Island Resort & Spa, Sanibel Captiva Island Vacations, Old Captiva House, and The Shipyard are just a few of our properties that provide exceptional value and a warm, memorable island resort experience. Whether you're looking for the best Sanibel beach resorts or the best Captiva beach resorts, trust Sanibel Captiva Beach Resorts, LLC to exceed your expectations.

Sanibel Vacations - Island Vacation Rentals is a real estate and travel agency located at 2330 Palm Ridge Road in Sanibel, Florida, United States. They offer a variety of high-quality vacation rentals on Sanibel Island, perfect for a relaxing getaway. Following Hurricane Ian, their properties have been repaired and are ready for rentals in 2023. Whether you're looking for a classic beach cottage, a spacious pool home, or a private retreat near the beach, Sanibel Vacations has something for everyone. With updated furnishings, modern amenities, and beautiful decor, their rentals provide the perfect escape for your next vacation. Book your stay with Sanibel Vacations and experience the beauty of Sanibel Island in style.

McCallion & McCallion Realty is the premier real estate agency on Sanibel and Captiva Islands in Florida. As top-performing, award-winning professionals, we offer a unique resource for island real estate with our Sanibel Real Estate Guide. Our team lives, works, and raises our families on the islands, giving us insider knowledge of the local sales processes and procedures. Whether you're browsing for homes or ready to close the sale, we're here to help every step of the way. Our Sanibel Real Estate Guide includes exclusive tools and information that national search sites can't provide. From browsing available listings to learning about local attractions and resources, we have everything you need to make Sanibel or Captiva Island your home. Whether you're looking for a second home, vacation property, or retirement destination, our team can help you find the perfect property to fit your needs.

Sanibel Dolphin Tours is a travel agency located at 15001 Punta Rassa Road in Fort Myers, Florida. They offer private dolphin tours and wildlife trips on the beautiful waters of Sanibel Island. By booking a private tour with Sanibel Dolphin Tours, you can have the dolphins all to yourself. The 4-hour dolphin tour includes a lunch stop and costs $600 per boat, with a maximum of six passengers per boat. To make reservations or get more information, you can call or text 239-240-1128. During high season, it is recommended to book online as call volume may exceed their ability to return calls. The tours depart from the Punta Rassa Boat Ramp in Fort Myers.

Welcome to On Island, your ultimate gateway to the vibrant life of Sanibel and Captiva Islands. Conveniently located at 975 Rabbit Road, Sanibel, Florida 33957, our store is your one-stop destination for all things island-related. Immerse yourself in the spirit of the islands with our curated selection of island gear that lets you carry a piece of paradise wherever you go. At On Island, we are more than just a store; we are your connection to the heart of Sanibel and Captiva. Stay updated with our local "news" and enjoy stunning pictures that capture the essence of island life. Our insider guide, crafted by locals, offers you the best recommendations on where to eat, play, and stay, ensuring you experience the islands like a true native.

Welcome to The Magic Bus on Sanibel! Nestled in the heart of Sanibel, Florida, The Magic Bus is your ultimate destination for a delightful culinary adventure. Located at 362 Periwinkle Way, we offer a vibrant selection of treats and treasures that are sure to enchant every visitor.

Signal Inn Pet-Friendly Island Condos is a charming lodging establishment located at 1811 Olde Middle Gulf Drive in Sanibel, Florida. Situated on a beautiful island, this institution offers cozy and comfortable condos that welcome both you and your furry friends. With a convenient location near the beach and various amenities, Signal Inn is the perfect destination for a relaxing getaway with your pets. Enjoy the tranquil surroundings and warm hospitality of this pet-friendly retreat in the United States.

Island Vacations of Sanibel & Captiva is a premier real estate and travel agency located on the beautiful islands of Sanibel and Captiva in Florida, United States. With a prime location at 1101 Periwinkle Way, this institution offers a wide range of vacation rental properties, from cozy beachfront condos to luxurious waterfront estates. Their team of experienced agents are dedicated to helping visitors find the perfect accommodation for their island getaway, ensuring a memorable and relaxing vacation experience. Whether you're looking for a romantic retreat or a family-friendly beach escape, Island Vacations of Sanibel & Captiva has something for everyone. Book your dream vacation today and discover the beauty of these enchanting islands.

Adventures in Paradise in Fort Myers Beach is a premier tourist attraction and travel agency located at 645 Old San Carlos Boulevard in beautiful Fort Myers Beach, Florida. With multiple departure locations including Snug Harbor Marina and Port Sanibel Marina, visitors can easily book online or visit their website to plan their next adventure. Whether it's exploring the waters of Sanibel Island or St. Petersburg, Adventures in Paradise offers a variety of excursions and activities for all to enjoy. Contact them at 1.239.472.8443 for more information and to start planning your unforgettable experience in paradise.

The Sanibel & Captiva Islands Chamber of Commerce is a travel agency located at 1159 Causeway Boulevard in Sanibel, Florida, United States. Despite the damage caused by Hurricane Ian in September 2022, the islands are quickly recovering and remain a beautiful destination for visitors. The Chamber provides information on open businesses, hotels, restaurants, and activities on both Sanibel and Captiva Islands. Whether you're looking for a relaxing beach vacation or outdoor adventures like biking, fishing, and bird watching, these islands offer a unique and serene experience. The Chamber also offers resources for real estate, dining options, shopping, and more. Visit the Chamber's Visitor Center for assistance in planning your trip to these picturesque islands.

Off the Charts Inn & Out Island Resort is a unique and trendy establishment located at 2938 Sanibel Boulevard in Saint James City, Florida. This one-of-a-kind institution offers a combination of a clothing store, lodging, and store all in one convenient location. Guests can shop for the latest fashion trends, relax in comfortable accommodations, and browse through a variety of merchandise all under one roof. The resort is known for its laid-back atmosphere, friendly staff, and beautiful island surroundings.

Shell Island Beach Club is a charming lodging institution located at 255 Periwinkle Way in Sanibel, Florida, United States. Nestled on the beautiful shores of the Gulf of Mexico, this beachfront resort offers guests a peaceful and relaxing retreat. The well-appointed accommodations feature spacious suites with modern amenities and stunning views of the ocean. Guests can enjoy leisurely walks on the pristine white sand beach, take a dip in the sparkling pool, or unwind in the hot tub. With its convenient location near local attractions, restaurants, and shops, Shell Island Beach Club is the perfect destination for a memorable beach getaway.

Welcome to Sanibel Beach Club, your idyllic retreat located at 626 Nerita Street, Sanibel, Florida. Nestled in the heart of the enchanting Sanibel Island, our lodging offers a unique experience that captures the true essence of the "Sanibel magic." Whether you're planning a family getaway, a trip with friends, or a romantic escape, our welcoming atmosphere is perfect for creating unforgettable memories. Our comfortable accommodations provide the perfect base for exploring the natural beauty and charm of Sanibel Island. From sun-soaked beaches to lush tropical landscapes, there's something for everyone to enjoy. At Sanibel Beach Club, we pride ourselves on providing exceptional service and a warm, friendly environment that makes you feel right at home.

The Island Inn, located at 3111 West Gulf Drive in Sanibel, Florida, offers a peaceful retreat with 550 feet of pristine beach just a short walk from all units. Situated at the outer point of the Sanibel Island barrier reef, guests can enjoy abundant bird watching, shelling, and miles of sandy shores. By booking directly with the Island Inn, guests can support the preservation and conservation of Sanibel Island's natural beauty. Plus, direct bookings come with exclusive discount packages from local retailers, attractions, and activities.

Located at 1246 Fulgur Street in Sanibel, Florida, Sanibel Siesta on the Beach is a cozy lodging option for those looking to relax and rejuvenate by the Gulf of Mexico. With 56 two-bedroom suites available, guests can enjoy the comforts of home with upgraded kitchens and beach access right at their doorstep. Whether you're looking to soak up the sun on the private beach or explore the charming town of Sanibel, this hotel is the perfect choice for your next getaway. Additionally, guests can contribute to the restoration of the island paradise by purchasing personalized Sanibel Siesta Family Bricks to be placed in the new gardens and pathways on the property. Don't miss out on the opportunity to leave a lasting impression and help replant our paradise during your stay at Sanibel Siesta on the Beach.

Sunshine Island Inn is a charming lodging located at 642 East Gulf Drive in Sanibel, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a tropical paradise. With its convenient location just steps away from the beach, guests can enjoy easy access to the sun, sand, and surf. The inn features comfortable accommodations, friendly staff, and a welcoming atmosphere that will make you feel right at home. Whether you're seeking a romantic getaway or a family vacation, Sunshine Island Inn is the perfect destination for your next trip to Sanibel.

Sanibel Causeway is a picturesque bridge connecting Sanibel Island to the mainland of Florida. This iconic landmark offers stunning views of the surrounding waters and is a popular spot for fishing, birdwatching, and enjoying the natural beauty of the area. Visitors can also access the pristine beaches of Sanibel Island from the causeway, making it a popular destination for beachgoers and outdoor enthusiasts. Whether you are looking to relax and soak up the sun or explore the diverse wildlife of the area, Sanibel Causeway provides a perfect gateway to the natural wonders of Sanibel Island.

Royal Shell Vacations is a leading real estate and travel agency located in Sanibel, Florida. With over 500 vacation rental homes and condos on Sanibel and Captiva Islands, as well as properties in Cape Coral, Fort Myers, Ocala, and beyond, we offer a wide range of accommodations to suit your needs. Our experienced team is dedicated to providing exceptional service to ensure your vacation planning is stress-free and enjoyable. Whether you're looking for a beachfront getaway, a mountain retreat, or an equestrian experience, we have the perfect vacation rental for you. From the serene beaches of Sanibel to the vibrant nightlife of Fort Myers Beach, each location offers a unique experience for travelers. With our flexible booking options and special deals, booking with Royal Shell is easy and cost-effective. Let us help you create lasting memories on your next vacation in Florida or North Carolina.

Welcome to Lighthouse Cafe of Sanibel Island, where we proudly claim to serve the World's Best Breakfast—and we mean it! Nestled at 1020 Periwinkle Way, Sanibel, Florida, our charming eatery is the perfect spot for both locals and visitors seeking a delightful culinary experience. As a beloved breakfast and lunch destination, we offer an extensive menu of sweet and savory dishes, available all day from 7 AM to 3 PM. Our daily blackboard specials ensure there's always something new and exciting to try. During the winter season, join us for dinner and indulge in our exquisite surf and turf offerings. Savor the flavors of Tripletail, Yellowtail Snapper, and Hogfish, or delight in hearty options like Osso Buco, Prime Rib, and Stuffed Chicken. Our casual and welcoming atmosphere is complemented by a carefully curated wine and craft beer list, ensuring the perfect pairing for any meal.

Welcome to Sanibel Island Northern Beach, a breathtaking natural feature located at 200 Periwinkle Way, Sanibel, Florida. Nestled along the pristine shores of the Gulf of Mexico, our beach is a serene escape for nature lovers and beachgoers alike. Known for its soft, white sands and crystal-clear waters, Sanibel Island Northern Beach offers a tranquil environment perfect for relaxation and rejuvenation. Visitors can enjoy a variety of activities, including shelling, birdwatching, and swimming. The beach's unique ecosystem is home to a diverse array of wildlife, providing endless opportunities for exploration and discovery. Whether you're looking to bask in the sun, take a leisurely stroll along the shore, or simply enjoy the natural beauty of the area, Sanibel Island Northern Beach promises an unforgettable experience.

Welcome to Sanibel Beach, your ultimate tropical paradise located in the heart of Sanibel, Florida. Nestled along the pristine shores of Southwest Florida, our beautiful beach destination offers an idyllic escape for those seeking sun, sand, and serenity. Renowned for its stunning sunsets and abundant seashells, Sanibel Beach invites you to unwind and explore its natural wonders. Whether you're planning a family vacation, a romantic getaway, or a day of relaxation, Sanibel Beach promises a memorable experience. Stroll along the soft, sandy shores, take a dip in the warm Gulf waters, or simply lounge under the swaying palms. Our beach is perfect for shelling enthusiasts, with a diverse array of seashells waiting to be discovered along the coastline.

Sanibel Island Condo Rentals at Blind Pass offers beautiful and spacious accommodations in a tropical paradise. Located at 5117 Sea Bell Road in Sanibel, Florida, this institution provides guests with a peaceful and luxurious retreat. With easy access to the stunning beaches of Sanibel Island and the amenities of Blind Pass Condominiums, visitors can relax and unwind in style. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, Sanibel Island Condo Rentals at Blind Pass has the perfect accommodations for your needs. Enjoy the beauty of the island and all it has to offer from the comfort of your own private condo.

VIP Vacation Rentals in Sanibel is a premier real estate and travel agency located on Periwinkle Way in beautiful Sanibel, Florida. Specializing in luxury vacation rentals, our team is dedicated to providing top-notch customer service and helping you find the perfect accommodations for your next getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, we have a wide variety of options to suit your needs. Let us help you plan the ultimate vacation experience on this idyllic island paradise.

Sanibel Holiday is a premier real estate and travel agency located on the picturesque island of Sanibel in Florida, United States. Situated at 1648 Periwinkle Way, our agency specializes in providing top-notch vacation rentals and real estate services to visitors and residents alike. Whether you are looking for a luxurious beachfront property for your next holiday or seeking assistance in finding your dream home on the island, our team of experienced professionals is dedicated to helping you every step of the way. With a wide range of properties to choose from and personalized customer service, Sanibel Holiday is your go-to destination for all your real estate and travel needs on Sanibel Island.

BreakAway Vacation Properties is a premier real estate and travel agency located in the picturesque Sanibel, Florida. Our team is dedicated to helping you find the perfect vacation rental for your getaway, whether you're looking for a cozy beachfront condo or a luxurious waterfront villa. With years of experience in the industry, we provide top-notch customer service and personalized recommendations to ensure you have a memorable and stress-free vacation experience. Contact us today to start planning your dream vacation at BreakAway Vacation Properties.

Periwinkle Campground on Sanibel Island is the perfect destination for nature lovers looking to relax and unwind in the heart of Florida. Located at 1119 Periwinkle Way, this charming campground offers a variety of lodging options including tent sites, RV hookups, and cozy cabins. Surrounded by lush greenery and just a short distance from the stunning beaches of Sanibel Island, guests can enjoy a peaceful retreat with plenty of outdoor activities to enjoy. Whether you're looking to go hiking, biking, or simply relax by the campfire, Periwinkle Campground has something for everyone. Book your stay today and experience the beauty of Sanibel Island!