The 30 Best Memorable vacation experiences in Sarasota, Florida

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.

Sand Dollar Pool Bar is a vibrant and lively establishment located at 6600 South Tamiami Trail in Sarasota, Florida. This unique pool bar offers a relaxed and laid-back atmosphere where guests can enjoy refreshing drinks and delicious food while soaking up the Florida sun. With a menu featuring a variety of cocktails, beers, and tasty bites, Sand Dollar Pool Bar is the perfect spot to unwind and socialize with friends. Whether you're looking to cool off in the pool or relax by the bar, this institution is sure to provide a memorable and enjoyable experience for all visitors.

The Beach Club, located at 5151 Ocean Boulevard in Sarasota, Florida, is a popular bar and night club on Siesta Key. Whether you're looking to relax on the beach, catch a game, enjoy live music, or hit the dance floor, The Beach Club has something for everyone. Operating since (insert date), this institution offers a consistently friendly and fun experience for locals and tourists alike. With the best happy hour on the key, top-notch music, and a lively atmosphere, a visit to The Beach Club is sure to be a memorable one.

Crescent Beach Market is a food, grocery, and supermarket store located at 1211 Old Stickney Point Road in Sarasota, Florida. We believe in creating unforgettable memories through good food and delicious drinks. Situated in the magical Siesta Key with its powder white sand and aqua blue water, we aim to provide everything you need to make your vacation memorable. Whether you're looking for lunch on the beach or wine at sunset, we've got you covered. From hot coffee to ready-to-eat beach food, we strive to be your one-stop shop for all your vacation needs. Visit us at 1211 Old Stickney Point Road, Siesta Key, Florida 34242, United States.

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.

Welcome to Siesta Palms by the Beach, a premier lodging option located at 1017 Point of Rocks Road in Siesta Key, Florida. Formerly known as ‘Siesta Key Inn’ and ‘Siesta Palms’, our establishment offers a wide selection of large, family-friendly condos just a quick 1,300 feet from the beach. With pleasing amenities, a great location, and a friendly atmosphere, we are the perfect choice for your Siesta Key Crescent Beach vacation rental needs. Our amenities include an outdoor pool, garden, balcony and hot tub rooms, free wifi, and more. Each condo features a full kitchen with dishwasher, outdoor space, modern flat-screen television, and other unexpected features to make your stay comfortable and enjoyable. Turtle Beach is less than a mile away, and other area attractions such as Sarasota Beach, Point of Rocks Road, and Phillippi Estate Park are easily accessible from our location.

Frangista Hideaway is a charming lodging located at 19 Sarasota Street in the beautiful Miramar Beach, Florida. This cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The accommodations are comfortable and well-appointed, providing everything you need for a memorable stay. Whether you're looking for a romantic getaway or a family vacation, Frangista Hideaway is the perfect choice. With its convenient location near the beach and local attractions, you'll have plenty of opportunities to explore and enjoy all that the area has to offer. Book your stay at Frangista Hideaway today and experience a truly unforgettable vacation.

Clearwater Travel Resort is a family-friendly RV and Park Model resort located in historic Clearwater, Florida. Whether you are a year-round resident or a vacationing guest, our community offers a fun-loving atmosphere with inviting amenities. Situated near popular beaches and tourist attractions in Tampa, Sarasota, and St. Petersburg, FL, Clearwater RV Resort is the perfect escape for all ages. With a variety of activities and social events, our residents enjoy building lifelong memories and making new friends. Explore nearby attractions, beautiful beaches, state parks, and wildlife adventures. Fishing enthusiasts will appreciate easy access to local spots and coastal charters.

Sunshine Inn and Suites is a charming lodging establishment located at 1750 North Tamiami Trail in Sarasota, Florida, United States. Our welcoming accommodations offer a comfortable and convenient stay for guests looking to explore the beautiful city of Sarasota. With a variety of well-appointed rooms and suites, as well as amenities such as free Wi-Fi, complimentary breakfast, and a sparkling outdoor pool, Sunshine Inn and Suites is the perfect choice for both leisure and business travelers. Our friendly staff is dedicated to providing exceptional service and ensuring that every guest has a memorable experience during their stay. Come and experience the warmth and hospitality of Sunshine Inn and Suites during your next visit to Sarasota.

The Lido Islander is a premier institution located at 528 South Polk Drive in Sarasota, Florida. As a multi-faceted establishment, it serves as a lodging facility, real estate agency, and travel agency all in one. Whether you are looking for a luxurious place to stay, seeking to invest in property on Lido Key, or planning your next vacation, the Lido Islander offers a one-stop solution for all your needs. With a prime location in the beautiful city of Sarasota, the Lido Islander provides top-notch services and accommodations to ensure a memorable experience for all guests and clients.

The Siesta Key Dream Inn is a luxurious lodging institution located at 5223 Calle Menorca in Sarasota, Florida, United States. Guests rave about the amazing location, just a short walk from the beach, restaurants, and bars. The units are impeccably clean and updated, with a beautiful beach vibe throughout. The service is top-notch, with friendly and helpful staff like Angela and Pete. The private balcony overlooks a stunning pool, and the landscaping is exquisite. Guests appreciate the comfortable bedding, great bathroom with double shower, and overall stunning interior design. Whether you're looking for a weekend getaway or an extended stay, the Siesta Key Dream Inn is the perfect choice for a memorable experience.

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.

Sea Club II Condominiums is a luxurious beachfront property located at 5955 Midnight Pass Road in Sarasota, Florida. Offering stunning views of the Gulf of Mexico, this institution provides guests with a relaxing and upscale vacation experience. The condominiums are beautifully appointed with modern amenities and spacious living areas, perfect for families or couples looking for a beach getaway. Guests can enjoy the pristine white sand beach, sparkling pool, and lush tropical landscaping that surrounds the property. With easy access to shopping, dining, and outdoor activities, Sea Club II Condominiums is the perfect destination for a memorable vacation in sunny Sarasota.

Foxtail is a charming lodging institution located at 1105 Point of Rocks Road in Sarasota, Florida, United States. Nestled in a serene and picturesque setting, Foxtail offers guests a cozy and comfortable stay with personalized service. The accommodation features well-appointed rooms, modern amenities, and a tranquil atmosphere perfect for relaxation. Whether you are visiting for business or pleasure, Foxtail provides a welcoming retreat for travelers seeking a peaceful and memorable experience in Sarasota.

Elderberry is a charming lodging institution located at 1105 Point of Rocks Road in Sarasota, Florida. Nestled in a picturesque setting, Elderberry offers a peaceful and relaxing retreat for guests looking to unwind and rejuvenate. With comfortable accommodations and a friendly staff, this institution provides a home away from home for travelers visiting the beautiful Sarasota area. Whether you're seeking a romantic getaway, a family vacation, or a solo adventure, Elderberry welcomes guests with open arms and ensures a memorable stay. Experience the tranquility and beauty of Sarasota at Elderberry.

El Presidente Condominiums, Inc. is a premier real estate and travel agency located at 6326 Midnight Pass Road in Sarasota, Florida, United States. Our tradition of offering the best in location and service on Siesta Key continues to be our top priority. At El Presidente Condominium Vacation Rentals, we pride ourselves on providing vacation homes that exceed our guests' expectations. We offer the highest standard of vacation rentals to ensure that every guest has a successful and memorable vacation experience.

Crescent Siesta Key Condominium Association is a premier lodging establishment located at 6512 Midnight Pass Road in Sarasota, Florida. As a real estate agency and travel agency, we offer luxurious vacation rentals and property management services for guests looking to experience the beauty of Siesta Key. Our condominiums are beautifully appointed and provide stunning views of the Gulf of Mexico. Whether you are looking for a relaxing beach getaway or a place to call home, Crescent Siesta Key Condominium Association has everything you need for a memorable stay in paradise.

Sea Palm Cottages is a charming lodging institution located in Sarasota, Florida, United States. Situated at 5408 Plaza De Las Palmas on Siesta Key, our beach chic cottages offer a luxurious and cozy stay for our guests. Our three bedroom/den vintage cottage home has been completely remodeled, while our one bedroom/one bathroom cottages are over 100 years old, exuding a unique charm. Each cottage is adorned with bright pine walls and ceilings, decorated with a modern touch to create a warm and inviting atmosphere. Guests can enjoy amenities such as bathrobes, soap, shampoo, conditioner, coffee, tea, fully stocked kitchen, beach towels, chairs, umbrellas, and a beach cart. Our heated pools and spa are maintained at a comfortable temperature, allowing for year-round enjoyment of swimming and relaxation.

Gulf Coast Rental Homes is a reputable real estate and travel agency located at 677 North Washington Boulevard in Sarasota, Florida, United States. Specializing in vacation rentals along the stunning Gulf Coast, this agency offers a wide selection of luxurious properties for short-term stays. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Gulf Coast Rental Homes has the perfect accommodation for your next getaway. With top-notch customer service and a range of amenities, this agency ensures a memorable and comfortable stay for all guests. Experience the beauty of the Gulf Coast with Gulf Coast Rental Homes.

Magnolia House is a premier real estate and travel agency located at 1954 Magnolia Street in the beautiful city of Sarasota, Florida. Our dedicated team of professionals is committed to helping clients find their dream home or plan the perfect vacation getaway. With years of experience and expertise in the local real estate market, we are proud to offer personalized service and customized solutions to meet the unique needs of each client. Whether you are looking to buy, sell, or rent a property, or in need of assistance planning a memorable trip, Magnolia House is here to help every step of the way. Visit us today and let us turn your real estate and travel dreams into reality.

Village Des Pins is a charming lodging institution located at 3645 White Pine Court in Sarasota, Florida, United States. Nestled in a picturesque setting, this tranquil retreat offers comfortable accommodations and a relaxing atmosphere for guests to enjoy. With its convenient location near the beach and various attractions, Village Des Pins is the perfect destination for a peaceful getaway in sunny Sarasota. Whether you are looking for a weekend escape or an extended stay, this cozy establishment is sure to provide a memorable experience for all who visit.

Charlotte House is a charming lodging option located at 302 East Charlotte Avenue in Punta Gorda, Florida. This small bungalow has an open floor plan that makes it feel larger than its 750 square feet. With 2 bedrooms, Charlotte House can comfortably sleep 5 guests in beds - one room with a queen bed, another with two twin beds, and a bonus room with a daybed. Situated in the historic town of Punta Gorda on Charlotte Harbor, where the Peace River meets the Gulf of Mexico, Charlotte House offers easy access to wonderful restaurants, cocktails, and stunning sunsets. The town is centrally located between two famous beaches - Siesta Key in Sarasota to the north and Sanibel Island to the south. Outdoor enthusiasts will enjoy activities such as boating and fishing, as well as beautiful parks and pickleball courts along the Harbor. Punta Gorda also hosts a variety of events throughout the year, including block parties, wine and jazz festivals, and dragon boat races.

St. Armands Circle, located in Sarasota, Florida, is a unique and charming continental marketplace that offers a variety of shops, restaurants, beauty salons, and parks for visitors to explore. With over 100 stores, visitors can find everything from trinkets to gourmet meals. The history of St. Armands Circle dates back to the early 1900s when circus magnate John Ringling purchased the key and developed it into a luxury destination. Despite facing challenges during the Great Depression, St. Armands Circle has since been restored to its former glory, with palm-lined streets, Italian statuary, and a bustling shopping area that reflects Ringling's original vision. Whether you're looking to shop, dine, or simply relax in the lush tropical gardens, St. Armands Circle offers a truly memorable experience for all.

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.

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.

Florida Sail in St. Petersburg, FL, offers exclusive private sail charters for those looking to experience the beauty of the water in a personalized way. Located at 400 Treasure Island Causeway in Treasure Island, Florida, this travel agency provides worry-free packages that include everything you need for a day of sailing and exploration. From snorkeling in crystal-clear waters to relaxing on pristine beaches, Florida Sail offers customizable day sails that cater to your preferences. With experienced captains, fuel, docking, snorkels, snacks, and beverages all included, you can enjoy a seamless sailing experience while taking in the sights of the bay and potentially spotting wild dolphins.

OHasis Getaway is a real estate and travel agency located at 211 Elm Avenue in Anna Maria, Florida, United States. Just steps away from the stunning Gulf side beaches of Anna Maria Island, our locations are perfect for a relaxing escape. We take pride in providing Midwestern care to ensure your OHasis Getaway is prepared for you to simply enjoy island life. Our properties offer luxurious comfort in soothing island style, allowing you to unwind and recharge. With beautiful sunrises and sunsets, lush flora, and soft sugar sand beaches, you'll feel like you're in paradise. Enjoy amenities such as private pools, outdoor grills, entertainment systems, and fully stocked kitchens with Starbucks coffee beans provided.

Low Tide Tours Tiki Boat is a travel agency located at 8865 Midnight Pass Road in Sarasota, Florida. The best way to experience the beauty of Sarasota, Siesta Key, Cortez, Bradenton Beach, Anna Maria Island, Fort Myers Beach, and Panama City Beach is from the water on a floating tiki bar! Enjoy a cold drink while cruising through scenic waterways and keep an eye out for dolphins, manatees, and Florida's majestic birds. The floating tiki boat is fun for all ages and offers private daytime cruises, sunset tours, and half-day excursions to Sand Dollar Island Sandbar. With powerful eBikes, stand up paddle boards, and longer 4.5 hour cruises available, there is something for everyone to enjoy. Locally owned and operated, Low Tide Tours provides a fantastic experience with complimentary drinks and snacks, tropical tunes, and breathtaking views. Customers rave about the entertaining and knowledgeable captains, fun atmosphere, and overall great time on the water. Whether you're celebrating a birthday or just looking for a relaxing day out, Low Tide Tours Tiki Boat is the perfect choice for a memorable experience on Florida's beautiful coast.

Palmer Ranch Travel is a premier travel agency located in Sarasota, Florida. Situated at 8590 Potter Park Drive, our experienced and knowledgeable team is dedicated to helping clients plan unforgettable vacations and trips. Whether you're looking to book a tropical getaway, a European adventure, or a cruise around the world, we are here to assist you every step of the way. With personalized service and attention to detail, Palmer Ranch Travel is committed to creating memorable and stress-free travel experiences for all of our clients. Contact us today to start planning your next dream vacation!

Siesta Key Snorkel is a top-rated travel agency located in Sarasota, Florida, United States. We offer exciting snorkeling adventures at beautiful Siesta Key, where you can explore the vibrant marine life and crystal-clear waters of the Gulf of Mexico. Our experienced guides will ensure a safe and memorable experience for snorkelers of all levels. Join us for an unforgettable day of underwater exploration at Siesta Key Snorkel!