Chesapeake bay sailing in Annapolis, Maryland

Pirate Adventures on the Chesapeake, located at 311 Third Street in Annapolis, Maryland, is a top tourist attraction and travel agency offering a unique and exciting experience for families. Guests rave about the high-energy and memorable adventures provided by the enthusiastic pirate crew. From searching for sunken treasure to firing water cannons, kids of all ages are sure to have a blast on this pirate cruise. The institution is highly recommended for parents of young children, as well as for school field trips. With activities like pirate dress up, face-painting, and interactive storytelling, Pirate Adventures on the Chesapeake is a must-visit destination for families looking for outdoor fun and entertainment. Don't miss out on this unforgettable experience – book your reservation today and set sail for a day filled with laughter and exploration!

Annapolis Sailing Adventures is a premier travel agency located in Annapolis, Maryland, United States. We offer a variety of sailing experiences, including private charters, sunset cruises, and sailing lessons. Our experienced captains will take you on a memorable journey on the beautiful Chesapeake Bay. Whether you are a seasoned sailor or a beginner looking to learn the ropes, Annapolis Sailing Adventures has something for everyone. Come aboard and experience the thrill of sailing in one of the most scenic locations in the United States.

Seas the Bay Private Sailing Charters is a premier travel agency located in Annapolis, Maryland, United States. Specializing in private sailing charters, they offer unforgettable experiences on the beautiful Chesapeake Bay. Whether you're looking for a romantic sunset cruise, a fun day out on the water with friends, or a corporate team-building event, Seas the Bay has you covered. Their experienced crew will ensure a safe and enjoyable journey as you take in the stunning views and relax on the open water. Book your private sailing charter today and make memories that will last a lifetime.

Tour Boat Annapolis is a premier travel agency located at 710 Americana Drive in Annapolis, Maryland. We specialize in providing unique and unforgettable boat tours of the beautiful Annapolis area. Our experienced guides will take you on a journey through the historic city, showcasing its rich history, stunning architecture, and picturesque waterfront. Whether you're a local looking for a new perspective or a visitor wanting to explore Annapolis from a different angle, Tour Boat Annapolis has the perfect excursion for you. Join us for an unforgettable adventure on the water!

Chesapeake Sailing Tours is a premier travel agency located in Annapolis, Maryland. We offer unforgettable sailing experiences on the beautiful Chesapeake Bay, providing guests with the opportunity to explore the stunning waterways and historic landmarks of the area. Our knowledgeable captains and crew are dedicated to providing a safe and enjoyable sailing experience for all guests. Whether you are looking for a relaxing sunset cruise or a thrilling day of sailing, Chesapeake Sailing Tours has something for everyone. Join us at 1117 Skyway Drive for an unforgettable adventure on the water.

Schooner Woodwind Sailing Cruises offers an unforgettable experience for visitors looking to explore the waters of Annapolis, Maryland. Located at 80 Compromise Street, this tourist attraction and travel agency provides guests with the opportunity to sail on a beautiful schooner while taking in the stunning views of the Chesapeake Bay. Whether you're a seasoned sailor or a first-time cruiser, Schooner Woodwind Sailing Cruises offers a range of tours and experiences to suit every preference. Set sail with them for a memorable adventure on the water.

Picture Perfect Sailing is a premier sailing institution located at 980 Awald Road in Annapolis, Maryland, United States. Escape the hustle and bustle of everyday life and enjoy quality time with family and friends on the beautiful Chesapeake Bay. Whether you are looking for a day sail or an overnight adventure, our experienced skippers will take you on a memorable journey. Choose from a variety of sailing charters, starting at $650 for 2 guests on weekdays. Your charter includes a skipper, snacks, and beverages. For a longer experience, opt for our all-day sailing or overnight options. Sail to destinations such as Baltimore or Saint Michaels and create memories that will last a lifetime.

Classic Sail Charters is a premier sailing school located in Annapolis, Maryland, offering private sailing adventures for up to six passengers. With world-class sailing yachts, experienced captains, and top-notch service, we ensure that your charter experience is truly unforgettable. Our charters are exclusively for private parties, allowing you to customize your adventure. Join us at 980 Awald Road for a unique and luxurious sailing experience on the beautiful Siena yacht. With Captain Nate, Payton, and Tony at the helm, you can relax, learn some sailing skills, and enjoy the stunning views of the West River. Whether you're looking for a romantic engagement shoot, a family outing, or a relaxing day on the water, Classic Sail Charters has something for everyone. Book your trip today and set sail for an unforgettable experience on the Chesapeake Bay.

Severn Sailing Association, located at 311 First Street in Annapolis, Maryland, is a premier sailing institution that hosts over a dozen fleets and a vibrant junior program. Whether you are a seasoned sailor or just starting out, SSA offers top-notch competition and a welcoming community of fellow sailors. Join us for exciting races, camaraderie, and the thrill of sailing on the beautiful waters of the Chesapeake Bay.

The Annapolis Yacht Club Activity Center is a premier waterfront facility located at 314 6th Street in Annapolis, Maryland. This state-of-the-art institution offers a wide range of activities and amenities for members and guests to enjoy. From sailing and boating excursions to fitness classes and social events, the Annapolis Yacht Club Activity Center is the perfect destination for those looking to experience the best that the Chesapeake Bay has to offer. With stunning views of the water and a welcoming atmosphere, this institution is a must-visit for anyone looking to embrace the maritime culture of Annapolis.

Chesapeake Boating Club, located at 213 Eastern Avenue in Annapolis, Maryland, is a unique institution that offers sail and power boat charters and rentals. Founded in 1992 in the Historic Eastport section of Annapolis, the club prides itself on providing flexible, fun, and affordable boating experiences. With a variety of boats ranging from 17' to 36' in length, members can choose the right vessel for any adventure on the Chesapeake Bay. In addition to boat rentals, the Chesapeake Boating Club also offers instruction in sailing and powerboating. The club's experienced J World coaches provide online educational seminars during the off-season to help members enhance their boating skills.

Helly Hansen Annapolis is a premier clothing store located at 132 Main Street in the charming city of Annapolis, Maryland. Specializing in high-quality outdoor apparel and gear, this store offers a wide selection of jackets, pants, shirts, and accessories for all your outdoor adventures. Whether you're sailing on the Chesapeake Bay or exploring the historic streets of Annapolis, Helly Hansen has you covered with durable and stylish clothing that will keep you comfortable in any weather conditions. Visit Helly Hansen Annapolis for all your outdoor clothing needs and gear up for your next adventure!

R&R Charters and Sail School, located in Chester, Maryland, United States, is a professional institution dedicated to sharing the joy of sailing with students. Our experienced educators provide personalized instruction to help students master the knowledge and skills needed to feel confident on the water. Whether you prefer individual instruction or learning in a small group setting with friends and family, our maximum of four students per boat ensures that each student receives ample hands-on experience. Captain Penny encourages students to "Learn to sail; you might want to go somewhere."

J World Annapolis is a premier sailing school located in the heart of Annapolis, Maryland. Our experienced instructors offer a wide range of sailing courses for all skill levels, from beginners to advanced sailors. Whether you are looking to learn the basics of sailing or improve your racing techniques, our team is dedicated to helping you achieve your goals on the water. Situated at 213 Eastern Avenue, our facility is equipped with state-of-the-art sailboats and top-notch training equipment to ensure a safe and enjoyable learning experience. With a focus on hands-on instruction and personalized coaching, J World Annapolis is the perfect place to hone your sailing skills and build confidence on the water.

Darling Charters is a premier travel agency located at 1 Dock Street in Annapolis, Maryland. Specializing in luxury yacht charters and personalized travel experiences, our team of experienced professionals is dedicated to creating unforgettable vacations for our clients. Whether you're looking to explore the Chesapeake Bay or sail to exotic destinations around the world, Darling Charters is here to make your travel dreams a reality. Contact us today to start planning your next adventure!

Island Chill Yacht Charters (ICYC) is a travel agency located at 1444 Shore Drive in Edgewater, Maryland, United States. We specialize in creating the 'Relaxing Excitement of the Islands' on private sail and powerboat cruises for families, friends, and couples. Conveniently situated in historic Londontowne, we are close to Washington D.C. and Baltimore, just 6 miles south of Annapolis - the 'Sailing Capital of America!' Our cruises are perfect for hot summer days and chill sunsets, making them ideal for birthdays, anniversaries, bachelorette parties, corporate retreats, national holidays, and special events. Choose from our 43-foot sailboat (Therapy), 34-foot powerboat (Irie Vibes), or 20-foot bow-rider powerboat (Tallawah) for captained cruises along the South and Rhode Rivers, Chesapeake Bay, and Thomas Point Shoal Lighthouse. Enjoy swimming, paddle boarding, floating lily pads, sunbathing, beaches, sandbars, islands, kayaking, and fishing options.

Ohana Charters is a travel agency located at 500 Piney Narrows Road in Chester, Maryland, United States. Specializing in Annapolis Charter, Catamaran Charter, Sailing Charter, and more, Ohana offers a luxurious and unique sailing experience on the Chesapeake Bay. Guests can enjoy stunning sunsets, delicious food, and the opportunity to enhance their sailing skills. Whether celebrating a special occasion like an anniversary, birthday, or graduation, or simply looking for a relaxing getaway, Ohana Charters provides a memorable and unforgettable experience on the water. With the option for overnight stays, intimate family reunions, or exclusive events, Ohana Charters offers a variety of packages to suit every need. Experience romance, relaxation, and adventure aboard Ohana Charters for an unparalleled sailing experience.

Liberte, The Schooner is a renowned travel agency located at 222 Severn Avenue in Annapolis, Maryland, United States. Specializing in luxury sailing experiences, Liberte offers guests the opportunity to explore the stunning Chesapeake Bay aboard their beautiful schooner. With experienced crew members and top-notch amenities, guests can relax and enjoy the breathtaking views while sailing the waters of the East Coast. Whether you're looking for a romantic sunset cruise or a unique corporate event venue, Liberte, The Schooner is the perfect choice for a memorable and unforgettable sailing experience.

Eastport Yacht Club is a premier sailing and social club located at 317 First Street in Annapolis, Maryland, United States. With a rich history dating back to 1982, the club offers a vibrant community of boating enthusiasts, sailors, and social members. Situated on the picturesque shores of the Chesapeake Bay, Eastport Yacht Club provides top-notch facilities and amenities for its members, including a marina, clubhouse, and a full calendar of events and activities. Whether you're a seasoned sailor or just looking to connect with fellow water lovers, Eastport Yacht Club is the perfect place to enjoy the beauty of the bay and foster a love for all things nautical.

The Chesapeake Bay Yacht Racing Association (CBYRA) is a prestigious institution located at 821 Chesapeake Avenue in Annapolis, Maryland, United States. CBYRA is dedicated to promoting and supporting the sport of yacht racing in the Chesapeake Bay region. With a rich history and strong community of sailors, CBYRA organizes races, events, and educational programs to foster a love of sailing and competition. Join us at CBYRA and experience the thrill of racing on the beautiful waters of the Chesapeake Bay.