TOP Cruise tours in Annapolis, Maryland

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.

Waypoints Annapolis is a premier travel agency located in the heart of Annapolis, Maryland. Situated at 222 Severn Avenue, our agency specializes in creating unforgettable travel experiences for our clients. Whether you're looking to plan a romantic getaway, a family vacation, or a business trip, our team of experienced travel experts is here to help. From booking flights and accommodations to arranging tours and activities, we take care of all the details so you can relax and enjoy your journey. Trust Waypoints Annapolis to guide you to your next adventure.

The Annapolis Maritime Museum - Park Campus is a waterfront institution located in Annapolis, Maryland, United States. This museum offers programs, exhibits, and community events that focus on the area's maritime heritage and the ecology of the Chesapeake Bay. The museum and park campus provide a picturesque setting for weddings, corporate events, seminars, family gatherings, and more. Educational opportunities are available for students of all ages, including field trips, a winter lecture series, and interactive exhibits. By becoming a member, you can enjoy benefits such as day docking, discounts on camps and programs, invitations to member-only events, and free attendance to the Winter Lecture Series. Don't miss the opportunity to view select photographs and pen and ink drawings showcasing life around the Chesapeake Bay region by local artists. The museum also offers Skipjack tours, with the first Heritage Cruises of the year scheduled for April 13th and 14th. Visit the Annapolis Maritime Museum & Park to learn and appreciate the rich maritime heritage of the area and the importance of the Chesapeake Bay ecosystem.

Watermark Tours, Charters, Cruises is a premier tourist attraction and travel agency located at 1 Dock Street in the charming city of Annapolis, Maryland, United States. Offering a variety of tours, private charters, and scenic cruises, visitors can explore the historic waterfront and iconic sites of Annapolis from the water. With knowledgeable guides, luxurious vessels, and unforgettable experiences, Watermark Tours, Charters, Cruises is the perfect destination for those seeking to discover the beauty and history of this picturesque city. Whether you're looking for a relaxing cruise, a private charter for a special occasion, or a guided tour of Annapolis, this institution has something for every traveler.

Annapolis Tours by Watermark is a premier tourist attraction and travel agency located at 1 Dock Street in Annapolis, Maryland, United States. Offering a variety of guided tours and experiences, visitors can explore the historic city of Annapolis by land and by water. Discover the rich history, charming architecture, and picturesque waterfront views that make Annapolis a must-visit destination. Whether you're interested in a scenic boat tour, a walking tour of the city's historic sites, or a customized itinerary, Annapolis Tours by Watermark has something for everyone. Experience the beauty and charm of Annapolis with expert guides and exceptional service.

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.

Annapolis Water Taxi by Watermark offers a convenient and scenic way to explore the charming city of Annapolis, Maryland. Located at 1 Dock Street, this institution provides water taxi services for locals and tourists alike. Whether you're looking to enjoy a leisurely cruise on the water or need a quick and reliable transportation option, Annapolis Water Taxi by Watermark has you covered. Sit back, relax, and take in the stunning views of the city's historic waterfront as you travel from one destination to another. With experienced captains and a fleet of well-maintained boats, you can trust that your journey will be both safe and enjoyable. Don't miss the opportunity to experience Annapolis from a unique perspective with Annapolis Water Taxi by Watermark.

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.

Cruise Planners is a premier travel agency located in Annapolis, Maryland, United States. Specializing in planning unforgettable cruise vacations, our experienced team of travel experts are dedicated to providing personalized service and creating tailored itineraries to ensure a seamless and enjoyable travel experience for our clients. Whether you're looking to explore exotic destinations or relax on a luxury cruise ship, Cruise Planners has the knowledge and resources to make your dream vacation a reality. Contact us today to start planning your next adventure at sea!

Knapp’s Narrows Marina & Inn is a waterfront lodging institution located on Maryland’s Eastern Shore in Tilghman Island. With a full-service boatyard, 1000-foot floating dock, swimming pool, and 20-room waterfront inn, guests can enjoy stunning views of the Chesapeake Bay from their own balcony or patio. The marina also offers lighthouse tours, fishing charters, and a taste of Chesapeake culture and history in the town of Tilghman. Environmentalists and bird watchers will appreciate the wildlife and expansive views, including sightings of Eagles, egrets, herons, and Monarch butterflies. Sunset sailboat cruises, lighthouse tours, and professional fishing charters are also available for guests to enjoy. Knapp’s Narrows Marina & Inn is the perfect destination for special events, family reunions, conferences, and more. Conveniently located within a day trip from Annapolis, St. Michael's, and other nearby cities, it is the ideal getaway for those looking to experience the beauty of the Chesapeake Bay.

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!

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.

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.

Naptown Tiki Club is the ultimate destination for a unique and unforgettable experience in Annapolis, Maryland. Located at 655 Americana Drive, this travel agency offers the first and only tiki boat bar in the city. With a capacity of up to 16 passengers, this BYOB private floating tiki bar is perfect for friends, families, and colleagues looking to enjoy a fun and safe cruise on the water. Embark on a private boat charter from Nautilus Point Marina and cruise for an hour and a half while sipping on your favorite drinks, snacking on delicious foods, and dancing to your favorite music. The marina offers free parking for passengers, making it convenient for all guests.

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.

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.

Schooner Woodwind Offsite Business Office is a travel agency located at 1930 Lincoln Drive in Annapolis, Maryland. Our office is dedicated to providing exceptional service and assistance to our clients in planning their travel adventures on the Schooner Woodwind sailboats. Whether you are looking to book a private charter, a team building event, or a unique corporate outing, our experienced team is here to help create a memorable and enjoyable experience for you and your group. Contact us today to start planning your next sailing adventure on the beautiful waters of Annapolis.

Granmar Sailing is a premier travel agency located at #8 Randall Street in Annapolis, Maryland, United States. Specializing in sailing adventures, Granmar Sailing offers a variety of packages for individuals and groups looking to explore the open waters. Whether you are a seasoned sailor or a beginner looking to learn the ropes, Granmar Sailing has something for everyone. With experienced captains and top-of-the-line equipment, you can trust that your sailing experience with Granmar Sailing will be safe, enjoyable, and unforgettable. Book your next sailing adventure with Granmar Sailing and set sail for an experience of a lifetime.