TOP 10 Romantic sailing cruises in Maryland

Carnival Cruise Line is a renowned travel agency located in Baltimore, Maryland, United States. Offering a wide range of exciting cruise experiences, Carnival Cruise Line is known for its fun-filled vacations at sea. With top-notch amenities, delicious dining options, and thrilling onboard activities, Carnival Cruise Line is the perfect choice for travelers looking to explore the world in style. Whether you're looking to relax on a tropical beach or embark on an adventure-filled journey, Carnival Cruise Line has something for everyone. Book your dream cruise today and set sail with Carnival Cruise Line for an unforgettable vacation experience.

River City Cruise Co. is a premier travel agency located at 10282 River Landing Road in Denton, Maryland, United States. Specializing in river cruises, our experienced team is dedicated to providing unforgettable travel experiences for our customers. Whether you're looking to explore local waterways or embark on a luxurious cruise vacation, River City Cruise Co. has you covered. Book your next adventure with us and set sail on a journey of a lifetime.

Salisbury Cruise Club is a premier travel agency located at 3911 5 Friars Road in Salisbury, Maryland, United States. We specialize in creating unforgettable cruise experiences for our clients, offering a wide range of cruise packages to destinations all around the world. Our team of experienced travel experts is dedicated to providing personalized service and helping you plan the perfect cruise vacation tailored to your preferences and budget. Whether you're looking for a relaxing Caribbean getaway or an adventurous Alaskan expedition, Salisbury Cruise Club has you covered. Book your dream cruise with us today and set sail on the vacation of a lifetime.

Sail Alyosha is a premier travel agency located at 12817 Harbor Road in Ocean City, Maryland. Specializing in providing unforgettable sailing experiences, Sail Alyosha offers a wide range of services including sunset cruises, private charters, and sailing lessons. Whether you are looking to explore the beautiful waters of the Atlantic Ocean or simply relax and enjoy the stunning views, Sail Alyosha has something for everyone. With experienced captains and top-of-the-line sailboats, you can trust that your sailing adventure will be both safe and enjoyable. Book your next sailing excursion with Sail Alyosha and create memories that will last a lifetime.

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.

Boat Baltimore offers exclusive private boat charters in the heart of Baltimore, Maryland. Located at 321 East Cromwell Street, our travel agency provides intimate sailing yacht cruises, large group charters, and fishing adventures. As Baltimore's only locally owned private boat charter, you'll never have to share the boat with strangers. Our 45ft sailing yacht, SAEDA, offers private two-hour cruises for up to six passengers departing from the Baltimore Peninsula four times a day. Kids sail for free!

Shardana Sailing Charters is a premier travel agency located at 20786 Rock Hall Avenue in Rock Hall, Maryland, United States. Specializing in sailing charters, they offer unforgettable experiences on the open water for individuals and groups alike. With a fleet of top-of-the-line boats and experienced captains, Shardana Sailing Charters provides a safe and luxurious way to explore the stunning waters of the Chesapeake Bay. Whether you're looking for a romantic sunset cruise or a day of adventure with family and friends, Shardana Sailing Charters has something for everyone. Book your next sailing excursion with them and create memories that will last a lifetime.

elax on a Chesapeake Bay sailing tour with Sail Selina II in St. Michaels, Maryland. Located at 101 North Harbor Road, this tourist attraction and travel agency offers relaxing sailboat rides and sightseeing boat trips. Join the friendly crew on a comfortable, well-maintained historic sailboat as you learn about St. Michaels and enjoy the outdoor scenery. Experience a romantic sunset cruise with Champagne or wine, or a moonlight cruise with free Champagne. For those looking to learn about wine tasting, Sail Selina II offers a wine cruise with Captain Iris and her crew. Enjoy a fun and refreshing beer tasting experience with Maryland Craft breweries aboard the sailboat. Embark on a sailing adventure with the experienced team to learn new skills and build confidence on the water.

Reflections DC - Private Sailing Cruises offers unforgettable experiences on the water, allowing guests to explore the stunning waters of the Chesapeake Bay. Located at 4817 Woods Wharf Road in Shady Side, Maryland, this travel agency specializes in private sailing cruises, providing a luxurious and intimate setting for guests to relax and enjoy the beauty of the surrounding landscape. Whether you're looking for a romantic sunset cruise or a fun-filled day on the water with friends and family, Reflections DC - Private Sailing Cruises has something for everyone. Book your sailing adventure today and create lasting memories on the open seas.

Chesapeake Windsail Cruises Corporation is a premier travel agency located at 4160 Mears Avenue in Chesapeake Beach, Maryland. Specializing in unforgettable sailing experiences, they offer a variety of cruises along the beautiful Chesapeake Bay. Whether you're looking for a romantic sunset sail, a family-friendly adventure, or a corporate team-building event, Chesapeake Windsail Cruises Corporation has something for everyone. Their experienced crew and top-of-the-line sailboats ensure a safe and enjoyable experience for all guests. Book your next sailing excursion with Chesapeake Windsail Cruises Corporation for a truly memorable journey on the water.

Ambassador Cruises is a premier travel agency located at 3169 Eutaw Forest Drive in Waldorf, Maryland. Specializing in luxury cruises, Ambassador Cruises offers a wide range of travel packages to exotic destinations around the world. With a team of experienced travel experts, Ambassador Cruises provides personalized service and attention to detail to ensure an unforgettable vacation experience for every client. Whether you're looking for a romantic getaway, a family vacation, or a group trip, Ambassador Cruises has the perfect package for you. Book your dream cruise today and set sail on the adventure of a lifetime with Ambassador Cruises.

St. Michaels Sailing Charters is a premier tourist attraction located at 23672 Mount Pleasant Landing Circle in the picturesque town of Saint Michaels, Maryland, United States. Offering unforgettable sailing experiences on the beautiful waters of the Chesapeake Bay, visitors can enjoy a variety of charter options including private cruises, sunset sails, and sailing lessons. With experienced captains, top-notch vessels, and stunning views, St. Michaels Sailing Charters is the perfect destination for those looking to explore the bay in style. Whether you're a seasoned sailor or a first-time visitor, this institution promises a memorable and relaxing maritime adventure.

Bay Princess is a charming lodging institution located at 110 81st Street in the beautiful coastal town of Ocean City, Maryland. Situated just steps away from the sandy shores of the Atlantic Ocean, Bay Princess offers guests a serene and relaxing retreat. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can also enjoy stunning views of the ocean from the comfort of their rooms or take a leisurely stroll along the boardwalk. With its convenient location and warm hospitality, Bay Princess is the perfect choice for those looking to experience the best of Ocean City.

Ocean Princess is a charming lodging institution located at 11 134th Street in the beautiful coastal town of Ocean City, Maryland, United States. Situated just steps away from the sandy beaches and crashing waves of the Atlantic Ocean, Ocean Princess offers guests a serene and relaxing retreat by the sea. The cozy accommodations and friendly staff make for a truly unforgettable stay, with ocean views and easy access to all the attractions and amenities of Ocean City. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Ocean Princess is the perfect choice for your next coastal escape.

M/V Bay Breeze is a charming bar and travel agency located at 208 Bank Street in the picturesque town of Chesapeake City, Maryland, United States. This unique establishment offers a relaxing and inviting atmosphere where patrons can enjoy a drink while planning their next adventure. With a focus on providing exceptional service and personalized travel experiences, M/V Bay Breeze is the perfect destination for those looking to unwind and explore new destinations. Whether you're stopping in for a cocktail or booking your next vacation, M/V Bay Breeze is sure to leave a lasting impression.

Sea Baltimore Sailboat Charters is a premier travel agency located at 951 Fell Street in Baltimore, Maryland. We offer unforgettable sailing experiences on the beautiful waters of the Chesapeake Bay. Our fleet of luxury sailboats are fully equipped and ready to take you on a relaxing cruise or an exciting adventure. Whether you're looking for a romantic sunset sail, a team-building corporate event, or a fun day out with friends and family, Sea Baltimore Sailboat Charters has the perfect charter for you. Come sail with us and experience the beauty of the bay like never before.

Travel Dream Weaver is a travel agency located at 6081 Otterbein Lane, Ellicott City, Maryland, United States. Whether you are planning a simple trip or a milestone celebration, Travel Dream Weaver can make your travel experience a breeze. They offer free VIP treatment with preferred partners, exclusive perks, and upgrades. With industry resources at their fingertips, Travel Dream Weaver can plan trips anywhere in the world and find the best available rates on accommodations. Their booking services are completely free, with the only fee charged for full day-to-day itinerary planning if requested.

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.