The Best Maine sailing holidays in Portland, Maine

Nautilus Sailing Company is a premier travel agency located at 1 Marina Way in Portland, Maine, United States. Specializing in sailing adventures, our experienced team of experts can help you plan the perfect sailing excursion. Whether you're a seasoned sailor or a beginner looking to learn the ropes, Nautilus Sailing Company offers a range of services to meet your needs. From private charters to group sailing trips, we are dedicated to providing unforgettable experiences on the open water. Contact us today to start planning your next sailing adventure with Nautilus Sailing Company.

Portland Schooner Co. is a premier travel agency located at the Maine State Pier in Portland, Maine. Specializing in sailing adventures, they offer unique and unforgettable experiences aboard their historic schooners. Whether you're looking for a romantic sunset cruise or a fun-filled day trip with family and friends, Portland Schooner Co. has something for everyone. Set sail with them and explore the stunning coastline of Maine while enjoying top-notch service and hospitality. Book your next sailing excursion with Portland Schooner Co. for a truly memorable and exciting adventure on the water.

Maine Sailing Adventures offers unforgettable sailing experiences along the beautiful coast of Maine. Located at 56 Commercial Street in Portland, our experienced captains and crew are dedicated to providing guests with a safe and enjoyable journey on the water. Whether you're looking for a relaxing sunset cruise, a hands-on sailing lesson, or a multi-day sailing expedition, we have a variety of options to suit your needs. Come aboard and discover the magic of sailing in Maine with Maine Sailing Adventures.

Casco Bay Custom Charters, located at 14 Ocean Street in South Portland, Maine, invites you to embark on an unforgettable journey through the splendor of Casco Bay. Our customizable private boat charters and tours offer a unique perspective of Maine's coastal beauty. For over a decade, we have been providing personalized experiences that showcase the region's landscapes, lighthouses, and culinary delights. Our experienced crews are passionate about sharing their knowledge and love for Maine, ensuring that each voyage is not only enjoyable but truly memorable. Whether you are looking for an intimate cruise for up to 6 guests on a vintage lobster boat or a larger gathering of up to 16, we offer exclusive charters tailored to your preferences.

CruiseMaine is a premier travel agency located at 424 Fore Street in Portland, Maine. Specializing in cruises along the beautiful coast of Maine, CruiseMaine offers a wide range of cruise options to explore the stunning landscapes and charming towns of the region. Whether you're looking for a relaxing coastal getaway or an adventurous sailing experience, CruiseMaine can help you plan the perfect cruise vacation. With expert guidance and personalized service, CruiseMaine is your go-to agency for unforgettable cruise adventures in Maine.