Wooden motorboat cruising on calm coastal waters, sunny day

Sunset Cruises & Parade of Sail — Baltimore Harbor Experiences

Intimate 2-hour sunset cruises with wine and cheese pairings and a 2.5-hour Parade of Sail cruise for the Great Chesapeake Schooner Race.

Signature Cruises & Events

Two curated Baltimore experiences: a 2-hour Inner Harbor sunset cruise and a 2.5-hour Great Chesapeake Schooner Race Parade of Sail cruise.

Baltimore

Sunset Cruises on Baltimore’s Inner Harbor with Cruising Brigadoon

Set sail on a luxurious 2-hour cruise through Baltimore’s Inner Harbor with Cruising Brigadoon. Enjoy sunset skyline views paired with bespoke wine and cheese in an intimate, unforgettable setting.

Sunset Cruises on Baltimore’s Inner Harbor with Cruising Brigadoon

Sail Into History: Experience the Great Chesapeake Schooner Race Parade of Sail in Baltimore

Join a 2.5-hour cruise from Baltimore’s Port Covington Marina to witness the Great Chesapeake Schooner Race Parade of Sail. Sail alongside historic schooners and soak in iconic views from Fort McHenry to the Inner Harbor.

About Cruising Brigadoon

Cruising Brigadoon is a Maryland-based small cruise operator located in Ellicott City, Maryland. The company offers intimate, curated sailing experiences on Baltimore's waterways, including a signature two-hour sunset cruise through the Inner Harbor and a special 2.5-hour cruise for the Great Chesapeake Schooner Race Parade of Sail.

Guests can enjoy bespoke wine and cheese pairings or a private tasting during the two-hour sunset cruise, creating an intimate setting for friends and small groups. The Parade of Sail cruise sails from Port Covington Marina, follows a route from Fort McHenry to the Inner Harbor and back, and gives passengers close-up views of the racing fleet and waterfront landmarks. Cruising Brigadoon focuses on carefully curated itineraries that highlight Baltimore's skyline, coastal scenery, and maritime events. The business has been featured on The Adventure Collective, providing an independent showcase of the experiences offered.

Booking information and schedules are provided for each listed trip, and trip lengths are clearly stated as two hours for the signature cruise and two and a half hours for the Great Chesapeake Schooner Race offering. Cruising Brigadoon presents an opportunity for memorable private outings, small-group celebrations, and scenic sightseeing on Baltimore’s harbor waters. Descriptions for each trip include clear itineraries, duration, and highlights to help guests choose the right experience for their visit, and booking notes where provided.

Cruising Brigadoon — Baltimore Sunset Cruises and Parade of Sail

Cruising Brigadoon offers curated Baltimore harbor experiences from Ellicott City, Maryland, focusing on scenic Inner Harbor cruises and special-event sailing. These small-group cruises include a signature 2-hour sunset cruise with wine and cheese pairings or a private tasting, and a 2.5-hour Great Chesapeake Schooner Race Parade of Sail cruise that sails from Port Covington Marina and follows a route from Fort McHenry to the Inner Harbor and back.

Why choose a Cruising Brigadoon cruise?

Sunset views of Baltimore's skyline — The 2-hour cruise highlights harbor sunsets and waterfront landmarks.
Curated tasting options — Guests can select bespoke wine and cheese pairings or a private tasting experience for an intimate outing.
Special-event sailing — The Parade of Sail cruise offers direct viewing of the Great Chesapeake Schooner Race fleet along a defined route.
Clear trip durations — Each listing includes the advertised length: two hours for the sunset cruise and two and a half hours for the Parade of Sail cruise.

Routes and departure

The sunset cruise sails through Baltimore's Inner Harbor, showcasing waterfront scenery and the city skyline.
The Great Chesapeake Schooner Race Parade of Sail departs from Port Covington Marina, travels from Fort McHenry to the Inner Harbor, and returns, providing close views of the racing fleet and maritime landmarks.

What to expect aboard

Passengers on Cruising Brigadoon experiences can expect a focused itinerary that emphasizes scenic sightseeing and tasting features where listed. The sunset cruise centers on evening harbor views paired with curated wine and cheese options or a private tasting. The Parade of Sail cruise focuses on the maritime event route and offers elevated vantage points for viewing the schooner fleet during the race parade.

Ideal occasions

Cruising Brigadoon cruises suit small-group gatherings, intimate celebrations, and visitors seeking scenic harbor sightseeing. The concise durations make the experiences accessible for evening outings or day-of-event participation in the Great Chesapeake Schooner Race Parade of Sail.

Featured on The Adventure Collective

Cruising Brigadoon has been showcased on The Adventure Collective, where the cruises and special-event offerings are presented with trip summaries and practical details to help guests plan. Listings include duration, highlights, and the primary route for each cruise.

Practical details and booking

Trip pages and listings include the specific cruise length and route information to help guests choose the right experience. The signature cruise is listed as a two-hour Inner Harbor sailing with tasting options, and the Parade of Sail cruise is listed as a 2.5-hour event cruise departing from Port Covington Marina and passing Fort McHenry.

Explore Cruising Brigadoon’s listed experiences to find a Baltimore sunset cruise or to secure a place on the Great Chesapeake Schooner Race Parade of Sail for a memorable maritime outing.

Reserve a Baltimore Harbor Cruise

Book a 2-hour sunset cruise or a spot on the Great Chesapeake Schooner Race Parade of Sail — ideal for friends and small groups.