Top Baltimore Cruises & Sailing

Cast off in Baltimore’s Inner Harbor on this 3-hour luxury dinner cruise. Pass popular attractions including the Maryland Science Center, Pride Mast Memorial and the Francis Scott Key Bridge, while you dine on a gourmet buffet prepared with seasonal offerings. Admire Baltimore’s illuminated skyline as you are entertained by the ship's crew and a DJ spinning top hits. This dinner cruise makes an excellent prelude to a night on the town.

See Baltimore from a rare perspective on a sightseeing cruise through the harbor. As you sail past coastline views, listen to on–board narration that points out easy–to–miss landmarks, from Fells Point to the USS Constellation. With both indoor and outdoor observation decks and a bar with drinks available for purchase, this tour is a popular choice for both visitors and locals.

Many sightseeing tours can feel exhausting, as you rush from one top sight to another. This sailing experience on Baltimore's Inner Harbor, on the other hand, offers the chance to soak up city views at a relaxed pace from the water. Sailing in a small group also means that the experience is amore personal one.

Get views of a sunset over Baltimore's Inner Harbor on this evening sunset cruise. Snap photos of your loved ones against the backdrop of the sun sinking below the horizon and relax on board the boat. Listen to relaxing music and feel free to bring along your favorite bottle of wine, with corkscrew and glasses provided.

Take a break from sightseeing to relax on a cruise through Baltimore’s Inner Harbor, with rare views of top historic landmarks from the boat. Your admission ticket includes live entertainment during a full buffet lunch with a three–course menu. With guaranteed seating for the number of people in your party and easy access to the dock from downtown, this tour is a popular choice for couples, groups, and locals alike.

Immerse yourself in the Chesapeake Bay's rich maritime history on a sailing tour of the Baltimore Harbor. Take in the sights of the Inner Harbor and listen to a guide detail Baltimore's and the Chesapeake's roles in the shaping of American history.

Baltimore's Fell's Point neighborhood is filled with great places to eat. But, if you are new in town, it can be difficult to find the best spots. This tour guides you through the historic district, visiting family-run restaurants along the way to sample specially made dishes including Polish, Baltimore-style pit beef, and Spanish tapas.

Combine the convenience of a guided tour with the flexibility of independent travel by exploring Baltimore by hop-on hop-off bus. Discover Baltimore's diverse neighborhoods, including Little Italy and Fell's Point, and explore at your own pace by choosing where and get off.

If you have thoroughly explored Charm City at ground level, get a brand new perspective on Baltimore on this helicopter tour. Choose a departure time to suit your own schedule and select your preferred tour length then settle into a chopper and take in the views as you soar over downtown and the Northwest Harbor.

Admire spectacular Baltimore views—and see the city’s top sights from the air—on a helicopter tour. Pick between multiple flight durations to suit your preferences, and upgrade for a private experience. Then, take to the skies, where you can spot highlights like Fort McHenry, the U.S. Naval Academy, Oriole Park at Camden Yards, and more. Your tour also includes dinner at either Ruth's Chris Steak House or The Capital Grille.

Baltimore is a city of diverse neighborhoods but, for visitors, it can be tricky to know which to visit. This small-group guided tour takes the guesswork out of your trip. Your guide will take you to see several different neighborhoods and fill you in on Baltimore's rich history and culture so that you have a fuller understanding of the city.

Satisfy your taste buds on a walking tour of two neighborhoods popular among foodies—Little Italy and Jonestown. In addition to navigating for you, your guide brings you to a variety of historic establishments and hidden gems often missed by visitors. With skip–the–line access to stops on the itinerary, guests sample the specialties of early 19th–century Jewish and Italian immigrants, from fresh knishes to homemade meatballs.

With your favorite bottle of wine in hand, step aboard a sailboat for a cruise from Baltimore's Inner Harbor Marina. Listen to live commentary as you nibble provided cheese and crackers and the crew helps uncork your wine. Learn about the harbor and the Chesapeake Bay's history while taking in views from the boat's deck.

Leave the streets of Baltimore behind as we set sail on the Chesapeake Bay. We'll meet outside of the The Inn At Henderson's Wharf and quickly hop on the boat. After going over safety basics, we'll sail out of the harbor and explore the Bay. The Chesapeake Bay offers a peaceful respite. If breezes are blowing, we can move quickly and feel the power of the wind. If the sea is quieter, we'll have a slower and more leisurely pace. Whatever the weather, time spent on the water is utterly relaxing. Nature lovers watch the active sea birds–ospreys, cormorants, terns, shoals of fish and rays. The sunsets are spectacular on the water.

Cool off from Baltimore's hot summer nights with this moonlight sail around Baltimore Harbor. In a small group of no more than six passengers, you'll see historic sights such as the Fort McHenry National Monument and Historic Shrine under the light of the moon as you cruise around the harbor in an authentic schooner.

Leave the streets of Baltimore behind as we set sail on the Chesapeake Bay. We'll meet outside of the The Inn At Henderson's Wharf and quickly hop on the boat. After going over safety basics, we'll sail out of the harbor and explore the Bay. The Chesapeake Bay offers a peaceful respite. If breezes are blowing, we can move quickly and feel the power of the wind. If the sea is quieter, we'll have a slower and more leisurely pace. Whatever the weather, time spent on the water is utterly relaxing. Nature lovers watch the active sea birds–ospreys, cormorants, terns, shoals of fish and rays. The sunsets are spectacular on the water.

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on this voyage! Both of our boats have seating on the cabin tops and allow people to spread out and have their own space.

Our Christmas in Baltimore Tour ,Highlights what Christmas is to Baltimore. Celebrating the Holiday season with a train garden, German Christmas Village and Baltimore's family tradition of visiting "Miracle on 34th st. Lights Festival".

Enjoy a beautiful time on the water as you sail through beautiful Baltimore Harbor, take in the gorgeous scenery of the skyline as the city lights up. Treat yourself and a loved one on this elegant sailing experience.  It's BYOB, so bring your favorite bottle of wine and we'll take care of everything else! Both of our boats have seating on the cabin tops and allow people to spread out and have their own space.