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The Perfect Introduction to Sailing


Whether you are visiting the Baltimore Harbor or reside near the Chesapeake Bay, experiencing Downtown Baltimore and the Inner Harbor from the water is an adventure you do not want to miss.

Our experienced skippers and captains are there to make this wonderful private charter for you and your guests. Looking for something different and exciting for that special occasion? Birthdays, anniversaries, or wedding parties are especially memorable on a Getaway Harbor Sail! Sail Baltimore’s famous Inner Harbor and experience the sites like you have never seen them before. Sail your way out and around Fort McHenry, the inspiration of our National Anthem, the “Star Spangled Banner”.

Many of those sailing with us often wish to end the day or evening sail with dinner at one of the many local waterfront restaurants. However, food and beverages are always welcome on all of our Harbor Sails.

We have many options to choose from depending on your size of party and how much space you would like. Below are our options:


harborsailHarbor Sail

A 3-hour private tour for up to 5 people.
Our qualified skippers sail you into Downtown Baltimore and out past Fort McHenry.

Food and beverages welcome.


j_DS05916a-2Harbor Cruise

Enjoy an private afternoon or
evening cruise aboard our luxury cruiser.
Bring up to 6 passengers.

Limited Availability


Sailing Vessel Pintita

The Coast Guard Certified Pintita offers groups of 7-20 passengers a unique private sailing experience out of Baltimore & Annapolis. At 43 feet she’s perfect for corporate socials, weddings, and parties of any kind!

Please call for more info.


Harbor Sail 2015 Schedule


May 6-August 16
Wednesday-Sunday 9:30-12:30, 1:00-4:00, 5:00-8:00

August 21-September 20
Friday 4:00-7:00
Saturday-Sunday 9:00-12:00, 12:30-3:30, 4:00-7:00

September 26-October 31
Saturday-Sunday 11:30-2:30, 3:00-6:00