After the Rain

A glorious double rainbow over Baltimore. Sailing daily, sunset cruises offer spectacular views, day sails a working harbor of history and industry.



Posted in Weather

Getaway Boat

Just Married

HarborSail will provide transport to and from your wedding venue within the Baltimore Harbor. Many event sights have docking privileges, please check with the Captain for availability.

Posted in Weddings

Baltimore a misunderstood City ?

Light City 2016

Baltimore, Maryland
Look, when you think about Baltimore, chances are, you think about The Wire. We’re not blaming you; yes, it really is a phenomenally well-crafted show, the harbinger of the golden age of television, yadda yadda. And the truth is, Baltimore has pretty high crime (more murders than Detroit last year!), but there’s so much more to the city than all that. Baltimore manages to maintain this tricky, sweet-and-spicy balancing act of high/low culture that gives it a flavor stronger than Old Bay, and makes it unique in the US.

The American Visionary Art Museum, dedicated to outsider art and self-taught artists, is among the finest in the world, and has earned a lot of critical praise for its profoundly innovative shows that connect with just about anyone, from museum curmudgeons to regular gallery hoppers. Plus, they host the annual Kinetic Sculpture Race, which is… a sight to behold, to say the least.

There are reasons that John Waters keeps apartments in far-flung cities, but primarily resides here: this place is full of gritty glamour. Food carts serve up crabcakes on the street here the way other cities sling hot dogs. The football team is named after a goddamn poem, and still wins Super Bowls. Baltimore’s neighborhoods each have their own distinct character — as well as their own allelotype of rats — from Pigtown (excuse me, “Washington Village”) to Hampden. The artists haven’t gotten priced out yet, so the city’s creativity is still fomenting.

Bear with me for a moment: if the cities of the mid-atlantic seaboard were high school classmates, DC is the high-strung, overachieving, type-A dean’s list student, while Baltimore is the smart, irreverent kid doodling in the back of the room, the one who their teacher secretly likes more and thinks will be more interesting later in life.

And the food, guys. Seriously, the food. People seem to think that Baltimore’s only food idea is to “put some Old Bay on it,” but when it comes to high-end dining, the city can compete with anyone. Restaurants like Woodberry Kitchen are consistently recognized as worthwhile destination dining, and locals all know that if you want cheap, delicious, steamed seafood, all you need to do is visit Cross Street Market. And you have to try the beers here: Stillwater’s saisons are insane, and brews by local brew heroes like Union, DuClaw, and Heavy Seas are making waves nationally.

Posted in Did you know?

BCYA Tuesday night races

Captain Virgil is recruiting experienced crew for SIZZLE.


Posted in Updates

Happy New Year 2016

Harborsail would like to thank all of our customers for an exciting season last year, fabulous weather with variable winds and lots of fun. Here is to a new season, look for us to begin sailing mid to late spring.


Posted in Updates

Season winding down

looks like Harborsail will be on vacation until spring of 2016

Posted in Updates

Star-Spangled 200

Star Spangled 200
Star-Spangled Spectacular – Star-Spangled 200

Star-Spangled Spectacular, a 10-day free festival to celebrate the 200th birthday of the national anthem. Tall ships, Navy gray hulls and the Blue Angels.

Posted in The War of 1812

Guests from Seattle


Recent sail on the harbor gave the crew a chance to unwind and relax with a few friends from Seattle. The evening provided unlimited wind and a super sunset. Nothing better than watching Charm City light up at night!

Posted in Spring 2014

Visit Baltimore

Baltimore is one of the least expensive — and most popular — U.S. cities to visit during the summer. Baltimore was ranked among the top 10 most popular summer vacation destinations that cost under $300 per person in a study by GOBankingRates.

Posted in Spring 2014

Bicentennial Celebration

15 star flag





From June 2012 to February 2015, in Baltimore we are commemorating the two and half year struggle that helped define our nation, leaving us enduring national symbols, such as the Star Spangled Banner.


Posted in The War of 1812