Escape...
...by Boat
A distinct boat tour and charter agency sailing from the heart of historic St. Michaels, Maryland
Cruises, Tours & Custom Adventures
Plan your Escape...
Getaways available 4 times per day for up to 6 escapees per getaway.
We board your discreet (or boisterous) escape at the St. Michael's Harbour Inn, Marina & Spa in the heart of the St. Michael's waterfront.
How to
Escape by Boat
There are many popular reasons to get out on the waters of St. Michaels Harbor and the Miles River, so chances are, if you found us you already know that. Just give historic St. Michaels a google or run the name through your favorite AI and you will quickly see why you have come to right place! Now that you know you are in the right town, let's get you booked for your escape:
1. Select an escape from the calendar above.
2. Each calendar event has details and a secure third party payment link. Additional excursion information about each escape can be found on the "Escapes" page in the drop down menu.
3. If you have questions, we have answers! Get in touch so we can get you out on the water: call, email, text or stop by our slip (see contact page).
4. Book and board! You are ready to get away!
Everything we offer comes from one core mission, providing direct ACCESS to the Chesapeake Bay, her tributaries, history, culture and all the best the Bay has to offer aboard regularly available, historically and culturally significant Chesapeake Bay craft. Our sweet escapes aboard Sweet Tilly are come-as-you-are affairs, whether that's melting through your t-shirt on a hot summer day or dressed to your best nautical nines for a sunset escape cruise, be yourself, its your escape.
THE RESULT:
We hope you'll come to like the Chesapeake, then to love it, then become a Chesapeake Bay steward yourself. It all starts with access aboard Sweet Tilly, on a sweet escape.
Family friendly
Sunsets our specialty
Complimentary bottled water
BYOB
Amenities Basket Available
Escape by Boat is the culmination of the steady build up of knowledge and expertise in the chartering service industry. Starting with a strong on-water upbringing, our founder was lucky enough to participate in programs through the Chesapeake Bay Foundation that drove a deep need to work, live and play on the water. What followed was the drive to bring that experience to more people so that more of us can find our own connection to the Chesapeake Bay. After much time growing towards an actual public service, and after recruiting the right team, Escape by Boat was born.
The concept is simple, it's right there in the name, "escape by boat." This means getting out onto the water now. The feel of our boat and crew is relaxed, the fit and finish of Sweet Tilly is one of historic ease- you can drop your drink and not have to worry, you can bring your kids and not worry, or a couple or individual escapee can enjoy a private getaway. Sweet Tilly is also a great boat to get dressed up for, her lines and sturdy feel are something that reveals the relaxed beauty and elegance of Chesapeake Bay cultural distinction; you dress it up or down.
Escape by Boat is about going beyond the dock. Join the ranks of people who have known for generations about the benefits of experiencing a slice of life from water. Use this site to get out on the water today, or next week, or when it's right for the family or office, or friend group. Even though the world doesn't use the phone to actually talk to other people much anymore, we would be delighted to speak with you about your thoughts on how Escape by Boat can spring you from your land-life and perhaps help you begin a new, more maritime existence!
