Search & Filter Tours
Change Destination …
Search Keywords …
Filter Activities by …
Choose Activity Type …
Choose City/Town …
Settings & Options
Change Destination

We Found These Experiences For You (5)

Escape by Boat

Private
Escape Before Noon!

1.5 Hours • Private Morning Cruise Through St. Michaels Harbor and the Miles River

Start your day with a private escape aboard Sweet Tilly. Depart from St. Michaels Harbor and enjoy views of the historic waterfront before continuing onto the picturesque Miles River. Along the way, see the Chesapeake Bay Maritime Museum’s floating fleet and lighthouse, beautiful waterfront homes, ...

St Michaels
1.5 Hours
Private Tours
Boat Tour
Escape by Boat
Copy to Clipboard to Share

Private
Midday Maritime Escape

1 Hour • Private Cruise Through Historic St. Michaels Harbor

This cruise may be short, but there is plenty to see around the St. Michaels waterfront. Enjoy a private journey through the harbor while taking in the activity, history, and scenery of this iconic Chesapeake Bay town. See the grounds of the Chesapeake Bay Maritime Museum, yachts anchored in the harbor, ...

St Michaels
1 Hour
Private Tours
Boat Tour
Escape by Boat
Copy to Clipboard to Share

Private
Miles River Escape

2 Hours • Private Miles River and Chesapeake Creek Exploration

Leave St. Michaels Harbor behind and enjoy a private exploration of the Miles River. After boarding, your group can help choose which direction to travel as you discover more of the waterways surrounding this historic Chesapeake Bay town. Depending on the conditions and your group’s interests, the ...

St Michaels
1 Hour
Private Tours
Boat Tour
Escape by Boat
Copy to Clipboard to Share

Private
Sunset Escape

2.5 Hours • Private Sunset Cruise on the Miles River

Watch the sun set over the Miles River during Escape by Boat’s signature private evening cruise. Board Sweet Tilly in St. Michaels and settle in for an unhurried journey through the harbor and onto the open water as daylight gives way to evening. Bring wine, champagne, or your group’s preferred permitted ...

St Michaels
2.5 Hours
Private Tours
Boat Tour
Escape by Boat
Copy to Clipboard to Share

Private
Escape All Day! Or Only a Half Day, It’s Up to You…

Private Custom Charter • Half-Day or Full-Day • Explore Chesapeake Country Your Way

Spend a half day or full day exploring Chesapeake Country aboard a carefully maintained classic 1950s Chesapeake Bay deadrise. This private charter gives your group more time and flexibility to shape the experience around your interests. Relax in the shade, play your favorite music through the Bluetooth ...

St Michaels
4 - 8 Hours
Private Tours
Boat Tour
Escape by Boat
Copy to Clipboard to Share

Cookie Preferences
You Control Your Data

We use cookies on our site to enhance your user experience, provide personalized content, and analyze our traffic. You can find more information on our Privacy Policy.