Upper Chesapeake Bay Boat Tours
The best out of 28 boat tours in Upper Chesapeake Bay - enter dates to check availability

32 ft
Up to 6 people
Screaming Eagle Charters
5.0
/5
(3 reviews)
•
163 external reviews
Bozman
Step aboard Screaming Eagle Charters—a classic 2010 Trojan Sportfish ready to show you the best of Neavitt and the Chesapeake Bay! With room for up to 6 guests, this well-equipped vessel is powered by a reliable 380HP Cummins diesel inboard and crui
"We were looking for people who new the area well, and this was the right team." — Leigh,
"We were looking for people who new the area well, and this was the right team." — Leigh,
trips from
US $400

46 ft
Up to 28 people
Hot Pursuit Charter Fishing LLC
5.0
/5
(7 reviews)
Edgewater
Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! Based in beautiful Edgewater, our 1993 Markley Custom vessel is your ticket to an exhilarating day on the water.
"We booked Don and the Hot Pursuit for a corporate boating event to watch the Blue Angels." — Denise,
"We booked Don and the Hot Pursuit for a corporate boating event to watch the Blue Angels." — Denise,
trips from
US $550

23 ft
Up to 6 people
FishPit Charters
Nanticoke
FishPit Charters invites you to explore the stunning Nanticoke waters aboard a fully restored 1999 Maycraft 2300 Pilot House — a versatile and comfortable vessel perfect for both adventure and relaxation.
+3
trips from
US $299

23 ft
Up to 6 people
Chasin Fins
Cambridge
Step aboard Chasin Fins, a sleek 2019 Key West 239 FS Center Console ready to take you on unforgettable adventures from beautiful Cambridge.
trips from
US $250

45 ft
Up to 6 people
Annapolis Host & Sailing Adventures
5.0
/5
(7 reviews)
Arnold
Set sail with Annapolis Host & Sailing Adventures aboard a beautifully restored 1987 Hylas 45 Sailing yacht (refit in 2025), departing from Arnold.
"Exceptional Experience Aboard the Vessel: I recently had the pleasure of booking a trip through BoatBooker, and I couldn’t be more pleased with the entire experience." — Robert,
"Exceptional Experience Aboard the Vessel: I recently had the pleasure of booking a trip through BoatBooker, and I couldn’t be more pleased with the entire experience." — Robert,
trips from
US $500

27 ft
Up to 6 people
Beach Bum Charters LLC
New
King George
Beach Bum Charters LLC is a 2000 May-Craft 2700 Pilothouse based out of King George. It can take up to six guests. The boat is powered by one 300 HP, gasoline outboard Suzuki engine, offering a maximum cruising speed of 30 knots.
+3
trips from
US $250

33 ft
Up to 8 people
Patch on Water
New
Washington
Step aboard Patch on Water, a stylish 2007 Sea Ray 300 DA Motor Yacht, and enjoy a memorable day on the waters of Washington with up to 8 guests.
+3
trips from
US $800

45 ft
Up to 22 people
Bay Hunter Charters
Shady Side
Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side.
trips from
US $450

42 ft
Up to 6 people
Hallocks Grace Charters
Shady Side
Set sail with Hallocks Grace Charters aboard the stunning 2002 Provincial 42 Downeast, docked in Shady Side, and experience the perfect blend of luxury, comfort, and adventure.
trips from
US $700

35 ft
Up to 6 people
Rowe Boat Sportfishing & Excursions
5.0
/5
(55 external reviews)
Rock Hall
Step aboard Rowe Boat Sportfishing & Excursions, a beautifully restored 1990 Markley Pilot House Downeast, offering the perfect blend of classic charm and modern comfort.
trips from
US $700
