46 ft
Up to 28 people
Hot Pursuit Charter Fishing LLC
5.0
/5
(9 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
33 ft
Up to 8 people
Patch on Water
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
32 ft
Up to 6 people
Screaming Eagle Charters
5.0
/5
(3 reviews)
•
166 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
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
27 ft
Up to 6 people
Beach Bum Charters LLC
New
4.9
/5
(5 external reviews)
King George
Get ready for an unforgettable day on the water with Beach Bum Charters LLC! Based in King George, this 2000 May-Craft 2700 Pilothouse comfortably welcomes up to six guests and is powered by a 300 HP Suzuki outboard, reaching speeds of up to 30 knots.
trips from
US $250
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
38 ft
Up to 6 people
Floating Kneads Charters - houseboat cruising
5.0
/5
(1 review)
Baltimore
Floating Kneads Charters is based on Baltimore's scenic Inner Harbor and can accommodate six (6) guests. Intimate and exclusive experiences on the water, by design.
"I would highly recommend this trip arund the Harbor relaxing calm and peaceful on the water." — Tanya,
"I would highly recommend this trip arund the Harbor relaxing calm and peaceful on the water." — Tanya,
+2
trips from
US $650
45 ft
Up to 6 people
Kadima Host & Sailing Adventures
4.9
/5
(8 reviews)
Arnold
Set sail with Kadima 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
35 ft
Up to 6 people
Rowe Boat Sportfishing & Excursions
5.0
/5
(57 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
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
Top Upper Chesapeake Bay Destinations
Frequently Asked Questions about Boat Tours in Upper Chesapeake Bay
According to customer reviews, some of the most popular boat tours in Upper Chesapeake Bay are:
Full list of top boat tours in Upper Chesapeake BayAccording to customer reviews, some of the most popular boat tours in Upper Chesapeake Bay are:
Full list of top boat tours in Upper Chesapeake BayThe average price for a private 4 hour Upper Chesapeake Bay boat trip is US $584, while an 8 hour private trip will cost you US $1,903 based on prices on BoatBooker.com.
The average price for a private 4 hour Upper Chesapeake Bay boat trip is US $584, while an 8 hour private trip will cost you US $1,903 based on prices on BoatBooker.com.
The top 5 boating-related activities in Upper Chesapeake Bay are:
The top 5 boating-related activities in Upper Chesapeake Bay are:
The top 5 most popular boat types you can rent in Upper Chesapeake Bay, by number of boats available are:
The top 5 most popular boat types you can rent in Upper Chesapeake Bay, by number of boats available are:
The top 5 most popular boat categories you can rent in Upper Chesapeake Bay, by number of boats available are:
The top 5 most popular boat categories you can rent in Upper Chesapeake Bay, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Upper Chesapeake Bay are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Upper Chesapeake Bay are:
The average price of boat tours in Upper Chesapeake Bay is:
- 2-hour boating trips – US $643
- 3-hour boating trips – US $1,276
- 4-hour boating trips – US $915
- 6-hour boating trips – US $1,900
- 8-hour boating trips – US $975
The average price of boat tours in Upper Chesapeake Bay is:
- 2-hour boating trips – US $643
- 3-hour boating trips – US $1,276
- 4-hour boating trips – US $915
- 6-hour boating trips – US $1,900
- 8-hour boating trips – US $975
What people said about boating in Upper Chesapeake Bay
- 5.0/5(3 Hour – Sunset Wine Cruise)
Great Local Team
It's a changeable time of year and can be cold--or hot. Weather is tough, but the captain is flexible.
How people rated boat trips in Upper Chesapeake Bay
5.0/5(3 Hour – Scenic Cruise)Such a fun experience
Captain Don and his wife Madie are amazing! The boat ride was so fun, and they were incredibly professional, welcoming, and safe!
5.0/5(4 Hour – Lunch and Swimming)Bucket Lister
An amazing day that far exceeded all our expectations. We plan to be back yearly!
5.0/5(3 Hour – Sunset Wine Cruise)Great Local Team
We were looking for people who new the area well, and this was the right team. Highly recommend. Would book again.- 5.0/5(6 Hour Trip – Weekday (copy))
Great Blue Angels Day Event
We booked Don and the Hot Pursuit for a corporate boating event to watch the Blue Angels. Don was very professional, personable and easy going. The boat was very spacious and fit our need perfectly. He was very responsive ahead of the trip when I had questions and needed coordination with the caterer. We had a great spot on the Severn River and the team had a perfect day!
- 5.0/5(3 Hour – Scenic Cruise)
Great outing for an 80th Birthday celebration!
Captain Don was great. The trip was all we hoped it would be. Captain Don was verry flexible and accommodating. We had several different age groups and they all enjoyed the trip.
- 5.0/5(3 Hour – Sunset Wine Cruise)
Fun and easy!
We found the booking process extremely easy, communication clear, and had a beautiful sunset cruise. Thank you!
- 5.0/5(3 Hour – Scenic Cruise)
Wonderful Day
The captain couldn’t have been more accommodating. We booked this boat for a family gathering and celebration of life for a deceased loved one. The day was spectacular with loved ones reuniting by the beautiful view of the light house and bay. Would definitely charter this boat again.
- 5.0/5(3 Hour – Scenic Cruise)
A beautiful ride
My family had a beautiful 3-hours boat cruise in this beautiful boat. We had a good time and the captain was very nice, respectful and polite. It was an enjoyable experience for my family. Thank you captain Don.
- 5.0/5(Special 2 hour trip for Brandy Starheim)
We loved our day on the Kimberly Ann!
Jim, James and Kimberly were amazing. Everything was perfect…amazing boat, safe and friendly crew and a perfect tour of the lighthouse. We even got to stop for a little dip in the water. Thank you!!