Cruise The Chesapeake: Private Chesapeake Bay cruises for celebrations, team events, and memorable adventures.
Cruise The Chesapeake in Arnold offers private Chesapeake Bay charters aboard the Samantha Belle, led by Captain TJ and a welcoming crew. Known for safety and a fun experience, these private cruises simplify party planning for birthdays, team events, or group outings. Reviews highlight friendly captains, smooth rides, great views, restroom aboard, snacks, drinks, and memorable hospitality.
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700 Mill Creek Rd, Arnold, MD 21012, USA
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Customized sightseeing cruises exploring the Chesapeake Bay's scenic views and local landmarks with Captain TJ.
Guided fishing trips for all skill levels, offering a fun and productive day on the water with expert local knowledge.
Perfect for birthdays, corporate team-building, and celebrations, with amenities for food, drinks, and music onboard.
Intimate sunset or evening cruises ideal for couples, featuring smooth rides and beautiful bay vistas.
Accommodates parties and groups with a restroom, seating, and options for snacks, beverages, and customized DJ playlists.
Overall rating
Denisha Howard
This was my first time on the water with Cruise the Chesapeake and I had an amazing time! TJ was so kind and answered all of our party’s questions. He took our safety very seriously, but also made sure that we had a fun. I would definitely book with this company again! Truly a great time on the water.
Haley Benjamin
We had a wonderful time team bonding today! Great views and vibes. Captain TJ was great! 😄
Megan Grosskopf
I can’t recommend them enough! From the time I scheduled to day of they made our private cruise so easy. They go above and beyond in all they provide making the party planning aspect so simple. Our entire group has such a blast with captain TJ. He was super accommodating and made our birthday cruise unique and special. We even got some awesome dry by pics of the crew! Thank you. We will be back!
Cynthia Noble
Captain TJ and Alison my group completely and thoroughly enjoyed our evening cruise with you on your boat Samantha Belle. We loved how you gave us a total tour of the different areas located on the Chesapeake Bay where you told us you grow up around. The evening ride on your boat was so smooth and light blowing winds on the Bay was exceptional. I personally was glad you had a restroom aboard too! We brought snacks foods and wine along with other beverages, made the cruise even more enjoyable and exciting. We appreciated your hospitality and you gave us confidence of your responsible abilities as the Captain of your own Boat! We look forward to another cruise with you soon! Thanks so much. CR Noble
Gretchen M.
We absolutely LOVED our 13 year old’s birthday party with Cruise the Chesapeake! TJ warmly welcomed our son and his 10 friends, and he was very gracious with our energetic group of 7th grade boys! They enjoyed eating dinner and celebrating with Smith Island cake during our cruise, as well as singing and dancing to their customized DJ selection, and getting sprayed with the wake on our ride home! Perfect in every way, TJ gave the best birthday gift of all to our son and his friends- a lifetime of cherished memories! Thank you, TJ! We give you our highest recommendation and can’t wait to take another cruise with you again soon!
