Day on the Bay Charters
Day on the Bay Charters
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories. Whether you’re in the mood for a lively daytime booze cruise, a serene sunset sail, or a festive evening tour of Christmas lights on the bay, we have the perfect cruise for you. In the fall, our leaf-peeping cruises are a favorite, offering a front-row seat to the vibrant autumn colors reflected in the water.
Each cruise is a blend of relaxation and fun, with the freedom to enjoy the bay your way. Our vessels are spacious and comfortable, making it easy to unwind as you take in the stunning views, sip on your favorite drink, or capture the perfect photo of the season’s beauty.
As a family-run, family-oriented operation, we pride ourselves on creating a warm and welcoming atmosphere. Whether you’re planning a laid-back day with friends or a special family outing, we go the extra mile to ensure you have a fantastic time. Let us know what you’d like to experience, and we’ll tailor the trip to make it everything you imagined and more.
So come aboard, relax, and enjoy the beauty of the bay—your perfect day on the water awaits
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories. Whether you’re in the mood for a lively daytime booze cruise, a serene sunset sail, or a festive evening tour of Christmas lights on the bay, we have the perfect cruise for you. In the fall, our leaf-peeping cruises are a favorite, offering a front-row seat to the vibrant autumn colors reflected in the water.
Each cruise is a blend of relaxation and fun, with the freedom to enjoy the bay your way. Our vessels are spacious and comfortable, making it easy to unwind as you take in the stunning views, sip on your favorite drink, or capture the perfect photo of the season’s beauty.
As a family-run, family-oriented operation, we pride ourselves on creating a warm and welcoming atmosphere. Whether you’re planning a laid-back day with friends or a special family outing, we go the extra mile to ensure you have a fantastic time. Let us know what you’d like to experience, and we’ll tailor the trip to make it everything you imagined and more.
So come aboard, relax, and enjoy the beauty of the bay—your perfect day on the water awaits
Trip availability and prices
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Customer reviews
Rating
Customers' gallery (4)
All reviews (17)
I normally don’t leave reviews unless an experience is either exceptionally good or exceptionally bad, and thankfully this one falls into the first category. Our sunset cruise with Day on the Bay Charters was absolutely wonderful. Captain Josh Wentling was professional, friendly, and communicative from the very beginning. Before the cruise, he kept me informed and answered any questions I had, which made the entire process stress-free. The boat was clean, comfortable, and very well maintained. What really stood out was that Captain Josh took the time to ask what we wanted to see rather than simply following a standard route. We mentioned that we wanted to view Assateague Island from the water, and he happily accommodated our request without hesitation. Throughout the cruise, he was personable, knowledgeable, and great to talk with, making the experience feel both relaxing and memorable. We also had our elderly grandmother with us, who uses a walker, and Captain Josh went above and beyond to ensure she boarded and exited the boat safely and comfortably. The entire experience exceeded our expectations, and it was one of the highlights of our trip to Ocean City. I highly recommend Day on the Bay Charters and Captain Josh to anyone looking for a private, personalized, and enjoyable cruise experience. We will definitely book again the next time we’re in Ocean City!
Thank you so much for the kind words. I enjoyed meeting you and your family. I look forward to seeing yall soon. Sincerely, Jw
Our day with Captain Josh was awesome! We spent time exploring the bay, seeing all the wild horses, and even took us on a tour through the different marinas where the tourisrs and locals all go. Hands down one of the best experiences here, ever!! Thank you, Captain Josh for a fun filled “Day on the bay” with you. We will definitely be back to sail again!! The Puylara Family
thank you
My wife and I went on the sunset cruise. We asked for sightseeing. Captain Josh was very knowledgeable and friendly. He showed us and taught us a lot about the history of Ocean City. We will definitely be back next year for another sunset cruise. I will definitely recommend Josh for an outstanding time on the water!
thank you
Our annual boat ride was awesome, Captain Josh was entertaining, professional and definitely made sure we had a great time. Loved his stories!!
We were looking for an event while hosting friends from Ocean City, NJ that provided us with a way for our friends to experience the many beautiful areas in tbe area that you don’t see unless traveling by boat and our Captain didn’t disappoint! Very relaxing , fun event. Highly recommend!
thank you
FAQs about Day on the Bay Charters
What are the trip rates for Day on the Bay Charters?
- US $275 per group - 2 Hour Trip – Afternoon Special (2 hours)
- US $275 per group - 2 Hour Trip – Brunch Special (2 hours)
- US $275 per group - 2 Hour Trip – Happy Hour (2 hours)
- US $275 per group - 2 Hour Trip – Lunch special (2 hours)
- US $275 per group - 2 Hour Trip – Sunrise Special (2 hours)
- US $275 per group - 2 Hour Trip – Sunset Special (2 hours)
- US $300 per group - 2 Hour Trip – Christmas Lights (2 hours)
Which amenities are available onboard with Day on the Bay Charters?
- GPS
- VHF Radio
- Chart Plotter
- Depth Finder
- Anchor
- Wheel Steering
- Life Jackets
- Bimini
- Ice Box
- Fishfinder
- Baitwell
- Rod Holders
Which kinds of activities does Day on the Bay Charters offer?
- Pontoon & Tiki Boat Tours
- Sunset Dinner Cruises
- Booze Cruises
- Whale & Dolphin Watching
Your operator
Captain Josh has been expertly navigating the local waters for a number of years, offering unforgettable boating experiences. His deep knowledge of the area ensures you'll enjoy the most scenic routes and hidden gems along the coast. Whether you're looking to relax, explore, or sightsee, Captain Josh is dedicated to making your time on the water safe, enjoyable, and memorable. Book your trip with Day on the Bay Charters and let Captain Josh show you the beauty of the open water.
Captain Josh has been expertly navigating the local waters for a number of years, offering unforgettable boating experiences. His deep knowledge of the area ensures you'll enjoy the most scenic routes and hidden gems along the coast. Whether you're looking to relax, explore, or sightsee, Captain Josh is dedicated to making your time on the water safe, enjoyable, and memorable. Book your trip with Day on the Bay Charters and let Captain Josh show you the beauty of the open water.
What the boat is like
Which kind of activities are offered
Which amenities are available onboard
What's included in the trip price
What’s allowed on the boat
What additional terms you should be aware of
Security deposit is not required
A refundable deposit is not required by the charter operator.
Fuel is included
Fuel is included in the price of the rental.
How cancellations work
Free cancellation up to 7 days prior to trip
You can cancel or modify your booking up to 7 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
How you can pay
Reserve with a 10% booking deposit, pay the captain the rest
When the captain confirms your trip, BoatBooker charges your credit card a 10% booking deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
Cash
Visa
Mastercard
Checks
When paying the remaining balance with a credit card, an additional 5% charge will apply.
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