28 ft
Up to 6 people
Private Luxury Bay Tour (Max 6)
5.0
/5
(11 reviews)
Fenwick Island
Boat Bayside invites you aboard our award-winning 2023 Axopar 28 Cabin—a sleek Scandinavian masterpiece designed for first-class comfort and high-performance thrills.
"Our two hour sunset cruise on Ocean City Bay aboard the Axopar 28 Cabin was one of the coolest experiences our family has ever had." — Nicholas,
"Our two hour sunset cruise on Ocean City Bay aboard the Axopar 28 Cabin was one of the coolest experiences our family has ever had." — Nicholas,
+1
trips from
US $750
24 ft
Up to 13 people
5 STAR Charters Tours & Taxi
5.0
/5
(7 reviews)
Ocean City
Discover Ocean City from a whole new perspective with 5 STAR Charters Tours & Taxi! This spacious 24 ft USCG-inspected Carolina Skiff can comfortably accommodate up to 13 guests, making it perfect for families, friends, or group outings.
"Not sure ehat to expect, the Sand Bar trip with Capt. Brandon was the highlight of the week." — Chris,
"Not sure ehat to expect, the Sand Bar trip with Capt. Brandon was the highlight of the week." — Chris,
trips from
US $375
25 ft
Up to 6 people
Saltwater Adventures Ocean City - Maryland
5.0
/5
(16 reviews)
Ocean City
Welcome aboard "Saltwater Adventures" with your host Capt. Tony Battista. The boat is a custom 25' center console that was built right here in West Ocean City and was launched in 2017.
"We had a wonderful day in OC! We visited a local sandbar and saw sea birds, horseshoe crabs, and other sea life." — Jessica,
"We had a wonderful day in OC! We visited a local sandbar and saw sea birds, horseshoe crabs, and other sea life." — Jessica,
trips from
US $348
30 ft
Up to 6 people
Day on the Bay Charters
4.6
/5
(17 reviews)
Ocean City
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories.
"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." — Kennedi,
"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." — Kennedi,
trips from
US $275
23 ft
Up to 4 people
Captain Tilly OC Charters – Wedgie²
5.0
/5
(2 reviews)
Ocean City
Step aboard the “Wedgie²”, a 2007 Panga Marine Marquesas based in Ocean City, captained by Chris Tilghman.
"Captain Chris was informative ahead of the trip and during the trip." — Annette,
"Captain Chris was informative ahead of the trip and during the trip." — Annette,
+2
trips from
US $200
25 ft
Up to 4 people
Lost Sailor Guide Service LLC
5.0
/5
(1 review)
Bishopville
Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you're looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore
"We could not have asked for a better experience. This was our first time using BoatBooker and our captain was incredible." — Maureen,
"We could not have asked for a better experience. This was our first time using BoatBooker and our captain was incredible." — Maureen,
+1
trips from
US $400
22 ft
Up to 4 people
A Dare Inshore
5.0
/5
(1 review)
Ocean City
Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City.
"Captain Dennis was early and assisted me in getting to the marina." — Jeff,
"Captain Dennis was early and assisted me in getting to the marina." — Jeff,
+4
trips from
US $300
24 ft
Up to 6 people
Magic Bowfishing
Ocean Pines
Magic Bowfishing is a rugged and versatile 2020 Long Beach Custom Boats 2480 Aluminium Fishing vessel, perfectly designed for action-packed days on the water in Ocean Pines.
+1
trips from
US $500
28 ft
Up to 6 people
Coastal Guide Service LLC Bay Cruising
5.0
/5
(2 reviews)
•
432 external reviews
Ocean City
Set sail on a memorable adventure aboard the Coastal Guide Service LLC Bay Cruising, a 2001 Dusky 28 Center Console based out of Ocean City.
"Capt and mate were very nice and accommodating. " — Mark,
"Capt and mate were very nice and accommodating. " — Mark,
+3
trips from
US $280
31 ft
Up to 6 people
Just a toy charter
Ocean City
Experience the thrill of the open waters aboard Just a Toy, a 2020 Century 3000 Center Console, expertly restored in 2024, and based out of Ocean City.
trips from
US $300
Top Assawoman Bay Destinations
Frequently Asked Questions about Boat Tours in Assawoman Bay
According to customer reviews, some of the most popular boat tours in Assawoman Bay are:
- Private Luxury Bay Tour (Max 6)
- 5 STAR Charters Tours & Taxi
- Saltwater Adventures Ocean City - Maryland
According to customer reviews, some of the most popular boat tours in Assawoman Bay are:
- Private Luxury Bay Tour (Max 6)
- 5 STAR Charters Tours & Taxi
- Saltwater Adventures Ocean City - Maryland
The average Assawoman Bay boat trip price for a 4 hour private trip is US $461 based on prices on BoatBooker.com.
The average Assawoman Bay boat trip price for a 4 hour private trip is US $461 based on prices on BoatBooker.com.
The top 5 boating-related activities in Assawoman Bay are:
The top 5 boating-related activities in Assawoman Bay are:
The top 5 most popular boat types you can rent in Assawoman Bay, by number of boats available are:
The top 5 most popular boat types you can rent in Assawoman Bay, by number of boats available are:
The top 5 most popular boat categories you can rent in Assawoman Bay, by number of boats available are:
The top 5 most popular boat categories you can rent in Assawoman Bay, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Assawoman Bay are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Assawoman Bay are:
The average price of boat tours in Assawoman Bay is:
- 2-hour boating trips – US $358
- 3-hour boating trips – US $433
- 4-hour boating trips – US $525
- 5-hour boating trips – US $699
- 7-hour boating trips – US $998
- 8-hour boating trips – US $850
The average price of boat tours in Assawoman Bay is:
- 2-hour boating trips – US $358
- 3-hour boating trips – US $433
- 4-hour boating trips – US $525
- 5-hour boating trips – US $699
- 7-hour boating trips – US $998
- 8-hour boating trips – US $850
What people said about boating in Assawoman Bay
- 5.0/5(2 Hour Engagement Cruise)
always a GREAT TRIP
our second time with Captain Tony ! we wanted to do early morning but he recommended later in the day and it was definitely the best choice our family saw the dolphins (the entire family mama papa and baby my kids loved it) truely amazing sight for us all then we finally saw the ponys along the water ways of assateague island wonderful site along the water! we definitely recommend him and would be our 1st whenever we decide to come down to OC again!
- 5.0/5(2 Hour Trip – Afternoon Special)
Best experience on the pontoon boat!!
Sail the boat that sailed the world with Captain Stephen and Day on the Bay Charters with Captain Josh! Hands down two of THE BEST experiences we’ve had while here! ?
- 5.0/5(2 HR - Sunset Cruise)
Memorable and Special!
YES! I recommend this boating adventure, our captain was Joel, he was outstanding!
How people rated boat trips in Assawoman Bay
5.0/5(2 Hr – Costal Boat Adventure - 11:00 AM)Afternoon on the water
Captain Chris was informative ahead of the trip and during the trip. We had a fantastic afternoon and plan on more excursions with Captain Chris.
5.0/5(Resturant/Bar Hopping)Great boat day!
We had a great time with Captain Brandon spending the afternoon bar hopping and cruising around the bay. He made everything easy and enjoyable! Thank you so much!!
5.0/5(2 Hour Trip – Afternoon Special)Fantastic experience!!
Our annual boat ride was awesome, Captain Josh was entertaining, professional and definitely made sure we had a great time. Loved his stories!!
- 5.0/5(2 Hour Sandbar Tip (copy) (copy))
Great trip and fun day
Captain Brandon makes this easy. Nice boat. Good vibes. Easy ride to the sand bar and a great time hanging and playing in the water. Id recommend this trip to anyone looking for a change from slogging through the crowds and sand of the beach.
- 5.0/5(2 Hour Trip – Happy Hour)
Perfect Day in the Water!
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!
- 5.0/5(Resturant/Bar Hopping (copy) (copy))
Fantastic time!
We had a group of 11 adults who wanted to enjoy a evening on a boat, bar-hopping. Captain Brandon was fantastic! Would highly recommend.
- 5.0/5(2 Hour Trip – Sunset Special)
Perfect evening on the water.
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!
- 5.0/5(2 Hour Sandbar Trip)
Memories were made!
Not sure ehat to expect, the Sand Bar trip with Capt. Brandon was the highlight of the week. he was fantastic the wntire time. we have four lids with us (5,6,8,9) and he treated them like they were family. very knowledgeable. we can say enough how awesome this was. we will definitely be back.
- 5.0/5(2 Hour Trip – Afternoon Special)
Best experience on the pontoon boat!!
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 - 5.0/5(2 Hour – Assateague Island (copy))
Great boat trip for families
Captain Brandon gave us a wonderful boat trip and was very accommodating with our family. We saw some wild ponies and enjoyed the sights. He gave us a great recommendation for our next trip the next time we are here.
- 5.0/5(2 Hour Trip – Sunset Special)
Great Memories!
Captain Josh was very accomodating, laid back, and fun! He made our trip a blast and would highly recommend. Will definitely be back to book again with him.
- 5.0/5(Resturant/Bar Hopping)
WE LOVED CAPTAIN BRANDON!
this was such a fun trip and captain brandon was so flexible. it rained the day we were supposed to go out so he moved the date and took us out the next day. it was a great price for a super fun day!
- 5.0/5(2 Hour Trip – Afternoon Special)
Amazing!
Josh was attentive to our needs, great conversationalist and very accommodating
- 5.0/5(2 Hour Trip – Sunset Special)
A great time on the water!
Josh is a great captain and knows everything you could possibly want to know about the area and its history! Highly recommended!!
- 5.0/5(2 Hour Trip – Happy Hour)
Captain Josh is really awesome
Highly recommend this boat and Captain! So much fun, highly experienced, great Captain. Must hire for a day on the Bay or chasing the sunset! Must hire!
- 5.0/5(2 Hour Trip – Sunset Special)
Captain Josh was great.
We had a great time on the bay despite some rain. Captain was knowledgeable and very friendly. Would highly recommend him!