Assawoman Bay Boat Tours
The best out of 19 boat tours in Assawoman Bay - enter dates to check availability
28 ft
Up to 6 people
Private Luxury Bay Tour (Max 6)
5.0
/5
(9 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.
"Perfect for our small group, we were looking for a sunset cruise for just us!" — Annette,
"Perfect for our small group, we were looking for a sunset cruise for just us!" — Annette,
+1
trips from
US $750
24 ft
Up to 13 people
5 STAR Charters Tours & Taxi
5.0
/5
(6 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
30 ft
Up to 6 people
Day on the Bay Charters
4.5
/5
(16 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
25 ft
Up to 6 people
Saltwater Adventures Ocean City - Maryland
5.0
/5
(12 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 $298
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
23 ft
Up to 4 people
Captain Tilly OC Charters – Wedgie²
5.0
/5
(1 review)
Ocean City
Step aboard the “Wedgie²”, a 2007 Panga Marine Marquesas based in Ocean City, captained by Chris Tilghman.
"Family had a great crab adventure today!! Highly recommended!" — Fran,
"Family had a great crab adventure today!! Highly recommended!" — Fran,
+3
trips from
US $200
28 ft
Up to 6 people
Coastal Guide Service LLC Bay Cruising
5.0
/5
(2 reviews)
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421 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
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
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