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Popular Sunset & Dinner Cruises Charters in Assawoman Bay  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sunset & Dinner Cruises in Assawoman Bay- BoatBooker

Assawoman Bay

Assawoman Bay, United States

assawoman-bay

Enjoy 2 relaxing hours on the water. Make it a booze cruise, a dolphin-watching trip, or whatever you’d like. Tell us what you'd like to do.

United States

Day on the Bay Charters

Ocean City

Join us for an unforgettable day on the water, where every moment is designed to create lasting memories. Whether you&#8217;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, w

Explore the bay aboard the Stella Marie..

Running Tide Charters

Step aboard Running Tide Charters and experience Ocean City like never before! This versatile 2001 World Cat 246SF Center Console is built for both adventure and relaxation. Accommodating up to six guests, it&rsquo;s powered by dual 150 HP Yamaha outboard

Enjoy a "2 Hour Scenic Cruise" on the local waters around Ocean City. 

Your cruise will start with a short ride to Assateague Island in search of the world famous wild ponies.

Next we will head out into the Atlantic Ocean and cruise along the coast in search of dolphins. 

You may also encounter many bird species such great blue herons pelicans, ospreys and bald eagles.

Be sure to wear a swim suit. There will be opportunities to get in the water and swim if you like.

This trip departs at 1:30 PM

Saltwater Adventures Ocean City - Maryland

Welcome aboard &quot;Saltwater Adventures&quot; with your host Capt. Tony Battista. The boat is a custom 25&#039; center console that was built right here in West Ocean City and was launched in 2017. It can carry up to 6 passengers and has all required sa

Enjoy a relaxing sunset cruise through the beautiful back bays, visiting local hotspots after the rush. Unwind as you take in the evening views, and if desired, dinner drop-offs can be arranged through the captain.

A Dare Inshore

Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City. Perfect for up to four guests, this sleek vessel is powered by a powerful 150 HP Suzuki outboard engine, allowing you to

No need to fight the crowd and sand in your shoes. Come out and enjoy the exhilarating Ocean City Air Show from the boat! Depending on weather conditions and guests' preferences, you can experience the spectacular event from the ocean, the back bay, or the sandbar. 
What to Bring
--BYOB feel free to bring your own beverages (NO GLASS PLEASE)
--Food/snacks
--Towel
--Small cooler. There is a cooler on board; you are welcome to use
There is only one slot available per day due to show times, so don't miss out

Coastal Guide Service LLC Bay Cruising

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. Perfect for groups of up to six guests, this sleek vessel offers both comfort and performance, powered by a 300 HP

Experience Ocean City’s beauty on a sunset cruise with Nanticoke Outfitters! Enjoy calm waters, breathtaking views, and a relaxing ride through scenic back bays. Perfect for families, couples, or friends, our private small group cruises offer a peaceful escape with chances to spot dolphins and wild ponies. Bring your own snacks, celebrate a special occasion with drinks, or just unwind. Make unforgettable memories on the water—book your sunset cruise with Nanticoke Outfitters today!

Nanticoke Boat Tours

Explore Ocean City from the water aboard Nanticoke Boat Tours, a beautifully restored 2010 MayCraft Center Console (refit in 2024) designed for adventure and comfort. Powered by a reliable 350HP Suzuki outboard, this sleek vessel reaches cruising speeds u

Skip traffic! Cruise in luxury from 38° at Bayside (Selbyville, DE) straight to The Reel Inn (Ocean City, MD). Price includes private round-trip transit for up to 6 guests total (2hr 6min total experience). Enjoy a 30-min narrated White Marlin Open tour and a special surprise treat on the way to the restaurant. Dine dockside for 1h 20m before a fast 15-min cruise back to 38. Restaurant food/drinks are separate purchases. 6 slots daily (3PM–6:45PM). Perfect for Happy Hour or sunset! Licensed CPT.

Private Axopar Luxury Bay Tour (Max 6)

Fenwick Island

Step aboard the ultimate &quot;SUV of the Seas&quot; for an unforgettable private charter tailored entirely to your group! Boat Bayside is a stunning 2023 Axopar 28 Cabin&mdash;a sleek, award-winning Scandinavian masterpiece that perfectly blends modern l

Embark on a relaxing 2-hour Assateague Island Tour from Ocean City and witness the famous wild horses roaming freely in their natural habitat. Cruise along scenic waterways as your captain shares the history and secrets of this beautiful island. It’s the perfect adventure for nature lovers and photographers alike.

5 STAR Charters Tours & Taxi

Discover Ocean City from a whole new perspective with 5 STAR Charters Tours &amp; 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. Powered by a 

Enjoy a customizable boat tour featuring sightseeing, waterfront real estate views, crabbing and clamming experiences, and swimming at stunning sandbars. Keep an eye out for dolphin watching along the way. Depending on timing, enjoy a beautiful sunset on the water. Bring your own bottle and food onboard, or stop at a bayside restaurant for a local dining experience. A perfect mix of adventure, nature, and relaxation for families and couples.

Captain Tilly OC Charters – Wedgie²

Step aboard the &ldquo;Wedgie&sup2;&rdquo;, a 2007 Panga Marine Marquesas based in Ocean City, captained by Chris Tilghman. This versatile 4-guest vessel is powered by a reliable 140 HP Suzuki outboard engine, reaching cruising speeds up to 35 knots, perf

Enjoy a relaxing 2-hour Ocean Tour along the beautiful coastline of Ocean City, Maryland. Take in stunning ocean views, feel the refreshing sea breeze, and experience the beauty of the Atlantic from the water. Perfect for families, couples, and friends looking to unwind, sightsee, and create unforgettable memories on the coast.

Heavyseas Sportfishing

Step aboard Heavyseas Sportfishing, a 1986 AquaSport 290 Tournament Master (restored in 2023), based in Ocean City, and enjoy a well-equipped private charter experience designed for comfort, relaxation, and unforgettable moments on the water. This vessel 

Sunset & Dinner Cruises in Assawoman Bay

Top Sunset & Dinner Cruises in Assawoman Bay