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Popular Boat & Yacht Tours Charters in Ocean Pines  , United States. Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Boat & Yacht Tours in Ocean Pines, MD- BoatBooker

Ocean Pines

Ocean Pines, United States

ocean-pines

Discover Ocean Pines, Maryland, a laid‑back gateway to smooth, scenic waterways perfect for relaxed cruising and family‑friendly adventures. With calm inshore conditions and tree‑lined channels, Ocean Pines boating charters are ideal for first‑time renters, multigenerational groups, and anyone seeking easygoing time on the water without the ocean swells.From sunrise outings to golden‑hour returns, you’ll enjoy gentle routes that wind past quiet shorelines and bird‑rich marsh edges. Anglers appreciate the sheltered waters for light‑tackle action, while leisure‑seekers favor pontoons for picnics, sandbar stops, and photo‑worthy views. Kayak and paddle craft lovers find glassy stretches for unhurried exploring, and small powerboats make it simple to cover more ground in a single trip.Close to the energy of nearby beach towns yet blissfully peaceful on the water, Ocean Pines offers an inviting mix of convenience and calm. Well‑placed launch points, fuel docks, and transient slips make planning straightforward, and protected conditions mean more cruising time and fewer weather delays. Whether you’re mapping a short loop with kids or a longer day of casting and cove hopping, routes are intuitive and rewarding.Choose Ocean Pines boating charters for smooth sailing, easy navigation, and coastal charm—an accessible destination where relaxed itineraries, wildlife spotting, and memory‑making moments come naturally. It’s the perfect starting point for boaters who want the shore’s best views without the hurry.

Enjoy an evening cruising the Ocean City area and take in the sights of the season.

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

Experience a comfortable sightseeing and nature cruise through the ocean and bay waters surrounding Ocean City and Assateague Island National Seashore Park. Take in the stunning coastal views of our resort town from the ocean while keeping an eye out for dolphins and other marine life. Then, explore the tranquil bay waters behind Assateague Island, where you might catch a glimpse of the world-famous wild ponies and other wildlife that thrive in the National Park's beautiful and unique ecosystem.

Ocean and Bay Tour and Nature Cruise

Fish Finder Adventures LLC invites you to an unforgettable day on the water aboard a classic 1986 Gary Davis Custom Pilothouse. Conveniently docked at the Ocean City Fishing Center in West Ocean City, this versatile vessel can comfortably accommodate up t

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 10:30 AM.

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

Come enjoy your vacation aboard the A-Dare, we specialize in fishing, cruising, and good times! Enjoy the scenery and wildlife of Assateague island, wild ponies, see dolphins, turtles as well as various seabirds, we can enjoy lunch or a drink at numerous waterfront restaurants, or a quiet cruise in the back bays, we tailor each experience to the client's request, come see us in Ocean City!

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

Come join us for a relaxing, fun-filled adventure around the bay of OC! Let us know if there is a special occasion or any special requests.  There is a cooler with ice provided on board, as well as a trash can to keep our waterways clean. 9:15 am-10:45 am. Some options include:
Just booze cruising
Sightseeing/Touring OC Dolphins are a common sighting, as well as the horses on Assateague Island
Sandbar
This trip is BYOB. You are welcome to bring your own cooler (65 QT or less), and be sure to bring snacks.

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

Explore the Bay on a 3-Hour Cruise with Lost Sailor Guide Service!
Join Captain Skip for a scenic 3-hour cruise from Fenwick Island to the Assateague Bridge, hitting all the best spots along the way. Glide through calm waters, take in stunning coastal views, and spot wildlife like ospreys, dolphins, and Assateague’s wild ponies. Whether you want to relax, snap great photos, or enjoy the peaceful bay, this trip is the perfect escape. Bring your favorite drinks and snacks, and let the adventure begin!

Lost Sailor Guide Service LLC

Bishopville

Set sail with Captain Skip Maisel for an unforgettable cruising experience along the breathtaking waters of Fenwick Island and Ocean City! Whether you&#039;re looking for a relaxing day on the water, scenic coastal views, or a customized cruise to explore

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

Magic Bowfishing

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. With space for up to six guests and powered by a reliable 115 HP Suzuki outboard 

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

Boat & Yacht Tours in Ocean Pines

Top Boat & Yacht Tours in Ocean Pines