Ocean City: Sailing Catamaran Cruise with Crew

If you’re looking to add a touch of adventure and serenity to your Ocean City trip, a sailing catamaran cruise offers a refreshing change from typical beach days and boardwalk strolls. This nearly two-hour voyage gives you the chance to glide across the Atlantic Ocean aboard a roomy 50-foot vessel, with the option to relax or seek a little thrill depending on the weather. It’s a genuine sailing experience with a friendly and knowledgeable crew, designed to appeal to a wide range of travelers—from families with kids to seniors with moderate mobility.

What we particularly love about this trip is how it beautifully balances adventure and relaxation. The spacious deck equipped with trampolines invites you to lounge under the sun, while the chance to watch dolphins play nearby makes it feel like a slice of paradise. Plus, the presence of an experienced captain with global sailing stories adds a layer of authenticity and expertise to the experience. That said, it’s worth noting that this is a weather-dependent activity, so if the wind doesn’t cooperate, the trip might be canceled or altered, which is important to keep in mind when planning.

This cruise is well-suited for anyone interested in a genuine ocean sailing adventure that emphasizes natural beauty and fun. Whether you’re a seasoned sailor or just want to enjoy the water in a laid-back setting, this experience offers great value for the cost. Now, let’s explore what makes this trip stand out and what to expect along the way.

Key Points

• Authentic Sailing Experience: The trip focuses on sailing under wind power, offering a true feel of ocean navigation.
• Family-Friendly: Suitable for children over age 4/5 and even seniors with fair mobility, with sheltered seating available.
• Wildlife Encounters: Regular dolphin sightings make this a memorable nature experience.
• Spacious and Comfortable: The catamaran’s design, with trampolines and cushioned seating, encourages lounging and socializing.
• Expert Crew: The captain and crew are praised for their knowledge, friendliness, and ability to make guests feel at ease.
• Weather-Dependent: The trip’s success relies heavily on good weather, so flexibility is key.

You can check availability for your dates here:

An In-Depth Look at the Ocean City Sailing Catamaran Cruise

The Itinerary and Route

This cruise typically departs from a marina at Olde Towne Marina, with directions to park nearby. The trip lasts about 1 hour and 50 minutes, giving you a substantial window to enjoy the water. The journey begins with a smooth departure, often sailing through the protected waters off Assateague Island before heading into the Atlantic Ocean. Here, the real sailing begins, as the engines cut off and the boat is propelled solely by wind and sail power, creating a genuine oceanic feel.

A highlight is navigating the OC Inlet, which can be the roughest part of the trip — but that’s part of the adventure. The boat then takes a triangular route, with the captain adjusting the course based on wind conditions, ensuring each trip feels unique. You’ll notice the crew’s efforts to optimize the experience, though, as noted by those familiar with the area, the actual sailing direction depends on the wind, which can be unpredictable.

What Makes the Sailing Special

Most reviews emphasize the joy of sailing without the noise and fumes of engines. When the diesel cuts off, only the gentle sound of the wind and waves fills your ears. The boat glides effortlessly, and you can feel the power of the wind in your hair. The trampolines in front of the boat are perfect for stretching out and soaking in the sun, while the cushioned seating inside offers shelter from the elements if needed.

Wildlife and Natural Encounters

One of the most often-reported delights is watching dolphins join the cruise, often swimming playfully near the bow. Several guests describe this as a “once-in-a-lifetime natural experience,” with dolphins occasionally swimming right alongside the vessel or leaping out of the water. It’s a vivid reminder of how engaging and lively the Atlantic waters can be.

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The Crew and Guided Commentary

The crew, led by Captain Steve Butz—who has circumnavigated the globe and toured the world by sail—are frequently praised for their knowledge and friendliness. They share stories about their adventures, giving you an insider’s view of sailing and navigation. Many reviewers mention how personable and attentive the crew is, ensuring everyone feels safe and comfortable, whether they’re seasoned sailors or first-timers.

Comfort and Facilities

The boat, Alyosha, comfortably accommodates groups, with plenty of space for lounging and mingling. The trampolines are cushioned and inviting, making it easy to relax and watch the horizon. Restrooms are onboard, although, like most sailboats, they are more functional than luxurious, so plan accordingly. Bottled water is provided, but guests are welcome to bring their own snacks and drinks — a nice touch for a leisurely day on the water.

Practical Details and Tips

• Arrival: The cruise departs promptly at the scheduled time, so arriving 5 minutes early is advisable. Parking can be limited, so consider arriving early and perhaps enjoying a drink at the nearby restaurant.
• What to Bring: Sunscreen, sunglasses, a hat, and weather-appropriate clothing are essential. The open deck is where the action happens, so protection from sun and wind is key.
• Cost and Value: At $110 per person, the trip offers a good value considering the experience of sailing in open water, wildlife sightings, and the scenic views. Since the crew provides bottled water and cushions, and you get a genuine sailing experience, many find it worth the price.
• Cancellation and Flexibility: Cancelations are free if made 24 hours in advance, making it a flexible option for travelers wary of weather disruptions.

Who Will Love This Trip?

This cruise is ideal for those seeking an authentic sailing adventure in a relaxed environment. Families with children over 4/5 will appreciate the spaciousness and dolphin encounters. For couples or groups wanting a scenic escape with excellent crew commentary, it’s a relaxing way to spend a couple of hours. Please note, it’s not suitable for those with mobility challenges or pregnant women, due to the physical demands of climbing aboard and the open deck’s exposure.

Authentic Natural Encounters and Stunning Views

We loved the way the boat effortlessly slices through the water with its sails, giving you a real sense of what it feels like to harness the wind. The dolphin sightings are truly magical, often occurring right off the bow, making it clear that this is more than a sightseeing cruise — it’s an active, living experience. The crew’s stories and tips add a layer of insight that enriches the journey, turning it into a learning adventure as well.

Why It’s Worth the Price

While $110 might seem steep for a two-hour trip, the value is clear when considering the intimacy of the experience, the natural beauty, and the quality of the crew. The boat’s spacious layout with trampolines and cushioned seating means you’re not squeezed into a tight space. Plus, the chance to sail in a true ocean environment — with the wind in your face and dolphins swimming alongside — makes it stand out from more commercialized or motorized boat rides.

Authenticity and Relaxation

What sets this cruise apart from speedboat or party boat options is its focus on authentic sailing and natural interactions. You’re not just along for a ride; you’re part of the wind and water, and the crew ensures everyone feels safe and involved. Many reviews appreciate the friendly, knowledgeable crew that makes newcomers feel comfortable and engaged.

Final Thoughts

This sailing catamaran adventure in Ocean City offers a genuine taste of ocean sailing with enough comforts to keep it enjoyable. It’s a perfect choice for travelers wanting to experience the water in a relaxed, natural way, with the added thrill of dolphin encounters and scenic vistas. The presence of a seasoned crew with a passion for sailing makes a difference, transforming what could be a simple boat ride into a memorable adventure.

If you’re craving fresh air, open water, and a bit of wind-in-your-hair fun, this cruise is likely to deliver. It’s an experience that emphasizes natural beauty and authentic sailing, making it a highlight for many visitors to Ocean City.

FAQ

How long does the cruise last?
The trip generally lasts about 1 hour and 50 minutes, but total duration including boarding and disembarking is close to two hours.

Where does the cruise depart from?
It departs from a slip at Olde Towne Marina in Ocean City, with parking available nearby (free near the marina or paid on the street).

Is the trip suitable for children?
Yes, children over age 4/5 are welcomed, and the spacious boat with sheltered seating makes it manageable for families. Just keep in mind the open decks, and plan for sun protection.

What should I bring?
Bring sunscreen, sunglasses, weather-appropriate clothing, and your own snacks or drinks if desired. Bottled water is provided.

Is this activity weather-dependent?
Absolutely. The trip relies on good weather; if conditions are not suitable, the trip may be canceled or rescheduled, with full refunds available if canceled due to weather.

Are restrooms available?
Yes, the boat has onboard restrooms (“heads”), although they are typical of a sailboat, so plan accordingly.

Can I bring extra food or drinks?
Yes, you’re encouraged to bring your own food and drinks to enjoy during the cruise.

Who Should Book This?

This cruise is a great fit for anyone interested in genuine ocean sailing in a relaxed setting. It appeals especially to families, nature lovers, and couples seeking a scenic escape with wildlife encounters. It’s also ideal for those who want a more authentic experience than motorized boat rides, with the added benefit of a friendly, experienced crew. However, it’s not suitable for those with mobility issues or pregnant women due to the physical aspects of boarding and open decks.

To sum it up, this Ocean City sailing cruise delivers a well-rounded, authentic taste of ocean sailing, complemented by dolphin sightings, beautiful scenery, and a crew that makes every guest feel special. It offers a memorable, value-packed outing for anyone looking to connect with nature and experience the wind and water firsthand. Whether you’re a sailing enthusiast or a curious traveler, it’s an adventure worth considering for your Ocean City itinerary.

You can check availability for your dates here: