Ocean City: Sailing Catamaran Cruise with Crew

If you’re dreaming of taking to the water and feeling the Atlantic breeze in your hair, this sailing catamaran cruise in Ocean City offers a relaxed yet exhilarating escape. While we haven’t personally been aboard, reviews and detailed descriptions paint a picture of a memorable adventure that combines natural beauty, expert guidance, and plenty of space to unwind.

What makes this trip special? First, the spacious 50-foot catamaran provides ample room for lounging, whether on cushioned seats or the trampolines designed for stretching out under the sun. Second, the chance to spot dolphins swimming alongside adds an element of unpredictability and delight. Finally, the crew—led by Captain Steve Butz, who’s known for his world sailing experiences—brings both confidence and charm, making the journey both informative and fun.

One possible consideration is the weather dependency of open water sailing. If the seas are rough or the wind uncooperative, the experience could be less tranquil, though safety is always a priority. This cruise appeals most to those seeking a laid-back, scenic outing that’s suitable for families, seniors, and anyone eager to enjoy the outdoors from a different perspective.

Who is this experience perfect for?

If you enjoy being on the water, with an interest in sailing or wildlife, and want a flexible, family-friendly activity, this tour hits the mark. It’s especially appealing for those who love natural encounters like dolphins, scenic views, and a touch of adventure with knowledgeable guides.

You can check if your dates are available here:

Good To Know

• Open water sailing on a 50-foot catamaran provides a spacious, comfortable experience.
• Wildlife encounters, especially dolphins, often happen right alongside the boat—making every trip unique.
• Guided by expert crew, including Captain Steve, with extensive sailing experience and a friendly approach.
• Flexible seating options include cushioned seats, sheltered areas, and trampolines for lounging under the sun.
• A focus on authentic sailing—the engines cut off, and the boat moves solely on wind power, giving a true ocean experience.
• Ideal for a wide range of travelers: families, seniors, and those with moderate mobility who want a relaxed day on the water.

A Detailed Look at the Sailing Experience

Getting there and arrival tips

The tour departs from Olde Towne Marina, located at 307 Dorchester Street in Ocean City. Parking can be a challenge, so arriving early is wise—there’s free parking near the Bay Hopper Shed, painted blue, or paid street parking nearby. After parking, many guests enjoy grabbing a drink at the new restaurant next to the marina before heading out. The departure is punctual, so plan to arrive about five minutes early, as late arrivals will miss the boat without exception.

The boat and its features

The Alyosha, a 50-foot catamaran, is designed with comfort in mind. The boat features trampolines at the bow, perfect for soaking up the sun and enjoying the breeze, and cushioned seats in the cockpit for those preferring shelter. Restrooms are available aboard, though they’re typical boat heads—best to use them before boarding or when the boat is anchored.

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The itinerary: what happens during the trip

The cruise lasts roughly 1 hour and 50 minutes, with a total scheduled time of 2 hours. The journey begins at the marina, heading through the OC Inlet, often the roughest part of the voyage due to the open water conditions, but the experienced crew navigates it smoothly. The trip then takes a triangular route across the Atlantic, depending on wind conditions, which makes each trip somewhat different.

On calm days, guests often feel as though they’re sailing effortlessly, with the diesel engines shutting off to let the wind do the work—an authentic sailing experience. The crew keeps a close watch on the weather, and if conditions are good, the boat will glide over rolling swells, creating a gentle rocking that many find relaxing.

The highlight: wildlife and natural scenery

Dolphins are a common sight, often playing around the bow as the boat moves. Several reviews mention spectacular dolphin sightings, sometimes with pods swimming closely alongside the vessel. One reviewer described it as “a natural, once-in-a-lifetime experience,” emphasizing how magical it is to watch these creatures in their habitat.

The crew and guides

Captain Steve, along with the friendly crew, makes a noticeable difference. They’re committed to safety, knowledgeable about sailing, and eager to share stories—like Captain Steve’s tales of his world tours. Guests consistently praise their engaging, approachable attitude, making everyone feel comfortable, whether they’re seasoned sailors or first-timers.

Comfort and amenities

The large trampolines are a key feature, allowing guests to lounge, tan, or simply relax while taking in the views. The cushions provided add extra comfort, and there’s plenty of space for everyone to spread out. Bottled water is available, and guests are encouraged to bring their own food and drinks for a more personalized experience. Sunscreen and sunglasses are a must, given the outdoor nature of the tour.

Accessibility considerations

While the tour isn’t wheelchair accessible, it does accommodate strollers, with infants sitting on their guardian’s lap. Moderate physical fitness is recommended for climbing on and off the boat, especially when navigating the slip and boarding process. The sheltered seating in the cockpit offers an alternative for those less inclined to spend too much time on deck.

Pricing and value

At $110 per person, the cruise offers a solid value. The experience combines scenic beauty, wildlife viewing, and the thrill of sailing—all under the guidance of expert crew—making it a worthwhile investment for anyone wanting a memorable day on the water. Compared to larger, less intimate tours, this offering emphasizes quality and comfort, with plenty of room and the chance to really connect with nature.

Why You Should Consider This Cruise

If you’re looking for a relaxed, scenic day on the water with chances to see dolphins and learn about sailing from seasoned guides, this cruise delivers. It’s ideal for families, couples, or solo travelers seeking an authentic experience away from crowded attractions. The casual, comfortable atmosphere encourages unwinding while still enjoying the thrill of open ocean sailing.

The near-two-hour duration strikes a good balance—long enough for a meaningful experience but not so lengthy that it becomes tiring. Plus, the flexible departure times in the morning and evening allow fitting this in around other activities.

What sets it apart?

• The authentic sailing experience—the boat relies on wind power, and engines are only used when necessary.
• The friendly, knowledgeable crew makes all the difference, especially Captain Steve’s engaging storytelling.
• The wildlife sightings—dolphins often swim close enough to touch, adding a sense of wonder.
• The ample space and comfort—lounging on trampolines or cushioned seats lets you relax fully.

Final Thoughts: Is This Cruise Worth It?

Absolutely, especially if you’re craving a day spent on the water with a genuine sailing vibe and the chance to see dolphins in their natural habitat. The value for the price is evident in the comfort, scenery, and expert guidance offered. It’s perfect for travelers who appreciate a laid-back atmosphere that still delivers a sense of adventure.

Sailing enthusiasts will enjoy the authentic feel, while families or seniors can appreciate the accessibility features and relaxed pace. The crew’s friendliness and the scenic beauty of Ocean City’s waters make this a memorable outing.

For those seeking a combination of wildlife, scenic views, and the thrill of sailing, this tour ticks all the boxes. Just remember to bring sunscreen, arrive early, and brace for a bit of wind—because that’s what makes this experience so special.

FAQs

How long is the cruise?
The cruise lasts about 1 hour and 50 minutes, with a total scheduled time of 2 hours, including departure from the marina.

Where does the tour depart from?
It departs from Olde Towne Marina, located at 307 Dorchester Street, Ocean City. Parking nearby is available, but can be limited, so arriving early is advised.

What should I bring?
Bring your passport or ID, weather-appropriate clothing, sunscreen, sunglasses, and any food or drinks you’d like onboard. Bottled water is provided.

Is this activity suitable for children?
Yes, it’s appropriate for most children above age 4 or 5. The trip is relaxed, with plenty of space to lounge, and crew members are engaging with younger guests.

Can I book this last minute?
Yes, you can reserve now and pay later, providing flexibility for your plans. Just note that the tour departs promptly, so punctuality is key.

Are there any wheelchair or stroller restrictions?
The tour is not wheelchair accessible, but it does accommodate strollers, with infants sitting on a guardian’s lap. Moderate physical ability is needed for getting on and off the boat.

What happens if the weather is bad?
The tour relies on good weather; if canceled due to poor conditions, you’ll be offered a different date or a full refund.

Is there a restroom onboard?
Yes, Alyosha has restrooms (“heads”) available for guests, though they are typical boat toilets—best to use them before departure or during anchoring.

In essence, if you’re after a scenic, wildlife-filled sailing adventure with a friendly crew, this Ocean City catamaran cruise offers genuine value. It’s a wonderful way to enjoy a slice of ocean life, learn a bit about sailing, and maybe even share the water with playful dolphins.

You can check if your dates are available here: