If you’re planning to spend some time around Maryland’s beautiful coastline, the Harborside Orange Crush Cruise offers a laid-back, scenic experience that’s perfect for those looking to unwind and soak in the views. While I haven’t tried this one myself, the glowing reviews and detailed descriptions make it clear this cruise delivers a charming mix of wildlife, good company, and a touch of local flavor.
What really stands out about this trip are the stunning vistas of Assateague Island—home to those famous wild ponies—and the friendly, knowledgeable guides who make the journey informative and fun. Plus, the inclusion of a classic orange crush cocktail, which is reportedly the original from Harborside Bar, adds a nostalgic and refreshing twist.
One thing to keep in mind is that the tour is quite intimate, with a maximum of six travelers, so it’s best suited for those who enjoy small group outings and personalized attention. The price—around $45 per person—feels quite reasonable considering the scenic value and the included drink. For anyone curious about Maryland’s coastal wildlife or just wanting a relaxing cruise with good food and drinks, this trip could be a hit.
This experience works well for couples, small groups of friends, or solo travelers craving a peaceful bay cruise with an authentic local vibe. It’s not a large boat tour, so don’t expect big crowds or a party atmosphere, but if you’re after a more relaxed, personal outing, it ticks those boxes.
Key Points

- Small group size ensures personalized attention and a more intimate experience.
- Expert guides provide insightful commentary on wildlife, waterways, and local landmarks.
- Scenic views of Assateague Island and its famous wild ponies are a highlight.
- Food options are available and you’ll get a free orange crush when you order from Harborside Bar.
- Price point offers good value for a scenic, guided boat ride with a drink included.
- Weather-dependent: the tour relies on good weather; cancellations due to poor weather are fully refundable or reschedulable.
Why This Cruise Is Worth Considering

The Harborside Orange Crush Cruise is a straightforward, well-organized way to enjoy Maryland’s coastal beauty without a heavy price tag or lengthy schedule. The two-hour duration strikes a nice balance—long enough to see wildlife and take in the scenery, but not so long that it becomes tiring or overly structured.
From what travelers say, the guides are a major plus. One reviewer shared how Captain Kathy was “absolutely amazing and very knowledgeable,” pointing out details about the waterways, homes, and wildlife, which enhances the experience beyond just scenic views. That personal touch makes all the difference when you’re on a small boat with just a handful of people.
The free orange crush when you purchase lunch from Harborside Bar adds a little extra fun and authenticity—this cocktail is said to be the original from the famous spot, making it a tasty local specialty. Plus, the fact that food is ordered separately gives you some flexibility—you can choose a meal that suits your taste and budget.
The views of Assateague Island, especially the chance to see the wild ponies and dolphins, make this cruise a genuine highlight. You’re getting a front-row seat to Maryland’s coast, and for many, that’s enough to make the trip worthwhile. The small group size means you can ask questions and get more personalized insights from the guide—a real advantage over larger, more crowded tours.
On the downside, the tour’s reliance on good weather means you’ll need to plan accordingly. If the weather turns sour, your trip might be canceled, but the company offers full refunds or rescheduling. Also, with only six spots available, booking early is recommended—most travelers book about 20 days in advance to secure their spot.
Pricing at $45 per person feels reasonable for the overall experience, especially considering the included drink and the scenic, wildlife-rich route. While some might want more time or a larger boat, the intimate nature of the cruise keeps it cozy and special.
Planning more time in Maryland? We've covered other experiences worth considering.
An In-Depth Look at the Itinerary

Start at Ocean Pines Yacht Club: The journey begins here, with a prompt 12:15 pm start time. You’ll check in at this location, which is easy to find and familiar for many local visitors. The boat ride takes you out onto Assawoman Bay, a tranquil watery corridor perfect for cruising.
The boat ride itself: We loved the way the boat gently glides through the water, offering unobstructed views on all sides. The guide or captain—like Kathy, who gets glowing reviews—shares interesting tidbits about the waterways, local homes, and the fishing scene. The small size of the boat means fewer people, so you won’t feel lost in a crowd and can enjoy a more relaxed atmosphere.
The wildlife and scenery: Your main highlight is the chance to spot Maryland’s iconic wild ponies on Assateague Island. The island’s natural beauty is captivating, and spotting the ponies in their habitat feels like a special treat. Dolphins are also mentioned as part of the scenery, adding to the sense of coastal adventure.
Food and drinks: If you’ve ordered lunch from Harborside Bar, you’ll receive a free orange crush cocktail—a nostalgic, flavorful drink that pairs perfectly with the cruise. You’ll have the option to enjoy your meal and drink as you soak in the scenery. The food is purchased separately, so plan your order ahead of time.
Return to start point: After about two hours, the boat returns you to Ocean Pines Yacht Club. Many reviews mention how the friendly guide enhanced the trip with interesting information, making the experience both relaxing and educational.
Authentic Feedback from Travelers

One reviewer, John_H, praised Captain Kathy specifically, noting her “absolutely amazing and very knowledgeable” nature. He appreciated her pointing out details about the fisherman, waterways, and wildlife, which added depth to the experience. That personal touch is a big plus—especially on a small group tour like this.
Another traveler mentioned how the views of Assateague Island were “the best you can imagine,” confirming that the scenery truly lives up to expectations. The combination of scenic beauty, wildlife sightings, and friendly guides makes this a memorable outing.
Several guests highlighted the value of the included drink and the delicious food options, which add to the relaxed, enjoyable vibe. The fact that most travelers book 20 days in advance underscores how popular and well-regarded this cruise is.
Final Thoughts: Who Will Love This Experience?

The Harborside Orange Crush Cruise is ideal for those who want a gentle, scenic adventure with the opportunity to see Maryland’s wildlife up close. If you’re into wildlife spotting, especially the iconic Assateague ponies, this cruise delivers. It’s also perfect if you’re after a relaxing way to enjoy the water, with good company, tasty food, and a cool cocktail in hand.
The small group size really sets it apart—giving you a more personal experience and the chance to ask questions and learn from the guides. It’s a great choice for couples, small groups, or even solo travelers who enjoy intimate, guided outings. The two-hour format makes it manageable for most schedules and keeps the experience light and enjoyable.
On the downside, weather can affect your plans, so keep an eye on the forecast. Booking early is recommended due to the limited number of spots. The price is fair, especially considering the included drink and the scenic, wildlife-centric route.
If you’re looking for a laid-back, scenic, small-group experience that offers both wildlife adventures and a taste of local flavor, this cruise could be just what you need. It’s not a high-energy party, but rather a peaceful, insightful trip to enjoy Maryland’s coast at a comfortable pace.
Harborside Orange Crush Cruise
“Our captain Kathy was absolutely amazing and very knowledgeable during our cruise! She pointed out several things on our trip about the fisherman,t…”
FAQ

Is this tour suitable for children?
All passengers, regardless of age, need a ticket, so children are welcome. Since it’s a small boat ride, it’s suitable for families, but keep in mind the boat’s size and the calm nature of the cruise.
What’s included in the price?
The boat ride and a certified guide are included. If you purchase food from Harborside Bar, you’ll also get a free orange crush cocktail.
How far in advance should I book?
Most travelers book about 20 days ahead, which is recommended since spots are limited to six people.
Can I cancel if the weather is bad?
Yes, cancellations due to poor weather are fully refundable or can be rescheduled. The tour requires good weather for safety and comfort.
What is the meeting point?
The cruise starts at Ocean Pines Yacht Club, and you’ll meet there at 12:15 pm.
How long is the cruise?
The cruise lasts approximately two hours—perfect for a relaxed afternoon outing.
Is the tour suitable for people who want more wildlife experience?
Yes, wildlife sightings like dolphins and wild ponies are part of the trip, providing a good opportunity to see Maryland’s coastal animals.
What if I have dietary restrictions?
Food is purchased separately from the restaurant, so you can order what suits your dietary needs directly from Harborside Bar.
If you enjoy scenic water rides, wildlife spotting, and a relaxed vibe, the Harborside Orange Crush Cruise offers a charming slice of Maryland’s coastal life. Just remember to book early, dress comfortably, and prepare for some stunning views and friendly guide interactions.
