When considering a fun, relaxed way to explore Maryland’s stunning coastline and wildlife, the Harborside Orange Crush Cruise offers a delightful blend of scenic views, local flavors, and a touch of adventure. For just $45 per person, you get approximately two hours of cruising behind Assateague Island—famous for its wild ponies, dolphins, and vibrant waterways. Led by a knowledgeable guide, this small-group tour is designed to make you feel like a local, with insider insights and plenty of opportunities to enjoy the scenery.
What sets this experience apart? First, the free orange crush cocktail, created by the iconic Harborside Bar, makes the cruise feel like a true Maryland tradition. Second, the combination of delicious food to go and the up-close wildlife viewing creates a well-rounded outing that’s both fun and memorable. These details make the cruise a perfect choice for families, couples, or small groups eager to see Assateague Island from the water.
One thing to keep in mind is that this tour is limited to six travelers, which means a more intimate experience but also requires booking well in advance—typically about 20 days ahead. If you’re looking for a large-group or party boat experience, this might not be the best fit. Still, if you value personalized attention and authentic scenery, this cruise hits the right notes.
In short, this tour is an excellent pick for those who enjoy natural beauty, good company, and local flavors. It’s especially suited for travelers who want a relaxed, educational experience with plenty of opportunities to photograph wildlife and enjoy Maryland’s coastal charm.
Key Points

- Intimate Experience: With a maximum of 6 travelers, you get personalized guidance and a relaxed atmosphere.
- Unique Cocktails: The original orange crush from Harborside is included with your food order, adding a fun local touch.
- Wildlife Viewing: Expect close-up sights of Assateague ponies and dolphins, plus scenic waterways.
- Authentic Food and Drink: Your meal from Harborside Grill complements the cruise, offering a taste of local flavors.
- Professional Guidance: The guide, likely a local expert, provides insights into the waterways, wildlife, and local history.
- Flexible Cancellation: Free cancellation up to 24 hours in advance makes this a low-risk booking.
A Closer Look at the Harborside Orange Crush Cruise

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Setting the Scene: Maryland’s Coastal Charm
The tour starts at the Ocean Pines Yacht Club, a cozy spot that feels like a local hideaway. From here, you’re whisked away on the OC Bay Hopper, a boat that’s perfect for small groups. The two-hour cruise promises a leisurely pace, giving you plenty of time to soak in the views without feeling rushed.
The highlight is undoubtedly the opportunity to see Assateague Island’s famous wild ponies, which roam freely and are a major draw for visitors. The boat’s vantage point means you’ll get a close-up look at these gentle animals, often grazing along the shoreline, and the chance to spot playful dolphins swimming alongside.
The Food and Drink Experience
What makes this cruise special is the combination of a scenic ride and a culinary treat. When you order your food from Harborside Grill, you not only get a tasty meal but also receive a free orange crush cocktail—an iconic Maryland drink, sweet and citrusy, perfect for sipping on the water. According to reviews, the food is delicious and adds an extra layer of enjoyment to the cruise, making it more of a relaxed dining experience combined with sightseeing.
Guided Insights and Wildlife Encounters
A certified guide or driver steers the boat, offering commentary on the waterways, local homes, and the wildlife you’re likely to see. Reviewers praise the guide, with John_H noting, “Our captain Kathy was absolutely amazing and very knowledgeable.” You can expect insights about the fishermen, waterway ecology, and local history, which enriches the experience beyond just a boat ride.
Scenic Highlights: Wildlife and Waterways
The views behind Assateague Island are stunning, especially with the chance to see dolphins playing in the bay and wild ponies roaming. The waterways are lively, and the scenery changes as the boat drifts closer to the island’s shoreline—perfect for photography or simply soaking in the natural beauty.
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Considerations and Practical Tips
This tour’s small size means it’s best to book early, as it’s often booked about 20 days in advance. The timing at 12:15 pm makes it an ideal midday activity—neither too early nor too late in the day. Weather can influence the experience, so check the forecast; poor weather might lead to cancellations, but the provider offers either a reschedule or refund.
Since all passengers, regardless of age, need a ticket, this tour is suitable for families, but keep in mind that children should be comfortable on a boat for two hours. The tour’s relaxed pace and the chance to enjoy wildlife in a natural setting mean it appeals most to those who enjoy nature, good food, and local culture.
Pricing and Value
At $45 per person, this cruise offers a good value considering the inclusion of the drink and the small-group experience. Compared to larger, more commercial tours, the intimacy and personalized guidance make it stand out.
Who Will Love This Tour?

If you’re someone who appreciates small-group adventures, wildlife encounters, and local flavors, you’ll find this cruise right up your alley. It’s especially ideal for travelers new to Maryland’s coast or those looking for a laid-back, authentic experience without a lot of fuss. Families with children, couples celebrating, or solo travelers eager to meet others in a cozy setting will all enjoy the personalized touch and scenic beauty.
Final Thoughts
The Harborside Orange Crush Cruise is a charming way to explore Maryland’s unique coastal environment. The combination of scenic waterways, wildlife viewing, and local drinks creates a memorable outing that’s both relaxing and engaging. The knowledgeable guide, paired with the opportunity to see Assateague ponies and dolphins, makes it a worthwhile addition to any Maryland itinerary.
While limited in size and weather-dependent, this tour offers genuine value for anyone eager to connect with nature and local culture in a laid-back setting. Whether you’re a wildlife enthusiast, a foodie, or simply looking for a peaceful escape on the water, this cruise offers a taste of Maryland’s coastal charm that you won’t forget.
FAQ

How long is the cruise?
The cruise lasts approximately 2 hours, giving you enough time to enjoy the scenery, wildlife, and your food without feeling rushed.
Where does the tour start?
It begins at the Ocean Pines Yacht Club, located at 1 Mumfords Lndg Rd, Ocean Pines, MD 21811.
What is included in the price?
The boat ride is included in the $45 fee, and if you order food from Harborside Grill, you’ll receive a free orange crush cocktail. The guide/driver is also part of the experience.
Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before your scheduled departure, making it flexible for last-minute changes.
Is this tour suitable for children?
Yes, all passengers, regardless of age, need a ticket, so it’s suitable for children. However, they should be comfortable on a boat for about two hours.
What should I bring?
Bring your camera, sun protection, and possibly a light jacket if the weather is cooler. Food is purchased separately, so plan accordingly.
How far in advance should I book?
Most travelers book about 20 days in advance, as the tour is limited to 6 people to maintain intimacy and personalized service.
What if the weather isn’t good?
The tour provider will offer a different date or a full refund if weather conditions lead to cancellation.
In essence, the Harborside Orange Crush Cruise offers a warm, personal, and scenic glimpse into Maryland’s natural beauty. With thoughtful guidance, stunning wildlife, and a splash of local flavor, it’s a small adventure that leaves a big impression.
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More Maryland experiences we've covered
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- Self-Guided Scavenger Hunt: The Fine (Art) Life in Bethesda
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- 4-Day Tour of Cumberland
- Departure by Minibus from Oakland City to Oakland Airport OAK
- Guided Assateague Kayaking and Wildlife Discovery Tour
- OC Bay Hopper Sunset Cruise (Departs From Ocean Pines)
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- North Beach Historic – Guided Walking Tour
- Assateague Island Cruise Departs from Ocean Pines
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- Private transfer To or Form Bethesda and Ronald Reagan Airport
