Private Boat Parties & Cruises in Ocean City, Maryland
Difficulty
easy
Duration
2–3 hours
Fitness Level
No special fitness level required; accessible for all ages and abilities
Overview
Enjoy a private boat party on the Calico Jack, cruising Assawoman Bay near Ocean City. Spot wild ponies and relax with friends on this 2.5-hour scenic adventure.
Details
Set sail with Back Bay Adventures aboard the Calico Jack, a spacious 48-foot headboat perfect for private boat parties and scenic cruises in Ocean City, Maryland. This 2.5-hour journey takes you through the beautiful Assawoman Bay, where you can unwind while enjoying stunning views and spotting local wildlife such as wild ponies on nearby islands. The relaxed pace provides plenty of time to socialize and soak in the natural surroundings, making it ideal for groups of friends or family celebrations. The best part is that you can bring your own food and drinks, turning your boat cruise into a personalized party on the water. Comfortable seating and ample space on the Calico Jack make it easy to move around and enjoy the breeze. Whether you're hoping to spot wildlife, enjoy the peaceful water, or simply escape the bustle of Ocean City, this private boat experience offers a unique way to connect with nature and create lasting memories with your loved ones.
Adventure Tips
Bring Plenty of Water
Staying hydrated during your cruise is important, especially on warm days when the sun can be strong out on the water.
Pack a Cooler with Your Favorites
Since food and drinks are BYO, bring your preferred snacks and refreshments to enhance your private party experience.
Wear Sunscreen and Sunglasses
Even on cloudy days, UV rays reflect off the water, so protecting your skin and eyes ensures a comfortable cruise.
Check the Weather Forecast
Windy or rainy conditions can affect comfort and visibility; plan accordingly for the smoothest trip.
Local Insights
Hidden Gems
- Assateague Island wild pony viewing areas
- Quiet coves on the western side of Assawoman Bay
Wildlife
- Assateague wild ponies
- Ospreys and herons
History
Assawoman Bay has been a key waterway for local fishing and transportation since colonial times.
Conservation
Efforts in the region focus on protecting the habitats of wild ponies and migratory birds through sustainable boating practices.
Frequently Asked Questions
Photography Tips
Best Times
Best Viewpoints
- Along Assateague Island shores
- From the upper deck of the Calico Jack
- Near wildlife spotting points in the bay
What to Photograph
Recommended Gear
Sunscreen
Protects your skin from strong UV rays during the daytime cruise.
summer specific
Hat and Sunglasses
Helps shield your face and eyes from the sun's glare on the water.
summer specific
Light Jacket or Windbreaker
Keeps you comfortable against wind and cooler bay temperatures.
spring specific
Reusable Water Bottle
Ensures you stay hydrated throughout the cruise.