Adventure brief
Private Cruises
Set sail on a private cruise exploring the beautiful waters of St. Michaels Harbor and Miles River. Perfect for celebrations, this customizable boat charter offers drinks, snacks, and a licensed captain to guide your group of up to 28 guests safely throughout the scenic Maryland coastline.
Experience the charm and beauty of St. Michaels, Maryland, on a private cruise tailored for your group of up to 28 guests. St.
Michaels Harbor Shuttle Services offers a personalized boat charter that explores the tranquil waters of St. Michaels Harbor and the scenic Miles River. Whether you're celebrating a special occasion, hosting a corporate event, or simply seeking a relaxing day on the water, this private cruise lets you customize the experience.
Enjoy drinks, snacks, and your favorite tunes through the onboard Bluetooth speaker while a licensed captain navigates the calm waterways safely. The intimate setting lets you soak in waterfront views, historic buildings, and the local marine life, creating lasting memories with friends and family. Beyond the stunning sights, the flexibility of the cruise route means you can focus on your group's preferences, from peaceful cruising to lively celebrations.
This adventure combines comfort, safety, and the natural beauty of Maryland’s Eastern Shore, making it a perfect water escape close to major cities but far from the crowds.
Adventure tips
Plan your experience.
Curated tips for an optimal adventure.
- 01Book Early for Prime Timesessential
Reserve your private cruise well ahead of popular weekends and holidays to secure your ideal date and time.
- 02Bring Layers for Changing Weatherinfo
Even summer evenings on the water can get cool, so pack a light jacket or sweater for comfort.
- 03Consider Seasickness Remedieswarning
If you're prone to motion sickness, bring remedies like ginger candy or wristbands to ensure a comfortable ride.
- 04Respect Local Wildlifeessential
Avoid feeding or disturbing birds and marine animals to preserve the natural ecosystem.
Recommended gear
What to bring.
Sun Hat
Protects your face and eyes from strong sunlight during daytime cruises.
summerEssentialLight Jacket
Keeps you warm during cooler mornings or breezy evenings on the water.
springEssentialSunscreen
Essential for protecting exposed skin from UV rays regardless of season.
EssentialMotion Sickness Medication
Helpful for those sensitive to boat movement to ensure a comfortable trip.
Local insights
Context for the journey.
Nearby secrets
Visit the secluded Sandfly Cove for quiet waters and great photo opportunities, Explore Daugherty Creek for a peaceful viewing of native birds and marshland
Local fauna
Ospreys that nest near the riverbanks during warmer months, Blue herons frequently spotted wading in shallow waters
Historic heritage
St. Michaels was a key shipbuilding center during the War of 1812 and preserves much of its maritime heritage today.
Mindful exploration
Local operators emphasize eco-friendly practices to protect the Chesapeake Bay’s delicate marine ecosystem.
Photography tips
Capture the moments
- Viewpoints
- Miles River waterfront, St. Michaels Harbor docks, Sandfly Cove
- Subjects
- historic harbor buildings, waterfowl and marine wildlife, sunset reflections on the water
- Best times
- Golden hour, early morning, late afternoon
Frequently asked questions
Before you go.
How many people can the private cruises accommodate?
Each boat charter can host up to 28 guests comfortably.
Is food and drink included on the cruise?
Guests can bring their own drinks and snacks or arrange for catering through the company.
Do I need a boating license to operate the boat?
No, a licensed captain is provided with every private cruise to ensure safety.
Are these cruises wheelchair accessible?
Please contact St. Michaels Harbor Shuttle Services directly to discuss accessibility options.
Can the route be customized?
Yes, the cruise route is customizable to suit your group's preferences and interests.
What is the cancellation policy?
Cancellations and rescheduling policies vary; it’s best to check directly with the company before booking.