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.
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Difficulty
easy
Duration
1–3 hours
Fitness Level
Suitable for all fitness levels, as no strenuous activity is required
Wildlife
History
St. Michaels was a key shipbuilding center during the War of 1812 and preserves much of its maritime heritage today.
Conservation
Local operators emphasize eco-friendly practices to protect the Chesapeake Bay’s delicate marine ecosystem.
St. Michaels Harbor Shuttle Services
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.
St. Michaels Harbor Shuttle Services operates in Saint Michaels, Maryland, offering a variety of passenger and charter boat services on St. Michaels Harbor and the Miles River. The company specializes in short public cruises and private charters, including a 90‑minute Fireworks Cruise (July 5th), a 75‑minute BYOB Sunset Cruise that departs daily from Mulberry Street, an hour‑long narrated History & Folklore cruise, and private cruises for groups of up to 28 people. Service options also include water taxi trips for dock‑to‑dock transfers, vessel pick‑ups at anchor, and connections to the Miles River Yacht Club and nearby private docks.
Each cruise is led by a licensed captain who provides navigation and safety oversight while sharing local knowledge on select narrated trips. Private charters include a captain and permit customizable amenities such as drinks, snacks, and Bluetooth audio. Several public cruises are pet‑friendly and select excursions permit guests to bring beverages and snacks on board. The Fireworks Cruise and Sunset Cruise specifically note BYOB options for passenger enjoyment. Water taxi services offer practical short‑distance transfers within the harbor and to neighboring docks. All offerings focus on accessible, scenic experiences on the water in and around St. Michaels Harbor, accommodating leisure outings, celebrations, and transportation needs without implying additional services beyond those described.
Passengers can enjoy scenic views of the Miles River, St. Michaels Harbor, shoreline homes, and local landmarks while onboard. These short, accessible voyages are designed for casual sightseeing, celebrations, and simple harbor transportation within the St. Michaels waterfront area comfortably.
Location
Saint Michaels, MD
Operating on St. Michaels Harbor
Private Capacity
Up to 28
Private charters for groups
Trip Lengths
60–90 minutes
History (60), Sunset (75), Fireworks (90)
Water Taxi
Dock-to-dock service
Connects harbor and yacht club
Book a spot on a Sunset Cruise, the July 5th Fireworks Cruise, a narrated History & Folklore tour, a private charter up to 28, or schedule a Harbor Water Taxi transfer.
Book Early for Prime Times
Reserve your private cruise well ahead of popular weekends and holidays to secure your ideal date and time.
Bring Layers for Changing Weather
Even summer evenings on the water can get cool, so pack a light jacket or sweater for comfort.
Consider Seasickness Remedies
If you're prone to motion sickness, bring remedies like ginger candy or wristbands to ensure a comfortable ride.
Respect Local Wildlife
Avoid feeding or disturbing birds and marine animals to preserve the natural ecosystem.
Sun Hat
Protects your face and eyes from strong sunlight during daytime cruises.
summer
Light Jacket
Keeps you warm during cooler mornings or breezy evenings on the water.
spring
Sunscreen
Essential for protecting exposed skin from UV rays regardless of season.
Motion Sickness Medication
Helpful for those sensitive to boat movement to ensure a comfortable trip.