Private Custom Charter • Half-Day or Full-Day • Explore Chesapeake Country Your Way
Step aboard a restored 1950s Chesapeake Bay deadrise and design your own private half-day or full-day charter from St. Michaels. Perfect for small groups, celebrations, and wildlife-focused outings on the tidal estuary.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
4–8 hours
Fitness Level
Light activity: must be able to step on/off a boat and move around a modest deck; not strenuous.
Wildlife
History
The Chesapeake deadrise hull evolved on these waters for working watermen who hauled oysters and crab pots; that heritage shapes local boat design and seamanship.
Conservation
Oyster restoration and living-shoreline projects are active in the region—choose operators who respect no-anchor zones and avoid sensitive marsh edges.
Private Custom Charter • Half-Day or Full-Day • Explore Chesapeake Country Your Way
Check tides and timing
Tidal currents shape where you can anchor and swim—ask the captain for optimal times for shallow creek access.
Bring sun protection
Open decks and reflected water increase UV exposure—pack sunscreen, sunglasses, and a brimmed hat.
Avoid seasickness surprises
If you’re prone to motion sickness, take medication before boarding and choose calmer morning hours.
Pack a small cooler
Space for picnics and cold drinks is limited on a six-person charter—bring what you’ll need onboard.
Sunscreen and sunglasses
Protects skin and eyes from strong reflected sunlight on the water.
summer
Light waterproof jacket or windbreaker
Wind and spray are common; a layer keeps you comfortable in changing conditions.
Non-marking boat shoes
Grip and soft soles make boarding safer and protect the vessel’s deck.
Motion-sickness medication
Useful for guests prone to seasickness, especially in choppy conditions.